Identification

Name
Salicylic acid
Accession Number
DB00936  (APRD01605, DB01398)
Type
Small Molecule
Groups
Approved, Investigational, Vet approved
Description

A compound obtained from the bark of the white willow and wintergreen leaves, and also prepared synthetically. It has bacteriostatic, fungicidal, and keratolytic actions. Its salts, the salicylates, are used as analgesics.

Structure
Thumb
Synonyms
  • 2-Carboxyphenol
  • 2-Hydroxybenzoic acid
  • O-carboxyphenol
  • O-hydroxybenzoic acid
External IDs
FEMA NO. 3985 / K-557 / NSC-180
Product Ingredients
IngredientUNIICASInChI Key
Choline magnesium trisalicylateNot Available64425-90-7FQCQGOZEWWPOKI-UHFFFAOYSA-K
Potassium salicylateK91YT16P5M578-36-9FRMWBRPWYBNAFB-UHFFFAOYSA-M
Sodium salicylateWIQ1H85SYP54-21-7ABBQHOQBGMUPJH-UHFFFAOYSA-M
Active Moieties
NameKindUNIICASInChI Key
Benzoic Acidunknown8SKN0B0MIM65-85-0WPYMKLBDIGXBTP-UHFFFAOYSA-N
Product Images
Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Clearasil CompleteLotion2 %TopicalProcter And GambleNot applicableNot applicableCanada
Clearasil Stayclear Acne Defense CleanserLotion2 %TopicalProcter And GambleNot applicableNot applicableCanada
Clearasil Stayclear Zone Control ClearstickLiquid2 %TopicalProcter And GambleNot applicableNot applicableCanada
Dhs SalShampoo3.0 %TopicalSeaford Pharmaceuticals IncNot applicableNot applicableCanada
Exorex Acne FormulaLotion0.5 %TopicalMeyer Zall Laboratories Pty Ltd.Not applicableNot applicableCanada
Saliject 570mg/mlLiquid570 mgIntravenousOmega Laboratories Ltd1985-12-31Not applicableCanada
Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
24 Hour Pimple PunisherKit2 g/100mLKate Somerville Skincare Llc2014-06-22Not applicableUs
28 Remedy Acne Pore Deep CleanserGel0.6 g/120mLTopicalNoTS Co.,Ltd2016-01-02Not applicableUs
28 Remedy Balancing Toner 10mLCream0.001 mg/10mLTopicalNoTS Co Ltd2015-09-01Not applicableUs
AC Out Spot stOp SerumLiquid0.1 mg/100mLTopicalThe Doctors Cosmetics Co., Ltd2012-09-27Not applicableUs
Ac7Gel0.000001 g/10mLTopicalMicell Korea Co.,ltd2017-03-20Not applicableUs
Acence Tea Tree Tock Blemish SpotSolution22.5 mg/15mLTopicalMizon Co., Ltd.2015-12-01Not applicableUs
AcneCream14 g/100gTopicalGreenbrier International, Inc.2013-01-01Not applicableUs
AcneLiquid1.2 g/240mLTopicalGreat Lakes Wholesale, Marketing, and Sales, Inc.2016-06-30Not applicableUs
Acne Advanced Clarifying HydratorCream10 mg/1mLTopicalEminence Organic Skin Care Ltd.2018-09-01Not applicableUs
Acne Advanced Clarifying MasqueCream5 mg/1mLTopicalEminence Organic Skin Care Ltd.2018-09-01Not applicableUs
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
3 Part Acne Treatment Kit Ceela NaturaalsSalicylic acid (20 mg/1mL) + Salicylic acid (20 mg/1mL)KitCeela Naturals, Llc2017-10-09Not applicableUs
3 Part Acne Treatment Kit Ceela NaturaalsSalicylic acid (20 mg/1mL) + Salicylic acid (20 mg/1mL)KitCeela Naturals, Llc2017-10-09Not applicableUs
Acne Advanced Treatment SystemSalicylic acid (10 mg/1mL) + Salicylic acid (5 mg/1mL) + Salicylic acid (10 mg/1mL)KitEminence Organic Skin Care Ltd.2018-09-01Not applicableUs
Acne Advanced Treatment SystemSalicylic acid (10 mg/1mL) + Salicylic acid (5 mg/1mL) + Salicylic acid (10 mg/1mL)KitEminence Organic Skin Care Ltd.2018-09-01Not applicableUs
Acne Advanced Treatment SystemSalicylic acid (10 mg/1mL) + Salicylic acid (5 mg/1mL) + Salicylic acid (10 mg/1mL)KitEminence Organic Skin Care Ltd.2018-09-01Not applicableUs
Acne Clearning Treatment FaceSalicylic acid (.0048 mg/.024mg) + Benzoyl peroxide (.006 mg/.024mg) + Octasulfur (.012 mg/.024mg)LiquidTopicalCare Pluss Pharma S.A. De C.V.2012-08-06Not applicableUs
Acne Treatment SystemSalicylic acid (2 %) + Benzoyl peroxide (5 %)Kit; Liquid; LotionTopicalVivier Canada Incorporated2013-11-15Not applicableCanada
Acne Treatment SystemSalicylic acid (20 mg/1mL) + Benzoyl peroxide (50 mg/1mL)KitVivier Pharma2017-11-11Not applicableUs
AcneFree Dermatology Inspired Care Sensitive Skin 24 Hr Acne Clearing SystemSalicylic acid (15 mg/1mL) + Benzoyl peroxide (30 mg/1mL)KitL'oreal2017-08-24Not applicableUs
AcneFree Sensitive 24 HOUR Acne Clearing SystemSalicylic acid (15 mg/1mL) + Benzoyl peroxide (30 mg/1mL)KitValeant Pharmaceuticals North America2014-09-11Not applicableUs
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
28.5% Salicylic AcidSalicylic acid (285 mg/1mL)SolutionTopicalElorac, Inc.2018-04-30Not applicableUs
AliclenSalicylic acid (60 mg/1mL)ShampooTopicalPrasco, Laboratories2011-02-022014-01-31Us
Bensal HPSalicylic acid (30 mg/1g)OintmentTopicalSmg Pharmaceuticals, Llc1998-10-01Not applicableUs
BeyondClearSalicylic acid (2.232 g/1mL) + Salicylic acid (2.014 g/1mL) + Benzoyl peroxide (4.25 g/100g)KitTopicalProskin LLC2012-06-012013-09-30Us
BeyondClearSalicylic acid (2.232 g/1mL) + Salicylic acid (2.014 g/1mL) + Benzoyl peroxide (4.25 g/100g)KitTopicalProskin LLC2012-06-012013-09-30Us
Choline Magnesium TrisalicylateCholine magnesium trisalicylate (500 mg/5mL)LiquidOralLannett Company, Inc.1997-02-05Not applicableUs
DurasalSalicylic acid (260 mg/1mL)SolutionTopicalElorac, Inc.2009-08-032010-05-04Us
KeralytSalicylic acid (6 g/92.6mL) + Salicylic acid (6 g/100g)KitSummers Laboratories Inc2009-11-012009-10-19Us
KeralytSalicylic acid (5 g/100mL)ShampooTopicalSummers Laboratories2013-10-30Not applicableUs
KeralytSalicylic acid (6 g/92.6mL) + Salicylic acid (6 g/100g)KitSummers Laboratories Inc2009-11-012009-10-19Us
International/Other Brands
Compound W / Dr. Scholl's Callus Removers / Dr. Scholl's Corn Removers / Dr. Scholl's Wart Remover Kit / Duofil Wart Remover / Duoplant / Ionil Plus shampoo / Salonil / Salsonin / Stridex
Categories
UNII
O414PZ4LPZ
CAS number
69-72-7
Weight
Average: 138.1207
Monoisotopic: 138.031694058
Chemical Formula
C7H6O3
InChI Key
YGSDEFSMJLZEOE-UHFFFAOYSA-N
InChI
InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)
IUPAC Name
2-hydroxybenzoic acid
SMILES
OC(=O)C1=CC=CC=C1O

Pharmacology

Indication

Key additive in many skin-care products for the treatment of acne, psoriasis, callouses, corns, keratosis pilaris and warts.

