Record Information |
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Version | 1.0 |
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Created at | 2022-04-28 22:38:36 UTC |
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Updated at | 2022-04-28 22:38:36 UTC |
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NP-MRD ID | NP0077502 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | Acalyphidin D1 |
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Description | (1S,8S,9R,27S,29S,30S,39S)-1,2,2,14,15,16,19,20,21,35,36-undecahydroxy-3,6,11,24,32-pentaoxo-7,10,25,28,31,40-hexaoxaoctacyclo[35.2.1.0⁵,³⁹.0⁸,²⁷.0⁹,³⁰.0¹²,¹⁷.0¹⁸,²³.0³³,³⁸]Tetraconta-4,12,14,16,18,20,22,33,35,37-decaen-29-yl 2-{[(1S,8R,9S,27R,29S,30R,39R)-1,2,2,14,15,16,19,20,35,36-decahydroxy-3,6,11,24,32-pentaoxo-29-(3,4,5-trihydroxybenzoyloxy)-7,10,25,28,31,40-hexaoxaoctacyclo[35.2.1.0⁵,³⁹.0⁸,²⁷.0⁹,³⁰.0¹²,¹⁷.0¹⁸,²³.0³³,³⁸]Tetraconta-4,12,14,16,18,20,22,33,35,37-decaen-21-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. Acalyphidin D1 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 (1S,8S,9R,27S,29S,30S,39S)-1,2,2,14,15,16,19,20,21,35,36-undecahydroxy-3,6,11,24,32-pentaoxo-7,10,25,28,31,40-hexaoxaoctacyclo[35.2.1.0⁵,³⁹.0⁸,²⁷.0⁹,³⁰.0¹²,¹⁷.0¹⁸,²³.0³³,³⁸]Tetraconta-4,12,14,16,18,20,22,33,35,37-decaen-29-yl 2-{[(1S,8R,9S,27R,29S,30R,39R)-1,2,2,14,15,16,19,20,35,36-decahydroxy-3,6,11,24,32-pentaoxo-29-(3,4,5-trihydroxybenzoyloxy)-7,10,25,28,31,40-hexaoxaoctacyclo[35.2.1.0⁵,³⁹.0⁸,²⁷.0⁹,³⁰.0¹²,¹⁷.0¹⁸,²³.0³³,³⁸]Tetraconta-4,12,14,16,18,20,22,33,35,37-decaen-21-yl]oxy}-3,4,5-trihydroxybenzoate (PMID: 35501127) (PMID: 35501126) (PMID: 35501125) (PMID: 35501124). |
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Structure | OC1=CC2=C3[C@@H]4C(=CC(=O)C(O)(O)[C@@]4(O)OC3=C1O)C(=O)O[C@@H]1[C@H]3COC(=O)C4=C(C(O)=C(O)C(OC5=C(C=C(O)C(O)=C5O)C(=O)O[C@@H]5O[C@H]6COC(=O)C7=C(C(O)=C(O)C(O)=C7)C7=C(C=C(O)C(O)=C7O)C(=O)O[C@@H]7[C@H]6OC(=O)C6=CC(=O)C(O)(O)[C@@]8(O)OC9=C(O)C(O)=CC(=C9[C@@H]68)C(=O)O[C@H]57)=C4)C4=C(C=C(O)C(O)=C4O)C(=O)O[C@@H]1[C@@H](OC2=O)[C@H](OC(=O)C1=CC(O)=C(O)C(O)=C1)O3 InChI=1S/C82H54O54/c83-24-1-14(2-25(84)45(24)93)67(106)133-77-65-63-59(127-74(113)21-10-35(91)79(116,117)81(120)43(21)41-18(72(111)131-65)6-30(89)50(98)61(41)135-81)33(125-77)13-123-69(108)20-9-32(52(100)56(104)40(20)39-17(71(110)129-63)5-28(87)48(96)55(39)103)124-58-23(8-29(88)49(97)57(58)105)76(115)134-78-66-64-60(128-75(114)22-11-36(92)80(118,119)82(121)44(22)42-19(73(112)132-66)7-31(90)51(99)62(42)136-82)34(126-78)12-122-68(107)15-3-26(85)46(94)53(101)37(15)38-16(70(109)130-64)4-27(86)47(95)54(38)102/h1-11,33-34,43-44,59-60,63-66,77-78,83-90,93-105,116-121H,12-13H2/t33-,34+,43+,44-,59-,60+,63+,64-,65-,66+,77+,78+,81+,82+/m1/s1 |
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Synonyms | Value | Source |
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(1S,8S,9R,27S,29S,30S,39S)-1,2,2,14,15,16,19,20,21,35,36-Undecahydroxy-3,6,11,24,32-pentaoxo-7,10,25,28,31,40-hexaoxaoctacyclo[35.2.1.0,.0,.0,.0,.0,.0,]tetraconta-4,12,14,16,18,20,22,33,35,37-decaen-29-yl 2-{[(1S,8R,9S,27R,29S,30R,39R)-1,2,2,14,15,16,19,20,35,36-decahydroxy-3,6,11,24,32-pentaoxo-29-(3,4,5-trihydroxybenzoyloxy)-7,10,25,28,31,40-hexaoxaoctacyclo[35.2.1.0,.0,.0,.0,.0,.0,]tetraconta-4,12,14,16,18,20,22,33,35,37-decaen-21-yl]oxy}-3,4,5-trihydroxybenzoic acid | Generator |
