CHEBI:18067 - phylloquinone

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ChEBI Name phylloquinone
ChEBI ID CHEBI:18067
Definition A member of the class of phylloquinones that consists of 1,4-naphthoquinone having methyl and phytyl groups at positions 2 and 3 respectively. The parent of the class of phylloquinones.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:11611, CHEBI:45148, CHEBI:8181, CHEBI:14833, CHEBI:26105
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Formula C31H46O2
Net Charge 0
Average Mass 450.707
Monoisotopic Mass 450.34978
InChI InChI=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+/t23-,24-/m1/s1
InChIKey MBWXNTAXLNYFJB-NKFFZRIASA-N
SMILES CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CC1=C(C)C(=O)C2=C(C=CC=C2)C1=O
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) See: DOI
Homo sapiens (NCBI:txid9606) Found in blood plasma (BTO:0000118). See: PubMed
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
cofactor
An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via vitamin K )
fat-soluble vitamin (role)
Any vitamin that dissolves in fats and are stored in body tissues. Unlike the water-soluble vitamins, they are stored in the body for long periods of time and generally pose a greater risk for toxicity when consumed in excess.
(via vitamin K )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing phylloquinone (CHEBI:18067) has role cofactor (CHEBI:23357)
phylloquinone (CHEBI:18067) has role human metabolite (CHEBI:77746)
phylloquinone (CHEBI:18067) has role plant metabolite (CHEBI:76924)
phylloquinone (CHEBI:18067) is a phylloquinones (CHEBI:26106)
phylloquinone (CHEBI:18067) is a vitamin K (CHEBI:28384)
IUPAC Name
2-methyl-3-[(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl]naphthalene-1,4-dione
INNs Sources
fitomenadiona WHO MedNet
phytomenadione WHO MedNet
phytoménadione WHO MedNet
phytomenadionum WHO MedNet
Synonyms Sources
2-Methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-1,4-naphthalenedione ChemIDplus
2-Methyl-3-[(2E)-3,7,11,15-tetramethyl-2-hexadecenyl]naphthoquinone NIST Chemistry WebBook
2-Methyl-3-phytyl-1,4-naphthochinon ChemIDplus
2-methyl-3-phytyl-1,4-naphthoquinone KEGG COMPOUND
3-phytylmenadione ChemIDplus
α-phylloquinone NIST Chemistry WebBook
fitomenadione ChemIDplus
Phyllochinon ChemIDplus
Phyllochinonum ChemIDplus
Phylloquinone KEGG COMPOUND
PHYLLOQUINONE PDBeChem
phylloquinone UniProt
phytonadione KEGG COMPOUND
Phytonadionum ChemIDplus
Phytylmenadione ChemIDplus
trans-Phylloquinone NIST Chemistry WebBook
Vitamin K1 KEGG COMPOUND
vitamin K1 ChEBI
vitamin K1(20) ChemIDplus
Brand Name Source
Mephyton KEGG DRUG
Manual Xrefs Databases
2-METHYL-3-PHYTYL-14-NAPHTHOQUINONE MetaCyc
2843 DrugCentral
4447652 ChemSpider
C00002868 KNApSAcK
C02059 KEGG COMPOUND
D00148 KEGG DRUG
DB01022 DrugBank
HMDB0003555 HMDB
LMPR02030028 LIPID MAPS
Phytomenadione Wikipedia
PQN PDBeChem
View more database links
Registry Numbers Types Sources
2568816 Reaxys Registry Number Reaxys
84-80-0 CAS Registry Number KEGG COMPOUND
84-80-0 CAS Registry Number ChemIDplus
84-80-0 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
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Last Modified
26 July 2021