Record Information |
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Version | 2.0 |
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Created at | 2022-03-17 20:54:47 UTC |
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Updated at | 2022-03-17 20:54:47 UTC |
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NP-MRD ID | NP0048333 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | gamma-Taraxasterol |
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Description | Gamma-Taraxasterol, also known as γ-taraxasterol or calendol, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Gamma-Taraxasterol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, gamma-Taraxasterol is found, on average, in the highest concentration within figs. Gamma-Taraxasterol has also been detected, but not quantified in, several different foods, such as alcoholic beverages, beverages, burdocks, shea tree, and dandelions. gamma-Taraxasterol is found in Achillea millefolium, Actinidia chinensis, Arabidopsis thaliana, Arnica montana, Calendula officinalis, Cynara cardunculus, Helianthus annuus, Ixeris chinensis, Petasites tricholobus, Picradeniopsis xylopoda, Picris hieracioides and Saussurea petrovii. This could make gamma-taraxasterol a potential biomarker for the consumption of these foods. |
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Structure | CC1C2C3CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C3(C)CCC2(C)CC=C1C InChI=1S/C30H50O/c1-19-11-14-27(5)17-18-29(7)21(25(27)20(19)2)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h11,20-25,31H,9-10,12-18H2,1-8H3 |
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Synonyms | Value | Source |
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g-Taraxasterol | Generator | Γ-taraxasterol | Generator | (3beta,18alpha,19alpha)-Urs-20-en-3-ol | HMDB | Calendol | HMDB | Heterolupeol | HMDB | Lupane | HMDB | Pseudotaraxasterol | HMDB | Psi-taroxosterol | HMDB | Y-taraxasterol | HMDB |
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Chemical Formula | C30H50O |
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Average Mass | 426.7174 Da |
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Monoisotopic Mass | 426.38617 Da |
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IUPAC Name | 4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,12,12a,12b,13,14,14a,14b-icosahydropicen-3-ol |
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Traditional Name | 4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,12,12a,12b,13,14,14a-tetradecahydro-1H-picen-3-ol |
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CAS Registry Number | 464-98-2 |
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SMILES | CC1C2C3CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C3(C)CCC2(C)CC=C1C |
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InChI Identifier | InChI=1S/C30H50O/c1-19-11-14-27(5)17-18-29(7)21(25(27)20(19)2)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h11,20-25,31H,9-10,12-18H2,1-8H3 |
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InChI Key | NGFFRJBGMSPDMS-UHFFFAOYSA-N |
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Experimental Spectra |
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| Not Available | Predicted Spectra |
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| Not Available | Chemical Shift Submissions |
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| Not Available | Species |
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Species of Origin | |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Prenol lipids |
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Sub Class | Triterpenoids |
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Direct Parent | Triterpenoids |
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Alternative Parents | |
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Substituents | - Triterpenoid
- Cyclic alcohol
- Secondary alcohol
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- Aliphatic homopolycyclic compound
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Molecular Framework | Aliphatic homopolycyclic compounds |
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External Descriptors | |
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Physical Properties |
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State | Not Available |
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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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