Associated Conditions
Pharmacodynamics

Salicylic acid treats acne by causing skin cells to slough off more readily, preventing pores from clogging up. This effect on skin cells also makes salicylic acid an active ingredient in several shampoos meant to treat dandruff. Use of straight salicylic solution may cause hyperpigmentation on unpretreated skin for those with darker skin types (Fitzpatrick phototypes IV, V, VI), as well as with the lack of use of a broad spectrum sunblock. Subsalicylate in combination with bismuth form the popular stomach relief aid known commonly as Pepto-Bismol. When combined the two key ingredients help control diarrhea, nausea, heartburn, and even gas. It is also very mildly anti-biotic.

Mechanism of action

Salicylic acid directly and irreversibly inhibits the activity of both types of cyclo-oxygenases (COX-1 and COX-2) to decrease the formation of precursors of prostaglandins and thromboxanes from arachidonic acid. Salicylate may competitively inhibit prostaglandin formation. Salicylate's antirheumatic (nonsteroidal anti-inflammatory) actions are a result of its analgesic and anti-inflammatory mechanisms. Salicylic acid is a key ingredient in many skin-care products for the treatment of acne, psoriasis, calluses, corns, keratosis pilaris, and warts. It works by causing the cells of the epidermis to slough off more readily, preventing pores from clogging up, and allowing room for new cell growth. Because of its effect on skin cells, salicylic acid is used in several shampoos used to treat dandruff. Salicylic acid is also used as an active ingredient in gels which remove verrucas (plantar warts). Salicylic acid inhibits the oxidation of uridine-5-diphosphoglucose (UDPG) competitively with nicotinamide adenosine dinucleotide (NAD) and noncompetitively with UDPG. It also competitively inhibits the transferring of glucuronyl group of uridine-5-phosphoglucuronic acid (UDPGA) to the phenolic acceptor. The wound-healing retardation action of salicylates is probably due mainly to its inhibitory action on mucopolysaccharide synthesis.

TargetActionsOrganism
AProstaglandin G/H synthase 1
inhibitor
Human
AProstaglandin G/H synthase 2
inhibitor
Human
UAldo-keto reductase family 1 member C1
inhibitor
Human
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity

Oral rat LD50: 891 mg/kg. Inhalation rat LC50: > 900 mg/m3/1hr. Irritation: skin rabbit: 500 mg/24H mild. Eye rabbit: 100 mg severe. Investigated a mutagen and reproductive effector.

Affected organisms
  • Humans and other mammals
Pathways
PathwayCategory
Salicylic Acid Action PathwayDrug action
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteraction
(R)-warfarinSalicylic acid may increase the anticoagulant activities of (R)-warfarin.
(S)-WarfarinSalicylic acid may increase the anticoagulant activities of (S)-Warfarin.
2,4-thiazolidinedioneSalicylic acid may increase the hypoglycemic activities of 2,4-thiazolidinedione.
4-hydroxycoumarinSalicylic acid may increase the anticoagulant activities of 4-hydroxycoumarin.
AbciximabThe risk or severity of bleeding can be increased when Salicylic acid is combined with Abciximab.
AcarboseSalicylic acid may increase the hypoglycemic activities of Acarbose.
AcebutololSalicylic acid may decrease the antihypertensive activities of Acebutolol.
AceclofenacThe risk or severity of adverse effects can be increased when Salicylic acid is combined with Aceclofenac.
AcemetacinThe risk or severity of adverse effects can be increased when Salicylic acid is combined with Acemetacin.
AcenocoumarolSalicylic acid may increase the anticoagulant activities of Acenocoumarol.
Food Interactions
Not Available

References

Synthesis Reference

Howard Jones, Robert W. Houser, "Process for preparing 4-(2,4-difluorophenyl)-salicyclic acid." U.S. Patent US4225730, issued August, 1972.

US4225730
General References
  1. Vane JR: Inhibition of prostaglandin synthesis as a mechanism of action for aspirin-like drugs. Nat New Biol. 1971 Jun 23;231(25):232-5. [PubMed:5284360]
  2. Flower R, Gryglewski R, Herbaczynska-Cedro K, Vane JR: Effects of anti-inflammatory drugs on prostaglandin biosynthesis. Nat New Biol. 1972 Jul 26;238(82):104-6. [PubMed:4505422]
External Links
Human Metabolome Database
HMDB0001895
KEGG Drug
D00097
KEGG Compound
C00805
PubChem Compound
338
PubChem Substance
46504942
ChemSpider
331
BindingDB
26193
ChEBI
16914
ChEMBL
CHEMBL424
Therapeutic Targets Database
DAP000731
PharmGKB
PA451299
IUPHAR
4306
Guide to Pharmacology
GtP Drug Page
HET
SAL
Wikipedia
Salicylic_acid
ATC Codes
N02BA04 — Sodium salicylateD01AE12 — Salicylic acidS01BC08 — Salicylic acidN02BA12 — Potassium salicylate
AHFS Codes
  • 84:28.00 — Keratolytic Agents
  • 28:08.04.24 — Salicylates
  • 24:16.00 — Sclerosing Agents
PDB Entries
1fiq / 1fo4 / 1jgs / 1m6e / 1pth / 1wyg / 1y7i / 2e1q / 2fn1 / 2i2z
show 40 more

