Mesoxalic acid

HCID 10132

Notes Reactions

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Basic information

CAS: 473-90-5
Standard SMILES: O=C(O)C(=O)C(=O)O
InChIKey: XEEVLJKYYUVTRC-UHFFFAOYSA-N
Molecular formula: C3H2O5
Average molar mass: 118.04 g/mol
Monoisotopic mass: 117.99022316

Names & identifiers

Preferred name: Mesoxalic acid
IUPAC: 2-oxopropanedioic acid
English name: KETOMALONIC ACID
Molecular formula: C3H2O5
Molecular weight: 118.04

Names & synonyms

MESOXALIC ACIDOxomalonic acidKetomalonic acid473-90-52-oxopropanedioic acidALPHA-KETOMALONIC ACIDOxomalonate62R514HE48CHEBI:30842RefChem:156683207-473-42-Oxomalonic acid

Show more names

mesoxalicacidoxomalonicacid2-oxomalonicacid2-ketomalonic acidoxopropanedioicacidalpha-ketomalonicacidPropanedioic acid, 2-oxo-

MesoxalateOxopropanedioic acidPropanedioic acid, oxo- (9CI)Ketomalonic acid; Mesoxalate2-OxomalonsaeureCCRIS 1453Propanedioic acid, oxo-EINECS 207-473-4

Database identifiers

CAS: 473-90-5
PubChem CID: 10132
DTXSID: DTXSID3021649
ChEBI: CHEBI:30842
UNII: 62R514HE48
EC Number: 207-473-4
Nikkaji: J5.957I

Properties

Computed structural properties

XLogP: 0.7
Topological polar surface area: 91.7 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 5
Rotatable bonds: 2
Heavy atoms: 8
Formal charge: 0
Complexity: 130

Physicochemical properties

Melting point: 178 °C · 178 °C
Boiling point: 405.2 · 405.2±28.0 °C(Predicted)
Density: 1.832 · 1.832
pka: 1.15 · 1.15±0.54(Predicted)
FDA UNII: 62 R514HE48 · 62R514HE48
Symbol(GHS): 5 · GHS05,GHS07
Signal word: Danger
Hazard statements: 302 · H302-H315-H318-H335
Precautionary statements: 261 · P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P330-P332+P313-P362-P403+P233-P405-P501

Safety & regulation

Safety data

Signal word: Danger
Symbol(GHS): GHS05,GHS07
Hazard statements: H302-H315-H318-H335
Precautionary statements: P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P330-P332+P313-P362-P403+P233-P405-P501

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm；Extracellular

Applications

UsesMesoxalate (Ketomalonic acid) a dicarboxylic acid and a ketonic acid which blocks HIV-1 reverse transcriptase (RT), with the IC50 of 2.2 μM[1][2].

Suppliers8 total

上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]

上海陶术生物科技股份有限公司13564774135 · [email protected]

BOC Sciences[email protected]

江苏艾康生物医药研发有限公司025-58859352 19370895928 · [email protected]

陕西缔都医药化工有限公司029-029-029-81148696 18161915376 · [email protected]

Additional notes

DefinitionChEBI: Oxomalonic acid is an oxo dicarboxylic acid. It is functionally related to a malonic acid. It is a conjugate acid of an oxomalonate(1-).