ContaminantDB: Amygdalic acid

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 02:49:05 UTC

Update Date

2016-10-28 10:01:44 UTC

Accession Number

CHEM020981

Identification

Common Name

Amygdalic acid

Class

Small Molecule

Description

A 2-hydroxy monocarboxylic acid that is acetic acid in which two of the methyl hydrogens are substituted by phenyl and hydroxyl groups.

Contaminant Sources

Cosmetic Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(RS)-Mandelic acid	ChEBI
2-Hydroxy-2-phenylacetic acid	ChEBI
2-Hydroxy-2-phenylethanoic acid	ChEBI
alpha-Hydroxybenzeneacetic acid	ChEBI
DL-Mandelic acid	ChEBI
Mandelsaeure	ChEBI
(RS)-Mandelate	Generator
2-Hydroxy-2-phenylacetate	Generator
2-Hydroxy-2-phenylethanoate	Generator
a-Hydroxybenzeneacetate	Generator
a-Hydroxybenzeneacetic acid	Generator
alpha-Hydroxybenzeneacetate	Generator
Α-hydroxybenzeneacetate	Generator
Α-hydroxybenzeneacetic acid	Generator
DL-Mandelate	Generator
Mandelate	Generator
Mandelic acid, calcium (2:1) salt	MeSH, HMDB
Mandelic acid, monosodium salt, (R)-isomer	MeSH, HMDB
Mandelic acid, monosodium salt	MeSH, HMDB
Mandelic acid, (+-)-isomer	MeSH, HMDB
Mandelic acid, (R)-isomer	MeSH, HMDB
Mandelic acid, monolithium salt	MeSH, HMDB
Mandelic acid, monosodium salt, (S)-isomer	MeSH, HMDB
Mandelic acid, (11)C-labeled	MeSH, HMDB
Mandelic acid, (S)-isomer	MeSH, HMDB
Mandelic acid, monoammonium salt	MeSH, HMDB
Mandelic acid, monocalcium salt	MeSH, HMDB

Chemical Formula

C₈H₈O₃

Average Molecular Mass

152.149 g/mol

Monoisotopic Mass

152.047 g/mol

CAS Registry Number

Not Available

IUPAC Name

2-hydroxy-2-phenylacetic acid

Traditional Name

mandelic acid

SMILES

OC(C(O)=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)

InChI Key

IWYDHOAUDWTVEP-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Substituents

Hydroxy acid
Monocyclic benzene moiety
Alpha-hydroxy acid
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

benzenes (CHEBI:35825 )
2-hydroxy monocarboxylic acid (CHEBI:35825 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	16.8 g/L	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

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-056r-9500000000-47593ebc3aa43ac4c7d5	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-056r-9500000000-14cb57f84409d9c91d01	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4i-4900000000-1e5d0346e089a29e7909	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0002-0920000000-804e0efb0ca678d5fa64	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-056r-9500000000-47593ebc3aa43ac4c7d5	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-056r-9500000000-14cb57f84409d9c91d01	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4i-4900000000-1e5d0346e089a29e7909	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0002-0920000000-804e0efb0ca678d5fa64	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-004i-2910000000-de71bbd7bcfd35e2bbe5	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9600000000-0d67f110027658a584a4	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-0udi-0900000000-d0a1f5da31cedf6fd7bd	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , negative	splash10-0a4i-0900000000-0db419ac6b2c4c3bc85e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0zg0-0900000000-dc883eccc7ede3626274	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-1900000000-43028c230f4ad5a4568c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pdi-9500000000-d3b486d397a2e852f3a4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0zfr-0900000000-d3c9a003466ac58be74f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0pdi-5900000000-cadf8b3761e31a6e33c5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9200000000-b906b74a2aa4ffe7facc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00kr-1900000000-1f844c7b2df8e11ad51c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-9100000000-8dc4c2ee7a401fec29d6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-9000000000-a072eb0e14ea716c51b0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0zfr-1900000000-62ebdc9508b56ca81f8a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a6r-7900000000-1f515b6e62c594acde14	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01t9-9000000000-08231d859a98c3eafb22	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB13218

HMDB ID

HMDB0124926

FooDB ID

FDB083847

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Mandelic_acid

Chemspider ID

Not Available

ChEBI ID

35825

PubChem Compound ID

1292

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=22770225

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=24278065

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=4813698

Amygdalic acid (CHEM020981)

Structure for CHEM020981: Amygdalic acid