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
1Active Not RecruitingTreatmentGamma Delta Hepatosplenic T-Cell Lymphoma / NK T-Cell Lymphoma / Subcutaneous Panniculitis-Like T-Cell Lymphoma / T-Cell Peripheral Lymphoma1
1CompletedNot AvailableHealthy Volunteers1
1CompletedTreatmentHuman Immunodeficiency Virus (HIV) Infections1
1CompletedTreatmentLeukemias / Myelodysplastic Syndromes / Myelodysplastic/Myeloproliferative Neoplasms1
1TerminatedTreatmentLeukemias1
1, 2CompletedTreatmentAcne Vulgaris1
1, 2Not Yet RecruitingTreatmentPeripheral T Cell Lymphoma (PTCL)1
2Active Not RecruitingTreatmentLymphoma, Extranodal NK-T-Cell / T-Cell Lymphomas1
2Active Not RecruitingTreatmentLymphoma, Hodgkins / Lymphoma, Large B-Cell, Diffuse (DLBCL)1
2Active Not RecruitingTreatmentMantle Cell Lymphoma (MCL)1
2CompletedTreatmentAcne1
2CompletedTreatmentAdult Acute Megakaryoblastic Leukemia (M7) / Adult Acute Minimally Differentiated Myeloid Leukemia (M0) / Adult Acute Monoblastic Leukemia (M5a) / Adult Acute Monocytic Leukemia (M5b) / Adult Acute Myeloblastic Leukemia With Maturation (M2) / Adult Acute Myeloblastic Leukemia Without Maturation (M1) / Adult Acute Myeloid Leukemia in Remission / Adult Acute Myeloid Leukemia With 11q23 (MLL) Abnormalities / Adult Acute Myeloid Leukemia With Del(5q) / Adult Acute Myeloid Leukemia With Inv(16)(p13;q22) / Adult Acute Myeloid Leukemia With T(16;16)(p13;q22) / Adult Acute Myeloid Leukemia With T(8;21)(q22;q22) / Adult Acute Myelomonocytic Leukemia (M4) / Adult Erythroleukemia (M6a) / Adult Pure Erythroid Leukemia (M6b) / Recurrent Adult Acute Myeloid Leukemia / Untreated Adult Acute Myeloid Leukemia1
2CompletedTreatmentChronic Arsenic Poisoning1
2CompletedTreatmentLymphoma, AIDS Related1
2CompletedTreatmentScalp Psoriasis1
2RecruitingTreatmentAnaplastic Large-Cell Lymphoma / Burkitt's Lymphoma / Gray Zone Lymphoma / Lymphoma, Large B-Cell, Diffuse (DLBCL) / Primary mediastinal large B-cell lymphomas / Primary Meidastinal Lymphoma1
2RecruitingTreatmentDepression / Depressive Disorders / Major Depressive Disorder (MDD) / Treatment Resistant Depression (TRD)1
2RecruitingTreatmentLymphoma, AIDS Related / Lymphoma, Large B-Cell, Diffuse (DLBCL)1
2RecruitingTreatmentLymphomatoid Granulomatosis / Lymphoproliferative Disorders / Non-Hodgkin's Lymphoma (NHL)1
2RecruitingTreatmentMalignant Neoplasm of Pancreas1
2TerminatedTreatmentLeukemias1
2, 3RecruitingTreatmentProstate Cancer1
2, 3Unknown StatusTreatmentPlantar Warts1
3CompletedTreatmentActinic Keratosis (AK)1
3Not Yet RecruitingTreatmentSquamous NSCLC1
4Active Not RecruitingTreatmentActinic Keratosis (AK) / Photodamaged Skin1
4CompletedTreatmentAcne2
4CompletedTreatmentAcne Prone Skin1
4CompletedTreatmentSkin Diseases1
4RecruitingTreatmentActinic Keratosis (AK)1
4RecruitingTreatmentAcute Kidney Injury (AKI) / Impaired Renal Function / Pharmacokinetics / Renal Failure1
4Unknown StatusTreatmentQuality of Life / Seborrheic Dermatitis1
4Unknown StatusTreatmentWarts1
Not AvailableCompletedTreatmentArsenical Keratosis1
Not AvailableRecruitingNot AvailableChildren;Infection1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
  • 7 Oaks Pharmaceutical Corp.
  • Aeropak (Uk)
  • Auriga Pharmaceuticals LLC
  • Avidas Pharmaceuticals
  • Breckenridge Pharmaceuticals
  • Collegium Pharmaceutical Inc.
  • Contract Pharm
  • Coria Laboratories
  • Direct Dispensing Inc.
  • DPT Laboratories Ltd.
  • Elorac Inc.
  • EMS Acquisition Corp.
  • Groupe Parima Inc.
  • Harmony Laboratories Inc.
  • Hi Tech Pharmacal Co. Inc.
  • JSJ Pharmaceuticals Inc.
  • Kaiser Foundation Hospital
  • Kamins Dermatologics Inc.
  • Major Pharmaceuticals
  • Medtech Labs
  • Murfreesboro Pharmaceutical Nursing Supply
  • Nucare Pharmaceuticals Inc.
  • Onset Therapeutics LLC
  • PD-Rx Pharmaceuticals Inc.
  • PEDiNOL
  • Perrigo Co.
  • Pharmedix
  • Physicians Total Care Inc.
  • Pliva Inc.
  • Prasco Labs
  • PruGen Inc. Pharmaceuticals
  • Qualitest
  • River's Edge Pharmaceuticals
  • Seton Pharmaceuticals LLC
  • Sheffield Laboratories Div Faria Limited LLC
  • Sonar Products Inc.
  • Southwood Pharmaceuticals
  • Span Packaging Services LLC
  • Stiefel Labs
  • Summers Labs
  • Valeant Ltd.
Dosage forms
FormRouteStrength
Kit2 g/100mL
GelTopical0.6 g/120mL
CreamTopical0.001 mg/10mL
LiquidTopical0.1 mg/100mL
GelTopical0.000001 g/10mL
SolutionTopical22.5 mg/15mL
LiquidTopical1.2 g/240mL
GelTopical7 mg/354mg
GelTopical0.02158 g/100mL
LiquidTopical0.02 g/1
LiquidTopical29.2 mg/1
LiquidTopical0.75 mg/150mL
GelTopical0.5 %
GelTopical20 g/100g
LotionTopical18.6 mg/1mL
GelTopical21 mg/1mL
GelTopical0.01 g/1g
SolutionTopical0.2 g/40g
LiquidTopical1.5 mL/100mL
LotionTopical1.0 mL/100mL
CreamTopical1.0 mL/100mL
GelTopical0.5 mL/100mL
LiquidTopical0.02 mg/1mL
LiquidTopical.5 g/100mL
LiquidTopical.5 g/.5mL
CreamTopical0.5 g/100mL
GelTopical0.005 mg/1g
LiquidTopical0.018 mg/1mg
CreamTopical2 g/1mL
PatchTopical2 g/100mL
Kit; liquid; lotionTopical
LiquidTopical2 g/200mL
SwabTopical.5 g/100mL
SwabTopical5 mg/1mL
SwabTopical5 mg/1000mg
SprayTopical2.84 g/142g
SolutionTopical20 mg/1
ClothTopical5 mg/1
SoapTopical2 g/100g
GelTopical0.6 g/30mL
LotionTopical1.0 mg/1mL
LiquidTopical1.93 mL/96.5mL
CreamTopical1.5 %
CreamCutaneous0.3 g/15mL
PatchTopical2 mg/100mg
PlasterTopical.4 1/1001
PlasterTopical40 1/1
Aerosol, foamTopical1.5 g/100g
ClothTopical2 g/1
CreamTopical2 g/100g
ClothTopical2 g/101
ClothTopical2 g/301
EmulsionTopical2 g/100g
LotionTopical1 g/100g
LotionTopical2.0 g/100g
LotionTopical2.0 mL/100mL
CreamTopical2.0 g/100g
GelTopical.5 %
PowderTopical0.6 mg/1mL
LiquidTopical0.01 g/1mL
LiquidTopical2 mg/2mL
LiquidTopical0.5 mg/1mL
PowderTopical0.6 %
StripTopical1.4 %
Liquid; swabTopical.5 %
LiquidTopical.5 %
LiquidTopical1.0 g/200mL
LotionTopical250 g/5g
ShampooTopical200 g/6g
CreamTopical50 g/1g
CreamTopical0.08 g/20mL
CreamTopical5 mg/1g
ShampooTopical0.2 g/100mL
LiquidTopical0.1 g/100mL
GelTopical15 uL/1mL
SwabTopical10 uL/1mL
JellyTopical1 %
RinseTopical2.0 g/397g
ShampooTopical2.0 g/414g
LotionTopical2 g/100g
DiscTopical20 mg/1
CreamTopical14 g/100g
StickTopical2 g/100g
LotionTopical1 mg/100mL
LotionTopical10 mg/1g
ShampooTopical20 mg/1mL
LotionTopical0.75 mg/150mL
LotionTopical11 mg/1mL
OilTopical18 mg/1mL
ClothTopical20 mg/1mL
ClothTopical0.5 g/100g
CreamTopical.5 mL/100mL
LotionTopical2 mL/100mL
ShampooTopical2 g/414g
RinseTopical2 g/397g
PatchTopical0.5 g/100g
SolutionTopical1.5 g/100mL
SoapTopical0.50 %
SoapTopical0.5 g/100g
ClothTopical6 mg/1
SoapTopical.5 %
SoapTopical5 mg/1g
LotionTopical0.7 %
JellyTopical
StickTopical
StickTopical2 %
LotionTopical1.5 %
LiquidTopical1.5 %
SwabTopical40 %
EmulsionTopical20 mg/1mL
EmulsionTopical10 mg/1g
LiquidTopical2.1 g/100mL
OintmentTopical30 mg/1g
GelTopical0.5 g/100g
SolutionTopical.5 g/100mL
LotionTopical1 %
ShampooTopical0.24 mg/355mL
SprayTopical2 mg/355mL
OintmentTopical2.8 g/140g
GelTopical1.8 %
GelTopical1.27 g/127g
GelTopical2.5 g/127g
LiquidTopical4.3 g/200mL
LiquidTopical4.56 g/236mL
GelTopical2 g/200mL
GelTopical1.3 g/127g
LiquidTopical2.8 g/141g
LiquidTopical2.54 g/127g
GelTopical19.4 mg/1g
RinseTopical0.2 mg/100mg
CreamTopical0.0116 g/100mL
LotionTopical0.587 g/118mL
LotionTopical2 g/120mL
LotionTopical1.5 g/15mL
LotionTopical0.6 g/200mL
LotionTopical0.6 g/100mL
LotionTopical2 g/40mL
ClothTopical10 mg/1
StripTopical0.03 mg/1
GelTopical25 mg/1mL
GelTopical1.25 g/250mL
LiquidTopical10 mg/1mL
PowderTopical
GelTopical0.4 g/20g
OintmentTopical5 g/1g
PatchTopical0.19 mg/1
PatchTopical11.9 mg/21
ShampooTopical0.3 g/100mL
PlasterTopical40 %
LiquidTransdermal
CreamTopical20.6 mg/1mL
LiquidOral500 mg/5mL
PowderTopical1 g/100g
CreamTopical0.156 g/8.9mL
CreamTopical0.28 g/14g
LiquidTopical0.623 g/130mL
LiquidTopical0.691 g/133mL
PasteTopical5 mg/1g
LotionTopical5 mg/1mL
LiquidTopical5 mg/1mL
Kit0.5 g/100mL
SprayTopical2 g/118mL
LiquidTopical28.8 mg/1mL
LotionTopical10 mg/1mL
SolutionTopical10 mg/1mL
