Record Information |
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Version | 1.0 |
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Created at | 2022-04-28 23:00:55 UTC |
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Updated at | 2022-04-28 23:00:55 UTC |
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NP-MRD ID | NP0077865 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (-)-Actinomycin G3 |
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Description | Actinomycin G3 belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating. (-)-Actinomycin G3 is found in Streptomyces iakyrus and Streptomyces iakyrus DSM41873. It was first documented in 2006 (PMID: 16933866). Based on a literature review very few articles have been published on actinomycin G3 (PMID: 20572576). |
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Structure | CC(C)[C@H]1NC(=O)[C@@H](NC(=O)C2=C(N)C(=O)C(C)=C3OC4=C(C)C=CC(C(=O)N[C@H]5[C@@H](C)OC(=O)[C@H](C(C)C)N(C)C(=O)CN(C)C(=O)[C@@H]6[C@@H](O)C[C@H](C)N6C(=O)[C@H](NC5=O)C(C)C)=C4N=C23)[C@@H](CO)OC(=O)[C@H](C)N(C)C(=O)CN(C)C(=O)[C@@H]2CCCN2C1=O InChI=1S/C61H84N12O18/c1-25(2)41-57(84)72-20-16-17-34(72)56(83)68(12)22-37(76)70(14)31(10)60(87)90-36(24-74)45(55(82)64-41)67-53(80)39-40(62)49(78)30(9)51-46(39)63-44-33(19-18-28(7)50(44)91-51)52(79)66-43-32(11)89-61(88)47(27(5)6)71(15)38(77)23-69(13)59(86)48-35(75)21-29(8)73(48)58(85)42(26(3)4)65-54(43)81/h18-19,25-27,29,31-32,34-36,41-43,45,47-48,74-75H,16-17,20-24,62H2,1-15H3,(H,64,82)(H,65,81)(H,66,79)(H,67,80)/t29-,31-,32+,34-,35-,36+,41+,42+,43-,45-,47-,48-/m0/s1 |
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Synonyms | Not Available |
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Chemical Formula | C61H84N12O18 |
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Average Mass | 1273.4090 Da |
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Monoisotopic Mass | 1272.60265 Da |
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IUPAC Name | N9-[(6S,9R,10S,13R,16S,18S,18aS)-18-hydroxy-2,5,9,16-tetramethyl-1,4,7,11,14-pentaoxo-6,13-bis(propan-2-yl)-hexadecahydro-1H-pyrrolo[2,1-i]1-oxa-4,7,10,13-tetraazacyclohexadecan-10-yl]-N1-[(6S,9S,10S,13R,18aS)-9-(hydroxymethyl)-2,5,6-trimethyl-1,4,7,11,14-pentaoxo-13-(propan-2-yl)-hexadecahydro-1H-pyrrolo[2,1-i]1-oxa-4,7,10,13-tetraazacyclohexadecan-10-yl]-2-amino-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboxamide |
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Traditional Name | N9-[(6S,9R,10S,13R,16S,18S,18aS)-18-hydroxy-6,13-diisopropyl-2,5,9,16-tetramethyl-1,4,7,11,14-pentaoxo-decahydropyrrolo[2,1-i]1-oxa-4,7,10,13-tetraazacyclohexadecan-10-yl]-N1-[(6S,9S,10S,13R,18aS)-9-(hydroxymethyl)-13-isopropyl-2,5,6-trimethyl-1,4,7,11,14-pentaoxo-decahydropyrrolo[2,1-i]1-oxa-4,7,10,13-tetraazacyclohexadecan-10-yl]-2-amino-4,6-dimethyl-3-oxophenoxazine-1,9-dicarboxamide |
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CAS Registry Number | Not Available |
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SMILES | CC(C)[C@H]1NC(=O)[C@@H](NC(=O)C2=C(N)C(=O)C(C)=C3OC4=C(C)C=CC(C(=O)N[C@H]5[C@@H](C)OC(=O)[C@H](C(C)C)N(C)C(=O)CN(C)C(=O)[C@@H]6[C@@H](O)C[C@H](C)N6C(=O)[C@H](NC5=O)C(C)C)=C4N=C23)[C@@H](CO)OC(=O)[C@H](C)N(C)C(=O)CN(C)C(=O)[C@@H]2CCCN2C1=O |
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InChI Identifier | InChI=1S/C61H84N12O18/c1-25(2)41-57(84)72-20-16-17-34(72)56(83)68(12)22-37(76)70(14)31(10)60(87)90-36(24-74)45(55(82)64-41)67-53(80)39-40(62)49(78)30(9)51-46(39)63-44-33(19-18-28(7)50(44)91-51)52(79)66-43-32(11)89-61(88)47(27(5)6)71(15)38(77)23-69(13)59(86)48-35(75)21-29(8)73(48)58(85)42(26(3)4)65-54(43)81/h18-19,25-27,29,31-32,34-36,41-43,45,47-48,74-75H,16-17,20-24,62H2,1-15H3,(H,64,82)(H,65,81)(H,66,79)(H,67,80)/t29-,31-,32+,34-,35-,36+,41+,42+,43-,45-,47-,48-/m0/s1 |
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InChI Key | OCVAXCIPQXUQJH-XBXFPUCHSA-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 cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Peptidomimetics |
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Sub Class | Depsipeptides |
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Direct Parent | Cyclic depsipeptides |
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Alternative Parents | |
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Substituents | - Cyclic depsipeptide
- Macrolide lactam
- Phenoxazine
- Alpha-amino acid ester
- Macrolactam
- N-acyl-alpha amino acid or derivatives
- Alpha-amino acid or derivatives
- Dicarboxylic acid or derivatives
- Benzenoid
- Heteroaromatic compound
- Pyrrolidine
- Tertiary carboxylic acid amide
- Vinylogous amide
- Secondary carboxylic acid amide
- Secondary alcohol
- Cyclic ketone
- Amino acid or derivatives
- Carboxamide group
- Carboxylic acid ester
- Lactam
- Lactone
- Organoheterocyclic compound
- Azacycle
- Carboxylic acid derivative
- Oxacycle
- Amine
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Alcohol
- Organonitrogen compound
- Organooxygen compound
- Carbonyl group
- Primary alcohol
- Organic oxygen compound
- Primary amine
- Organic nitrogen compound
- 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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