You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on DrugBank.
Identification
NameRadicicol
Accession NumberDB03758  (EXPT02763)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External Identifiers Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
Categories
UNIII60EH8GECX
CAS numberNot Available
WeightAverage: 370.825
Monoisotopic: 370.118316175
Chemical FormulaC18H23ClO6
InChI KeyInChIKey=AECPBJMOGBFQDN-YMYQVXQQSA-N
InChI
InChI=1S/C18H23ClO6/c1-9-6-15-14(25-15)5-3-2-4-10(20)7-11-16(18(23)24-9)12(21)8-13(22)17(11)19/h9,11,14-17H,2-8H2,1H3/t9-,11-,14-,15-,16+,17+/m1/s1
IUPAC Name
(1S,4R,6R,8R,15R,16S)-16-chloro-4-methyl-3,7-dioxatricyclo[13.4.0.0⁶,⁸]nonadecane-2,13,17,19-tetrone
SMILES
[H][C@@]12CCCCC(=O)C[C@@]3([H])[C@]([H])(Cl)C(=O)CC(=O)[C@@]3([H])C(=O)O[C@]([H])(C)C[C@@]1([H])O2
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassMacrolides and analogues
Sub ClassNot Available
Direct ParentMacrolides and analogues
Alternative Parents
Substituents
  • Macrolide
  • 1,3-diketone
  • Cyclohexanone
  • 1,3-dicarbonyl compound
  • Cyclic ketone
  • Lactone
  • Ketone
  • Carboxylic acid ester
  • Oxacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Ether
  • Oxirane
  • Dialkyl ether
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organochloride
  • Organohalogen compound
  • Carbonyl group
  • Alkyl halide
  • Alkyl chloride
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9938
Blood Brain Barrier+0.9051
Caco-2 permeable+0.6021
P-glycoprotein substrateNon-substrate0.6299
P-glycoprotein inhibitor INon-inhibitor0.8888
P-glycoprotein inhibitor IINon-inhibitor0.9838
Renal organic cation transporterNon-inhibitor0.9069
CYP450 2C9 substrateNon-substrate0.827
CYP450 2D6 substrateNon-substrate0.8152
CYP450 3A4 substrateNon-substrate0.5578
CYP450 1A2 substrateNon-inhibitor0.7194
CYP450 2C9 inhibitorNon-inhibitor0.7904
CYP450 2D6 inhibitorNon-inhibitor0.9256
CYP450 2C19 inhibitorNon-inhibitor0.8108
CYP450 3A4 inhibitorNon-inhibitor0.8086
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9777
Ames testNon AMES toxic0.6926
CarcinogenicityNon-carcinogens0.9116
BiodegradationNot ready biodegradable0.9858
Rat acute toxicity2.4787 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7902
hERG inhibition (predictor II)Non-inhibitor0.9691
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.152 mg/mLALOGPS
logP2.23ALOGPS
logP2.5ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)7.8ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area90.04 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity88.63 m3·mol-1ChemAxon
Polarizability36.75 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
References
Synthesis Reference

Yukio Sugimura, Kimio Iino, Yoshio Tsujita, Yoko Shimada, Tomowo Kobayashi, Takeshi Kagasaki, “Radicicol derivatives, their preparation and their anti-tumor activity.” U.S. Patent US5597846, issued September, 1979.

US5597846
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug Interactions
Drug
AcepromazineThe serum concentration of Acepromazine can be increased when it is combined with Radicicol.
AlimemazineThe serum concentration of Alimemazine can be increased when it is combined with Radicicol.
AmlodipineThe risk or severity of adverse effects can be increased when Radicicol is combined with Amlodipine.
Amphotericin BThe therapeutic efficacy of Amphotericin B can be decreased when used in combination with Radicicol.
AmrinoneThe risk or severity of adverse effects can be increased when Radicicol is combined with Amrinone.
ArtemetherThe risk or severity of adverse effects can be increased when Artemether is combined with Radicicol.
AzelnidipineThe risk or severity of adverse effects can be increased when Radicicol is combined with Azelnidipine.
AzimilideThe risk or severity of adverse effects can be increased when Radicicol is combined with Azimilide.
BarnidipineThe risk or severity of adverse effects can be increased when Radicicol is combined with Barnidipine.
BenidipineThe risk or severity of adverse effects can be increased when Radicicol is combined with Benidipine.
BepridilThe risk or severity of adverse effects can be increased when Radicicol is combined with Bepridil.
BuspironeThe metabolism of Buspirone can be decreased when combined with Radicicol.
BusulfanThe serum concentration of Busulfan can be increased when it is combined with Radicicol.
ChlorpromazineThe serum concentration of Chlorpromazine can be increased when it is combined with Radicicol.
