Mandelic Acid

Details

• Internal ID: d1dc2f4a-7bbf-4c81-9fb8-c639ffe4f14a
• Taxonomy: Benzenoids > Benzene and substituted derivatives
• IUPAC Name: 2-hydroxy-2-phenylacetic acid
• SMILES (Canonical): C1=CC=C(C=C1)C(C(=O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C(C(=O)O)O
• InChI: 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
• Popularity: 2,858 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₈O₃
• Molecular Weight: 152.15 g/mol
• Exact Mass: 152.047344113 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.60

Synonyms

• dl-Mandelic acid
• 2-hydroxy-2-phenylacetic acid
• 90-64-2
• Phenylglycolic acid
• Amygdalic acid
• Paramandelic acid
• Uromaline
• Racemic mandelic acid
• Phenylhydroxyacetic acid
• (RS)-Mandelic acid
• alpha-Hydroxyphenylacetic acid
• Acido mandelico
• Kyselina mandlova
• Benzeneacetic acid, alpha-hydroxy-
• alpha-Hydroxybenzeneacetic acid
• NSC-7925
• NH496X0UJX
• DTXSID6023234
• CHEBI:35825
• RefChem:5982
• DTXCID203234
• 202-007-6
• 611-72-3
• Almond acid
• 2-Phenylglycolic acid
• p-Mandelic acid
• Hydroxy(phenyl)acetic acid
• Glycolic acid, phenyl-
• 2-Phenyl-2-hydroxyacetic acid
• (+/-)-alpha-Hydroxyphenylacetic acid
• 2-hydroxy-2-phenyl-acetic acid
• DL-Hydroxy(phenyl)acetic acid
• (+/-)-mandelic acid
• Pregabalin EP Impurity C
• NSC 7925
• Benzeneacetic acid, .alpha.-hydroxy-
• .alpha.-Hydroxyphenylacetic acid
• alpha-Hydroxy-alpha-toluic acid
• Kyselina 2-fenyl-2-hydroxyethanova
• (+-)-alpha-Hydroxybenzeneacetic acid
• .alpha.-Hydroxy-.alpha.-toluic acid
• MFCD00064250
• .alpha.-Toluic acid, .alpha.-hydroxy-
• (+)-Mandelate, XXI
• (+-)-Mandelic acid
• Benzeneacetic acid, .alpha.-hydroxy-, (.+/-.)-
• mandelic-acid
• 2-Hydroy-2-phenylacetic acid
• Mandelic acid [USP]
• DL-Amygdalic Acid
• DL-Mandelicacid
• Acido mandelico [Italian]
• Kyselina mandlova [Czech]
• (+-)-2-Hydroxy-2-phenylethanoic acid
• alpha-Toluic acid, alpha-hydroxy-
• DL-2-Hydroxy-2-phenylacetic acid
• 81432-25-9
• (+-)-alpha-Hydroxyphenylacetic acid
• EINECS 202-007-6
• EINECS 210-277-1
• UNII-NH496X0UJX
• 2-Hydroxy-2-phenylethanoic acid
• alpha-Hydroxybenzeneacetic acid, (+-)-
• AI3-06293
• Kyselina 2-fenyl-2-hydroxyethanova [Czech]
• Benzoglycolic acid
• Phenylacetic acid, alpha-hydroxy-
• NCGC00166022-01
• l(+)mandelic acid
• (+) mandelic acid
• (+)-mandelic acid
• SAMMA
• hyroxyphenylacetic acid
• (+/-)-alpha-Hydroxybenzeneacetic acid
• l (+)-mandelic acid
• Mandelic acid, 99%
• (-)-Mandelate, XX
• hydroxyphenyl acetic acid
• Benzeneacetic acid, .alpha.-hydroxy-, (.alpha.R)-
• Mandelic acid (Standard)
• WLN: QYR&VQ
• hydroxy-phenyl-acetic acid
• Mandelic acid, >=99%
• DL-Mandelic acid, 99%
• MANDELIC ACID [MI]
• SCHEMBL1050
• (.+/-.)-Mandelic acid
• CHEMBL1609
• 2-Hydroxy-2-phenylaceticacid
• MLS001074208
• SCHEMBL182527
• MANDELIC ACID [MART.]
• orb1302515
• SCHEMBL6966223
• MANDELIC ACID [USP-RS]
• MANDELIC ACID [WHO-DD]
• .alpha.-Phenylhydroxyacetic acid
• SCHEMBL17140887
• SCHEMBL27903411
• BDBM92715
• NSC7925
• 2-oxidanyl-2-phenyl-ethanoic acid
• HMS2230F19
• HMS3371M20
• HMS3373A03
• HMS5086C15
• acetic acid, 2-hydroxy-2-phenyl-
• (2rs)-hydroxy(phenyl)ethanoic acid
• HY-W015591R
• VCA83871
• BBL028097
• s3363
• SBB007730
• STL283951
• AKOS000118795
• AKOS016050628
• CS-W016307
• DB13218
• HY-W015591
• KS-1423
• MSK70025-1000W
• NCGC00166023-01
• NCGC00166269-01
• (.+/-.)-alpha-Hydroxybenzeneacetic acid
• AC-12228
• SMR000653543
• DB-016128
• DB-016158
• DS-000887
• M0038
• NS00001311
• Benzeneacetic acid, .alpha.-hydroxy-, ( )-
• Benzeneacetic acid, .alpha.-hydroxy-, (S)-
• EN300-19482
• Mandelic acid Solution in Water, 1000ug/mL
• PHENYLACETIC ACID, .ALPHA.--HYDROXY-
• DL-Mandelic acid, analytical reference material
• MLS-0090887.0001
• A833072
• AE-562/40233036
• DL-Mandelic Acid(Discontinued,See C4X-131277)
• F093723
• Q412293
• (2RS)-2-Hydroxy-2-phenylacetic Acid (Mandelic Acid)
• BRD-A91448670-001-06-4
• GLYCOPYRRONIUM BROMIDE IMPURITY C [EP IMPURITY]
• Mandelic Acid ((2RS)-2-Hydroxy-2-phenylacetic Acid)
• 14A53E4A-8315-42A7-9D60-DE06CCBB1AF9
• F2191-0202
• HOMATROPINE HYDROBROMIDE IMPURITY C [EP IMPURITY]
• Z104473974
• HOMATROPINE METHYLBROMIDE IMPURITY C [EP IMPURITY]
• Pregabalin EP Impurity C(Glycopyrronium Bromide EP Impurity C)
• Mandelic acid, United States Pharmacopeia (USP) Reference Standard
• D-2-Hydroxy-2-phenylacetic acid; (S)-(+)-alpha-Hydroxyphenylacetic acid
• 32518-00-6
• a-Hydroxy-benzeneacetic acid; Hydroxy(phenyl)acetic acid; 2-Phenylglycolic acid; 2-Hydroxy-2-phenylacetic acid; alpha-Hydroxyphenylacetic acid;R(-)-Mandelic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293235	P02545	Prelamin-A/C	7943.3 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	90.92%	90.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.59%	94.08%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.53%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.16%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.97%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.56%	96.09%
CHEMBL3902	P09211	Glutathione S-transferase Pi	84.03%	93.81%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.97%	94.23%

Plants that contains it

• Achillea millefolium
• Aloe africana
• Aloe ferox
• Aloe spicata
• Aloe vera
• Pogostemon cablin
• Prunus maximowiczii
• Prunus persica
• Prunus zippeliana

Cross-Links

• PubChem: 1292
• NPASS: NPC160548
• ChEMBL: CHEMBL1609
• LOTUS: LTS0194920
• wikiData: Q412293