HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Oxoadipic acid
2-Oxoadipate · Oxoadipic acid · 2-oxoadipic acid · 2-Ketoadipic acid · 2-oxohexanedioic acid · 2-oxoadipicaci · A-KETOADIPIC ACID · alpha-ketoadipicacid
Identifiers & Physical Properties
| CAS No. | 3184-35-8 |
|---|---|
| Molecular formula | C6H8O5 |
| Average molar mass | 160.12 g/mol |
| Monoisotopic mass | 160.03717336 g/mol |
| SMILES | O=C(O)CCCC(=O)C(=O)O |
| InChIKey | FGSBNBBHOZHUBO-UHFFFAOYSA-N |
| PubChem CID | 71 |
| ChEBI | CHEBI:15753 |
| EC No. | 636-531-5 |
| DTXSID | DTXSID20185702 |
Chemical & Physical Properties
| XLogP | -0.5 |
|---|---|
| Topological polar surface area | 91.7 |
| Hydrogen bond donors | 2 |
| Hydrogen bond acceptors | 5 |
| Rotatable bonds | 5 |
| Heavy atoms | 11 |
| Formal charge | 0 |
| Complexity | 183 |
| Lipids | Fatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Dicarboxylic acids [FA0117] |
| Melting point | 127 °C123-125 °C(lit.) |
| Physical Description | Solid |
| Collision Cross Section | 132.2 Ų [M+Na-2H]- [CCS Type: DTMethod: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]129.65 Ų [M+Na-2H]- [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]132.6 Ų [M-2H+Na]- |
| Boiling point | 364.3±25.0 °C(Predicted) |
| Density | 1.405±0.06 g/cm3(Predicted) |
| Storage conditions | 2-8°C |
| Solubility | Water: 250 mg/ml, sonicated |
| Physical state | A solid |
| pKa (acidity coefficient) | 2.53±0.54(Predicted) |
| Color | Off-white to light yellow |
| InChI | 1S/C6H8O5/c7-4(6(10)11)2-1-3-5(8)9/h1-3H2,(H,8,9)(H,10,11) |
| InChIKey | FGSBNBBHOZHUBO-UHFFFAOYSA-N |
| SMILES | OC(=O)CCCC(=O)C(O)=O |
| LogP (partition coefficient) | -1.220 (est) |
| FDA UNII | BB72FKL1M2 |
| UNSPSC Code | 12352106 |
| NACRES | NA.25 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H315-H319 |
| GHS precautionary statements | P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313 |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
| Hazard symbols | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
| Water hazard class (WGK) | 1 |
| Customs code | 29183000 |
| Storage class | 11 - Combustible Solids |
| Hazard class | Eye Irrit. 2Skin Irrit. 2 |
Safety & Regulations
| GHS classification | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (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. |
|---|---|
| Regulatory information | Hexanedioic acid, 2-oxo-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Health effects | Chronically high levels of oxoadipic acid are associated with at least 2 inborn errors of metabolism including: 2-aminoadipic and 2-oxoadipic aciduria. |
| Toxicity summary | In the matrix of mitochondria, 2-oxoadipate is decarboxylated to glutaryl-CoA by the 2-oxoadipate dehydrogenase complex and then converted to acetyl-CoA. Accumulation of oxoadipic acid in the body has been shown to be toxic. |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
| Water hazard class (WGK) | 1 |
| Customs code | 29183000 |
| Risk statements (R) | 36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xi |
| Safety statements (S) | 26-36 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H315-H319 |
| Hazard class | Eye Irrit. 2Skin Irrit. 2 |
| GHS precautionary statements | P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313 |
Applications & Uses
Uses
Oxoadipic acid is a key metabolite of the essential amino acids tryptophan and lysine.