Record Information |
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Version | 1.0 |
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Created at | 2022-09-12 04:25:01 UTC |
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Updated at | 2022-09-12 04:25:01 UTC |
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NP-MRD ID | NP0324376 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | [(1s,4s,5s,6r,9s,10r,12r,14r)-4-(carboxymethyl)-5-hydroxy-3,7,11,11,14-pentamethyl-15-oxotetracyclo[7.5.1.0¹,⁵.0¹⁰,¹²]pentadeca-2,7-dien-6-yl]acetic acid |
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Description | 2-[(1S,4S,5S,6R,9S,10R,12R,14R)-4-(carboxymethyl)-5-hydroxy-3,7,11,11,14-pentamethyl-15-oxotetracyclo[7.5.1.0¹,⁵.0¹⁰,¹²]Pentadeca-2,7-dien-6-yl]acetic acid belongs to the class of organic compounds known as tigliane and ingenane diterpenoids. These are diterpenoids containing the tigliane or ingenane carbon skeleton. The tigliane skeleton is a tetracyclic ring that consists of the 4/7/6/3 ring junction. It is derived from casbane by 6,10- and 5,14-cyclizations and is a framework of phorbol. The ingenane skeleton is derived by rearrangement of tigliane. [(1s,4s,5s,6r,9s,10r,12r,14r)-4-(carboxymethyl)-5-hydroxy-3,7,11,11,14-pentamethyl-15-oxotetracyclo[7.5.1.0¹,⁵.0¹⁰,¹²]pentadeca-2,7-dien-6-yl]acetic acid is found in Euphorbia peplus. Based on a literature review very few articles have been published on 2-[(1S,4S,5S,6R,9S,10R,12R,14R)-4-(carboxymethyl)-5-hydroxy-3,7,11,11,14-pentamethyl-15-oxotetracyclo[7.5.1.0¹,⁵.0¹⁰,¹²]Pentadeca-2,7-dien-6-yl]acetic acid. |
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Structure | C[C@@H]1C[C@@H]2[C@H]([C@@H]3C=C(C)[C@@H](CC(O)=O)[C@]4(O)[C@@H](CC(O)=O)C(C)=C[C@@]14C3=O)C2(C)C InChI=1S/C24H32O6/c1-11-6-14-20-17(22(20,4)5)7-13(3)23(21(14)29)10-12(2)16(9-19(27)28)24(23,30)15(11)8-18(25)26/h6,10,13-17,20,30H,7-9H2,1-5H3,(H,25,26)(H,27,28)/t13-,14+,15-,16+,17-,20+,23+,24+/m1/s1 |
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Synonyms | Value | Source |
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2-[(1S,4S,5S,6R,9S,10R,12R,14R)-4-(Carboxymethyl)-5-hydroxy-3,7,11,11,14-pentamethyl-15-oxotetracyclo[7.5.1.0,.0,]pentadeca-2,7-dien-6-yl]acetate | Generator |
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Chemical Formula | C24H32O6 |
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Average Mass | 416.5140 Da |
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Monoisotopic Mass | 416.21989 Da |
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IUPAC Name | 2-[(1S,4S,5S,6R,9S,10R,12R,14R)-4-(carboxymethyl)-5-hydroxy-3,7,11,11,14-pentamethyl-15-oxotetracyclo[7.5.1.0^{1,5}.0^{10,12}]pentadeca-2,7-dien-6-yl]acetic acid |
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Traditional Name | [(1S,4S,5S,6R,9S,10R,12R,14R)-4-(carboxymethyl)-5-hydroxy-3,7,11,11,14-pentamethyl-15-oxotetracyclo[7.5.1.0^{1,5}.0^{10,12}]pentadeca-2,7-dien-6-yl]acetic acid |
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CAS Registry Number | Not Available |
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SMILES | C[C@@H]1C[C@@H]2[C@H]([C@@H]3C=C(C)[C@@H](CC(O)=O)[C@]4(O)[C@@H](CC(O)=O)C(C)=C[C@@]14C3=O)C2(C)C |
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InChI Identifier | InChI=1S/C24H32O6/c1-11-6-14-20-17(22(20,4)5)7-13(3)23(21(14)29)10-12(2)16(9-19(27)28)24(23,30)15(11)8-18(25)26/h6,10,13-17,20,30H,7-9H2,1-5H3,(H,25,26)(H,27,28)/t13-,14+,15-,16+,17-,20+,23+,24+/m1/s1 |
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InChI Key | LPILXZUKZAMNLO-HJKQKUJRSA-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 tigliane and ingenane diterpenoids. These are diterpenoids containing the tigliane or ingenane carbon skeleton. The tigliane skeleton is a tetracyclic ring that consists of the 4/7/6/3 ring junction. It is derived from casbane by 6,10- and 5,14-cyclizations and is a framework of phorbol. The ingenane skeleton is derived by rearrangement of tigliane. |
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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 | Tigliane and ingenane diterpenoids |
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Alternative Parents | |
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Substituents | - Ingenane diterpenoid
- Dicarboxylic acid or derivatives
- Tertiary alcohol
- Ketone
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- 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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