GelTopical2 g/151mL
GelTopical30 mg/1mL
CreamTopical50 mg/1mL
LiquidTopical50 mg/1mL
GelTopical1.0 g/100g
KitTopical
CreamTopical0.6 mL/60mL
LiquidTopical2.4 mL/240mL
ClothTopical283.5 mg/56.7g
LotionTopical0.0053 g/100mL
LotionTopical0.0091 g/100mL
ClothTopical0.5 mg/90mL
GelTopical0.5 mg/118mL
LotionTopical2 mg/15mL
LotionTopical0.5 mg/50mL
Kit0.3 g/50mL
LiquidTopical2.00 %
GelTopical1 g/100mL
GelTopical2 %
SolutionTopical2 g/100g
SalveTopical20 mg/1mL
LiquidTopical3.57 mg/1mL
GelTopical2 g/100g
LotionTopical0.01 g/1g
LotionTopical7 mg/1mL
SwabTopical2 g/100mL
SolutionTopical0.03 g/1
SolutionTopical0.01 g/1
SolutionTopical0.015 g/1
LotionTopical1 g/100mL
SolutionTopical1 g/100mL
LiquidTopical2 %
LotionTopical2 g/100mL
ClothTopical0.02 g/1
ClothTopical0.03 g/1
LotionTopical1.9 g/100mL
CreamTopical1.9 g/100mL
SolutionTopical2 mg/100mL
LotionTopical150 mL/1mL
SolutionTopical0.02 g/1
SolutionTopical2 g/100mL
GelTopical2 g/100mL
GelTopical10 g/0.2g
CreamTopical50 g/0.5g
GelTopical18.4 mg/1mL
CreamTopical10 mg/1g
LotionTopical0.5 g/59g
LiquidTopical5 mL/250mL
LotionTopical0.6 mL/30mL
LiquidTopical300 mg/30g
GelTopical0.3 mL/15mL
CreamTopical1.5 mL/75mL
GelTopical0.022 mL/1.1mL
PasteTopical5 mg/1mL
CreamTopical1 mL/50mL
GelTopical0.375 mL/75mL
GelTopical5 mg/1mL
GelTopical0.30 mL/15mL
LiquidTopical0.25 g/50mL
LiquidTopical20 mg/1mL
StickTopical2 g/2mL
SprayTopical2 %
LiquidTopical1 %
CreamTopical1 %
GelTopical1 %
PowderTopical0.5 g/100g
LiquidTopical2.5 mg/500mL
GelTopical170 mg/1g
GelTopical17 %
LiquidTopical20 %
PlasterTopical4 mg/1
LiquidTopical30 %
CreamTopical2 1/100g
EmulsionTopical0.24 mg/29.6mg
EmulsionTopical1.89 mg/237mg
PlasterTopical40 mg/1
OintmentTopical15 %
CreamTopical1 g/100g
GelTopical0.3 mg/30mL
StickTopical0.025 g/2.5g
GelTopical0.1425 g/30mL
Kit10 mg/1mL
LiquidTopical2 mg/30mg
CreamTopical1.5 g/50mL
GelTopical
PatchTopical40 mg/1
GelTopical20 mg/1mL
SoapTopical20 mg/1mL
SoapTopical20 mg/1g
LiquidTopical20.5 mg/1mL
TabletOral
SwabTopical0.02 mL/1
SolutionTopical2.4 mL/120mL
LotionTopical0.015 g/1g
LiquidTopical17.64 mg/1mL
LotionTopical.5 %
LiquidTopical20 mg/1g
LotionTopical10 uL/1mL
GelTopical3 g/100mL
GelTopical3 %
GelTopical3.54 mL/118mL
LiquidTopical0.5 g/100g
LiquidTopical50.5 mg/2.5mL
LotionTopical30 mg/1.5mL
ShampooTopical3.0 %
ShampooTopical0.035 g/1g
SoapTopical4.8 g/240g
SolutionTopical20 mg/1mL
LotionTopical
OintmentTopical
LiquidTopical0.25 g/100mL
LiquidTopical25 g/100mL
TabletOral325 mg
TabletOral500 mg
OintmentTopical20 mg/1mL
GelTopical1 g/50mL
CreamTopical0.01 g/15mL
SprayTopical0.14 g/140mL
GelTopical0.1 g/100mL
LiquidTopical0.3 g/10mL
LiquidTopical12.64 %
SolutionTopical150 mg/1mL
DiscTopical4 mg/1
SolutionTopical1.7 mg/1mL
DiscTopical0.4 g/1
DiscTopical4.00 mg/1
LotionTopical20 mg/1g
LiquidTopical0.48 mL/100mL
LiquidTopical0.48 g/100mL
LiquidCutaneous0.5 mg/100mg
CreamCutaneous0.5 mg/100mg
CreamTopical0.00001 g/100mL
GelTopical11 %
LiquidTopical150.28 mg/1mL
SolutionTopical260 mg/1mL
PatchTopical3.0 mg/30mL
CreamTopical2.0 g/100mL
PowderTopical1.0 g/100g
PasteTopical2.0 g/100g
LiquidTopical1.0 g/100g
PasteTopical1.0 g/100g
StickTopical2 g/100mL
CreamTopical0.5 g/100g
LotionTopical1.0 mg/1g
CreamTopical2.8 g/141g
GelTopical20 g/1000mL
Liquid, extended releaseTopical2 mg/100mL
PasteTopical20 mg/1mL
LiquidTopical170 mL/1mL
LiquidTopical40 mg/1
GelTopical50 mg/1mL
PatchTopical40 mg/100mg
LiquidTopical17 g/100mL
GelTopical0.5 g/100mL
LiquidOral
SoapTopical2 %
CreamTopical2 %
LiquidTopical2.16 mg/120mL
LiquidTopical158.4 mg/1mL
LiquidTopical0.2 g/100mL
LotionTopical5 mg/100mL
Kit
OilTopical0.01 mL/1mL
Kit20 mg/1mL
ShampooTopical11.52 mL/384mL
LiquidTopical2 g/100g
SolutionTopical30 mg/1mL
SolutionTopical15 mg/1mL
SprayTopical20 mg/1mL
SolutionTopical4.8 g/240mL
Aerosol, foamTopical.5 mL/100mL
LiquidTopical4 mL/200mL
GelTopical2000 mg/1g
GelTopical21.2 mg/100mL
LotionTopical3 g/100g
LiquidTopical3 g/100g
Aerosol, foamTopical0.7 mg/1mL
CreamTopical1. g/100g
Lotion / shampooTopical20 mg/1mL
GelTopical2.0 %
SolutionTopical1.0 mg/200mL
SoapTopical0.4 g/100g
Lotion / shampooTopical18.5 mg/1mL
ShampooTopical0.1 1/300mL
LiquidTopical3 %
LotionTopical1.184 mL/59.2mL
GelTopical17 g/100g
LiquidTopical0.003 g/1mL
LiquidTopical0.0001 g/1mL
LotionTopical2.15 g/110mL
LiquidTopical1.2 g/120mL
SoapTopical1.35 g/135g
CreamTopical3 %
GelTopical2 mg/2mL
CreamTopical0.5 mg/0.5mL
LiquidTopical20 mL/1L
GelTopical0.02 mL/1mL
LotionTopical0.02 mL/1mL
ShampooTopical0.5 g/100mL
CreamTopical0.5 %
JellyTopical.5 %
CreamTopical.5 %
ShampooTopical28 mg/1g
CreamTopical100 mg/1g
GelTopical6 g/100g
ShampooTopical5 g/100mL
ShampooTopical6 g/92.6mL
GelTopical3 g/100g
GelTopical5 g/100g
GelTopical6 %
LiquidTopical
CreamTopical0.15105 g/15mL
CreamTopical0.025 mg/5mL
GelTopical5 mg/1g
CreamTopical2.0 mCi/100mL
SolutionTopical5 mg/1mL
LotionTopical0.45 mL/30mL
PasteTopical
LiquidTopical2 mL/100mL
Cream; suspensionTopical0.5 %
GelTopical10 mg/1mL
SprayTopical4.72 mL/118mL
ClothTopical.6 mL/60mL
GelTopical.75 mL/50mL
GelTopical0.425 mL/25mL
PasteTopical0.75 mL/150mL
StickTopical36 mg/1.8g
LiquidTopical.75 %
ShampooTopical29 mg/1mL
Aerosol, foamTopical5 mg/1g
PlasterTopical0.40 g/1g
LiquidTopical17 mg/100mg
ShampooTopical
SwabTopical.02 mL/1
GelTopical19.8 mg/1g
DiscTopical40 %
ShampooTopical1.8 g/100mL
PlasterTopical40 g/100g
PatchTopical0.056 mg/1
PlasterTopical2.068 mg/1
PlasterTopical3.175 mg/1
PlasterTopical5.51 mg/1
ShampooTopical2 g
ShampooTopical0.03 g/1g
CreamTopical2.016 g/112g
LotionTopical30 mg/1mL
SolutionTopical0.15 mg/30mL
ClothTopical1 g/100g
ShampooTopical0.2 1/300g
LiquidTopical150 mg/1mL
OintmentTopical40 %
SolutionTopical0.10 g/25mL
LiquidTopical0.06 g/1mL
ShampooTopical0.06 g/1mL
EmulsionTopical1 g/100g
LiquidTopical0.75 g/100g
CreamTopical30 mL/100mL
LiquidTopical1.0 mL/100mL
LotionTopical0.5 mg/1mL
ShampooTopical0.01 g/100mL
GelTopical0.7 g/100mL
GelTopical0.02 g/1g
SwabTopical2 mL/100mL
GelTopical1.0 mg/1g
Aerosol, foamTopical20 mg/1g
CreamTopical1 mg/1g
SuspensionTopical20 mg/1mL
LiquidTopical1.8 %
ClothTopical20 mg/1
SwabTopical20 mg/1
LotionTopical20 mg/1mL
LotionTopical2.0 %
CreamTopical5.5 mg/1g
LiquidTopical5 mg/1g
GelTopical1.5 %
CreamTopical1.0 %
PowderTopical5 mg/1g
SprayTopical5 mg/1mL
CreamTopical20 mg/1mL
ShampooTopical30 mg/1mL
OintmentTopical2 g/100g
GelTopical1 mL/100mL
GelTopical3 mg/15mL
GelTopical0.1 g/20mL
SoapTopical0.01 g/1g
ClothTopical0.02 g/1g
ClothTopical.05 mg/100mg
GelTopical5 g/1000mL
LotionTopical5 g/1000mL
LiquidTopical0.5 mL/100mL
Solution, gel forming / dropsTopical20 mg/1mL
ShampooTopical9 mg/500g
LiquidTopical170 mg
ClothTopical20.5 mg/1mL
LiquidTopical2.5 g/125g
LotionTopical20.6 mg/1mL
LiquidTopical18 mg/1mL
GelTopical4 mg/177mg
GelTopical3 g/150g
CreamTopical.5 mL/50mL
GelTopical1.15 mL/115mL
GelTopical.06 mL/15mL
LiquidTopical19.6 mg/1mL
PatchTopical0.40 g/1g
SoapTopical0.27 g/55g
SoapTopical0.50 g/100g
SoapTopical0.40 g/80g
SwabTopical5 mg/1
SolutionTopical5 mg/1g
LotionTopical5 mg/1g
SuspensionTopical0.5 %
LotionTopical2 %
SwabTopical2 %
SwabTopical.5 %
PatchTopical5 mg/1
CreamTopical20 mg/1g
Kit5 mg/1g
Kit; lotion; solutionTopical
PatchTopical4 mg/1
PlasterTopical.4 1/1
StripTopical4.42 mg/1
CreamTopical1 mg/20mg
RinseTopical2 g/100g
CreamTopical
LiquidTopical0.025 g/1
LiquidTopical2.0 mL/100mL
CreamTopical15 mg/1mL
ConcentrateTopical2 g/100mL
GelTopical2.0 g/100mL
SolutionTopical0.013 mg/2.5mL
LiquidTopical.7 %
GelTopical20 mg/1g
CreamTopical0.02 g/1mL
LiquidDental
GelTopical0.008776 g/1mL
LotionTopical1.8 mg/180mg
SprayTopical2 mg/100mL
LotionTopical2 mg/100mL
CreamTopical0.02 g/1000mL
GelTopical5 mg/1000mL
CreamTopical1 mg/100mL
SoapTopical1 mg/100g
LotionTopical0.5 g/100mL
SolutionTopical5 mg/1000mL
LiquidTopical2 mg/100mL
CreamTopical0.01 g/1g
GelTopical0.2 g/100mL
LotionTopical0.5 mg/100mL
Lotion / shampooTopical0.02 g/1000mL
SoapTopical1 g/100g
GelTopical0.5 mg/100mL
CreamTopical1.5 g/100g
LiquidTopical0.5 %
LotionTopical0.5 %
