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Record Information |
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| Version |
1.0 |
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| Update Date |
1/22/2018 11:54:54 AM |
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Metabolite ID | PAMDB120383 |
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Identification |
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| Name: |
phytol |
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| Description: | A diterpenoid that is hexadec-2-en-1-ol substituted by methyl groups at positions 3, 7, 11 and 15. |
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Structure |
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| Synonyms: | - (2E,7R,11R)-3,7,11,15-tetramethyl-2-hexadecen-1-ol
- Phytol
- phytol
- trans-Phytol
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Chemical Formula: |
C20H40O |
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| Average Molecular Weight: |
296.535 |
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| Monoisotopic Molecular
Weight: |
296.30792 |
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| InChI Key: |
BOTWFXYSPFMFNR-PYDDKJGSSA-N |
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| InChI: | InChI=1S/C20H40O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h15,17-19,21H,6-14,16H2,1-5H3/b20-15+/t18-,19-/m1/s1 |
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| CAS
number: |
150-86-7 |
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| IUPAC Name: | (2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol |
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Traditional IUPAC Name: |
phytol |
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| SMILES: | CC(C)CCCC(C)CCCC(C)CCCC(C)=CCO |
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Chemical Taxonomy |
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Taxonomy Description | This compound belongs to the class of chemical entities known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle. |
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Kingdom |
Chemical entities |
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| Super Class | Organic compounds |
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Class |
Lipids and lipid-like molecules |
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| Sub Class | Prenol lipids |
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Direct Parent |
Acyclic diterpenoids |
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| Alternative Parents |
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| Substituents |
- Acyclic diterpenoid
- Long chain fatty alcohol
- Fatty alcohol
- Fatty acyl
- Organic oxygen compound
- Hydrocarbon derivative
- Primary alcohol
- Organooxygen compound
- Alcohol
- Aliphatic acyclic compound
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| Molecular Framework |
Aliphatic acyclic compounds |
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| External Descriptors |
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Physical Properties |
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| State: |
Liquid |
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| Charge: | 0 |
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Melting point: |
< 25 °C |
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| Experimental Properties: |
| Property | Value | Reference |
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| Melting Point | < 25 °C | 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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Biological Properties |
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| Cellular Locations: |
Not Available |
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| Reactions: | |
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Pathways: |
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Spectra |
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| Spectra: |
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References |
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| References: |
- Costa JP, de Oliveira GA, de Almeida AA, Islam MT, de Sousa DP, de Freitas RM (2014)Anxiolytic-like effects of phytol: possible involvement of GABAergic transmission. Brain research 1547, Pubmed: 24333358
- Gloerich J, van den Brink DM, Ruiter JP, van Vlies N, Vaz FM, Wanders RJ, Ferdinandusse S (2007)Metabolism of phytol to phytanic acid in the mouse, and the role of PPARalpha in its regulation. Journal of lipid research 48, Pubmed: 17015885
- de Moraes J, de Oliveira RN, Costa JP, Junior AL, de Sousa DP, Freitas RM, Allegretti SM, Pinto PL (2014)Phytol, a diterpene alcohol from chlorophyll, as a drug against neglected tropical disease Schistosomiasis mansoni. PLoS neglected tropical diseases 8, Pubmed: 24392173
- Pejin B, Savic A, Sokovic M, Glamoclija J, Ciric A, Nikolic M, Radotic K, Mojovic M (2014)Further in vitro evaluation of antiradical and antimicrobial activities of phytol. Natural product research 28, Pubmed: 24422895
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| Synthesis Reference: |
Gramatica, Paola; Manitto, Paolo; Monti, Diego; Speranza, Giovanna. Microbial-mediated syntheses of EPC. Part 4. Stereoselective total synthesis of natural phytol via double bond reductions by baker's yeast. Tetrahedron (1987), 43(19), 4481-6. |
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| Material Safety Data Sheet (MSDS) |
Not Available |
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Links |
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| External Links: |
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