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Chemical Formula | C82H54O54 |
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Average Mass | 1903.2800 Da |
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Monoisotopic Mass | 1902.14794 Da |
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IUPAC Name | (1S,8S,9R,27S,29S,30S,39S)-1,2,2,14,15,16,19,20,21,35,36-undecahydroxy-3,6,11,24,32-pentaoxo-7,10,25,28,31,40-hexaoxaoctacyclo[35.2.1.0^{5,39}.0^{8,27}.0^{9,30}.0^{12,17}.0^{18,23}.0^{33,38}]tetraconta-4,12(17),13,15,18(23),19,21,33(38),34,36-decaen-29-yl 2-{[(1S,8R,9S,27R,29S,30R,39R)-1,2,2,14,15,16,19,20,35,36-decahydroxy-3,6,11,24,32-pentaoxo-29-(3,4,5-trihydroxybenzoyloxy)-7,10,25,28,31,40-hexaoxaoctacyclo[35.2.1.0^{5,39}.0^{8,27}.0^{9,30}.0^{12,17}.0^{18,23}.0^{33,38}]tetraconta-4,12(17),13,15,18(23),19,21,33(38),34,36-decaen-21-yl]oxy}-3,4,5-trihydroxybenzoate |
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Traditional Name | (1S,8S,9R,27S,29S,30S,39S)-1,2,2,14,15,16,19,20,21,35,36-undecahydroxy-3,6,11,24,32-pentaoxo-7,10,25,28,31,40-hexaoxaoctacyclo[35.2.1.0^{5,39}.0^{8,27}.0^{9,30}.0^{12,17}.0^{18,23}.0^{33,38}]tetraconta-4,12(17),13,15,18(23),19,21,33(38),34,36-decaen-29-yl 2-{[(1S,8R,9S,27R,29S,30R,39R)-1,2,2,14,15,16,19,20,35,36-decahydroxy-3,6,11,24,32-pentaoxo-29-(3,4,5-trihydroxybenzoyloxy)-7,10,25,28,31,40-hexaoxaoctacyclo[35.2.1.0^{5,39}.0^{8,27}.0^{9,30}.0^{12,17}.0^{18,23}.0^{33,38}]tetraconta-4,12(17),13,15,18(23),19,21,33(38),34,36-decaen-21-yl]oxy}-3,4,5-trihydroxybenzoate |
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CAS Registry Number | Not Available |
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SMILES | OC1=CC2=C3[C@@H]4C(=CC(=O)C(O)(O)[C@@]4(O)OC3=C1O)C(=O)O[C@@H]1[C@H]3COC(=O)C4=C(C(O)=C(O)C(OC5=C(C=C(O)C(O)=C5O)C(=O)O[C@@H]5O[C@H]6COC(=O)C7=C(C(O)=C(O)C(O)=C7)C7=C(C=C(O)C(O)=C7O)C(=O)O[C@@H]7[C@H]6OC(=O)C6=CC(=O)C(O)(O)[C@@]8(O)OC9=C(O)C(O)=CC(=C9[C@@H]68)C(=O)O[C@H]57)=C4)C4=C(C=C(O)C(O)=C4O)C(=O)O[C@@H]1[C@@H](OC2=O)[C@H](OC(=O)C1=CC(O)=C(O)C(O)=C1)O3 |
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InChI Identifier | InChI=1S/C82H54O54/c83-24-1-14(2-25(84)45(24)93)67(106)133-77-65-63-59(127-74(113)21-10-35(91)79(116,117)81(120)43(21)41-18(72(111)131-65)6-30(89)50(98)61(41)135-81)33(125-77)13-123-69(108)20-9-32(52(100)56(104)40(20)39-17(71(110)129-63)5-28(87)48(96)55(39)103)124-58-23(8-29(88)49(97)57(58)105)76(115)134-78-66-64-60(128-75(114)22-11-36(92)80(118,119)82(121)44(22)42-19(73(112)132-66)7-31(90)51(99)62(42)136-82)34(126-78)12-122-68(107)15-3-26(85)46(94)53(101)37(15)38-16(70(109)130-64)4-27(86)47(95)54(38)102/h1-11,33-34,43-44,59-60,63-66,77-78,83-90,93-105,116-121H,12-13H2/t33-,34+,43+,44-,59-,60+,63+,64-,65-,66+,77+,78+,81+,82+/m1/s1 |
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InChI Key | KOHCHAZCVWCDRH-CUJLTFOLSA-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
- Benzoate ester
- Coumaran
- 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
- Cyclic ketone
- 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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