| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-07 15:04:00 UTC |
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| Updated at | 2022-09-07 15:04:00 UTC |
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| NP-MRD ID | NP0251772 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (2s,3r,4s,5s,6r)-2-({1-[9a-(hydroxymethyl)-3a,3b,6,6-tetramethyl-7-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl]-1-hydroxy-5-methylhex-4-en-1-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol |
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| Description | (2R,3R,4S,5S,6R)-2-{[14-(1-hydroxy-5-methyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hex-4-en-1-yl)-2-(hydroxymethyl)-6,6,10,11-tetramethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol 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. (2s,3r,4s,5s,6r)-2-({1-[9a-(hydroxymethyl)-3a,3b,6,6-tetramethyl-7-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl]-1-hydroxy-5-methylhex-4-en-1-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol is found in Gynostemma pentaphyllum. Based on a literature review very few articles have been published on (2R,3R,4S,5S,6R)-2-{[14-(1-hydroxy-5-methyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hex-4-en-1-yl)-2-(hydroxymethyl)-6,6,10,11-tetramethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol. |
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| Structure | CC(C)=CCCC(O)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C1CCC2(C)C1CCC1C2(C)CCC2C(C)(C)C(CCC12CO)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O InChI=1S/C41H70O14/c1-21(2)8-7-14-41(51,55-36-34(50)32(48)30(46)25(19-43)53-36)23-11-15-38(5)22(23)9-10-27-39(38,6)16-12-26-37(3,4)28(13-17-40(26,27)20-44)54-35-33(49)31(47)29(45)24(18-42)52-35/h8,22-36,42-51H,7,9-20H2,1-6H3/t22?,23?,24-,25-,26?,27?,28?,29-,30-,31+,32+,33-,34-,35+,36+,38?,39?,40?,41?/m1/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C41H70O14 |
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| Average Mass | 786.9970 Da |
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| Monoisotopic Mass | 786.47656 Da |
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| IUPAC Name | (2S,3R,4S,5S,6R)-2-({1-hydroxy-1-[2-(hydroxymethyl)-6,6,10,11-tetramethyl-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}]heptadecan-14-yl]-5-methylhex-4-en-1-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol |
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| Traditional Name | (2S,3R,4S,5S,6R)-2-({1-hydroxy-1-[2-(hydroxymethyl)-6,6,10,11-tetramethyl-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}]heptadecan-14-yl]-5-methylhex-4-en-1-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol |
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| CAS Registry Number | Not Available |
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| SMILES | CC(C)=CCCC(O)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C1CCC2(C)C1CCC1C2(C)CCC2C(C)(C)C(CCC12CO)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O |
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| InChI Identifier | InChI=1S/C41H70O14/c1-21(2)8-7-14-41(51,55-36-34(50)32(48)30(46)25(19-43)53-36)23-11-15-38(5)22(23)9-10-27-39(38,6)16-12-26-37(3,4)28(13-17-40(26,27)20-44)54-35-33(49)31(47)29(45)24(18-42)52-35/h8,22-36,42-51H,7,9-20H2,1-6H3/t22?,23?,24-,25-,26?,27?,28?,29-,30-,31+,32+,33-,34-,35+,36+,38?,39?,40?,41?/m1/s1 |
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| InChI Key | OVWCEEHSQZFLKJ-FDMWOBLASA-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 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 | - Diterpene glycoside
- Steroidal glycoside
- 20-hydroxysteroid
- Diterpenoid
- 19-hydroxysteroid
- Hydroxysteroid
- Terpene glycoside
- Fatty acyl glycoside
- Fatty acyl glycoside of mono- or disaccharide
- Alkyl glycoside
- O-glycosyl compound
- Glycosyl compound
- Oxane
- Monosaccharide
- Fatty acyl
- Hemiketal
- Secondary alcohol
- Hemiacetal
- Polyol
- Acetal
- Organoheterocyclic compound
- Oxacycle
- Hydrocarbon derivative
- Organic oxygen compound
- Primary alcohol
- Alcohol
- Organooxygen compound
- 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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