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alpha-Ketoglutaric acid

Athanor · official

C5H6O5 · 146.1 g/mol

IUPAC name: 2-oxopentanedioic acid

Also called 2-oxoglutarate, alpha-ketoglutarate, AKG, 2-oxoglutaric acid

Metabolites
Open in Athanor
The structure of alpha-Ketoglutaric acid
Drawn from its SMILES with RDKit
CorrosiveHarmful or irritantDangerCauses skin irritation · Causes serious eye damage · May cause respiratory irritation

Names and identifiers

IUPAC name
2-oxopentanedioic acid
Synonyms
2-oxoglutarate, alpha-ketoglutarate, AKG
+ 36 more

2-oxoglutaric acid, 2-Oxopentanedioic acid, Oxoglutaric acid, a-ketoglutaric acid, 2-Oxo-1,5-pentanedioic acid, Pentanedioic acid, 2-oxo-, Alphaketoglutaric acid, oxogluric acid, Glutaric acid, 2-oxo-, Glutaric acid, alpha keto, ketoglutaric acid, alpha ketoglutaric acid, DTXSID5033179, NSC-17391, 8ID597Z82X, A-KETOGLUTARICUM ACIDUM, DTXCID3013179, CHEBI:30915, 2 Oxoglutaric Acid, 2 Ketoglutaric Acid, hydron;2-oxopentanedioate, RefChem:555767, 206-330-3, 2-ketoglutaric acid, Oxoglutarate, alpha-Oxoglutaric acid, alpha Ketoglutarate, Oxoglurate, Pentanedioic acid, oxo-, 2-ketoglutarate, Bis(L-arginin)-2-oxoglutarat, Oxoglurate [INN], MFCD00004165, .alpha.-Ketoglutaric acid, AI3-26938, NSC 17391

Molecular formula
C5H6O5
Empirical formula
C5H6O5
Molecular weight
146.1 g/mol
Exact mass
146.02152
CAS number
328-50-7
PubChem CID
51
Canonical SMILES
C(CC(=O)O)C(=O)C(=O)O
Isomeric SMILES
C(CC(=O)O)C(=O)C(=O)O
InChI
InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)
InChIKey
KPGXRSRHYNQIFN-UHFFFAOYSA-N
Molfile

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

Calculated

Heavy atoms
10
Rings
0
Aromatic rings
0
Fraction sp³ carbons (Fsp3)
0.4
H-bond donors
2
H-bond acceptors
3 computed here · PubChem 5
Rotatable bonds
4
TPSA (Ų)
91.7
Formal charge
0
XLogP3
-0.9 PubChem
Complexity
171 PubChem
Stereocenters
None
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

  • C41.11%
  • H4.14%
  • O54.75%

Isotope pattern

100%146.0225.7%147.0251.2%148.026

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
-0.5 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-0.17 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
2.09 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 146.1
  • log P ≤ 5 (Crippen): -0.5
  • H-bond donors ≤ 5: 2
  • H-bond acceptors ≤ 10: 3

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: 236 company reports to ECHA. Source [1].

  • Corrosive
  • Harmful or irritant
  • H315Causes skin irritation (40.3% of reports)
  • H318Causes serious eye damage (95.3% of reports)
  • H335May cause respiratory irritation (39.8% of reports)

Precautionary statements: P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P362+P364, P403+P233, P405, P501

View all classifications (3)
  • [1] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 0.4% (1 of 236) of reports.
  • [1] European Chemicals Agency (ECHA) · 236 reports · DangerH315, H318, H335
  • [1] European Chemicals Agency (ECHA) · 2 reportsThis chemical does not meet GHS hazard criteria for 100% (2 of 2) of all reports.

Safety data sheets on the supplier’s page: CATO Research Chemicals Inc., Hunan Huateng Pharmaceutical Co., Ltd., Alfa Chemistry.

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]NMRShiftDB · Linked only · via PubChem · retrieved 2026-10-14
  3. [3]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
  4. [4]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
  5. [5]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
  6. [6]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
  7. [7]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
  8. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  9. ·Literature on PubChem

Data last updated 2026-10-14.