Athanor by arbastro
download
Library

Mandelic acid

Athanor · official

C8H8O3 · 152.15 g/mol

IUPAC name: (2R)-2-hydroxy-2-phenylacetic acid

Also called alpha-hydroxyphenylacetic acid, amygdalic acid, AHA

ReagentsRings
Open in Athanor
The structure of Mandelic acid
Drawn from its SMILES with RDKit
CorrosiveDangerCauses serious eye damage

Names and identifiers

IUPAC name
(2R)-2-hydroxy-2-phenylacetic acid
Synonyms
alpha-hydroxyphenylacetic acid, amygdalic acid, AHA
+ 39 more

(r)-mandelic acid, (R)-2-Hydroxy-2-phenylacetic acid, D-Mandelic acid, (-)-Mandelic acid, D(-)-Mandelic acid, Mandelic acid, (R)-, D-2-Phenylglycolic acid, (-)-(R)-Mandelic acid, (R)-alpha-Hydroxyphenylacetic acid, (-)-alpha-Hydroxyphenylacetic acid, (R)-alpha-Hydroxybenzeneacetic acid, Mandelic acid, D-, PPL7YW1M9W, CHEBI:17656, RefChem:905564, 210-276-6, (R)-(-)-Mandelic acid, D-(-)-MANDELIC ACID, (2R)-2-hydroxy-2-phenylacetic acid, (R)-Hydroxy(phenyl)acetic acid, R-(-)-Mandelic acid, MFCD00064251, Sertraline EP Impurity E, mandelic_acid, DTXSID4046523, 1mcz, (R)-Mandelsaeure, (R)-A-Hydroxyphenylacetic acid, (2R)-hydroxy(phenyl)acetic acid, (-)-(R)-Mandelate, (2R)-2-hydroxy-2-phenyl-acetic acid, CHEMBL292411, (2R)-hydroxy(phenyl)ethanoic acid, NCGC00166022-01, (-)-(R) alpha-hydroxybenzeneacetic acid, R(-)-Mandelic Acid, D70151, D-(-)-Mandelic acid, puriss., >=99.0% (T), mandelic-acid

Molecular formula
C8H8O3
Empirical formula
C8H8O3
Molecular weight
152.15 g/mol
Exact mass
152.04734
CAS number
17199-29-0
PubChem CID
11914
Canonical SMILES
C1=CC=C(C=C1)C(C(=O)O)O
Isomeric SMILES
C1=CC=C(C=C1)[C@H](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)/t7-/m1/s1
InChIKey
IWYDHOAUDWTVEP-SSDOTTSWSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms
11
Rings
1
Aromatic rings
1
Fraction sp³ carbons (Fsp3)
0.12
H-bond donors
2
H-bond acceptors
2 computed here · PubChem 3
Rotatable bonds
2
TPSA (Ų)
57.5
Formal charge
0
XLogP3
0.6 PubChem
Complexity
138 PubChem
Stereocenters
1 definedCIP: C2: R
Double-bond geometry
None specified
Point group
C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C63.15%
  • H5.30%
  • O31.55%

Isotope pattern

100%152.0478.9%153.051154.053

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P
0.8 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-1.56 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
2.06 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 152.15
  • log P ≤ 5 (Crippen): 0.8
  • H-bond donors ≤ 5: 2
  • H-bond acceptors ≤ 10: 2

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Danger

Most widely reported: 191 company reports to ECHA. Source [1].

  • Corrosive
  • H318Causes serious eye damage (91.1% of reports)

Precautionary statements: P264+P265, P280, P305+P354+P338, P317

View all classifications (2)
  • [1] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 5.8% (11 of 191) of reports.
  • [1] European Chemicals Agency (ECHA) · 191 reports · DangerH318

Safety data sheets on the supplier’s page: Veeprho, Sigma-Aldrich, ChemoSapiens.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. [1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
  2. [2]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
  3. [3]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
  4. [4]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
  5. [5]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
  6. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  7. ·Literature on PubChem

Data last updated 2026-10-14.