alpha-Ketoisocaproic acid
Athanor · official
C6H10O3 · 130.14 g/mol
IUPAC name: 4-methyl-2-oxopentanoic acid
Also called 4-methyl-2-oxopentanoate, leucine keto acid, KIC, alpha-ketoisocaproate, ketoisocaproate
DangerCauses severe skin burns and eye damageNames and identifiers
- IUPAC name
- 4-methyl-2-oxopentanoic acid
- Synonyms
- 4-methyl-2-oxopentanoate, leucine keto acid, KIC
+ 37 more
alpha-ketoisocaproate, ketoisocaproate, 4-methyl-2-oxopentanoic acid, 4-Methyl-2-oxovaleric acid, 2-OXO-4-METHYLPENTANOIC ACID, 2-Oxoisocaproate, 2-Oxoisocaproic acid, Pentanoic acid, 4-methyl-2-oxo-, alpha-oxoisocaproate, 2-Oxo-4-methylvaleric acid, 2-Oxoleucine, 2-ketoisocaproate, 2-oxo-4-methylpentanoate, alpha-keto-isocaproic acid, 2-keto-4-Methylvaleric acid, 4GUJ8AH400, DTXSID6061157, CHEBI:48430, CHEBI:17865, RefChem:794314, DTXCID4048226, 212-435-5, Ketoleucine, 4-methyl-2-oxo-pentanoic acid, 2-Oxoisohexanoate, MFCD00066204, Isopropylpyruvic acid, 2-Keto-4-methylpentanoic acid, a-Ketoisocapronate, .alpha.-Ketoisocaproic acid, UNII-4GUJ8AH400, 2-KETOISOCAPROIC ACID, 2-keto-4-methyl-pentanoate, CHEMBL445647, 2-keto-4-Methylvalerate, STR07443, HY-W012722
- Molecular formula
- C6H10O3
- Empirical formula
- C6H10O3
- Molecular weight
- 130.14 g/mol
- Exact mass
- 130.06299
- CAS number
- 816-66-0
- PubChem CID
- 70
- Canonical SMILES
- CC(C)CC(=O)C(=O)O
- Isomeric SMILES
- CC(C)CC(=O)C(=O)O
- InChI
- InChI=1S/C6H10O3/c1-4(2)3-5(7)6(8)9/h4H,3H2,1-2H3,(H,8,9)
- InChIKey
- BKAJNAXTPSGJCU-UHFFFAOYSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 9
- Rings
- 0
- Aromatic rings
- 0
- Fraction sp³ carbons (Fsp3)
- 0.67
- H-bond donors
- 1
- H-bond acceptors
- 2 computed here · PubChem 3
- Rotatable bonds
- 3
- TPSA (Ų)
- 54.4
- Formal charge
- 0
- XLogP3
- 0.9 PubChem
- Complexity
- 126 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
- C55.37%
- H7.75%
- O36.88%
Isotope pattern
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
- 0.69 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -0.88 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 2.21 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 130.14
- log P ≤ 5 (Crippen): 0.69
- H-bond donors ≤ 5: 1
- 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: 43 company reports to ECHA. Source [1].
- Corrosive
- H314Causes severe skin burns and eye damage
Precautionary statements: P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, P501
Safety data sheets on the supplier’s page: Fluorochem, Chem-Space.com Database, Hunan Huateng Pharmaceutical Co., Ltd..
Always read the supplier’s safety data sheet before working with it.
Spectra
- 1H NMRHuman Metabolome Database (HMDB) (Varian · 500 MHz · Water) · Human Metabolome Database (HMDB) (Bruker · D2O) · SpectraBase
- 13C NMRHuman Metabolome Database (HMDB) (Bruker · D2O) · SpectraBase
- 1H-13C NMRHuman Metabolome Database (HMDB) (Bruker · 600 MHz · Water)
- GC-MSHuman Metabolome Database (HMDB) (GC-EI-TOF · positive) · Human Metabolome Database (HMDB) (GC-EI-TOF · positive) · Human Metabolome Database (HMDB) (GC-EI-TOF · positive) · Human Metabolome Database (HMDB) (GC-MS) · Human Metabolome Database (HMDB) (GC-MS) · Human Metabolome Database (HMDB) (GC-MS)
- MS-MSHuman Metabolome Database (HMDB) (LC-ESI-QQ · negative) · Human Metabolome Database (HMDB) (Negative) · Human Metabolome Database (HMDB) (Negative) · Human Metabolome Database (HMDB) (Negative) · Human Metabolome Database (HMDB) (Negative) · Human Metabolome Database (HMDB) (Negative)
- LC-MSMassBank Europe (API3000, Applied Biosystems · LC-ESI-QQ · NEGATIVE) · MassBank Europe (API3000, Applied Biosystems · LC-ESI-QQ · NEGATIVE) · MassBank Europe (API3000, Applied Biosystems · LC-ESI-QQ · NEGATIVE) · MassBank Europe (API3000, Applied Biosystems · LC-ESI-QQ · NEGATIVE) · MassBank Europe (API3000, Applied Biosystems · LC-ESI-QQ · NEGATIVE) · MassBank Europe (LTQ Orbitrap Velos Thermo Scientific · LC-ESI-ITFT · NEGATIVE)
- Other MSMassBank of North America (MoNA) (TQD, Waters · Flow-injection QqQ/MS · ESI) · MassBank of North America (MoNA) (TQD, Waters · Flow-injection QqQ/MS · ESI) · MassBank of North America (MoNA) (TQD, Waters · Flow-injection QqQ/MS · ESI)
- Near IRSpectraBase (INSTRUMENT PARAMETERS=INST=BRUKER,RSN=12071,REO=2,CNM=HEI,ZFF=2 · NIR Spectrometer= BRUKER IFS 88)
- RamanSpectraBase
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]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
- [2]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
- [3]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
- [4]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
- [5]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
- [6]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.