Record Information |
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Version | 1.0 |
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Created at | 2022-04-28 22:42:50 UTC |
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Updated at | 2022-04-28 22:42:51 UTC |
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NP-MRD ID | NP0077585 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | Euphorbin A |
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Description | (2R,3S,4R,5R,6S)-2,4,5-tris(3,4,5-trihydroxybenzoyloxy)-6-[(3,4,5-trihydroxybenzoyloxy)methyl]oxan-3-yl 2-{[(1R,7R,8R,26S,28R,29S,38R)-1,13,14,15,18,19,34,35,39,39-decahydroxy-2,5,10,23,30-pentaoxo-28-(3,4,5-trihydroxybenzoyloxy)-6,9,24,27,31,40-hexaoxaoctacyclo[34.3.1.0⁴,³⁸.0⁷,²⁶.0⁸,²⁹.0¹¹,¹⁶.0¹⁷,²².0³²,³⁷]Tetraconta-3,11,13,15,17,19,21,32(37),33,35-decaen-20-yl]oxy}-3,4,5-trihydroxybenzoate belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. Euphorbin A is found in Acalypha hispida . It was first documented in 2022 (PMID: 35501128). Based on a literature review a significant number of articles have been published on (2R,3S,4R,5R,6S)-2,4,5-tris(3,4,5-trihydroxybenzoyloxy)-6-[(3,4,5-trihydroxybenzoyloxy)methyl]oxan-3-yl 2-{[(1R,7R,8R,26S,28R,29S,38R)-1,13,14,15,18,19,34,35,39,39-decahydroxy-2,5,10,23,30-pentaoxo-28-(3,4,5-trihydroxybenzoyloxy)-6,9,24,27,31,40-hexaoxaoctacyclo[34.3.1.0⁴,³⁸.0⁷,²⁶.0⁸,²⁹.0¹¹,¹⁶.0¹⁷,²².0³²,³⁷]Tetraconta-3,11,13,15,17,19,21,32(37),33,35-decaen-20-yl]oxy}-3,4,5-trihydroxybenzoate (PMID: 35501127) (PMID: 35501126) (PMID: 35501125) (PMID: 35501124). |
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Structure | OC1=CC(=CC(O)=C1O)C(=O)OC[C@@H]1O[C@H](OC(=O)C2=CC(O)=C(O)C(O)=C2)[C@@H](OC(=O)C2=C(OC3=CC4=C(C(O)=C3O)C3=C(O)C(O)=C(O)C=C3C(=O)O[C@H]3[C@H]5OC(=O)C6=CC(=O)[C@]7(O)OC8=C(O)C(O)=CC(OC(=O)[C@@H]3[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)O[C@H]5COC4=O)=C8[C@H]6C7(O)O)C(O)=C(O)C(O)=C2)[C@H](OC(=O)C2=CC(O)=C(O)C(O)=C2)[C@@H]1OC(=O)C1=CC(O)=C(O)C(O)=C1 InChI=1S/C82H58O53/c83-27-1-18(2-28(84)50(27)97)69(109)122-16-43-64(128-70(110)19-3-29(85)51(98)30(86)4-19)67(131-71(111)20-5-31(87)52(99)32(88)6-20)68(80(127-43)134-73(113)22-9-35(91)54(101)36(92)10-22)132-77(117)26-12-38(94)56(103)61(108)62(26)124-41-13-24-46(60(107)58(41)105)45-23(11-37(93)55(102)59(45)106)75(115)130-66-48-78(118)125-40-15-39(95)57(104)65-47(40)49-25(14-44(96)82(121,135-65)81(49,119)120)76(116)129-63(66)42(17-123-74(24)114)126-79(48)133-72(112)21-7-33(89)53(100)34(90)8-21/h1-15,42-43,48-49,63-64,66-68,79-80,83-95,97-108,119-121H,16-17H2/t42-,43-,48+,49-,63-,64+,66+,67+,68-,79+,80+,82-/m0/s1 |
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Synonyms | Value | Source |
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(2R,3S,4R,5R,6S)-2,4,5-Tris(3,4,5-trihydroxybenzoyloxy)-6-[(3,4,5-trihydroxybenzoyloxy)methyl]oxan-3-yl 2-{[(1R,7R,8R,26S,28R,29S,38R)-1,13,14,15,18,19,34,35,39,39-decahydroxy-2,5,10,23,30-pentaoxo-28-(3,4,5-trihydroxybenzoyloxy)-6,9,24,27,31,40-hexaoxaoctacyclo[34.3.1.0,.0,.0,.0,.0,.0,]tetraconta-3,11,13,15,17,19,21,32(37),33,35-decaen-20-yl]oxy}-3,4,5-trihydroxybenzoic acid | Generator |
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Chemical Formula | C82H58O53 |
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Average Mass | 1891.3130 Da |
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Monoisotopic Mass | 1890.18433 Da |
