Record Information |
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Version | 2.0 |
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Created at | 2022-09-06 12:09:57 UTC |
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Updated at | 2022-09-06 12:09:57 UTC |
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NP-MRD ID | NP0231345 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (2s,3as,4ar,6s,8ar,9r,10r)-2,9-bis(acetyloxy)-6-{[(3r)-3-(dimethylamino)-3-phenylpropanoyl]oxy}-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-5-methylidene-2h,3h,4h,4ah,6h,7h,8h,9h,10h-cyclohexa[f]azulen-10-yl benzoate |
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Description | (2S,3aS,4aR,6S,8aR,9R,10R)-2,9-bis(acetyloxy)-6-{[(3R)-3-(dimethylamino)-3-phenylpropanoyl]oxy}-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-5-methylidene-2H,3H,3aH,4H,4aH,5H,6H,7H,8H,8aH,9H,10H-cyclohexa[f]azulen-10-yl benzoate 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. (2s,3as,4ar,6s,8ar,9r,10r)-2,9-bis(acetyloxy)-6-{[(3r)-3-(dimethylamino)-3-phenylpropanoyl]oxy}-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-5-methylidene-2h,3h,4h,4ah,6h,7h,8h,9h,10h-cyclohexa[f]azulen-10-yl benzoate is found in Taxus wallichiana. Based on a literature review very few articles have been published on (2S,3aS,4aR,6S,8aR,9R,10R)-2,9-bis(acetyloxy)-6-{[(3R)-3-(dimethylamino)-3-phenylpropanoyl]oxy}-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-5-methylidene-2H,3H,3aH,4H,4aH,5H,6H,7H,8H,8aH,9H,10H-cyclohexa[f]azulen-10-yl benzoate. |
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Structure | CN(C)[C@H](CC(=O)O[C@H]1CC[C@]2(C)[C@H](C[C@@]3(C[C@H](OC(C)=O)C(C)=C3[C@@H](OC(=O)C3=CC=CC=C3)[C@@H]2OC(C)=O)C(C)(C)O)C1=C)C1=CC=CC=C1 InChI=1S/C42H53NO9/c1-25-31-23-42(40(5,6)48)24-34(49-27(3)44)26(2)36(42)37(52-39(47)30-18-14-11-15-19-30)38(50-28(4)45)41(31,7)21-20-33(25)51-35(46)22-32(43(8)9)29-16-12-10-13-17-29/h10-19,31-34,37-38,48H,1,20-24H2,2-9H3/t31-,32-,33+,34+,37-,38+,41-,42+/m1/s1 |
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Synonyms | Value | Source |
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(2S,3AS,4ar,6S,8ar,9R,10R)-2,9-bis(acetyloxy)-6-{[(3R)-3-(dimethylamino)-3-phenylpropanoyl]oxy}-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-5-methylidene-2H,3H,3ah,4H,4ah,5H,6H,7H,8H,8ah,9H,10H-cyclohexa[F]azulen-10-yl benzoic acid | Generator |
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Chemical Formula | C42H53NO9 |
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Average Mass | 715.8840 Da |
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Monoisotopic Mass | 715.37203 Da |
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IUPAC Name | (2S,3aS,4aR,6S,8aR,9R,10R)-2,9-bis(acetyloxy)-6-{[(3R)-3-(dimethylamino)-3-phenylpropanoyl]oxy}-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-5-methylidene-2H,3H,3aH,4H,4aH,5H,6H,7H,8H,8aH,9H,10H-cyclohexa[f]azulen-10-yl benzoate |
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Traditional Name | (2S,3aS,4aR,6S,8aR,9R,10R)-2,9-bis(acetyloxy)-6-{[(3R)-3-(dimethylamino)-3-phenylpropanoyl]oxy}-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-5-methylidene-2H,3H,4H,4aH,6H,7H,8H,9H,10H-cyclohexa[f]azulen-10-yl benzoate |
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CAS Registry Number | Not Available |
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SMILES | CN(C)[C@H](CC(=O)O[C@H]1CC[C@]2(C)[C@H](C[C@@]3(C[C@H](OC(C)=O)C(C)=C3[C@@H](OC(=O)C3=CC=CC=C3)[C@@H]2OC(C)=O)C(C)(C)O)C1=C)C1=CC=CC=C1 |
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InChI Identifier | InChI=1S/C42H53NO9/c1-25-31-23-42(40(5,6)48)24-34(49-27(3)44)26(2)36(42)37(52-39(47)30-18-14-11-15-19-30)38(50-28(4)45)41(31,7)21-20-33(25)51-35(46)22-32(43(8)9)29-16-12-10-13-17-29/h10-19,31-34,37-38,48H,1,20-24H2,2-9H3/t31-,32-,33+,34+,37-,38+,41-,42+/m1/s1 |
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InChI Key | FTHVVPJZVLUGKA-YTRYQFDCSA-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 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 | - 11(15->1)-abeotaxane diterpenoid
- Tetracarboxylic acid or derivatives
- Benzoate ester
- Benzoic acid or derivatives
- Benzoyl
- Fatty acid ester
- Aralkylamine
- Monocyclic benzene moiety
- Fatty acyl
- Benzenoid
- Tertiary alcohol
- Tertiary amine
- Amino acid or derivatives
- Tertiary aliphatic amine
- Carboxylic acid ester
- Carboxylic acid derivative
- Hydrocarbon derivative
- Organic oxide
- Organonitrogen compound
- Carbonyl group
- Organopnictogen compound
- Organic oxygen compound
- Organic nitrogen compound
- Alcohol
- Amine
- Organooxygen compound
- Aromatic homopolycyclic compound
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Molecular Framework | Aromatic 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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