| Record Information |
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| Version | 2.0 |
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| Created at | 2024-06-24 23:45:09 UTC |
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| Updated at | 2025-07-31 01:09:29 UTC |
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| NP-MRD ID | NP0333492 |
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| Natural Product DOI | https://doi.org/10.57994/2946 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | Cyclocephagenol |
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| Description | Cyclocephagenol belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton. Cyclocephagenol was first documented in 2022 (PMID: 36323752). Based on a literature review very few articles have been published on Cyclocephagenol (PMID: 37024895). |
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| Structure | [H][C@@]1([C@@H](O)C[C@@]2(C)[C@]3([H])C[C@H](O)[C@]4([H])[C@]5(C[C@@]35CC[C@]12C)CC[C@H](O)C4(C)C)[C@@]1(C)CC[C@@H](O)C(C)(C)O1 InChI=1S/C30H50O5/c1-24(2)20(33)9-11-30-16-29(30)13-12-26(5)23(28(7)10-8-21(34)25(3,4)35-28)18(32)15-27(26,6)19(29)14-17(31)22(24)30/h17-23,31-34H,8-16H2,1-7H3/t17-,18-,19-,20-,21+,22-,23-,26+,27-,28+,29-,30+/m0/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C30H50O5 |
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| Average Mass | 490.7250 Da |
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| Monoisotopic Mass | 490.36582 Da |
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| IUPAC Name | (1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5R)-5-hydroxy-2,6,6-trimethyloxan-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecane-6,9,14-triol |
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| Traditional Name | (1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5R)-5-hydroxy-2,6,6-trimethyloxan-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecane-6,9,14-triol |
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| CAS Registry Number | Not Available |
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| SMILES | [H][C@@]1([C@@H](O)C[C@@]2(C)[C@]3([H])C[C@H](O)[C@]4([H])[C@]5(C[C@@]35CC[C@]12C)CC[C@H](O)C4(C)C)[C@@]1(C)CC[C@@H](O)C(C)(C)O1 |
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| InChI Identifier | InChI=1S/C30H50O5/c1-24(2)20(33)9-11-30-16-29(30)13-12-26(5)23(28(7)10-8-21(34)25(3,4)35-28)18(32)15-27(26,6)19(29)14-17(31)22(24)30/h17-23,31-34H,8-16H2,1-7H3/t17-,18-,19-,20-,21+,22-,23-,26+,27-,28+,29-,30+/m0/s1 |
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| InChI Key | VIOYSPVPEAYUTR-LTTAEMHKSA-N |
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| Experimental Spectra |
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| | Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
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| HSQC NMR | [1H, 13C] NMR Spectrum (2D, 500 MHz, C5D5N, experimental) | faydogan@olemiss.edu | University of Mississippi | Sophie Fadime Aydogan | 2024-06-24 | View Spectrum | | NOESY NMR | [1H, 1H] NMR Spectrum (2D, 500 MHz, C5D5N, experimental) | faydogan@olemiss.edu | University of Mississippi | Sophie Fadime Aydogan | 2024-06-24 | View Spectrum | | HMBC NMR | [1H, 13C] NMR Spectrum (2D, 500 MHz, C5D5N, experimental) | faydogan@olemiss.edu | University of Mississippi | Sophie Fadime Aydogan | 2024-06-24 | View Spectrum | | COSY NMR | [1H, 1H] NMR Spectrum (2D, 500 MHz, C5D5N, experimental) | faydogan@olemiss.edu | University of Mississippi | Sophie Fadime Aydogan | 2024-06-24 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, C5D5N, experimental) | faydogan@olemiss.edu | University of Mississippi | Sophie Fadime Aydogan | 2024-06-24 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, C5D5N, experimental) | faydogan@olemiss.edu | University of Mississippi | Sophie Fadime Aydogan | 2024-06-24 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 499.782337089 MHz, C5D5N, experimental) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| | Predicted Spectra |
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| Not Available | | Chemical Shift Submissions |
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| | Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
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| 1D NMR | 1H NMR Spectrum (1D, 499.782337089, C5D5N, simulated) | faydogan@olemiss.edu | University of Mississippi | Sophie Fadime Aydogan | 2024-06-24 | View Spectrum |
| | Species |
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| Species of Origin | | Species Name | Source | Reference |
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| Astragalus condensatus | | |
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| Chemical Taxonomy |
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| Description | This compound belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton. |
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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 | Terpene glycosides |
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| Direct Parent | Triterpene saponins |
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| Alternative Parents | |
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| Substituents | - Triterpene saponin
- Cycloartanol-skeleton
- Triterpenoid
- Cycloartane-skeleton
- 9b,19-cyclo-lanostane-skeleton
- Tetrahydroxy bile acid, alcohol, or derivatives
- 24-hydroxysteroid
- Hydroxy bile acid, alcohol, or derivatives
- Bile acid, alcohol, or derivatives
- Polyprenol skeleton
- 3-beta-hydroxysteroid
- 16-hydroxysteroid
- 16-beta-hydroxysteroid
- Hydroxysteroid
- 6-hydroxysteroid
- 3-hydroxysteroid
- Steroid
- Oxane
- Cyclic alcohol
- Secondary alcohol
- Oxacycle
- Organoheterocyclic compound
- Ether
- Dialkyl ether
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- 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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