| Record Information |
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| Version | 1.0 |
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| Created at | 2020-03-19 00:34:35 UTC |
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| Updated at | 2020-11-18 16:35:09 UTC |
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| CannabisDB ID | CDB000391 |
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| Secondary Accession Numbers | Not Available |
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| Cannabis Compound Identification |
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| Common Name | Vitamin K |
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| Description | Vitamin K is often called vitamin K1, also known as Phylloquinone or Phytonadione. Vitamin K1 is a polycyclic aromatic ketone, based on 1,4-naphthoquinone, with 2-methyl and 3-phytyl substituents. Vitamin K belongs to a family of phylloquinones that contain a ring of 2-methyl-1,4-naphthoquinone and an isoprenoid side chain. Vitamin K1 has only one double bond on the proximal isoprene unit. Several forms of vitamin K have been identified: vitamin K1 derived from plants, vitamin K2 (menaquinone) from bacteria and vitamin K3, synthetic naphthoquinone provitamins such as menadione (PMID: 27337968 ). The synthetic Vitamin K, K3, is toxic to animals as it interferes with glutathione. Vitamin K1 is a fat-soluble vitamin that is stable to air and moisture but decomposes in sunlight. Rich sources of vitamin K1 include green plants, algae, and photosynthetic bacteria. It is found naturally in a wide variety of green plants including Cannabis sativa (PMID: 6991645 ). The plant derived Vitamin K1 is used by animals and is converted to the following coagulation factors in the liver: active prothrombin (factor II), proconvertin (factor VII), plasma thromboplastin component (factor IX), and Stuart factor (factor X). Vitamin K1 is concerted to Vitamin K2 by the gut microflora. Vitamin K1 is an antidote for coumatetralyl, the anti-coagulant rodent poison. Vitamin K1 has antihemorrhagic and prothrombogenic activity and is used to treat bleeding disorders which include in warfarin overdose, vitamin K deficiency, and obstructive jaundice ( Ref:DOI ). |
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| Structure | |
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| Synonyms | Not Available |
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| Chemical Formula | C31H46O2 |
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| Average Molecular Weight | 450.71 |
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| Monoisotopic Molecular Weight | 450.3498 |
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| IUPAC Name | 2-methyl-3-[(7R,11S)-3,7,11,15-tetramethylhexadec-2-en-1-yl]-1,4-dihydronaphthalene-1,4-dione |
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| Traditional Name | 2-methyl-3-[(7R,11S)-3,7,11,15-tetramethylhexadec-2-en-1-yl]naphthalene-1,4-dione |
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| CAS Registry Number | 12001-79-5 |
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| SMILES | CC(C)CCC[C@H](C)CCC[C@@H](C)CCCC(C)=CCC1=C(C)C(=O)C2=CC=CC=C2C1=O |
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| InChI Identifier | 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/t23-,24+/m0/s1 |
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| InChI Key | MBWXNTAXLNYFJB-BJKOFHAPSA-N |
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| Chemical Taxonomy |
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| Classification | Not classified |
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| Ontology |
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| Not Available |
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| Physical Properties |
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| State | Solid |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | logP | Not Available | Not Available |
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| Predicted Properties | [] |
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| Spectra |
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| EI-MS/GC-MS | Not Available |
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| MS/MS | | Type | Description | Splash Key | View |
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| Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | Not Available | 2020-06-30 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | Not Available | 2020-06-30 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | Not Available | 2020-06-30 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | Not Available | 2020-06-30 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | Not Available | 2020-06-30 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | Not Available | 2020-06-30 | View Spectrum |
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| NMR | Not Available |
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| Pathways |
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| Pathways | Not Available |
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| Protein Targets |
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| Enzymes | Not Available |
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| Transporters | Not Available |
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| Metal Bindings | Not Available |
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| Receptors | Not Available |
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| Transcriptional Factors | Not Available |
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| Concentrations Data |
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| Not Available |
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| External Links |
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| HMDB ID | Not Available |
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| DrugBank ID | Not Available |
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| Phenol Explorer Compound ID | Not Available |
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| FoodDB ID | Not Available |
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| KNApSAcK ID | Not Available |
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| Chemspider ID | Not Available |
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| KEGG Compound ID | Not Available |
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| BioCyc ID | Not Available |
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| BiGG ID | Not Available |
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| Wikipedia Link | Not Available |
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| METLIN ID | Not Available |
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| PubChem Compound | Not Available |
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| PDB ID | Not Available |
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| ChEBI ID | Not Available |
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| References |
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| General References | - Basset GJ, Latimer S, Fatihi A, Soubeyrand E, Block A: Phylloquinone (Vitamin K1): Occurrence, Biosynthesis and Functions. Mini Rev Med Chem. 2017;17(12):1028-1038. doi: 10.2174/1389557516666160623082714. [PubMed:27337968 ]
- Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]
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