| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-06 13:32:25 UTC |
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| Updated at | 2022-09-06 13:32:25 UTC |
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| NP-MRD ID | NP0232334 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (1r,2s,3as,3br,7s,9ar,9bs,11ar)-3a-hydroxy-9a,11a-dimethyl-1-(6-oxopyran-3-yl)-7-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,2h,3h,3bh,4h,5h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-2-yl acetate |
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| Description | 16Beta-Acetoxyscillarenin 3-glucoside belongs to the class of organic compounds known as bufanolides and derivatives. These are steroid lactones containing a pyran-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative. (1r,2s,3as,3br,7s,9ar,9bs,11ar)-3a-hydroxy-9a,11a-dimethyl-1-(6-oxopyran-3-yl)-7-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,2h,3h,3bh,4h,5h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-2-yl acetate is found in Drimia maritima. Based on a literature review very few articles have been published on 16beta-Acetoxyscillarenin 3-glucoside. |
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| Structure | CC(=O)O[C@H]1C[C@]2(O)[C@@H]3CCC4=C[C@H](CC[C@]4(C)[C@H]3CC[C@]2(C)[C@H]1C1=COC(=O)C=C1)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O InChI=1S/C32H44O11/c1-16(34)41-22-13-32(39)21-6-5-18-12-19(42-29-28(38)27(37)26(36)23(14-33)43-29)8-10-30(18,2)20(21)9-11-31(32,3)25(22)17-4-7-24(35)40-15-17/h4,7,12,15,19-23,25-29,33,36-39H,5-6,8-11,13-14H2,1-3H3/t19-,20-,21+,22-,23+,25-,26+,27-,28+,29+,30-,31+,32-/m0/s1 |
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| Synonyms | | Value | Source |
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| 16b-Acetoxyscillarenin 3-glucoside | Generator | | 16Β-acetoxyscillarenin 3-glucoside | Generator |
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| Chemical Formula | C32H44O11 |
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| Average Mass | 604.6930 Da |
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| Monoisotopic Mass | 604.28836 Da |
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| IUPAC Name | (1S,2R,5S,10R,11S,13S,14S,15R)-11-hydroxy-2,15-dimethyl-14-(2-oxo-2H-pyran-5-yl)-5-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-13-yl acetate |
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| Traditional Name | (1S,2R,5S,10R,11S,13S,14S,15R)-11-hydroxy-2,15-dimethyl-14-(6-oxopyran-3-yl)-5-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-13-yl acetate |
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| CAS Registry Number | Not Available |
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| SMILES | CC(=O)O[C@H]1C[C@]2(O)[C@@H]3CCC4=C[C@H](CC[C@]4(C)[C@H]3CC[C@]2(C)[C@H]1C1=COC(=O)C=C1)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O |
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| InChI Identifier | InChI=1S/C32H44O11/c1-16(34)41-22-13-32(39)21-6-5-18-12-19(42-29-28(38)27(37)26(36)23(14-33)43-29)8-10-30(18,2)20(21)9-11-31(32,3)25(22)17-4-7-24(35)40-15-17/h4,7,12,15,19-23,25-29,33,36-39H,5-6,8-11,13-14H2,1-3H3/t19-,20-,21+,22-,23+,25-,26+,27-,28+,29+,30-,31+,32-/m0/s1 |
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| InChI Key | YNJFTCNGKDLURQ-VMOLNVSSSA-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 bufanolides and derivatives. These are steroid lactones containing a pyran-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Steroids and steroid derivatives |
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| Sub Class | Steroid lactones |
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| Direct Parent | Bufanolides and derivatives |
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| Alternative Parents | |
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| Substituents | - Bufanolide-skeleton
- Steroidal glycoside
- Steroid ester
- 14-hydroxysteroid
- Hydroxysteroid
- Delta-4-steroid
- Hexose monosaccharide
- Glycosyl compound
- O-glycosyl compound
- Pyranone
- Pyran
- Monosaccharide
- Oxane
- Tertiary alcohol
- Cyclic alcohol
- Heteroaromatic compound
- Carboxylic acid ester
- Secondary alcohol
- Lactone
- Acetal
- Oxacycle
- Organoheterocyclic compound
- Carboxylic acid derivative
- Monocarboxylic acid or derivatives
- Polyol
- Hydrocarbon derivative
- Organic oxide
- Primary alcohol
- Alcohol
- Carbonyl group
- Organic oxygen compound
- Organooxygen compound
- Aromatic heteropolycyclic compound
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| Molecular Framework | Aromatic heteropolycyclic 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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