Record Information |
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Version | 2.0 |
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Created at | 2022-09-03 01:45:45 UTC |
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Updated at | 2022-09-03 01:45:46 UTC |
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NP-MRD ID | NP0166387 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | methyl 2-[(1s,2r,6r,7r,10r,12s,14s,15s,16s,17s,18s,19r,20r)-18,19,20-tris(acetyloxy)-6-(furan-3-yl)-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁴,¹⁷.0¹,¹⁰.0²,⁷.0¹⁰,¹⁵.0¹⁴,¹⁹]docosan-16-yl]acetate |
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Description | Methyl 2-[(1S,2R,6R,7R,10R,12S,14S,15S,16S,17S,18S,19R,20R)-18,19,20-tris(acetyloxy)-6-(furan-3-yl)-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁴,¹⁷.0¹,¹⁰.0²,⁷.0¹⁰,¹⁵.0¹⁴,¹⁹]Docosan-16-yl]acetate belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17. methyl 2-[(1s,2r,6r,7r,10r,12s,14s,15s,16s,17s,18s,19r,20r)-18,19,20-tris(acetyloxy)-6-(furan-3-yl)-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁴,¹⁷.0¹,¹⁰.0²,⁷.0¹⁰,¹⁵.0¹⁴,¹⁹]docosan-16-yl]acetate is found in Xylocarpus rumphii. Based on a literature review very few articles have been published on methyl 2-[(1S,2R,6R,7R,10R,12S,14S,15S,16S,17S,18S,19R,20R)-18,19,20-tris(acetyloxy)-6-(furan-3-yl)-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁴,¹⁷.0¹,¹⁰.0²,⁷.0¹⁰,¹⁵.0¹⁴,¹⁹]Docosan-16-yl]acetate. |
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Structure | COC(=O)C[C@H]1[C@]2(C)C[C@@]34O[C@]5(C)O[C@]6(CC[C@]7(C)[C@@H](CC(=O)O[C@H]7C7=COC=C7)[C@]6(O5)[C@@H](OC(C)=O)[C@]3(OC(C)=O)[C@H]2OC(C)=O)[C@]14C InChI=1S/C35H42O14/c1-17(36)43-26-29(5)16-33-30(6,21(29)13-23(39)41-8)32-11-10-28(4)22(14-24(40)45-25(28)20-9-12-42-15-20)34(32,49-31(7,47-32)48-33)27(44-18(2)37)35(26,33)46-19(3)38/h9,12,15,21-22,25-27H,10-11,13-14,16H2,1-8H3/t21-,22+,25-,26-,27+,28+,29-,30-,31-,32+,33-,34-,35+/m0/s1 |
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Synonyms | Value | Source |
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Methyl 2-[(1S,2R,6R,7R,10R,12S,14S,15S,16S,17S,18S,19R,20R)-18,19,20-tris(acetyloxy)-6-(furan-3-yl)-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.1,.0,.0,.0,.0,]docosan-16-yl]acetic acid | Generator |
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Chemical Formula | C35H42O14 |
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Average Mass | 686.7070 Da |
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Monoisotopic Mass | 686.25746 Da |
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IUPAC Name | Not Available |
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Traditional Name | Not Available |
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CAS Registry Number | Not Available |
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SMILES | COC(=O)C[C@H]1[C@]2(C)C[C@@]34O[C@]5(C)O[C@]6(CC[C@]7(C)[C@@H](CC(=O)O[C@H]7C7=COC=C7)[C@]6(O5)[C@@H](OC(C)=O)[C@]3(OC(C)=O)[C@H]2OC(C)=O)[C@]14C |
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InChI Identifier | InChI=1S/C35H42O14/c1-17(36)43-26-29(5)16-33-30(6,21(29)13-23(39)41-8)32-11-10-28(4)22(14-24(40)45-25(28)20-9-12-42-15-20)34(32,49-31(7,47-32)48-33)27(44-18(2)37)35(26,33)46-19(3)38/h9,12,15,21-22,25-27H,10-11,13-14,16H2,1-8H3/t21-,22+,25-,26-,27+,28+,29-,30-,31-,32+,33-,34-,35+/m0/s1 |
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InChI Key | YPMCZGZXAYJNQF-ZRXADVTKSA-N |
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Experimental Spectra |
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| Not Available |
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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 |
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Chemical Shift Submissions |
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| Not Available |
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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 limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17. |
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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 | Triterpenoids |
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Direct Parent | Limonoids |
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Alternative Parents | |
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Substituents | - Mexicanolide
- Limonoid skeleton
- Prostaglandin skeleton
- Eicosanoid
- Pentacarboxylic acid or derivatives
- Naphthopyran
- Naphthalene
- Ortho ester
- Delta_valerolactone
- Dioxepane
- Delta valerolactone
- Carboxylic acid orthoester
- 1,3-dioxepane
- Fatty acyl
- Pyran
- Oxane
- Meta-dioxane
- Heteroaromatic compound
- Methyl ester
- Furan
- Meta-dioxolane
- Orthocarboxylic acid derivative
- Lactone
- Carboxylic acid ester
- Oxacycle
- Organoheterocyclic compound
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- 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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