SwabTopical0.5 %
GelTopical1.77 g/59mL
CreamTopical2.26 g/113g
CreamTopical1.1 g/56.7g
SoapTopical3 g/100g
ShampooTopical3 g/100g
CreamTopical2.5 g/100g
CreamTopical3 g/100g
CreamTopical3 g/100mL
LiquidTopical1.8 g/100mL
CreamTopical0.5 ug/1mL
CreamTopical17 g/100g
LiquidTopical2 mg/1mL
SwabTopical20 mg/1mL
SprayTopical4.8 mL/240mL
SoapTopical0.6 g/100g
CreamTopical2 mL/100mL
PatchTopical0.04 g/40mL
CreamTopical3 g/150mL
LiquidTopical1 mL/100mL
StickTopical1 %
SoapTopical0.3 g/100g
SwabTopical21 mg/1
ShampooTopical0.25 g/100mL
PlasterTopical14.13 mg/1
GelTopical0.17 g/1g
LiquidTopical170 mg/1mL
CreamTopical24 g/400g
LotionTopical24.84 mg/414mL
LotionTopical60 mg/1mL
ShampooTopical60 mg/1mL
GelTopical1.2 g/60g
CreamTopical27.24 g/1g
CreamTopical5.05 mg/1mL
CreamTopical6 g/100g
GelTopical0.17 g/7g
GelTopical0.21 g/1.25g
GelTopical60 mg/1g
Kit60 mg/1mL
Kit60 mg/1g
LiquidTopical0.17 mg/9.8g
LiquidTopical0.17 g/9.8mL
LiquidTopical0.17 mg/9.8mL
LiquidTopical0.17 g/9.8g
LiquidTopical0.17 g/9mL
LiquidTopical0.17 mg/15mL
LiquidTopical0.17 mg/151mL
LiquidTopical0.17 mg/9mL
LiquidTopical2.1 g/14.7mL
LiquidTopical260 mg/1mL
LiquidTopical275 mg/1mL
LotionTopical0.5 g/60mL
LotionTopical6 g/100mL
LotionTopical6 mg/100mL
LotionTopical60 mg/1g
PatchTopical40 mg/141
PatchTopical40 mg/91
PatchTopical40 mg/241
PatchTopical40 mg/41
PatchTopical40 mg/61
PatchTopical40 mg/181
PatchTopical40 mg/81
PlasterTopical0.40 g/1411
PlasterTopical0.40 g/141
PlasterTopical0.40 g/181
PlasterTopical40 mg/141
ShampooTopical2 g/100g
ShampooTopical6 mg/100mL
ShampooTopical60 mg/1g
StripTopical40 mg/1
GelTopical0.75 mg/150mL
SoapTopical3.5 %
GelTopical.01 mg/1g
LiquidIntravenous570 mg
GelTopical15 mg/1mL
CreamTopical60 mg/1g
LotionTopical0.06 g/1mL
Aerosol, foamTopical6 g/100g
Aerosol, foamTopical3.88 g/70g
SoapTopical0.54 g/100mL
GelTopical0.54 g/100.00mL
GelTopical2.18 g/100.00mL
SoapTopical
LiquidTopical12 g/100mL
LiquidTopical3 g/100mL
LiquidTopical30 mg/1g
LiquidTopical17 %
LiquidTopical1 g/100mL
GelTopical8 g/100g
PasteTopical1 g/100g
GelTopical1 g/100g
Liquid; shampooTopical
ShampooTopical0.02 g/1mL
ShampooTopical0.03 g/1mL
GelTopical154 mg/30mL
CreamTopical1.8 %
LiquidTopical0.6 g/100mL
LiquidTopical1.5 mg/100mL
RinseTopical0.50 mL/100mL
LiquidTopical20 g/2mL
LiquidTopical5 g/2mL
LotionTopical15 mg/1mL
LiquidTopical4 g/100g
LiquidTopical0.2 g/1g
OintmentTopical1.8 g/50g
GelTopical.5 g/100g
ClothTopical2 g/100g
LiquidTopical20 mg/1
SolutionTopical17 %
ShampooTopical18 mg/1L
CreamTopical2.0 %
LiquidTopical0.009506 g/100mL
CreamTopical0.065 mg/13mL
EmulsionTopical0.02 g/1g
EmulsionTopical0.01 g/1mL
EmulsionTopical0.02 mL/1mL
EmulsionTopical0.02 g/1mL
EmulsionTopical0.01 mL/1mL
LiquidTopical2.2 %
SoapTopical0.01 mL/1mL
SoapTopical0.02 mL/1mL
SoapTopical0.02 g/1g
LiquidTopical2 g/100mL
LiquidTopical0.1 g/1
LiquidTopical0.5 g/100mL
OintmentTopical20 mg/1g
GelTopical2 mL/100mL
ShampooTopical2 %
SuspensionTopical2 %
ShampooTopical3 %
GelTopical1.5 g/100mL
SolutionTopical170 mg/1mL
OintmentTopical3 g/100g
StickTopical12.0 g/100g
StickTopical15.0 g/100g
LotionTopical1.0 g/100g
OintmentTopical0.14 g/28g
SprayTopical
ShampooTopical18 mg/1mL
SolutionTopical
LiquidTopical.0024 mg/.120mg
PlasterTopical15 %
CreamTopical2 g/100mL
SolutionTopical285 mg/1mL
TapeTopical4 mg/1
PatchTopical0.4 g/100g
LiquidTopical17 mL/10mL
CreamTopical5 mg/1mL
GelTopical1 mL/200mL
GelTopical0.625 mL/125mL
SolutionTopical275 mg/1mL
DiscTopical17.67 mg/1
LiquidTopical0.15 g/100mL
SprayTopical15 mg/1mL
EmulsionTopical1.2 g/120mL
PlasterTopical0.4 g/1
PlasterTopical40 mL/1
LiquidTopical0.17 g/1g
LiquidTopical2.51 mL/14.78mL
StickTopical.4 g/1g
LiquidTopical0.02 g/1g
GelTopical4 g/200g
SwabTopical0.5 g/100g
SwabTopical1 g/100g
SwabTopical2 g/100g
SoapTopical0.001 g/0.1g
CreamTopical0.5 mg/1mL
SolutionTopical280 mg/1g
ShampooTopical10 g/325g
GelTopical5 mg/237mg
PlasterTopical; Transdermal40 g/1
PlasterTopical
PlasterTopical156 mg/1
LiquidTopical5.3 g/265mL
GelTopical1.0 g/100mL
ClothTopical5 mg/1mL
StickTopical1 g/100g
GelTopical1.0 mg/100mL
CreamTopical10 mg/1mL
SolutionTopical2.0 mg/100mL
CreamTopical0.47 g/100mL
CreamTopical0.47 mL/100mL
LiquidTopical0.47 g/100mL
LiquidTopical0.47 mL/100mL
GelTopical0.47 g/100mL
GelTopical0.47 mL/100mL
ClothCutaneous20 mg/1300mg
LiquidTopical0.4 g/100mL
StickTopical20 mg/1g
PatchTopical20 mg/1mL
Prices
Unit descriptionCostUnit
Keralyt scalp complete kit67.8USD kit
Keralyt 6% Gel 100 gm Tube51.99USD tube
Keralyt 6% Gel 40 gm Tube49.99USD tube
Compound W 17% Liquid 9.3ml Bottle11.99USD bottle
Keralyt 3% Gel 28.4 gm Tube11.35USD tube
Sastid soap4.32USD each
Salicylic acid 6% gel1.14USD g
Salactic film solution0.74USD ml
Compound w pads0.5USD each
Keralyt 6% gel0.5USD g
Freezone corn-callus liquid0.42USD ml
Keralyt 3% gel0.39USD g
Salicylic acid 6% shampoo0.21USD ml
Ionil plus 2% shampoo0.05USD ml
Ionil t plus shampoo0.05USD ml
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)158 °CPhysProp
boiling point (°C)211 °C at 2.00E+01 mm HgPhysProp
water solubility2240 mg/L (at 25 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP2.26HANSCH,C ET AL. (1995)
logS-1.82ADME Research, USCD
Caco2 permeability-4.79ADME Research, USCD
pKa2.97SERJEANT,EP & DEMPSEY,B (1979)
Predicted Properties
PropertyValueSource
Water Solubility11.3 mg/mLALOGPS
logP1.96ALOGPS
logP1.98ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)2.79ChemAxon
pKa (Strongest Basic)-6.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity35.3 m3·mol-1ChemAxon
Polarizability12.81 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9756
Blood Brain Barrier+0.6165
Caco-2 permeable+0.8867
P-glycoprotein substrateNon-substrate0.734
P-glycoprotein inhibitor INon-inhibitor0.9815
P-glycoprotein inhibitor IINon-inhibitor0.9937
Renal organic cation transporterNon-inhibitor0.9167
CYP450 2C9 substrateNon-substrate0.7962
CYP450 2D6 substrateNon-substrate0.9233
CYP450 3A4 substrateNon-substrate0.766
CYP450 1A2 substrateNon-inhibitor0.9517
CYP450 2C9 inhibitorNon-inhibitor0.7984
CYP450 2D6 inhibitorNon-inhibitor0.9659
CYP450 2C19 inhibitorNon-inhibitor0.7644
CYP450 3A4 inhibitorNon-inhibitor0.8675
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8525
Ames testNon AMES toxic0.9829
CarcinogenicityNon-carcinogens0.8627
BiodegradationReady biodegradable0.8086
Rat acute toxicity2.2160 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9631
hERG inhibition (predictor II)Non-inhibitor0.9734
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Download (8.17 KB)
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-MS (2 TMS)GC-MSsplash10-014i-3890000000-62eae168a9d7ab3ada6f
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - EI-BGC-MSsplash10-00du-9700000000-e1e2ee6b61d86c596403
GC-MS Spectrum - GC-MSGC-MSsplash10-014i-3890000000-62eae168a9d7ab3ada6f
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-014i-2960000000-1b6b46cbb2b643b71448
Mass Spectrum (Electron Ionization)MSsplash10-00du-9600000000-6d4a0ff2d48d814b5c54
MS/MS Spectrum - Quattro_QQQ 10V, NegativeLC-MS/MSsplash10-059j-9600000000-54545731fceee84be340
MS/MS Spectrum - Quattro_QQQ 25V, NegativeLC-MS/MSsplash10-00xu-9500000000-2f1c989b672669aaf083
MS/MS Spectrum - Quattro_QQQ 40V, NegativeLC-MS/MSsplash10-0gb9-9000000000-a0049e982e8ecd7ab730
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, NegativeLC-MS/MSsplash10-000i-0900000000-f1e71df6894bcc8dda74
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, NegativeLC-MS/MSsplash10-0006-9200000000-f9fd317c182ec7ca90dc
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, NegativeLC-MS/MSsplash10-0006-9000000000-2b17aea4ee0ddd6321cf
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, NegativeLC-MS/MSsplash10-0006-9000000000-320b7cd879b61439cf42
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, NegativeLC-MS/MSsplash10-0006-9000000000-7d1b96d60026076a7ecc
