| Record Information |
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| Version | 2.0 |
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| Created at | 2021-06-19 23:30:25 UTC |
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| Updated at | 2021-06-30 00:02:12 UTC |
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| NP-MRD ID | NP0032801 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | trikamsesquiside A |
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| Provided By | JEOL Database |
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| Description | (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{[(3R,6E,11S)-2,11,12-trihydroxy-2,6-dimethyl-10-methylidenedodec-6-en-3-yl]oxy}oxane-3,4,5-triol belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. trikamsesquiside A is found in Trillium kamtschaticum. trikamsesquiside A was first documented in 2007 (Ono, M., et al.). Based on a literature review very few articles have been published on (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{[(3R,6E,11S)-2,11,12-trihydroxy-2,6-dimethyl-10-methylidenedodec-6-en-3-yl]oxy}oxane-3,4,5-triol. |
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| Structure | [H]OC([H])([H])[C@@]([H])(O[H])C(=C([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])[C@@]([H])(O[C@]1([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[H])C(O[H])(C([H])([H])[H])C([H])([H])[H] InChI=1S/C21H38O9/c1-12(6-5-7-13(2)14(24)10-22)8-9-16(21(3,4)28)30-20-19(27)18(26)17(25)15(11-23)29-20/h6,14-20,22-28H,2,5,7-11H2,1,3-4H3/b12-6+/t14-,15-,16-,17-,18+,19-,20+/m1/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C21H38O9 |
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| Average Mass | 434.5260 Da |
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| Monoisotopic Mass | 434.25158 Da |
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| IUPAC Name | (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{[(3R,6E,11S)-2,11,12-trihydroxy-2,6-dimethyl-10-methylidenedodec-6-en-3-yl]oxy}oxane-3,4,5-triol |
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| Traditional Name | (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{[(3R,6E,11S)-2,11,12-trihydroxy-2,6-dimethyl-10-methylidenedodec-6-en-3-yl]oxy}oxane-3,4,5-triol |
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| CAS Registry Number | Not Available |
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| SMILES | [H]OC([H])([H])[C@@]([H])(O[H])C(=C([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])[C@@]([H])(O[C@]1([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[H])C(O[H])(C([H])([H])[H])C([H])([H])[H] |
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| InChI Identifier | InChI=1S/C21H38O9/c1-12(6-5-7-13(2)14(24)10-22)8-9-16(21(3,4)28)30-20-19(27)18(26)17(25)15(11-23)29-20/h6,14-20,22-28H,2,5,7-11H2,1,3-4H3/b12-6+/t14-,15-,16-,17-,18+,19-,20+/m1/s1 |
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| InChI Key | ZSFQRNHZRLRTMV-SWIOJJMMSA-N |
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| Experimental Spectra |
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| | Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
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| 1D NMR | 13C NMR Spectrum (1D, 500 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, CD3OD, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| | 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 | | Species Name | Source | Reference |
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| Trillium camschatcense | JEOL database | - Ono, M., et al, Chem. Pharm. Bull. 55, 551 (2007)
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. |
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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 | Terpene glycosides |
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| Direct Parent | Terpene glycosides |
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| Alternative Parents | |
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| Substituents | - Terpene glycoside
- Fatty acyl glycoside
- Fatty acyl glycoside of mono- or disaccharide
- Farsesane sesquiterpenoid
- Sesquiterpenoid
- Alkyl glycoside
- Glycosyl compound
- O-glycosyl compound
- Fatty alcohol
- Fatty acyl
- Monosaccharide
- Oxane
- Tertiary alcohol
- Secondary alcohol
- Acetal
- Organoheterocyclic compound
- Oxacycle
- Polyol
- Organooxygen compound
- Primary alcohol
- Hydrocarbon derivative
- Organic oxygen compound
- Alcohol
- Aliphatic heteromonocyclic compound
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| Molecular Framework | Aliphatic heteromonocyclic compounds |
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| External Descriptors | Not Available |
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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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