Identification
- Generic Name
- (S)-Mandelic acid
- DrugBank Accession Number
- DB03357
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for (S)-Mandelic acid (DB03357)
- Weight
- Average: 152.1473
Monoisotopic: 152.047344122 - Chemical Formula
- C8H8O3
- Synonyms
- (S)-2-Hydroxy-2-phenylacetic acid
- (S)-Mandelsäure
- (S)-α-hydroxybenzeneacetic acid
- L-mandelic acid
Pharmacology
- Indication
Not Available
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Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UMandelate racemase Not Available Pseudomonas putida - 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
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- 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 benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Not Available
- Direct Parent
- Benzene and substituted derivatives
- Alternative Parents
- Alpha hydroxy acids and derivatives / Secondary alcohols / Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds / Aromatic alcohols
- Substituents
- Alcohol / Alpha-hydroxy acid / Aromatic alcohol / Aromatic homomonocyclic compound / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Hydrocarbon derivative / Hydroxy acid / Monocarboxylic acid or derivatives
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- mandelic acid (CHEBI:32800)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- L0UMW58G3T
- CAS number
- 17199-29-0
- InChI Key
- IWYDHOAUDWTVEP-ZETCQYMHSA-N
- InChI
- InChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)/t7-/m0/s1
- IUPAC Name
- (2S)-2-hydroxy-2-phenylacetic acid
- SMILES
- O[C@H](C(O)=O)C1=CC=CC=C1
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0000703
- KEGG Compound
- C01984
- PubChem Compound
- 439616
- PubChem Substance
- 46507928
- ChemSpider
- 388690
- BindingDB
- 16420
- ChEBI
- 32800
- ChEMBL
- CHEMBL58910
- ZINC
- ZINC000000000036
- PDBe Ligand
- SMN
- PDB Entries
- 1mdl / 3tte / 4p56 / 5zzr / 6a0v
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source melting point (°C) 119 °C PhysProp water solubility 1.81E+005 mg/L (at 25 °C) YALKOWSKY,SH & DANNENFELSER,RM (1992) logP 0.62 HANSCH,C ET AL. (1995) pKa 3.41 (at 25 °C) KORTUM,G ET AL (1961) - Predicted Properties
Property Value Source Water Solubility 16.8 mg/mL ALOGPS logP 0.66 ALOGPS logP 0.9 Chemaxon logS -0.96 ALOGPS pKa (Strongest Acidic) 3.75 Chemaxon pKa (Strongest Basic) -4.1 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 57.53 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 38.7 m3·mol-1 Chemaxon Polarizability 14.66 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 132.6312102 predictedDarkChem Lite v0.1.0 [M-H]- 132.8589102 predictedDarkChem Lite v0.1.0 [M-H]- 129.07214 predictedDeepCCS 1.0 (2019) [M+H]+ 134.4625102 predictedDarkChem Lite v0.1.0 [M+H]+ 135.1828102 predictedDarkChem Lite v0.1.0 [M+H]+ 131.61278 predictedDeepCCS 1.0 (2019) [M+Na]+ 132.9402102 predictedDarkChem Lite v0.1.0 [M+Na]+ 132.8217102 predictedDarkChem Lite v0.1.0 [M+Na]+ 139.3726 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Pseudomonas putida
- Pharmacological action
- Unknown
- General Function
- Metal ion binding
- Specific Function
- Not Available
- Gene Name
- mdlA
- Uniprot ID
- P11444
- Uniprot Name
- Mandelate racemase
- Molecular Weight
- 38564.39 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52