Record Information |
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Version | 2.0 |
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Created at | 2022-09-07 18:25:49 UTC |
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Updated at | 2022-09-07 18:25:49 UTC |
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NP-MRD ID | NP0254304 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (1'r,2s,3s,3'r,3as,4r,4'r,5'r,5as,6'r,7's,9'r,9as,9bs)-4,4',5'-tris(acetyloxy)-3'-hydroxy-7-methoxy-2,3',5a,6,6',9',9b-heptamethyl-8,10'-dioxo-2,3a,4,5,9,9a-hexahydro-1h-11'-oxaspiro[cyclopenta[a]naphthalene-3,2'-tricyclo[7.2.1.0¹,⁶]dodecan]-7'-yl acetate |
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Description | (1'R,2S,3S,3'R,3aS,4R,4'R,5'R,5aS,6'R,7'S,9'R,9aS,9bS)-4,4',5'-tris(acetyloxy)-3'-hydroxy-7-methoxy-2,3',5a,6,6',9',9b-heptamethyl-8,10'-dioxo-1,2,3a,4,5,5a,8,9,9a,9b-decahydro-11'-oxaspiro[cyclopenta[a]naphthalene-3,2'-tricyclo[7.2.1.0¹,⁶]Dodecane]-7'-yl acetate belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. (1'r,2s,3s,3'r,3as,4r,4'r,5'r,5as,6'r,7's,9'r,9as,9bs)-4,4',5'-tris(acetyloxy)-3'-hydroxy-7-methoxy-2,3',5a,6,6',9',9b-heptamethyl-8,10'-dioxo-2,3a,4,5,9,9a-hexahydro-1h-11'-oxaspiro[cyclopenta[a]naphthalene-3,2'-tricyclo[7.2.1.0¹,⁶]dodecan]-7'-yl acetate is found in Ruptiliocarpon caracolito. It was first documented in 2002 (PMID: 35412727). Based on a literature review a significant number of articles have been published on (1'R,2S,3S,3'R,3aS,4R,4'R,5'R,5aS,6'R,7'S,9'R,9aS,9bS)-4,4',5'-tris(acetyloxy)-3'-hydroxy-7-methoxy-2,3',5a,6,6',9',9b-heptamethyl-8,10'-dioxo-1,2,3a,4,5,5a,8,9,9a,9b-decahydro-11'-oxaspiro[cyclopenta[a]naphthalene-3,2'-tricyclo[7.2.1.0¹,⁶]Dodecane]-7'-yl acetate (PMID: 36099392) (PMID: 31661213) (PMID: 31593386) (PMID: 29589881). |
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Structure | COC1=C(C)[C@@]2(C)C[C@@H](OC(C)=O)[C@H]3[C@@](C)(C[C@H](C)[C@]33[C@@]45C[C@@](C)(C[C@H](OC(C)=O)[C@]4(C)[C@@H](OC(C)=O)[C@@H](OC(C)=O)[C@]3(C)O)C(=O)O5)[C@@H]2CC1=O InChI=1S/C39H54O13/c1-18-14-35(9)26-13-24(44)28(47-12)19(2)34(26,8)15-25(48-20(3)40)29(35)39(18)37(11,46)31(51-23(6)43)30(50-22(5)42)36(10)27(49-21(4)41)16-33(7)17-38(36,39)52-32(33)45/h18,25-27,29-31,46H,13-17H2,1-12H3/t18-,25+,26+,27-,29-,30-,31+,33+,34+,35-,36+,37-,38+,39-/m0/s1 |
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Synonyms | Value | Source |
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(1'r,2S,3S,3'r,3AS,4R,4'r,5'r,5as,6'r,7's,9'r,9as,9BS)-4,4',5'-tris(acetyloxy)-3'-hydroxy-7-methoxy-2,3',5a,6,6',9',9b-heptamethyl-8,10'-dioxo-1,2,3a,4,5,5a,8,9,9a,9b-decahydro-11'-oxaspiro[cyclopenta[a]naphthalene-3,2'-tricyclo[7.2.1.0,]dodecane]-7'-yl acetic acid | Generator |
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Chemical Formula | C39H54O13 |
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Average Mass | 730.8480 Da |
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Monoisotopic Mass | 730.35644 Da |
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IUPAC Name | (1'R,2S,3S,3'R,3aS,4R,4'R,5'R,5aS,6'R,7'S,9'R,9aS,9bS)-4,4',5'-tris(acetyloxy)-3'-hydroxy-7-methoxy-2,3',5a,6,6',9',9b-heptamethyl-8,10'-dioxo-1,2,3a,4,5,5a,8,9,9a,9b-decahydro-11'-oxaspiro[cyclopenta[a]naphthalene-3,2'-tricyclo[7.2.1.0^{1,6}]dodecane]-7'-yl acetate |
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Traditional Name | (1'R,2S,3S,3'R,3aS,4R,4'R,5'R,5aS,6'R,7'S,9'R,9aS,9bS)-4,4',5'-tris(acetyloxy)-3'-hydroxy-7-methoxy-2,3',5a,6,6',9',9b-heptamethyl-8,10'-dioxo-2,3a,4,5,9,9a-hexahydro-1H-11'-oxaspiro[cyclopenta[a]naphthalene-3,2'-tricyclo[7.2.1.0^{1,6}]dodecane]-7'-yl acetate |
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CAS Registry Number | Not Available |
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SMILES | COC1=C(C)[C@@]2(C)C[C@@H](OC(C)=O)[C@H]3[C@@](C)(C[C@H](C)[C@]33[C@@]45C[C@@](C)(C[C@H](OC(C)=O)[C@]4(C)[C@@H](OC(C)=O)[C@@H](OC(C)=O)[C@]3(C)O)C(=O)O5)[C@@H]2CC1=O |
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InChI Identifier | InChI=1S/C39H54O13/c1-18-14-35(9)26-13-24(44)28(47-12)19(2)34(26,8)15-25(48-20(3)40)29(35)39(18)37(11,46)31(51-23(6)43)30(50-22(5)42)36(10)27(49-21(4)41)16-33(7)17-38(36,39)52-32(33)45/h18,25-27,29-31,46H,13-17H2,1-12H3/t18-,25+,26+,27-,29-,30-,31+,33+,34+,35-,36+,37-,38+,39-/m0/s1 |
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InChI Key | YCYZZRMSRDHTLP-IOCVIMJTSA-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 diterpene lactones. These are diterpenoids containing a lactone moiety. |
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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 | Terpene lactones |
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Direct Parent | Diterpene lactones |
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Alternative Parents | |
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Substituents | - Diterpene lactone
- Diterpenoid
- Clerodane diterpenoid
- Pentacarboxylic acid or derivatives
- Caprolactone
- Cyclohexenone
- Oxepane
- Gamma butyrolactone
- Cyclic alcohol
- Tertiary alcohol
- Tetrahydrofuran
- Lactone
- Ketone
- Carboxylic acid ester
- Cyclic ketone
- Organoheterocyclic compound
- Oxacycle
- Carboxylic acid derivative
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- Alcohol
- Carbonyl group
- Organic oxygen 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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