Basic information
- CAS
689-31-6- Standard SMILES
O=C(O)CCC(=O)CC(=O)O- InChIKey
RTGHRDFWYQHVFW-UHFFFAOYSA-N- Molecular formula
- C6H8O5
- Average molar mass
- 160.12 g/mol
- Monoisotopic mass
- 160.03717335
Overview
3-oxoadipic acid is an oxo dicarboxylic acid consisting of adipic acid having a single oxo group at the 3-position. It has a role as a bacterial xenobiotic metabolite and a human metabolite. It is a dicarboxylic fatty acid and an oxo dicarboxylic acid. It is functionally related to an adipic acid. It is a conjugate acid of a 3-oxoadipate(2-).
Names & identifiers
- Preferred name
- beta-Ketoadipic acid
- IUPAC
- 3-oxohexanedioic acid
- English name
- 3-Oxohexanedioic Acid
- Molecular formula
- C6H8O5
- Molecular weight
- 160.12
Names & synonyms
3-oxohexanedioic acid3-Oxoadipic acid689-31-6BETA-KETOADIPIC ACIDbeta-Oxoadipic acid3-KetoadipicHexanedioic acid, 3-oxo-DTXSID302189741379JRA56FNSC-18511CHEBI:37440RefChem:504701
Show more names
NSC18511B-ketoadipic acid4-OXOHEXANEDIOIC ACIDLactic acid impurity 112β-Ketoadipic acid, 3-Oxohexanedioic acid
DTXCID80141465633-254-1beta-ketoadipate3-Ketoadipic acid3-ketoadipate3-oxo-adipic acid3-keto-adipate3-oxo-hexanedioic acid
Database identifiers
- CAS
689-31-6- PubChem CID
- 93
- DTXSID
DTXSID30218974- ChEBI
CHEBI:37440- UNII
- 1379JRA56F
- EC Number
- 633-254-1
- Nikkaji
- J309.041H
Properties
Computed structural properties
- XLogP
- -0.9
- Topological polar surface area
- 91.7 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 5
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 183
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Dicarboxylic acids [FA0117]
Melting Point124 - 126 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 124 · 124-126 °C(lit.)
- Boiling point
- 412.2 · 412.2±25.0 °C(Predicted)
- Density
- 1.405 · 1.405±0.06 g/cm3(Predicted)
- storage temp.
- 20 °C · −20°C
- solubility
- Acetonitrile (Slightly), DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 3.13 · 3.13±0.32(Predicted)
- color
- White to Off-White
- InChI
- InChI=1S/C6H8O5/c7-4(3-6(10)11)1-2-5(8)9/h1-3H2,(H,8,9)(H,10,11)
- InChIKey
- RTGHRDFWYQHVFW-UHFFFAOYSA-N
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- wgk
- 3
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
Uses3-Oxohexanedioic Acid is a degradation product of catechol in the presence of hydrogen peroxide; Also, it is derived from 3-Oxohexanedioic Acid Diethyl Ester (O856830), which is an intermediate used to prepare CMPF (C595000) which is a drug-binding inhibitor which is also a constituent of urine. CMPF can inhibit specific T4 binding in serum by increasing the free concentration of direct competitors.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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