CilnidipineThe risk or severity of adverse effects can be increased when Radicicol is combined with Cilnidipine.
CinnarizineThe risk or severity of adverse effects can be increased when Radicicol is combined with Cinnarizine.
CisaprideThe serum concentration of Cisapride can be increased when it is combined with Radicicol.
ConivaptanThe metabolism of Conivaptan can be decreased when combined with Radicicol.
CyclosporineThe metabolism of Cyclosporine can be decreased when combined with Radicicol.
DapsoneThe risk or severity of adverse effects can be increased when Radicicol is combined with Dapsone.
DarodipineThe risk or severity of adverse effects can be increased when Radicicol is combined with Darodipine.
DidanosineDidanosine can cause a decrease in the absorption of Radicicol resulting in a reduced serum concentration and potentially a decrease in efficacy.
DiltiazemThe risk or severity of adverse effects can be increased when Radicicol is combined with Diltiazem.
DocetaxelThe metabolism of Docetaxel can be decreased when combined with Radicicol.
DofetilideThe metabolism of Dofetilide can be decreased when combined with Radicicol.
DotarizineThe risk or severity of adverse effects can be increased when Radicicol is combined with Dotarizine.
EfonidipineThe risk or severity of adverse effects can be increased when Radicicol is combined with Efonidipine.
EperisoneThe risk or severity of adverse effects can be increased when Radicicol is combined with Eperisone.
EtravirineThe serum concentration of Etravirine can be increased when it is combined with Radicicol.
FelodipineThe risk or severity of adverse effects can be increased when Radicicol is combined with Felodipine.
FendilineThe risk or severity of adverse effects can be increased when Radicicol is combined with Fendiline.
FlunarizineThe risk or severity of adverse effects can be increased when Radicicol is combined with Flunarizine.
FluphenazineThe serum concentration of Fluphenazine can be increased when it is combined with Radicicol.
FosphenytoinThe serum concentration of Radicicol can be decreased when it is combined with Fosphenytoin.
GabapentinThe risk or severity of adverse effects can be increased when Radicicol is combined with Gabapentin.
IsradipineThe risk or severity of adverse effects can be increased when Radicicol is combined with Isradipine.
LacidipineThe risk or severity of adverse effects can be increased when Radicicol is combined with Lacidipine.
LamotrigineThe risk or severity of adverse effects can be increased when Radicicol is combined with Lamotrigine.
LercanidipineThe risk or severity of adverse effects can be increased when Radicicol is combined with Lercanidipine.
LosartanThe metabolism of Losartan can be decreased when combined with Radicicol.
LumefantrineThe risk or severity of adverse effects can be increased when Radicicol is combined with Lumefantrine.
Magnesium SulfateThe risk or severity of adverse effects can be increased when Radicicol is combined with Magnesium Sulfate.
ManidipineThe risk or severity of adverse effects can be increased when Radicicol is combined with Manidipine.
MesoridazineThe serum concentration of Mesoridazine can be increased when it is combined with Radicicol.
MethotrimeprazineThe serum concentration of Methotrimeprazine can be increased when it is combined with Radicicol.
Methylene blueThe serum concentration of Methylene blue can be increased when it is combined with Radicicol.
MibefradilThe risk or severity of adverse effects can be increased when Radicicol is combined with Mibefradil.
MoricizineThe serum concentration of Moricizine can be increased when it is combined with Radicicol.
NicardipineThe risk or severity of adverse effects can be increased when Radicicol is combined with Nicardipine.
NifedipineThe risk or severity of adverse effects can be increased when Radicicol is combined with Nifedipine.
NiguldipineThe risk or severity of adverse effects can be increased when Radicicol is combined with Niguldipine.
NiludipineThe risk or severity of adverse effects can be increased when Radicicol is combined with Niludipine.
NilvadipineThe risk or severity of adverse effects can be increased when Radicicol is combined with Nilvadipine.
NimesulideThe risk or severity of adverse effects can be increased when Radicicol is combined with Nimesulide.
NimodipineThe risk or severity of adverse effects can be increased when Radicicol is combined with Nimodipine.
NisoldipineThe risk or severity of adverse effects can be increased when Radicicol is combined with Nisoldipine.
NitrendipineThe risk or severity of adverse effects can be increased when Radicicol is combined with Nitrendipine.
PerhexilineThe risk or severity of adverse effects can be increased when Radicicol is combined with Perhexiline.
PerphenazineThe serum concentration of Perphenazine can be increased when it is combined with Radicicol.
PhenytoinThe serum concentration of Phenytoin can be increased when it is combined with Radicicol.
PimozideRadicicol may increase the arrhythmogenic activities of Pimozide.
PinaveriumThe risk or severity of adverse effects can be increased when Radicicol is combined with Pinaverium.