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF , NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 10V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF , NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 10V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - DI-ESI-qTof , PositiveLC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-0006-9400000000-b0fb5458dfa73429b976
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-0006-9400000000-b0fb5458dfa73429b976
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-0006-9100000000-237ee14e8af5262c0dab
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-0006-9000000000-3ec5d7a9114e37b8af2a
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-0006-9000000000-d8fdab29114453b10280
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-0006-9000000000-4a337e3639c9f42a9000
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-0006-9000000000-2deb0e843e099fdcea99
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-00kf-9000000000-951b374b351c5534628a
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-014l-9000000000-4ea52d5aa4344a40c007
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-000i-0900000000-f1e71df6894bcc8dda74
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0006-9200000000-65f3f297188dc07b53be
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0006-9000000000-2b17aea4ee0ddd6321cf
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0006-9000000000-320b7cd879b61439cf42
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0006-9000000000-7d1b96d60026076a7ecc
LC-MS/MS Spectrum - LC-ESI-TOF , negativeLC-MS/MSsplash10-000i-0900000000-f88c693bac9b89416a52
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-00di-0900000000-dd7c7e9bb99d16d9e3b3
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-00di-0900000000-2106a18c58cc09ba35d2
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-00di-0900000000-79094eef5dfa59aa3723
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-00di-1900000000-333f3c35ef30a1009fde
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-00di-3900000000-1650d1f6c5415fb2e6c3
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-01b9-9700000000-e00d66b41e77653cb63f
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-014i-9100000000-37a9d14bd1eea4079faa
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-014i-9000000000-38a1383fd22f1277e48e
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-014i-9000000000-af5a2b43adf8dc36435f
1H NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable
[1H,1H] 2D NMR Spectrum2D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as salicylic acids. These are ortho-hydroxylated benzoic acids.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoic acids and derivatives
Direct Parent
Salicylic acids
Alternative Parents
Benzoic acids / Benzoyl derivatives / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Vinylogous acids / Monocarboxylic acids and derivatives / Carboxylic acids / Organooxygen compounds / Organic oxides / Hydrocarbon derivatives
Substituents
Salicylic acid / Benzoic acid / Benzoyl / 1-hydroxy-4-unsubstituted benzenoid / 1-hydroxy-2-unsubstituted benzenoid / Phenol / Vinylogous acid / Monocarboxylic acid or derivatives / Carboxylic acid / Carboxylic acid derivative
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
monohydroxybenzoic acid (CHEBI:16914)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Yes
Actions
Inhibitor
General Function
Prostaglandin-endoperoxide synthase activity
Specific Function
Converts arachidonate to prostaglandin H2 (PGH2), a committed step in prostanoid synthesis. Involved in the constitutive production of prostanoids in particular in the stomach and platelets. In gas...
Gene Name
PTGS1
Uniprot ID
P23219
Uniprot Name
Prostaglandin G/H synthase 1
Molecular Weight
68685.82 Da
References
  1. Moon C, Ahn M, Jee Y, Heo S, Kim S, Kim H, Sim KB, Koh CS, Shin YG, Shin T: Sodium salicylate-induced amelioration of experimental autoimmune encephalomyelitis in Lewis rats is associated with the suppression of inducible nitric oxide synthase and cyclooxygenases. Neurosci Lett. 2004 Feb 12;356(2):123-6. [PubMed:14746879]
  2. Graham GG, Scott KF: Mechanisms of action of paracetamol and related analgesics. Inflammopharmacology. 2003;11(4):401-13. [PubMed:15035793]
  3. Sun R, Carlson NG, Hemmert AC, Kishore BK: P2Y2 receptor-mediated release of prostaglandin E2 by IMCD is altered in hydrated and dehydrated rats: relevance to AVP-independent regulation of IMCD function. Am J Physiol Renal Physiol. 2005 Sep;289(3):F585-92. Epub 2005 Apr 19. [PubMed:15840771]
  4. Celik G, Pasaoglu G, Bavbek S, Abadoglu O, Dursun B, Mungan D, Misirligil Z: Tolerability of selective cyclooxygenase inhibitor, celecoxib, in patients with analgesic intolerance. J Asthma. 2005 Mar;42(2):127-31. [PubMed:15871445]
  5. Liu X, Lee TL, Wong PT: Cyclooxygenase-1 inhibition shortens the duration of diazepam-induced loss of righting reflex in mice. Anesth Analg. 2006 Jan;102(1):135-40. [PubMed:16368818]
  6. Vane JR: Inhibition of prostaglandin synthesis as a mechanism of action for aspirin-like drugs. Nat New Biol. 1971 Jun 23;231(25):232-5. [PubMed:5284360]
  7. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352]
Kind
Protein
Organism
Human
Pharmacological action
Yes
Actions
Inhibitor
General Function
Prostaglandin-endoperoxide synthase activity
Specific Function
Converts arachidonate to prostaglandin H2 (PGH2), a committed step in prostanoid synthesis. Constitutively expressed in some tissues in physiological conditions, such as the endothelium, kidney and...
Gene Name
PTGS2
Uniprot ID
P35354
Uniprot Name
Prostaglandin G/H synthase 2
Molecular Weight
68995.625 Da
References
  1. Graham GG, Scott KF: Mechanisms of action of paracetamol and related analgesics. Inflammopharmacology. 2003;11(4):401-13. [PubMed:15035793]
  2. Fiebich BL, Chrubasik S: Effects of an ethanolic salix extract on the release of selected inflammatory mediators in vitro. Phytomedicine. 2004 Feb;11(2-3):135-8. [PubMed:15070163]
  3. Chae HJ, Chae SW, Reed JC, Kim HR: Salicylate regulates COX-2 expression through ERK and subsequent NF-kappaB activation in osteoblasts. Immunopharmacol Immunotoxicol. 2004 Feb;26(1):75-91. [PubMed:15106733]
  4. Wu KK: Aspirin and other cyclooxygenase inhibitors: new therapeutic insights. Semin Vasc Med. 2003 May;3(2):107-12. [PubMed:15199473]
  5. Elvira C, Gallardo A, Lacroix N, Schacht E, San Roman J: Incorporation of salicylic acid derivatives to hydrophilic copolymer systems with biomedical applications. J Mater Sci Mater Med. 2001 Jun;12(6):535-42. [PubMed:15348270]
  6. Vane JR: Inhibition of prostaglandin synthesis as a mechanism of action for aspirin-like drugs. Nat New Biol. 1971 Jun 23;231(25):232-5. [PubMed:5284360]
  7. Zheng L, Howell SJ, Hatala DA, Huang K, Kern TS: Salicylate-based anti-inflammatory drugs inhibit the early lesion of diabetic retinopathy. Diabetes. 2007 Feb;56(2):337-45. [PubMed:17259377]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase activity
Specific Function
Converts progesterone to its inactive form, 20-alpha-dihydroxyprogesterone (20-alpha-OHP). In the liver and intestine, may have a role in the transport of bile. May have a role in monitoring the in...
Gene Name
AKR1C1
Uniprot ID
Q04828
Uniprot Name
Aldo-keto reductase family 1 member C1
Molecular Weight
36788.02 Da
References
  1. Dhagat U, Carbone V, Chung RP, Matsunaga T, Endo S, Hara A, El-Kabbani O: A salicylic acid-based analogue discovered from virtual screening as a potent inhibitor of human 20alpha-hydroxysteroid dehydrogenase. Med Chem. 2007 Nov;3(6):546-50. [PubMed:18045204]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Steroid hydroxylase activity
Specific Function
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally un...
Gene Name
CYP2C9
Uniprot ID
P11712
Uniprot Name
Cytochrome P450 2C9
Molecular Weight
55627.365 Da
References
  1. Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014]

