Record Information |
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Version | 2.0 |
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Created at | 2024-10-21 18:46:46 UTC |
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Updated at | 2024-10-21 20:00:30 UTC |
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NP-MRD ID | NP0341908 |
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Natural Product DOI | https://doi.org/10.57994/3396 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | 1β-hydroxytaxusin |
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Description | 1β-Hydroxytaxusin belongs to the class of organic compounds known as taxanes and derivatives. These are diterpenoids with a structure based either on the taxane skeleton, or a derivative thereof. In term of phytochemistry, several derivatives of the taxane skeleton exist: 2(3->20)-Abeotaxane, 3,11-cyclotaxane, 11(15->1),11(10->9)-abeotaxane, 3,8-seco-taxane, and 11(15->1)-abeotaxane, among others. More complex skeletons have been found recently, which include the taxane-derived [3.3.3] Propellane ring system. Based on a literature review very few articles have been published on 1β-hydroxytaxusin. |
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Structure | [H][C@]12C[C@]3(O)C[C@H](OC(C)=O)C(C)=C([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@]1(C)CC[C@H](OC(C)=O)C2=C)C3(C)C InChI=1S/C28H40O9/c1-14-20-12-28(33)13-22(35-17(4)30)15(2)23(26(28,7)8)24(36-18(5)31)25(37-19(6)32)27(20,9)11-10-21(14)34-16(3)29/h20-22,24-25,33H,1,10-13H2,2-9H3/t20-,21+,22+,24-,25+,27-,28+/m1/s1 |
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Synonyms | Not Available |
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Chemical Formula | C28H40O9 |
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Average Mass | 520.6190 Da |
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Monoisotopic Mass | 520.26723 Da |
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IUPAC Name | (1S,3R,5S,8R,9R,10R,13S)-5,9,10-tris(acetyloxy)-1-hydroxy-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0^{3,8}]pentadec-11-en-13-yl acetate |
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Traditional Name | (1S,3R,5S,8R,9R,10R,13S)-5,9,10-tris(acetyloxy)-1-hydroxy-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0^{3,8}]pentadec-11-en-13-yl acetate |
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CAS Registry Number | Not Available |
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SMILES | [H][C@]12C[C@]3(O)C[C@H](OC(C)=O)C(C)=C([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@]1(C)CC[C@H](OC(C)=O)C2=C)C3(C)C |
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InChI Identifier | InChI=1S/C28H40O9/c1-14-20-12-28(33)13-22(35-17(4)30)15(2)23(26(28,7)8)24(36-18(5)31)25(37-19(6)32)27(20,9)11-10-21(14)34-16(3)29/h20-22,24-25,33H,1,10-13H2,2-9H3/t20-,21+,22+,24-,25+,27-,28+/m1/s1 |
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InChI Key | VCALWQZFPZDNEY-MIKNCLLVSA-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, 600 MHz, CDCl3, experimental) | ctliu@stanford.edu | Stanford | Jack Liu | 2024-10-21 | View Spectrum | HMBC NMR | [1H, 13C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental) | ctliu@stanford.edu | Stanford | Jack Liu | 2024-10-21 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, CDCl3, experimental) | ctliu@stanford.edu | Stanford | Jack Liu | 2024-10-21 | View Spectrum | ROESY NMR | [1H, 1H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental) | ctliu@stanford.edu | Stanford | Jack Liu | 2024-10-21 | View Spectrum | COSY NMR | [1H, 1H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental) | ctliu@stanford.edu | Stanford | Jack Liu | 2024-10-21 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, CDCl3, experimental) | ctliu@stanford.edu | Stanford | Jack Liu | 2024-10-21 | View Spectrum |
| Predicted Spectra |
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| Not Available | Chemical Shift Submissions |
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| Not Available | Species |
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Species of Origin | Not Available |
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Chemical Taxonomy |
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Description | This compound belongs to the class of organic compounds known as taxanes and derivatives. These are diterpenoids with a structure based either on the taxane skeleton, or a derivative thereof. In term of phytochemistry, several derivatives of the taxane skeleton exist: 2(3->20)-Abeotaxane, 3,11-cyclotaxane, 11(15->1),11(10->9)-abeotaxane, 3,8-seco-taxane, and 11(15->1)-abeotaxane, among others. More complex skeletons have been found recently, which include the taxane-derived [3.3.3] Propellane ring system. |
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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 | Taxanes and derivatives |
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Alternative Parents | |
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Substituents | - Taxane diterpenoid
- Tetracarboxylic acid or derivatives
- Fatty alcohol ester
- Tertiary alcohol
- Carboxylic acid ester
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- Aliphatic homopolycyclic compound
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Molecular Framework | Aliphatic homopolycyclic 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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