(-)-Warfarin

C₁₉H₁₆O₄CAS 5543-57-7308.33 g/mol

Open in Covalent MOL file

Properties

Molecular formula: C₁₉H₁₆O₄
Molar mass: 308.33 g/mol
Exact mass: 308.1049 Da
Melting point: 172–173 °C
logP: 3.61Crippen estimate
Polar surface area: 67.5 Å²
H-bond donors / acceptors: 1 / 4
Rotatable bonds: 4
Stereocentres: Sin SMILES atom order

Hazards

Danger

H300 Fatal if swallowedAcute toxicity, oral
H310 Fatal in contact with skinAcute toxicity, dermal
H330 Fatal if inhaledAcute toxicity, inhalation
H360D May damage the unborn childReproductive toxicity
H372 Causes damage to organs through prolonged or repeated exposureSpecific target organ toxicity, repeated exposure
H411 Toxic to aquatic life with long lasting effectsHazardous to the aquatic environment, long-term hazard

Harmonised EU classification (CLP Annex VI), via PubChem.

Precautionary statements

P203, P260, P262, P264, P270, P271, P273, P280, P284, P301+P316, P302+P352, P304+P340, P316, P318, P319, P320, P321, P330, P361+P364, P391, P403+P233, P405, P501

Identifiers

CAS number

5543-57-7

SMILES

CC(=O)C[C@@H](c1ccccc1)c1c(O)c2ccccc2oc1=O

InChIKey

PJVWKTKQMONHTI-HNNXBMFYSA-N

InChI

InChI=1S/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3/t15-/m0/s1

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

6 names

2H-1-Benzopyran-2-one, 4-hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]-
Coumarin, 3-(α-acetonylbenzyl)-4-hydroxy-, (S)-(-)-
2H-1-Benzopyran-2-one, 4-hydroxy-3-(3-oxo-1-phenylbutyl)-, (S)-
4-Hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]-2H-1-benzopyran-2-one
(S)-Warfarin
(S)-4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one

Work with (-)-Warfarin

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

(±)-Warfarin81-81-2Stereo not defined (±)-Warfarin sodium129-06-6Salt, stereo not defined

Similar compounds

(+-)-Coumachlor81-82-382 % similar (±)-Acenocoumarol152-72-775 % similar Phenprocoumon435-97-269 % similar Bromadiolone28772-56-753 % similar Coumatetralyl5836-29-351 % similar Difenacoum56073-07-549 % similar Dicoumarol66-76-246 % similar Brodifacoum56073-10-044 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Same formula

Bisdemethoxycurcumin33171-05-0

Elsewhere

PubChem CAS Common Chemistry NIST WebBook