| Record Information |
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| Version | 2.0 |
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| Created at | 2022-04-29 01:11:40 UTC |
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| Updated at | 2022-04-29 01:11:40 UTC |
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| NP-MRD ID | NP0080136 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | 16-Acetoxycoleon U 11-acetate |
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| Description | (2R)-2-[(4bS)-4-(acetyloxy)-1,3,9-trihydroxy-4b,8,8-trimethyl-10-oxo-4b,5,6,7,8,10-hexahydrophenanthren-2-yl]propyl acetate belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. 16-Acetoxycoleon U 11-acetate is found in Coleus xanthanthus. Based on a literature review very few articles have been published on (2R)-2-[(4bS)-4-(acetyloxy)-1,3,9-trihydroxy-4b,8,8-trimethyl-10-oxo-4b,5,6,7,8,10-hexahydrophenanthren-2-yl]propyl acetate. |
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| Structure | C[C@@H](COC(C)=O)C1=C(O)C2=C(C(OC(C)=O)=C1O)[C@@]1(C)CCCC(C)(C)C1=C(O)C2=O InChI=1S/C24H30O8/c1-11(10-31-12(2)25)14-17(27)15-16(21(19(14)29)32-13(3)26)24(6)9-7-8-23(4,5)22(24)20(30)18(15)28/h11,27,29-30H,7-10H2,1-6H3/t11-,24+/m0/s1 |
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| Synonyms | | Value | Source |
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| (2R)-2-[(4BS)-4-(Acetyloxy)-1,3,9-trihydroxy-4b,8,8-trimethyl-10-oxo-4b,5,6,7,8,10-hexahydrophenanthren-2-yl]propyl acetic acid | Generator |
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| Chemical Formula | C24H30O8 |
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| Average Mass | 446.4960 Da |
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| Monoisotopic Mass | 446.19407 Da |
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| IUPAC Name | (2R)-2-[(4bS)-4-(acetyloxy)-1,3,9-trihydroxy-4b,8,8-trimethyl-10-oxo-4b,5,6,7,8,10-hexahydrophenanthren-2-yl]propyl acetate |
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| Traditional Name | (2R)-2-[(4bS)-4-(acetyloxy)-1,3,9-trihydroxy-4b,8,8-trimethyl-10-oxo-6,7-dihydro-5H-phenanthren-2-yl]propyl acetate |
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| CAS Registry Number | Not Available |
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| SMILES | C[C@@H](COC(C)=O)C1=C(O)C2=C(C(OC(C)=O)=C1O)[C@@]1(C)CCCC(C)(C)C1=C(O)C2=O |
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| InChI Identifier | InChI=1S/C24H30O8/c1-11(10-31-12(2)25)14-17(27)15-16(21(19(14)29)32-13(3)26)24(6)9-7-8-23(4,5)22(24)20(30)18(15)28/h11,27,29-30H,7-10H2,1-6H3/t11-,24+/m0/s1 |
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| InChI Key | KSHBYAFCTIHCOD-APXPCNQMSA-N |
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| Experimental Spectra |
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| Not Available | | Predicted Spectra |
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| | Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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| 1D NMR | 13C NMR Spectrum (1D, 25 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| | 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 diterpenoids. These are terpene compounds formed by four 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 | Diterpenoids |
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| Direct Parent | Diterpenoids |
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| Alternative Parents | |
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| Substituents | - Diterpenoid
- Abietane diterpenoid
- Phenanthrene
- Hydrophenanthrene
- Naphthalene
- Aryl ketone
- Benzenoid
- Dicarboxylic acid or derivatives
- Vinylogous acid
- Ketone
- Carboxylic acid ester
- Polyol
- Enol
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aromatic homopolycyclic compound
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| Molecular Framework | Aromatic homopolycyclic 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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