| Record Information |
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| Version | 2.0 |
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| Created at | 2022-04-28 18:29:40 UTC |
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| Updated at | 2022-04-28 18:29:40 UTC |
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| NP-MRD ID | NP0073217 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (-)-Telosmoside A12 |
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| Description | (1S)-1-[(1S,2S,5S,7S,10R,11S,14S,15S,16R)-16-(acetyloxy)-11,14-dihydroxy-5-{[(2S,4S,5S,6R)-4-hydroxy-5-{[(2S,4S,5R,6R)-4-methoxy-5-{[(2S,4R,5R,6R)-4-methoxy-5-{[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-14-yl]ethyl (2R)-2-methylbutanoate belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton. (-)-Telosmoside A12 is found in Telosma procumbens . Based on a literature review very few articles have been published on (1S)-1-[(1S,2S,5S,7S,10R,11S,14S,15S,16R)-16-(acetyloxy)-11,14-dihydroxy-5-{[(2S,4S,5S,6R)-4-hydroxy-5-{[(2S,4S,5R,6R)-4-methoxy-5-{[(2S,4R,5R,6R)-4-methoxy-5-{[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-14-yl]ethyl (2R)-2-methylbutanoate. |
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| Structure | CC[C@@H](C)C(=O)O[C@@H](C)[C@]1(O)CC[C@]2(O)[C@@H]3CC[C@H]4C[C@H](CC[C@]4(C)[C@H]3C[C@@H](OC(C)=O)[C@]12C)O[C@@H]1C[C@H](O)[C@H](O[C@H]2C[C@H](OC)[C@H](O[C@H]3C[C@@H](OC)[C@H](O[C@H]4C[C@@H](OC)[C@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@@H](C)O4)[C@@H](C)O3)[C@@H](C)O2)[C@@H](C)O1 InChI=1S/C61H102O24/c1-14-28(2)56(68)78-33(7)60(69)19-20-61(70)37-16-15-35-21-36(17-18-58(35,9)38(37)22-44(59(60,61)10)79-34(8)63)80-45-23-39(64)52(29(3)74-45)82-46-24-40(71-11)53(30(4)75-46)83-47-25-41(72-12)54(31(5)76-47)84-48-26-42(73-13)55(32(6)77-48)85-57-51(67)50(66)49(65)43(27-62)81-57/h28-33,35-55,57,62,64-67,69-70H,14-27H2,1-13H3/t28-,29-,30-,31-,32-,33+,35+,36+,37-,38+,39+,40+,41-,42-,43-,44-,45-,46+,47+,48+,49-,50+,51-,52-,53-,54-,55-,57+,58+,59-,60-,61+/m1/s1 |
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| Synonyms | | Value | Source |
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| (1S)-1-[(1S,2S,5S,7S,10R,11S,14S,15S,16R)-16-(Acetyloxy)-11,14-dihydroxy-5-{[(2S,4S,5S,6R)-4-hydroxy-5-{[(2S,4S,5R,6R)-4-methoxy-5-{[(2S,4R,5R,6R)-4-methoxy-5-{[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0,.0,]heptadecan-14-yl]ethyl (2R)-2-methylbutanoic acid | Generator |
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| Chemical Formula | C61H102O24 |
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| Average Mass | 1219.4630 Da |
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| Monoisotopic Mass | 1218.67610 Da |
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| IUPAC Name | (1S)-1-[(1S,2S,5S,7S,10R,11S,14S,15S,16R)-16-(acetyloxy)-11,14-dihydroxy-5-{[(2S,4S,5S,6R)-4-hydroxy-5-{[(2S,4S,5R,6R)-4-methoxy-5-{[(2S,4R,5R,6R)-4-methoxy-5-{[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]ethyl (2R)-2-methylbutanoate |
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| Traditional Name | (1S)-1-[(1S,2S,5S,7S,10R,11S,14S,15S,16R)-16-(acetyloxy)-11,14-dihydroxy-5-{[(2S,4S,5S,6R)-4-hydroxy-5-{[(2S,4S,5R,6R)-4-methoxy-5-{[(2S,4R,5R,6R)-4-methoxy-5-{[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]ethyl (2R)-2-methylbutanoate |
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| CAS Registry Number | Not Available |
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| SMILES | CC[C@@H](C)C(=O)O[C@@H](C)[C@]1(O)CC[C@]2(O)[C@@H]3CC[C@H]4C[C@H](CC[C@]4(C)[C@H]3C[C@@H](OC(C)=O)[C@]12C)O[C@@H]1C[C@H](O)[C@H](O[C@H]2C[C@H](OC)[C@H](O[C@H]3C[C@@H](OC)[C@H](O[C@H]4C[C@@H](OC)[C@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@@H](C)O4)[C@@H](C)O3)[C@@H](C)O2)[C@@H](C)O1 |
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| InChI Identifier | InChI=1S/C61H102O24/c1-14-28(2)56(68)78-33(7)60(69)19-20-61(70)37-16-15-35-21-36(17-18-58(35,9)38(37)22-44(59(60,61)10)79-34(8)63)80-45-23-39(64)52(29(3)74-45)82-46-24-40(71-11)53(30(4)75-46)83-47-25-41(72-12)54(31(5)76-47)84-48-26-42(73-13)55(32(6)77-48)85-57-51(67)50(66)49(65)43(27-62)81-57/h28-33,35-55,57,62,64-67,69-70H,14-27H2,1-13H3/t28-,29-,30-,31-,32-,33+,35+,36+,37-,38+,39+,40+,41-,42-,43-,44-,45-,46+,47+,48+,49-,50+,51-,52-,53-,54-,55-,57+,58+,59-,60-,61+/m1/s1 |
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| InChI Key | WBORLJFSFFAKNM-IKSHOCBKSA-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 steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton. |
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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 | Steroidal glycosides |
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| Direct Parent | Steroidal glycosides |
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| Alternative Parents | |
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| Substituents | - Steroidal glycoside
- Oligosaccharide
- Pregnane-skeleton
- Steroid ester
- 17-hydroxysteroid
- Hydroxysteroid
- 14-hydroxysteroid
- O-glycosyl compound
- Glycosyl compound
- Oxane
- Dicarboxylic acid or derivatives
- Tertiary alcohol
- Cyclic alcohol
- Secondary alcohol
- Carboxylic acid ester
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Ether
- Dialkyl ether
- Carboxylic acid derivative
- Acetal
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Primary alcohol
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic heteropolycyclic compound
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| Molecular Framework | Aliphatic 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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