PregabalinThe risk or severity of adverse effects can be increased when Radicicol is combined with Pregabalin.
PrenylamineThe risk or severity of adverse effects can be increased when Radicicol is combined with Prenylamine.
ProchlorperazineThe serum concentration of Prochlorperazine can be increased when it is combined with Radicicol.
ProgesteroneThe therapeutic efficacy of Progesterone can be decreased when used in combination with Radicicol.
PromazineThe serum concentration of Promazine can be increased when it is combined with Radicicol.
PromethazineThe serum concentration of Promethazine can be increased when it is combined with Radicicol.
QuinidineThe metabolism of Quinidine can be decreased when combined with Radicicol.
RanolazineThe metabolism of Ranolazine can be decreased when combined with Radicicol.
RisedronateThe risk or severity of adverse effects can be increased when Radicicol is combined with Risedronate.
SolifenacinThe metabolism of Solifenacin can be decreased when combined with Radicicol.
SucralfateSucralfate can cause a decrease in the absorption of Radicicol resulting in a reduced serum concentration and potentially a decrease in efficacy.
SunitinibThe metabolism of Sunitinib can be decreased when combined with Radicicol.
TacrolimusThe metabolism of Tacrolimus can be decreased when combined with Radicicol.
ThiethylperazineThe serum concentration of Thiethylperazine can be increased when it is combined with Radicicol.
ThioridazineThe serum concentration of Thioridazine can be increased when it is combined with Radicicol.
Tolfenamic AcidThe risk or severity of adverse effects can be increased when Radicicol is combined with Tolfenamic Acid.
TranilastThe risk or severity of adverse effects can be increased when Radicicol is combined with Tranilast.
TrifluoperazineThe serum concentration of Trifluoperazine can be increased when it is combined with Radicicol.
TriflupromazineThe serum concentration of Triflupromazine can be increased when it is combined with Radicicol.
VerapamilThe risk or severity of adverse effects can be increased when Radicicol is combined with Verapamil.
XylometazolineThe risk or severity of adverse effects can be increased when Radicicol is combined with Xylometazoline.
ZiconotideThe risk or severity of adverse effects can be increased when Radicicol is combined with Ziconotide.
ZolpidemThe serum concentration of Zolpidem can be increased when it is combined with Radicicol.
Food InteractionsNot Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Utp binding
Specific Function:
Molecular chaperone that promotes the maturation, structural maintenance and proper regulation of specific target proteins involved for instance in cell cycle control and signal transduction. Undergoes a functional cycle that is linked to its ATPase activity. This cycle probably induces conformational changes in the client proteins, thereby causing their activation. Interacts dynamically with v...
Gene Name:
HSP90AB1
Uniprot ID:
P08238
Molecular Weight:
83263.475 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Virion binding
Specific Function:
Molecular chaperone that functions in the processing and transport of secreted proteins. When associated with CNPY3, required for proper folding of Toll-like receptors (By similarity). Functions in endoplasmic reticulum associated degradation (ERAD). Has ATPase activity.
Gene Name:
HSP90B1
Uniprot ID:
P14625
Molecular Weight:
92468.06 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Dihydrolipoyllysine-residue acetyltransferase activity
Specific Function:
The pyruvate dehydrogenase complex catalyzes the overall conversion of pyruvate to acetyl-CoA and CO(2), and thereby links the glycolytic pathway to the tricarboxylic cycle.
Gene Name:
DLAT
Uniprot ID:
P10515
Molecular Weight:
68996.03 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Pyruvate dehydrogenase (acetyl-transferring) kinase activity
Specific Function:
Inhibits pyruvate dehydrogenase activity by phosphorylation of the E1 subunit PDHA1, and thereby regulates glucose metabolism and aerobic respiration. Can also phosphorylate PDHA2. Decreases glucose utilization and increases fat metabolism in response to prolonged fasting, and as adaptation to a high-fat diet. Plays a role in glucose homeostasis and in maintaining normal blood glucose levels in...
Gene Name:
PDK3
Uniprot ID:
Q15120
Molecular Weight:
46938.485 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
Kind
Protein
Organism
Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
Pharmacological action
unknown
General Function:
Signal transduction mechanisms
Specific Function:
Member of the two-component regulatory system phoQ/phoP which regulates the expression of genes involved in virulence, adaptation to low Mg(2+) environments and resistance to host defense antimicrobial peptides. In presence of low periplasmic Mg(2+) concentrations, phoQ functions as a membrane-associated protein kinase that undergoes autophosphorylation and subsequently transfers the phosphate ...
Gene Name:
phoQ
Uniprot ID:
P14147
Molecular Weight:
55466.2 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
Comments
comments powered by Disqus
Drug created on June 13, 2005 07:24 / Updated on August 17, 2016 12:23