Carriers

Kind
Protein
Organism
Human
Pharmacological action
No
Actions
Other/unknown
General Function
Toxic substance binding
Specific Function
Serum albumin, the main protein of plasma, has a good binding capacity for water, Ca(2+), Na(+), K(+), fatty acids, hormones, bilirubin and drugs. Its main function is the regulation of the colloid...
Gene Name
ALB
Uniprot ID
P02768
Uniprot Name
Serum albumin
Molecular Weight
69365.94 Da
References
  1. Bertucci C, Wainer IW: Improved chromatographic performance of a modified human albumin based stationary phase. Chirality. 1997;9(4):335-40. [PubMed:9275312]
  2. Xiao HR, Sheng LQ, Shi CH, Xu XL, Xie YS, Liu QL: [Fluorescence study on the interaction of salicylic acid and bovine serum albumin]. Guang Pu Xue Yu Guang Pu Fen Xi. 2004 Jan;24(1):78-81. [PubMed:15768982]
  3. Yin T, Wei W, Yang L, Liu K, Gao X: Kinetics parameter estimation for the binding process of salicylic acid to human serum albumin (HSA) with capacitive sensing technique. J Biochem Biophys Methods. 2007 Jun 10;70(4):587-93. Epub 2007 Jan 27. [PubMed:17320187]
  4. Yu T, Tao Z: [Fluorescence study on the interaction of salicylic acid and human serum albumin]. Guang Pu Xue Yu Guang Pu Fen Xi. 1999 Jun;19(3):453-5. [PubMed:15819089]

