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: 2,768 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
• 90-64-2
• 2-hydroxy-2-phenylacetic acid
• 611-72-3
• Phenylglycolic acid
• Amygdalic acid
• Paramandelic acid
• Racemic mandelic acid
• Uromaline
• Almond acid
• p-Mandelic acid
• (RS)-Mandelic acid
• 2-Phenylglycolic acid
• Hydroxy(phenyl)acetic acid
• Phenylhydroxyacetic acid
• Glycolic acid, phenyl-
• Acido mandelico
• Kyselina mandlova
• (+-)-Mandelic acid
• alpha-Hydroxyphenylacetic acid
• 2-Phenyl-2-hydroxyacetic acid
• alpha-Hydroxy-alpha-toluic acid
• 2-Hydroy-2-phenylacetic acid
• DL-Hydroxy(phenyl)acetic acid
• (+/-)-alpha-Hydroxyphenylacetic acid
• NSC 7925
• Mandelic acid [USP]
• (+-)-alpha-Hydroxybenzeneacetic acid
• alpha-Hydroxybenzeneacetic acid
• (+/-)-mandelic acid
• 2-hydroxy-2-phenyl-acetic acid
• (+-)-2-Hydroxy-2-phenylethanoic acid
• Acido mandelico [Italian]
• alpha-Toluic acid, alpha-hydroxy-
• DL-2-Hydroxy-2-phenylacetic acid
• Kyselina mandlova [Czech]
• Benzeneacetic acid, alpha-hydroxy-
• Kyselina 2-fenyl-2-hydroxyethanova
• UNII-NH496X0UJX
• NSC-7925
• (+-)-alpha-Hydroxyphenylacetic acid
• EINECS 202-007-6
• EINECS 210-277-1
• NH496X0UJX
• Benzeneacetic acid, .alpha.-hydroxy-
• alpha-Hydroxybenzeneacetic acid, (+-)-
• .alpha.-Hydroxyphenylacetic acid
• CHEBI:35825
• AI3-06293
• (+/-)-alpha-Hydroxybenzeneacetic acid
• Kyselina 2-fenyl-2-hydroxyethanova [Czech]
• DTXSID6023234
• 2-Hydroxy-2-phenylethanoic acid
• Phenylacetic acid, alpha-hydroxy-
• .alpha.-Hydroxy-.alpha.-toluic acid
• .alpha.-Toluic acid, .alpha.-hydroxy-
• Ammonium mandelate
• MANDELIC-2,3,4,5,6-D5 ACID
• (+)-Mandelate, XXI
• Benzeneacetic acid, .alpha.-hydroxy-, (.+/-.)-
• mandelic-acid
• MANDELIC ACID (MART.)
• MANDELIC ACID [MART.]
• MANDELIC ACID (USP-RS)
• MANDELIC ACID [USP-RS]
• DL-Amygdalic Acid
• DL-Mandelicacid
• GLYCOPYRRONIUM BROMIDE IMPURITY C (EP IMPURITY)
• GLYCOPYRRONIUM BROMIDE IMPURITY C [EP IMPURITY]
• HOMATROPINE HYDROBROMIDE IMPURITY C (EP IMPURITY)
• HOMATROPINE HYDROBROMIDE IMPURITY C [EP IMPURITY]
• acidomandelico
• HOMATROPINE METHYLBROMIDE IMPURITY C (EP IMPURITY)
• HOMATROPINE METHYLBROMIDE IMPURITY C [EP IMPURITY]
• Mandelsaeure
• MFCD00004495
• MFCD00064251
• Benzoglycolic acid
• NCGC00166022-01
• l(+)mandelic acid
• (+) mandelic acid
• (+)-mandelic acid
• PPCM
• SAMMA
• hyroxyphenylacetic acid
• Pregabalin Impurity C
• Benzeneacetic acid, .alpha.-hydroxy-, (S)-
• Mandelic acid, 99%
• (-)-Mandelate, XX
• hydroxyphenyl acetic acid
• Pregabalin EP Impurity C
• WLN: QYR&VQ
• hydroxy-phenyl-acetic acid
• Mandelic acid, >=99%
• DL-Mandelic acid, 99%
• MANDELIC ACID [MI]
• SCHEMBL1050
• (.+/-.)-Mandelic acid
• CHEMBL1609
• (+)-Phenylhydroxyacetic acid
• (?)-Phenylhydroxyacetic acid
• 2-Hydroxy-2-phenylaceticacid
• MANDELIC ACID [INCI]
• MLS001074208
• Hydroxyphenylacetic acid, 1-A
• INDOLE-3,5-DIALDEHYDE
• DTXCID203234
• Benzeneacetic acid, ?-hydroxy-
• MANDELIC ACID [WHO-DD]
• .alpha.-Phenylhydroxyacetic acid
• Hydroxyphenylacetic acid, alpha-
• BDBM92715
• NSC7925
• 2-oxidanyl-2-phenyl-ethanoic acid
• HMS2230F19
• HMS3371M20
• HMS3373A03
• (2rs)-hydroxy(phenyl)ethanoic acid
• BBL028097
• MFCD00064250
• s3363
• STL283951
• AKOS000118795
• AKOS016050628
• CS-W016307
• DB13218
• HY-W015591
• KS-1423
• NCGC00166023-01
• NCGC00166269-01
• PHENYLACETIC ACID, alpha--HYDROXY-
• (.+/-.)-alpha-Hydroxybenzeneacetic acid
• AC-12228
• LS-89042
• SMR000653543
• SY001645
• SY001670
• AM20060842
• FT-0600010
• FT-0601504
• FT-0625487
• FT-0628148
• M0038
• Benzeneacetic acid, .alpha.-hydroxy-, ( )-
• EN300-19482
• PHENYLACETIC ACID, .ALPHA.--HYDROXY-
• A19434
• DL-Mandelic acid, analytical reference material
• MLS-0090887.0001
• Benzeneacetic acid, .alpha.-hydroxy-, (.+.)-
• A833072
• AE-562/40233036
• Q412293
• (2RS)-2-Hydroxy-2-phenylacetic Acid (Mandelic Acid)
• Mandelic Acid ((2RS)-2-Hydroxy-2-phenylacetic Acid)
• 14A53E4A-8315-42A7-9D60-DE06CCBB1AF9
• F2191-0202
• Z104473974
• Alphahydroxybenzeneacetic acid, (+-)-; (DL-mandelic acid)
• Mandelic acid, United States Pharmacopeia (USP) Reference Standard
• Mandelic acid; (2RS)-2-Hydroxy-2-phenylacetic acid ; ?-Hydroxy-Benzeneacetic acid;\
• 32518-00-6

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