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IUPAC Name | (2R,3S,4R,5R,6S)-2,4,5-tris(3,4,5-trihydroxybenzoyloxy)-6-[(3,4,5-trihydroxybenzoyloxy)methyl]oxan-3-yl 2-{[(1R,7R,8R,26S,28R,29S,38R)-1,13,14,15,18,19,34,35,39,39-decahydroxy-2,5,10,23,30-pentaoxo-28-(3,4,5-trihydroxybenzoyloxy)-6,9,24,27,31,40-hexaoxaoctacyclo[34.3.1.0^{4,38}.0^{7,26}.0^{8,29}.0^{11,16}.0^{17,22}.0^{32,37}]tetraconta-3,11,13,15,17(22),18,20,32(37),33,35-decaen-20-yl]oxy}-3,4,5-trihydroxybenzoate |
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Traditional Name | (2R,3S,4R,5R,6S)-2,4,5-tris(3,4,5-trihydroxybenzoyloxy)-6-[(3,4,5-trihydroxybenzoyloxy)methyl]oxan-3-yl 2-{[(1R,7R,8R,26S,28R,29S,38R)-1,13,14,15,18,19,34,35,39,39-decahydroxy-2,5,10,23,30-pentaoxo-28-(3,4,5-trihydroxybenzoyloxy)-6,9,24,27,31,40-hexaoxaoctacyclo[34.3.1.0^{4,38}.0^{7,26}.0^{8,29}.0^{11,16}.0^{17,22}.0^{32,37}]tetraconta-3,11,13,15,17(22),18,20,32(37),33,35-decaen-20-yl]oxy}-3,4,5-trihydroxybenzoate |
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CAS Registry Number | Not Available |
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SMILES | OC1=CC(=CC(O)=C1O)C(=O)OC[C@@H]1O[C@H](OC(=O)C2=CC(O)=C(O)C(O)=C2)[C@@H](OC(=O)C2=C(OC3=CC4=C(C(O)=C3O)C3=C(O)C(O)=C(O)C=C3C(=O)O[C@H]3[C@H]5OC(=O)C6=CC(=O)[C@]7(O)OC8=C(O)C(O)=CC(OC(=O)[C@@H]3[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)O[C@H]5COC4=O)=C8[C@H]6C7(O)O)C(O)=C(O)C(O)=C2)[C@H](OC(=O)C2=CC(O)=C(O)C(O)=C2)[C@@H]1OC(=O)C1=CC(O)=C(O)C(O)=C1 |
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InChI Identifier | InChI=1S/C82H58O53/c83-27-1-18(2-28(84)50(27)97)69(109)122-16-43-64(128-70(110)19-3-29(85)51(98)30(86)4-19)67(131-71(111)20-5-31(87)52(99)32(88)6-20)68(80(127-43)134-73(113)22-9-35(91)54(101)36(92)10-22)132-77(117)26-12-38(94)56(103)61(108)62(26)124-41-13-24-46(60(107)58(41)105)45-23(11-37(93)55(102)59(45)106)75(115)130-66-48-78(118)125-40-15-39(95)57(104)65-47(40)49-25(14-44(96)82(121,135-65)81(49,119)120)76(116)129-63(66)42(17-123-74(24)114)126-79(48)133-72(112)21-7-33(89)53(100)34(90)8-21/h1-15,42-43,48-49,63-64,66-68,79-80,83-95,97-108,119-121H,16-17H2/t42-,43-,48+,49-,63-,64+,66+,67+,68-,79+,80+,82-/m0/s1 |
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InChI Key | DRDJZBSEZJQQSZ-CROVDJNCSA-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 hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Tannins |
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Sub Class | Hydrolyzable tannins |
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Direct Parent | Hydrolyzable tannins |
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Alternative Parents | |
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Substituents | - Hydrolyzable tannin
- Galloyl ester
- Macrolide
- Gallic acid or derivatives
- P-hydroxybenzoic acid alkyl ester
- M-hydroxybenzoic acid ester
- P-hydroxybenzoic acid ester
- Dihydroxybenzoic acid
- Diaryl ether
- 1-benzopyran
- Benzopyran
- Chromane
- Benzoate ester
- Pyrogallol derivative
- Benzoic acid or derivatives
- Benzenetriol
- Phenoxy compound
- Phenol ether
- Benzoyl
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Cyclohexenone
- Phenol
- Benzenoid
- Oxane
- Monosaccharide
- Monocyclic benzene moiety
- Alpha,beta-unsaturated carboxylic ester
- Enoate ester
- Lactone
- Ketone
- Hemiacetal
- Carboxylic acid ester
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Ether
- Carboxylic acid derivative
- Carbonyl hydrate
- Acetal
- 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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