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Showing Compound Warfarin (FDB022750)

Record Information
Version1.0
Creation date2011-09-21 00:19:02 UTC
Update date2015-10-09 22:31:20 UTC
Primary IDFDB022750
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameWarfarin
DescriptionWarfarin belongs to the class of organic compounds known as homoisoflavones. These are homoisoflavonoids with a structure based on the chromone system. Chromone is a bicyclic compound consisting of a 1-benzopyran, which bears a ketone group at the 4-position. Warfarin is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS Number81-81-2
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(phenyl-1 acetyl-2 ethyl) 3-hydroxy-4 coumarinhmdb
(phenyl-1 acetyl-2 ethyl) 3-hydroxy-4 coumarinehmdb
(s)-4-hydroxy-3-(3-oxo-1-phenylbutyl)-2-benzopyronehmdb
1-(4'-hydroxy-3'-coumarinyl)-1-phenyl-3-butanonehmdb
200 coumarinhmdb
3-(1'-phenyl-2'-acetylethyl)-4-hydroxycoumarinhmdb
3-(a-Phenyl-b-acetylaethyl)-4-hydroxycumarinGenerator
3-(a-Phenyl-b-acetylethyl)-4-hydroxycoumarinGenerator
3-(acetonylbenzyl)-4-hydroxycoumarinhmdb
3-(alpha-acetonylbenzyl)-4-hydroxycoumarinhmdb
3-(alpha-phenyl-beta-acetylaethyl)-4-hydroxycumarinhmdb
3-(alpha-phenyl-beta-acetylethyl)-4-hydroxycoumarinhmdb
3-(α-phenyl-β-acetylaethyl)-4-hydroxycumarinGenerator
3-(α-phenyl-β-acetylethyl)-4-hydroxycoumarinGenerator
4-hydroxy-3- (3-oxo-1-fenyl-butyl) cumarinehmdb
4-hydroxy-3- (3-oxo-1-phenyl-butyl)-cumarinhmdb
4-hydroxy-3-(3-oxo-1-fenyl-butyl) cumarinehmdb
4-hydroxy-3-(3-oxo-1-phenyl-butyl)-cumarinhmdb
4-hydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-onehmdb
4-hydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-onehmdb
4-hydroxy-3-(3-oxo-1-phenylbutyl)coumarinhmdb
4-idrossi-3- (3-oxo-)-fenil-butil)-cumarinehmdb
4-idrossi-3-(3-oxo-)-fenil-butil)-cumarinehmdb
4-idrossi-3-(3-oxo-1-fenil-butil)-cumarinehmdb
4oh-coumarin deriv.hmdb
Arab rat deathhmdb
Arab rat dethhmdb
Athrombin-khmdb
Athrombine-khmdb
Brumolinhmdb
Co-raxhmdb
Compound 42hmdb
coumadinhmdb
Coumafenhmdb
Coumafenehmdb
Coumaphenhmdb
Coumaphenehmdb
Coumarinshmdb
Coumefenehmdb
Cov-r-toxhmdb
D-conhmdb
delta-conhmdb
Dethmorhmdb
Dethnelhmdb
Dicusat ehmdb
DL-3-(alpha-acetonylbenzyl)-4-hydroxycoumarinhmdb
Eastern states duocidehmdb
Fasco fascrat powderhmdb
Frass-ratronhmdb
Killgerm sewarin phmdb
Kumaderhmdb
Kumaduhmdb
Kumatoxhmdb
Kypfarinhmdb
Latka 42hmdb
Liqua-toxhmdb
Maag rattentod cumhmdb
Mar-frinhmdb
Martin's mar-frinhmdb
Maveranhmdb
Mouse pakhmdb
Place-paxhmdb
Prothromadinhmdb
Rat & mice baithmdb
Rat and mice baithmdb
Rat-a-wayhmdb
Rat-alpha-wayhmdb
Rat-b-gonhmdb
Rat-beta-gonhmdb
Rat-gardhmdb
Rat-killhmdb
Rat-mixhmdb
Rat-o-cide #2hmdb
Rat-o-cide no. 2hmdb
Rat-olahmdb
Rat-trolhmdb
Ratorexhmdb
Ratoxhmdb
Ratoxinhmdb
Ratronhmdb
Ratron ghmdb
Rats-no-morehmdb
Ratten-koederrohrhmdb
Rattenstreupulver neu schachthmdb
Rattenstreupulver new schachthmdb
Rattentraenkehmdb
Rattunalhmdb
RAXhmdb
RCR grey squirrel killer concentratehmdb
Ro-dethhmdb
Rodafarinhmdb
Rodafarin chmdb
Rodexhmdb
Rodex bloxhmdb
Rosexhmdb
Rough & ready mouse mixhmdb
Rough and ready mouse mixhmdb
Sakarathmdb
Sewarinhmdb
Solfarinhmdb
Sorexa plushmdb
Spray-trol brand roden-trolhmdb
Temus whmdb
Tox-hidhmdb
Twin light rat awayhmdb
Vampirinip IIhmdb
Vampirinip IIIhmdb
Waranhmdb
Warf 10ChEBI
Warfarin sodiumHMDB
WarfarinaChEBI
WarfarineChEBI
WarfarinumChEBI
Zoocoumarinhmdb
Predicted Properties
PropertyValueSource
Water Solubility0.048 g/LALOGPS
logP2.55ALOGPS
logP3.52ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)5.63ChemAxon
pKa (Strongest Basic)-5.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity95.99 m³·mol⁻¹ChemAxon
Polarizability32.02 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC19H16O4
IUPAC name2-hydroxy-3-(3-oxo-1-phenylbutyl)-4H-chromen-4-one
InChI IdentifierInChI=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/h2-10,15,22H,11H2,1H3
InChI KeyQTXVAVXCBMYBJW-UHFFFAOYSA-N
Isomeric SMILESCC(=O)CC(C1=CC=CC=C1)C1=C(O)OC2=CC=CC=C2C1=O
Average Molecular Weight308.3279
Monoisotopic Molecular Weight308.104859
Classification
Description Belongs to the class of organic compounds known as homoisoflavones. These are homoisoflavonoids with a structure based on the chromone system. Chromone is a bicyclic compound consisting of a 1-benzopyran, which bears a ketone group at the 4-position.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassHomoisoflavonoids
Sub ClassHomoisoflavones
Direct ParentHomoisoflavones
Alternative Parents
Substituents
  • Homoisoflavone
  • Chromone
  • Coumarin
  • Benzopyran
  • 1-benzopyran
  • Pyranone
  • Monocyclic benzene moiety
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Vinylogous acid
  • Ketone
  • Oxacycle
  • Organoheterocyclic compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-014i-7692000000-6e3993fee62d7eb7438e2014-09-20View Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)splash10-000i-0900000000-db26386db4161aaeaf0b2012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)splash10-0v0c-3649778000-03a7effe15377c469e782012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)splash10-01ox-1900000000-ebc0cd8d31664eff4e312012-07-25View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CD3OD, experimental)Spectrum
ChemSpider ID10442445
ChEMBL IDCHEMBL1464
KEGG Compound IDC01541
Pubchem Compound ID54678486
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDDB00682
HMDB IDHMDB01935
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDWarfarin
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Vitamin K epoxide reductase complex subunit 1VKORC1Q9BQB6
Vitamin K epoxide reductase complex subunit 1-like protein 1VKORC1L1Q8N0U8
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference