Record Information |
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Version | 2.0 |
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Created at | 2024-01-11 16:03:28 UTC |
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Updated at | 2024-09-03 04:18:56 UTC |
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NP-MRD ID | NP0332357 |
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Natural Product DOI | https://doi.org/10.57994/1572 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | Sinulobatin C |
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Description | Sinulobatin C belongs to the class of organic compounds known as amphilectane, neoamphilectane, cycloamphilectane, and adociane diterpenoids. These are diterpenoids with a structure based on the amphilectane or a seco-,neo-, or cyclo- derivative thereof. Amphilectane is a tricyclic structure made up of three cyclohexane fused together, with a methyl group at the C11-, C7-, and C3- positions. Additionally, it carries a 2-methylpropyl group at the C1-position. Amphilectanes are presumably derived from serrulatanes. Cycloamphilectanes represent a further cyclisation. Sinulobatin C was first documented in 2024 (PMID: 38159620). Based on a literature review very few articles have been published on Sinulobatin C. |
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Structure | [H][C@]1(OC1(C)C)[C@]1([H])[C@@H](OC(C)=O)[C@H](C)[C@@]2([H])CC[C@H](C)C3=C2[C@@]1([H])C(=C)CC3 InChI=1S/C22H32O3/c1-11-7-10-16-13(3)20(24-14(4)23)19(21-22(5,6)25-21)17-12(2)8-9-15(11)18(16)17/h11,13,16-17,19-21H,2,7-10H2,1,3-6H3/t11-,13+,16+,17+,19-,20-,21-/m0/s1 |
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Synonyms | Not Available |
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Chemical Formula | C22H32O3 |
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Average Mass | 344.4950 Da |
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Monoisotopic Mass | 344.23514 Da |
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IUPAC Name | (1R,2S,3S,3aR,7S,9aR)-3-[(2S)-3,3-dimethyloxiran-2-yl]-1,7-dimethyl-4-methylidene-2,3,3a,4,5,6,7,8,9,9a-decahydro-1H-phenalen-2-yl acetate |
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Traditional Name | (1R,2S,3S,3aR,7S,9aR)-3-[(2S)-3,3-dimethyloxiran-2-yl]-1,7-dimethyl-4-methylidene-1,2,3,3a,5,6,7,8,9,9a-decahydrophenalen-2-yl acetate |
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CAS Registry Number | Not Available |
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SMILES | [H][C@]1(OC1(C)C)[C@]1([H])[C@@H](OC(C)=O)[C@H](C)[C@@]2([H])CC[C@H](C)C3=C2[C@@]1([H])C(=C)CC3 |
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InChI Identifier | InChI=1S/C22H32O3/c1-11-7-10-16-13(3)20(24-14(4)23)19(21-22(5,6)25-21)17-12(2)8-9-15(11)18(16)17/h11,13,16-17,19-21H,2,7-10H2,1,3-6H3/t11-,13+,16+,17+,19-,20-,21-/m0/s1 |
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InChI Key | SEMOPQVZELKPIB-CBLWJWSESA-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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1D_DEPT NMR | 13C NMR Spectrum (1D, 126 MHz, CDCl3, experimental) | simmswli@163.com | School of Medicine Shanghai University | Song-Wei Li | 2024-05-02 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, CDCl3, experimental) | simmswli@163.com | School of Medicine Shanghai University | Song-Wei Li | 2024-01-11 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental) | simmswli@163.com | School of Medicine Shanghai University | Song-Wei Li | 2024-01-11 | View Spectrum |
| Predicted Spectra |
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| Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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| 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, 400.13280091, CDCl3, simulated) | simmswli@163.com | School of Medicine Shanghai University | Song-Wei Li | 2024-05-02 | View Spectrum |
| Species |
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Species of Origin | Species Name | Source | Reference |
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brassica | | |
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Chemical Taxonomy |
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Description | This compound belongs to the class of organic compounds known as amphilectane, neoamphilectane, cycloamphilectane, and adociane diterpenoids. These are diterpenoids with a structure based on the amphilectane or a seco-,neo-, or cyclo- derivative thereof. Amphilectane is a tricyclic structure made up of three cyclohexane fused together, with a methyl group at the C11-, C7-, and C3- positions. Additionally, it carries a 2-methylpropyl group at the C1-position. Amphilectanes are presumably derived from serrulatanes. Cycloamphilectanes represent a further cyclisation. |
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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 | Diterpenoids |
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Direct Parent | Amphilectane, neoamphilectane, cycloamphilectane, and adociane diterpenoids |
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Alternative Parents | |
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Substituents | - Amphilectane, neoamphilectane, cycloamphilectane, or adociane diterpenoid
- Fatty alcohol ester
- Carboxylic acid ester
- Oxacycle
- Organoheterocyclic compound
- Monocarboxylic acid or derivatives
- Ether
- Oxirane
- Dialkyl ether
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- 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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