EMBL-EBI | Chemical Biology | ChEBI
Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search
We are looking for a new Chemistry curator to join the ChEBI team. Find out more about it here.
CHEBI:18067 - phylloquinone
| Formula | C31H46O2 |
| Net Charge | 0 |
| Average Mass | 450.707 |
| Monoisotopic Mass | 450.34978 |
| SMILES | CC1=C(C/C=C(\C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C(=O)c2ccccc2C1=O |
| 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 |
| Wikipedia |
|---|
| Species of Metabolite | Component | Source | Comments |
|---|---|---|---|
| Homo sapiens (ncbitaxon:9606) | |||
| - | DOI (10.1038/nbt.2488) | ||
| blood plasma (BTO:0000118) | PubMed (7657478) |
| Roles Classification |
|---|
| Biological Roles: | human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). 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). anti-HBV agent An antiviral agent that destroys or inhibits the replication of the hepatitis B virus. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). immunosuppressive agent An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response. 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. |
| Applications: | anti-inflammatory agent Any compound that has anti-inflammatory effects. antifibrotic agent Any agent which acts to reduce fibrosis. antirheumatic drug A drug used to treat rheumatoid arthritis. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. bone density conservation agent An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis. cardiovascular drug A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume. anti-arrhythmia drug A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. antipsoriatic A drug used to treat psoriasis. anti-inflammatory agent Any compound that has anti-inflammatory effects. antirheumatic drug A drug used to treat rheumatoid arthritis. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. dermatologic drug A drug used to treat or prevent skin disorders or for the routine care of skin. anticoagulant An agent that prevents blood clotting. immunosuppressive agent An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| phylloquinone (CHEBI:18067) has role anti-HBV agent (CHEBI:64951) |
| phylloquinone (CHEBI:18067) has role anti-inflammatory agent (CHEBI:67079) |
| phylloquinone (CHEBI:18067) has role antifibrotic agent (CHEBI:233423) |
| phylloquinone (CHEBI:18067) has role antineoplastic agent (CHEBI:35610) |
| phylloquinone (CHEBI:18067) has role antirheumatic drug (CHEBI:35842) |
| phylloquinone (CHEBI:18067) has role bone density conservation agent (CHEBI:50646) |
| phylloquinone (CHEBI:18067) has role cardiovascular drug (CHEBI:35554) |
| 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 | Source |
|---|---|
| fitomenadiona | WHO MedNet |
| phytomenadione | WHO MedNet |
| phytoménadione | WHO MedNet |
| phytomenadionum | WHO MedNet |
| Synonyms | Source |
|---|---|
| 2-Methyl-3-[(2E)-3,7,11,15-tetramethyl-2-hexadecenyl]naphthoquinone | NIST Chemistry WebBook |
| 2-Methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-1,4-naphthalenedione | ChemIDplus |
| 2-Methyl-3-phytyl-1,4-naphthochinon | ChemIDplus |
| 2-methyl-3-phytyl-1,4-naphthoquinone | KEGG COMPOUND |
| 3-phytylmenadione | ChemIDplus |
| fitomenadione | ChemIDplus |
| Brand Names | Source |
|---|---|
| Kanavit | ChEMBL |
| Konakion mm | ChEMBL |
| Konakion mm paed | ChEMBL |
| Mephyton | KEGG DRUG |
| Neokay | ChEMBL |
| Orakay | ChEMBL |
| UniProt Name | Source |
|---|---|
| phylloquinone | UniProt |
| Manual Xrefs | Databases |
|---|---|
| 2843 | DrugCentral |
| 2-METHYL-3-PHYTYL-14-NAPHTHOQUINONE | MetaCyc |
| 4447652 | ChemSpider |
| C00002868 | KNApSAcK |
| C02059 | KEGG COMPOUND |
| D00148 | KEGG DRUG |
| DB01022 | DrugBank |
| HMDB0003555 | HMDB |
| LMPR02030028 | LIPID MAPS |
| Phytomenadione | Wikipedia |
| PQN | PDBeChem |
| Citations |
|---|