Transporters

Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Sodium-independent organic anion transmembrane transporter activity
Specific Function
Involved in the renal elimination of endogenous and exogenous organic anions. Functions as organic anion exchanger when the uptake of one molecule of organic anion is coupled with an efflux of one ...
Gene Name
SLC22A6
Uniprot ID
Q4U2R8
Uniprot Name
Solute carrier family 22 member 6
Molecular Weight
61815.78 Da
References
  1. Cihlar T, Ho ES: Fluorescence-based assay for the interaction of small molecules with the human renal organic anion transporter 1. Anal Biochem. 2000 Jul 15;283(1):49-55. [PubMed:10929807]
  2. Takeda M, Khamdang S, Narikawa S, Kimura H, Hosoyamada M, Cha SH, Sekine T, Endou H: Characterization of methotrexate transport and its drug interactions with human organic anion transporters. J Pharmacol Exp Ther. 2002 Aug;302(2):666-71. [PubMed:12130730]
  3. Race JE, Grassl SM, Williams WJ, Holtzman EJ: Molecular cloning and characterization of two novel human renal organic anion transporters (hOAT1 and hOAT3). Biochem Biophys Res Commun. 1999 Feb 16;255(2):508-14. [PubMed:10049739]
  4. Uwai Y, Saito H, Inui K: Interaction between methotrexate and nonsteroidal anti-inflammatory drugs in organic anion transporter. Eur J Pharmacol. 2000 Dec 1;409(1):31-6. [PubMed:11099697]
  5. Apiwattanakul N, Sekine T, Chairoungdua A, Kanai Y, Nakajima N, Sophasan S, Endou H: Transport properties of nonsteroidal anti-inflammatory drugs by organic anion transporter 1 expressed in Xenopus laevis oocytes. Mol Pharmacol. 1999 May;55(5):847-54. [PubMed:10220563]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Sodium-independent organic anion transmembrane transporter activity
Specific Function
Not Available
Gene Name
SLC22A10
Uniprot ID
Q63ZE4
Uniprot Name
Solute carrier family 22 member 10
Molecular Weight
60256.57 Da
References
  1. Youngblood GL, Sweet DH: Identification and functional assessment of the novel murine organic anion transporter Oat5 (Slc22a19) expressed in kidney. Am J Physiol Renal Physiol. 2004 Aug;287(2):F236-44. Epub 2004 Apr 6. [PubMed:15068970]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Sodium-independent organic anion transmembrane transporter activity
Specific Function
Plays an important role in the excretion/detoxification of endogenous and exogenous organic anions, especially from the brain and kidney. Involved in the transport basolateral of steviol, fexofenad...
Gene Name
SLC22A8
Uniprot ID
Q8TCC7
Uniprot Name
Solute carrier family 22 member 8
Molecular Weight
59855.585 Da
References
  1. Cha SH, Sekine T, Fukushima JI, Kanai Y, Kobayashi Y, Goya T, Endou H: Identification and characterization of human organic anion transporter 3 expressing predominantly in the kidney. Mol Pharmacol. 2001 May;59(5):1277-86. [PubMed:11306713]
  2. Takeda M, Khamdang S, Narikawa S, Kimura H, Hosoyamada M, Cha SH, Sekine T, Endou H: Characterization of methotrexate transport and its drug interactions with human organic anion transporters. J Pharmacol Exp Ther. 2002 Aug;302(2):666-71. [PubMed:12130730]
  3. Ohtsuki S, Kikkawa T, Mori S, Hori S, Takanaga H, Otagiri M, Terasaki T: Mouse reduced in osteosclerosis transporter functions as an organic anion transporter 3 and is localized at abluminal membrane of blood-brain barrier. J Pharmacol Exp Ther. 2004 Jun;309(3):1273-81. Epub 2004 Feb 4. [PubMed:14762099]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Sodium-independent organic anion transmembrane transporter activity
Specific Function
Mediates saturable uptake of estrone sulfate, dehydroepiandrosterone sulfate and related compounds.
Gene Name
SLC22A11
Uniprot ID
Q9NSA0
Uniprot Name
Solute carrier family 22 member 11
Molecular Weight
59970.945 Da
References
  1. Cha SH, Sekine T, Kusuhara H, Yu E, Kim JY, Kim DK, Sugiyama Y, Kanai Y, Endou H: Molecular cloning and characterization of multispecific organic anion transporter 4 expressed in the placenta. J Biol Chem. 2000 Feb 11;275(6):4507-12. [PubMed:10660625]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Sodium-independent organic anion transmembrane transporter activity
Specific Function
Mediates the Na(+)-independent transport of organic anions such as taurocholate, the prostaglandins PGD2, PGE1, PGE2, leukotriene C4, thromboxane B2 and iloprost.
Gene Name
SLCO2B1
Uniprot ID
O94956
Uniprot Name
Solute carrier organic anion transporter family member 2B1
Molecular Weight
76709.98 Da
References
  1. Satoh H, Yamashita F, Tsujimoto M, Murakami H, Koyabu N, Ohtani H, Sawada Y: Citrus juices inhibit the function of human organic anion-transporting polypeptide OATP-B. Drug Metab Dispos. 2005 Apr;33(4):518-23. Epub 2005 Jan 7. [PubMed:15640378]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Symporter activity
Specific Function
Proton-coupled monocarboxylate transporter. Catalyzes the rapid transport across the plasma membrane of many monocarboxylates such as lactate, pyruvate, branched-chain oxo acids derived from leucin...
Gene Name
SLC16A1
Uniprot ID
P53985
Uniprot Name
Monocarboxylate transporter 1
Molecular Weight
53943.685 Da
References
  1. Tamai I, Sai Y, Ono A, Kido Y, Yabuuchi H, Takanaga H, Satoh E, Ogihara T, Amano O, Izeki S, Tsuji A: Immunohistochemical and functional characterization of pH-dependent intestinal absorption of weak organic acids by the monocarboxylic acid transporter MCT1. J Pharm Pharmacol. 1999 Oct;51(10):1113-21. [PubMed:10579682]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Sodium-independent organic anion transmembrane transporter activity
Specific Function
Mediates sodium-independent multispecific organic anion transport. Transport of prostaglandin E2, prostaglandin F2, tetracycline, bumetanide, estrone sulfate, glutarate, dehydroepiandrosterone sulf...
Gene Name
SLC22A7
Uniprot ID
Q9Y694
Uniprot Name
Solute carrier family 22 member 7
Molecular Weight
60025.025 Da
References
  1. Kobayashi Y, Ohshiro N, Shibusawa A, Sasaki T, Tokuyama S, Sekine T, Endou H, Yamamoto T: Isolation, characterization and differential gene expression of multispecific organic anion transporter 2 in mice. Mol Pharmacol. 2002 Jul;62(1):7-14. [PubMed:12065749]
  2. Sekine T, Cha SH, Tsuda M, Apiwattanakul N, Nakajima N, Kanai Y, Endou H: Identification of multispecific organic anion transporter 2 expressed predominantly in the liver. FEBS Lett. 1998 Jun 12;429(2):179-82. [PubMed:9650585]
  3. Morita N, Kusuhara H, Sekine T, Endou H, Sugiyama Y: Functional characterization of rat organic anion transporter 2 in LLC-PK1 cells. J Pharmacol Exp Ther. 2001 Sep;298(3):1179-84. [PubMed:11504818]

Drug created on June 13, 2005 07:24 / Updated on October 15, 2018 04:36