Record Information |
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Version | 1.0 |
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Created at | 2022-04-29 04:11:09 UTC |
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Updated at | 2022-04-29 04:11:09 UTC |
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NP-MRD ID | NP0083147 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (+)-Mayotolide A |
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Description | (2S,3R,5R,11S)-3-hydroxy-3-methyl-2-[(2R,4R,6R,12S)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]Octadeca-1(16),9(18),14-triene-15-carbonyloxy]-7-oxo-11-(prop-1-en-2-yl)-6,16-dioxatricyclo[11.2.1.1⁵,⁸]Heptadeca-1(15),8(17),13-triene-14-carboxylic acid belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. (+)-Mayotolide A is found in Sinularia erecta. Based on a literature review very few articles have been published on (2S,3R,5R,11S)-3-hydroxy-3-methyl-2-[(2R,4R,6R,12S)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]Octadeca-1(16),9(18),14-triene-15-carbonyloxy]-7-oxo-11-(prop-1-en-2-yl)-6,16-dioxatricyclo[11.2.1.1⁵,⁸]Heptadeca-1(15),8(17),13-triene-14-carboxylic acid. |
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Structure | CC(=C)[C@H]1CCC2=C[C@@H](C[C@@](C)(O)[C@H](OC(=O)C3=C4C[C@H](CCC5=C[C@@H](C[C@@]6(C)O[C@H]6C(O4)=C3)OC5=O)C(C)=C)C3=CC(C(O)=O)=C(C1)O3)OC2=O InChI=1S/C40H44O12/c1-19(2)21-7-9-23-11-25(47-36(23)43)17-39(5,46)33(31-15-27(35(41)42)29(13-21)49-31)51-38(45)28-16-32-34-40(6,52-34)18-26-12-24(37(44)48-26)10-8-22(20(3)4)14-30(28)50-32/h11-12,15-16,21-22,25-26,33-34,46H,1,3,7-10,13-14,17-18H2,2,4-6H3,(H,41,42)/t21-,22-,25-,26-,33+,34-,39+,40+/m0/s1 |
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Synonyms | Value | Source |
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(2S,3R,5R,11S)-3-Hydroxy-3-methyl-2-[(2R,4R,6R,12S)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1,.0,]octadeca-1(16),9(18),14-triene-15-carbonyloxy]-7-oxo-11-(prop-1-en-2-yl)-6,16-dioxatricyclo[11.2.1.1,]heptadeca-1(15),8(17),13-triene-14-carboxylate | Generator |
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Chemical Formula | C40H44O12 |
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Average Mass | 716.7800 Da |
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Monoisotopic Mass | 716.28328 Da |
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IUPAC Name | (2S,3R,5R,11S)-3-hydroxy-3-methyl-2-[(2R,4R,6R,12S)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1^{6,9}.0^{2,4}]octadeca-1(16),9(18),14-triene-15-carbonyloxy]-7-oxo-11-(prop-1-en-2-yl)-6,16-dioxatricyclo[11.2.1.1^{5,8}]heptadeca-1(15),8(17),13-triene-14-carboxylic acid |
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Traditional Name | (2S,3R,5R,11S)-3-hydroxy-3-methyl-2-[(2R,4R,6R,12S)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1^{6,9}.0^{2,4}]octadeca-1(16),9(18),14-triene-15-carbonyloxy]-7-oxo-11-(prop-1-en-2-yl)-6,16-dioxatricyclo[11.2.1.1^{5,8}]heptadeca-1(15),8(17),13-triene-14-carboxylic acid |
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CAS Registry Number | Not Available |
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SMILES | CC(=C)[C@H]1CCC2=C[C@@H](C[C@@](C)(O)[C@H](OC(=O)C3=C4C[C@H](CCC5=C[C@@H](C[C@@]6(C)O[C@H]6C(O4)=C3)OC5=O)C(C)=C)C3=CC(C(O)=O)=C(C1)O3)OC2=O |
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InChI Identifier | InChI=1S/C40H44O12/c1-19(2)21-7-9-23-11-25(47-36(23)43)17-39(5,46)33(31-15-27(35(41)42)29(13-21)49-31)51-38(45)28-16-32-34-40(6,52-34)18-26-12-24(37(44)48-26)10-8-22(20(3)4)14-30(28)50-32/h11-12,15-16,21-22,25-26,33-34,46H,1,3,7-10,13-14,17-18H2,2,4-6H3,(H,41,42)/t21-,22-,25-,26-,33+,34-,39+,40+/m0/s1 |
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InChI Key | ADCMAKDKVFILGH-BLSVTEKGSA-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, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, 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 macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Macrolides and analogues |
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Sub Class | Not Available |
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Direct Parent | Macrolides and analogues |
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Alternative Parents | |
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Substituents | - Tetracarboxylic acid or derivatives
- Macrolide
- Furoic acid ester
- Furoic acid or derivatives
- Furan-3-carboxylic acid ester
- Furan-3-carboxylic acid
- Furan-3-carboxylic acid or derivatives
- Furoic acid
- 2-furanone
- Heteroaromatic compound
- Alpha,beta-unsaturated carboxylic ester
- Enoate ester
- Tertiary alcohol
- Furan
- Dihydrofuran
- Lactone
- Carboxylic acid ester
- Oxacycle
- Organoheterocyclic compound
- Ether
- Oxirane
- Dialkyl ether
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic 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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