Record Information
Version1.0
Creation date2010-04-08 22:10:07 UTC
Update date2019-11-26 03:06:37 UTC
Primary IDFDB012357
Secondary Accession NumbersNot Available
Chemical Information
FooDB NamePhytomenadione
DescriptionVitamin K1, also known as phytonadione or mephyton, belongs to the class of organic compounds known as vitamin k compounds. These are quinone lipids containing a methylated naphthoquinone ring structure, and vary in the aliphatic side chain attached at the 3-position. Vitamin K1 is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS Number12001-79-5
Structure
Thumb
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility5.9e-05 g/LALOGPS
logP8.48ALOGPS
logP9.7ChemAxon
logS-6.9ALOGPS
pKa (Strongest Basic)-7.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity142.96 m³·mol⁻¹ChemAxon
Polarizability56.8 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC31H46O2
IUPAC name2-methyl-3-[(2E)-3,7,11,15-tetramethylhexadec-2-en-1-yl]-1,4-dihydronaphthalene-1,4-dione
InChI IdentifierInChI=1S/C31H46O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,18-20,22-24H,9-17,21H2,1-6H3/b25-20+
InChI KeyMBWXNTAXLNYFJB-LKUDQCMESA-N
Isomeric SMILESCC(C)CCCC(C)CCCC(C)CCC\C(C)=C\CC1=C(C)C(=O)C2=CC=CC=C2C1=O
Average Molecular Weight450.6957
Monoisotopic Molecular Weight450.349780716
Classification
Description Belongs to the class of organic compounds known as vitamin k compounds. These are quinone lipids containing a methylated naphthoquinone ring structure, and vary in the aliphatic side chain attached at the 3-position.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassQuinone and hydroquinone lipids
Direct ParentVitamin K compounds
Alternative Parents
Substituents
  • Diterpenoid
  • Naphthoquinone
  • Naphthalene
  • Aryl ketone
  • Quinone
  • Benzenoid
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0ug0-9860500000-a5cd1646f1fc838bc7d72014-09-20View Spectrum
Predicted GC-MSPhytomenadione, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000i-6895400000-254b168b019b1fc92c97Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0121900000-22d50aa41f7e3fa9b9da2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0apr-1679100000-60b28d715716b428496d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4j-6592000000-1898f88b8876c5be2ea32016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0000900000-20c987b9d7c887aaedea2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0101900000-ad51a9cf10696cc2c1cc2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0089-2924500000-7863f3ba8e25eb26d7e02016-08-03View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
ChemSpider ID4444124
ChEMBL IDCHEMBL520156
KEGG Compound IDC02059
Pubchem Compound ID5280483
Pubchem Substance IDNot Available
ChEBI ID18067
Phenol-Explorer IDNot Available
DrugBank IDDB01022
HMDB IDHMDB03555
CRC / DFC (Dictionary of Food Compounds) IDHGN34-M:HGN34-M
EAFUS ID3864
Dr. Duke IDVIT-K|VITAMIN-K-1|VIT-K-1|PHYLLOQUINONE|VITAMIN-K
BIGG ID39000
KNApSAcK IDC00002868
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDVitamin K
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
Barley0.000 - 0.002 mg/100 g0.00107 mg/100 gDTU, USDA, DUKE
Broccoli0.000 - 0.260 mg/100 g0.09063 mg/100 gDTU, USDA, DUKE
Carrot0.000 - 0.108 mg/100 g0.01323 mg/100 gDTU, USDA, DUKE
Cattle (Beef, Veal)0.000 - 0.104 mg/100 g0.00179 mg/100 gDTU, USDA
Chicken0.000 - 0.080 mg/100 g0.00571 mg/100 gDTU
Common pea0.000 - 0.081 mg/100 g0.03535 mg/100 gDTU, USDA, DUKE
Cow milk, pasteurized, vitamin A + D added, 0% fat0.000 - 1.900 mg/100 g0.95000 mg/100 gUSDA, MANUAL
Cow milk, pasteurized, vitamin A + D added, 1% fat0.00010 - 2.40000 mg/100 g1.200 mg/100 gUSDA, MANUAL
Cow milk, pasteurized, vitamin A + D added, 2% fat0.00020 - 4.00000 mg/100 g2.000 mg/100 gUSDA, MANUAL
Cow milk, pasteurized, vitamin D added, 3.25% fat0.00030 - 4.20000 mg/100 g2.100 mg/100 gUSDA, MANUAL
Showing 1 to 10 of 37 entries
Biological Effects and Interactions
Health Effects / Bioactivities
Enzymes
Pathways
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Saxholt, E., et al. 'Danish food composition databank, revision 7.' Department of Nutrition, National Food Institute, Technical University of Denmark (2008).
— U.S. Department of Agriculture, Agricultural Research Service. 2008. USDA National Nutrient Database for Standard Reference, Release 21. Nutrient Data Laboratory Home Page.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.