NAV

(S)-4-hydroxymandelonitrile

Identification

Generic Name
(S)-4-hydroxymandelonitrile
DrugBank Accession Number
DB03430
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 149.1467
Monoisotopic: 149.047678473
Chemical Formula
C8H7NO2
Synonyms
  • (2S)-Hydroxy(4-hydroxyphenyl)ethanenitrile
  • 4-Hydroxy-L-mandelonitrile
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
ULactase-like proteinNot AvailableHumans
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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that a unsubstituted at the 2-position.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Phenols
Sub Class
1-hydroxy-2-unsubstituted benzenoids
Direct Parent
1-hydroxy-2-unsubstituted benzenoids
Alternative Parents
Benzene and substituted derivatives / Secondary alcohols / Cyanohydrins / Alpha-hydroxynitriles / Organopnictogen compounds / Hydrocarbon derivatives / Aromatic alcohols
Substituents
1-hydroxy-2-unsubstituted benzenoid / Alcohol / Alpha-hydroxynitrile / Aromatic alcohol / Aromatic homomonocyclic compound / Carbonitrile / Cyanohydrin / Hydrocarbon derivative / Monocyclic benzene moiety / Nitrile
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
4-hydroxymandelonitrile (CHEBI:16660)
Affected organisms
Not Available

Chemical Identifiers

UNII
9BAR4IH1OD
CAS number
71807-09-5
InChI Key
HOOOPXDSCKBLFG-MRVPVSSYSA-N
InChI
InChI=1S/C8H7NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H/t8-/m1/s1
IUPAC Name
(2S)-2-hydroxy-2-(4-hydroxyphenyl)acetonitrile
SMILES
O[C@H](C#N)C1=CC=C(O)C=C1

References

General References
Not Available
Human Metabolome Database
HMDB0060318
KEGG Compound
C03742
PubChem Compound
440104
PubChem Substance
46509050
ChemSpider
389105
ChEBI
16660
ZINC
ZINC000008100932
PDBe Ligand
DHR
PDB Entries
1e55 / 7zf0

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility8.37 mg/mLALOGPS
logP0.73ALOGPS
logP0.65Chemaxon
logS-1.2ALOGPS
pKa (Strongest Acidic)9.46Chemaxon
pKa (Strongest Basic)-4.2Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area64.25 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity39.66 m3·mol-1Chemaxon
Polarizability14.53 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9915
Blood Brain Barrier-0.7069
Caco-2 permeable+0.8407
P-glycoprotein substrateNon-substrate0.8271
P-glycoprotein inhibitor INon-inhibitor0.9784
P-glycoprotein inhibitor IINon-inhibitor0.9695
Renal organic cation transporterNon-inhibitor0.889
CYP450 2C9 substrateNon-substrate0.7929
CYP450 2D6 substrateNon-substrate0.8525
CYP450 3A4 substrateNon-substrate0.7415
CYP450 1A2 substrateNon-inhibitor0.5837
CYP450 2C9 inhibitorNon-inhibitor0.8815
CYP450 2D6 inhibitorNon-inhibitor0.9751
CYP450 2C19 inhibitorNon-inhibitor0.7671
CYP450 3A4 inhibitorNon-inhibitor0.6916
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.72
Ames testNon AMES toxic0.9501
CarcinogenicityNon-carcinogens0.8006
BiodegradationReady biodegradable0.8132
Rat acute toxicity2.7021 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8172
hERG inhibition (predictor II)Non-inhibitor0.9643
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-00ea-5900000000-6538407adac4dbf59481
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0900000000-0c77f968990271a4941d
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0900000000-18cd4228bd60a384624d
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-0900000000-2dc1b1aa8dc2b05f8117
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000x-6900000000-fd8067e8548363d59747
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0zi0-7900000000-124b15314d102ad50a1d
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0ue9-9600000000-eba8d962ac879d21740e
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-134.7441676
predicted
DarkChem Lite v0.1.0
[M-H]-134.7624676
predicted
DarkChem Lite v0.1.0
[M-H]-128.46843
predicted
DeepCCS 1.0 (2019)
[M+H]+135.8134676
predicted
DarkChem Lite v0.1.0
[M+H]+136.6603676
predicted
DarkChem Lite v0.1.0
[M+H]+131.30959
predicted
DeepCCS 1.0 (2019)
[M+Na]+134.9856676
predicted
DarkChem Lite v0.1.0
[M+Na]+134.8817676
predicted
DarkChem Lite v0.1.0
[M+Na]+139.5201
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Lactase-like protein
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Hydrolase activity, hydrolyzing o-glycosyl compounds
Specific Function
Not Available
Gene Name
LCTL
Uniprot ID
Q6UWM7
Uniprot Name
Lactase-like protein
Molecular Weight
65087.84 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
  3. 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. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52