3-Hydroxycoumarin

HCID 13650CAS 939-19-5

Substructure search Find similar structures

Basic information

Standard SMILES: O=c1oc2ccccc2cc1O
InChIKey: MJKVTPMWOKAVMS-UHFFFAOYSA-N
Molecular formula: C9H6O3
Average molar mass: 162.14 g/mol
Monoisotopic mass: 162.03169405

Names & identifiers

Preferred name: 3-Hydroxycoumarin
IUPAC: 3-hydroxychromen-2-one
English name: 3-HYDROXYCOUMARIN
Molecular formula: C9H6O3
Molecular weight: 162.14

Names & synonyms

3-Hydroxycoumarin939-19-53-hydroxychromen-2-one2H-1-Benzopyran-2-one, 3-hydroxy-COUMARIN, 3-HYDROXY-RQX0CMD9PNNSC-74691DTXSID50239863RefChem:502539DTXCID00162354213-355-33-hydroxy-2H-chromen-2-one

Show more names

AURORA KA-37363-hydroxy-coumari3-HydroxycoumarineHYDROXYCOUMARIN, 3-2,3-DIHYDROXYCOUMARINHYDROXYCOUMARIN, 3-(RG)3-Hydroxy-2H-chromen-2-one 97%

3-Hydroxy-2-benzopyronehydroxycoumarin3 Hydroxycoumarin3-Hydroxy-2H-1-benzopyran-2-one3-Hydroxy-chromen-2-oneMFCD00017490CHEMBL15037243070-85-5

Database identifiers

CAS: 939-19-5
PubChem CID: 13650
DTXSID: DTXSID50239863
ChEMBL: CHEMBL150372
ChEBI: CHEBI:113542
UNII: RQX0CMD9PN
EC Number: 213-355-3
Nikkaji: J298.537C

Properties

Computed structural properties

XLogP: 1.8
Topological polar surface area: 46.5 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 12
Formal charge: 0
Complexity: 232

Physicochemical properties

Melting point: 153 · 153-157 °C (lit.)
Boiling point: 369.9 · 369.9±42.0 °C(Predicted)
Density: 1.446 · 1.446±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: 15 mg/ml,DMF:PBS · DMF: 15 mg/ml,DMF:PBS (pH 7.2) (1:4): 0.20 mg/ml,DMSO: 10 mg/ml,Ethanol: 1 mg/ml
form: powder to crystal
pka: 8.24 · 8.24±0.20(Predicted)
color: White to Orange to Green
λmax: 307 nm · 307nm(MeOH)(lit.)
InChI: 1S/C9H6O3/c10-7-5-6-3-1-2-4-8(6)12-9(7)11/h1-5,10H
InChIKey: MJKVTPMWOKAVMS-UHFFFAOYSA-N
SMILES: OC1=Cc2ccccc2OC1=O
LogP: 1.6 · 1.600 (est)
CAS DataBase Reference: 939 · 939-19-5(CAS DataBase Reference)
FDA UNII: 0 CMD9PN · RQX0CMD9PN
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319
Precautionary statements: 501 · P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xn,Xi
Risk Statements: 22 · 22-36/37/38
Safety Statements: 22 · 22-24/25-36-26
WGK Germany: 3 · 3
RTECS: 6797000 · GN6797000
Hazard Note: Irritant
HS Code: 2932990090 · 2932990090
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 Oral · Acute Tox. 4 Oral

Safety & regulation

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
rtecs: GN6797000
hs_code: 2932990090
risk_code: 22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn,Xi
hazard_note: Irritant
safety_code: 22-24/25-36-26
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319
Hazard Classifications: Acute Tox. 4 Oral
Precautionary statements: P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Chemistry & industry

Applications · 2 items

Usesantioxidant

Uses3-Hydroxycoumarin is a derivative compound and a metabolite of Coumarin. Coumarin is a natural chemical compound found in many plants. Coumarin is used as a precursor in the synthesis of anticougulant pharmaceuticals like coumadin and potent anticougulant rodenticides. Hydroxycoumarins are potent α-glucosidase inhibitors.