Showing metabocard for Reduced Vitamin K (phylloquinone) (BMDB0004198)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:08:30 UTC
Update Date2020-04-21 18:45:02 UTC
BMDB IDBMDB0004198
Secondary Accession Numbers
  • BMDB04198
Metabolite Identification
Common NameReduced Vitamin K (phylloquinone)
DescriptionReduced Vitamin K (phylloquinone), also known as vitamin K-1 epoxide-1,4-diol, belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Reduced Vitamin K (phylloquinone) is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Vitamin K-1 epoxide-1,4-diolMeSH
Chemical FormulaC31H50O3
Average Molecular Weight470.738
Monoisotopic Molecular Weight470.37599547
IUPAC Name1a-methyl-7a-[(2E)-3,7,11,15-tetramethylhexadec-2-en-1-yl]-1aH,2H,7H,7aH-naphtho[2,3-b]oxirene-2,7-diol
Traditional NameVK-1 ED
CAS Registry NumberNot Available
SMILES
[H]\C(CC12OC1(C)C(O)C1=CC=CC=C1C2O)=C(\C)CCCC(C)CCCC(C)CCCC(C)C
InChI Identifier
InChI=1S/C31H50O3/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-31-29(33)27-19-8-7-18-26(27)28(32)30(31,6)34-31/h7-8,18-20,22-24,28-29,32-33H,9-17,21H2,1-6H3/b25-20+
InChI KeyCBCKYHVYINCXKR-LKUDQCMESA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassDiterpenoids
Direct ParentDiterpenoids
Alternative Parents
Substituents
  • Diterpenoid
  • Tetralin
  • Benzenoid
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Oxirane
  • Dialkyl ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
StatusExpected but not Quantified
OriginNot Available
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP8.29ALOGPS
logP8.34ChemAxon
logS-6.6ALOGPS
pKa (Strongest Acidic)12.84ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area52.99 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity142.73 m³·mol⁻¹ChemAxon
Polarizability58.82 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0130900000-8c70d23902058b13acfbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0aba-4791200000-283ad66f556eb3fdcc95View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0bt9-8890000000-5ab765a0826e39aa4bb5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0100900000-fab0d8fcf5e5f5b926a5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0020900000-c993149f810815716725View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0pc0-2940000000-d884bc9f771d1786bf29View in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5280846
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceMasaki, Yukio; Hashimoto, Kinji; Kaji, Kenji. Synthetic studies on isoprenoidquinones. II. Syntheses of ubiquinone-10, phylloquinone, and menaquinone-4 by a chain-extending method utilizing terminally functionalized isoprenoidhydroquinones. Chemical & Pharmaceutical Bulletin (1984), 32(10), 3959-67.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available