| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-03 20:02:48 UTC |
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| Updated at | 2022-09-03 20:02:48 UTC |
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| NP-MRD ID | NP0181518 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | 15-[4-(acetyloxy)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-6-({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)-9-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-14-yl 2-hydroxyacetate |
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| Description | 15-[4-(Acetyloxy)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-6-({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)-9-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]Octadecan-14-yl 2-hydroxyacetate belongs to the class of organic compounds known as cucurbitacin glycosides. These are polycyclic compounds containing a carbohydrate derivative glycosidically linked to a curcubitane nucleus. 15-[4-(acetyloxy)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-6-({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)-9-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-14-yl 2-hydroxyacetate is found in Astragalus pendulus. 15-[4-(Acetyloxy)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-6-({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)-9-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]Octadecan-14-yl 2-hydroxyacetate is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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| Structure | CC(=O)OC1CC(C)(OC1C(C)(C)O)C1C(CC2(C)C3CC(O)C4C5(CC35CCC12C)CCC(OC1OCC(O)C(O)C1OC1OCC(O)C(O)C1O)C4(C)C)OC(=O)CO InChI=1S/C44H70O17/c1-20(46)57-25-15-42(8,61-35(25)39(4,5)54)34-24(58-28(50)16-45)14-41(7)26-13-21(47)33-38(2,3)27(9-10-44(33)19-43(26,44)12-11-40(34,41)6)59-37-32(30(52)23(49)18-56-37)60-36-31(53)29(51)22(48)17-55-36/h21-27,29-37,45,47-49,51-54H,9-19H2,1-8H3 |
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| Synonyms | | Value | Source |
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| 15-[4-(Acetyloxy)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-6-({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)-9-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0,.0,.0,]octadecan-14-yl 2-hydroxyacetic acid | Generator | | 15-[4-(Acetyloxy)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-6-({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)-9-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-14-yl 2-hydroxyacetic acid | Generator |
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| Chemical Formula | C44H70O17 |
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| Average Mass | 871.0270 Da |
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| Monoisotopic Mass | 870.46130 Da |
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| IUPAC Name | 15-[4-(acetyloxy)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-6-({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)-9-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-14-yl 2-hydroxyacetate |
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| Traditional Name | 15-[4-(acetyloxy)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-6-({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)-9-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-14-yl 2-hydroxyacetate |
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| CAS Registry Number | Not Available |
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| SMILES | CC(=O)OC1CC(C)(OC1C(C)(C)O)C1C(CC2(C)C3CC(O)C4C5(CC35CCC12C)CCC(OC1OCC(O)C(O)C1OC1OCC(O)C(O)C1O)C4(C)C)OC(=O)CO |
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| InChI Identifier | InChI=1S/C44H70O17/c1-20(46)57-25-15-42(8,61-35(25)39(4,5)54)34-24(58-28(50)16-45)14-41(7)26-13-21(47)33-38(2,3)27(9-10-44(33)19-43(26,44)12-11-40(34,41)6)59-37-32(30(52)23(49)18-56-37)60-36-31(53)29(51)22(48)17-55-36/h21-27,29-37,45,47-49,51-54H,9-19H2,1-8H3 |
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| InChI Key | YLAGFDBJODXZKF-UHFFFAOYSA-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, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, 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 cucurbitacin glycosides. These are polycyclic compounds containing a carbohydrate derivative glycosidically linked to a curcubitane nucleus. |
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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 | Cucurbitacin glycosides |
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| Alternative Parents | |
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| Substituents | - Cucurbitacin glycoside skeleton
- Triterpene saponin
- Triterpene glycoside
- Cycloartanol-skeleton
- 9b,19-cyclo-lanostane-skeleton
- Cycloartane-skeleton
- Triterpenoid
- Steroid ester
- 6-hydroxysteroid
- Hydroxysteroid
- C-glycosyl compound
- Disaccharide
- Glycosyl compound
- O-glycosyl compound
- Dicarboxylic acid or derivatives
- Oxane
- Tertiary alcohol
- Cyclic alcohol
- Tetrahydrofuran
- Carboxylic acid ester
- Secondary alcohol
- Polyol
- Organoheterocyclic compound
- Carboxylic acid derivative
- Acetal
- Oxacycle
- Dialkyl ether
- Ether
- Organic oxygen compound
- Organooxygen compound
- Organic oxide
- Hydrocarbon derivative
- Carbonyl group
- Primary alcohol
- 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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