Record Information |
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Version | 1.0 |
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Created at | 2022-04-29 01:59:15 UTC |
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Updated at | 2022-04-29 01:59:15 UTC |
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NP-MRD ID | NP0080997 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | Actinomycin Z5 |
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Description | N1-[(6S,9R,10S,13S,16S,18aR)-9-(chloromethyl)-11-hydroxy-2,5,6,16-tetramethyl-1,4,7,14,17-pentaoxo-13-(propan-2-yl)-1H,2H,3H,4H,5H,6H,7H,9H,10H,13H,14H,16H,17H,18H,18aH-pyrrolo[2,1-i]1-oxa-4,7,10,13-tetraazacyclohexadecan-10-yl]-N9-[(6R,9R,10S,13R,16R,18aS)-11-hydroxy-2,5,9,16-tetramethyl-1,4,7,14-tetraoxo-6,13-bis(propan-2-yl)-1H,2H,3H,4H,5H,6H,7H,9H,10H,13H,14H,16H,17H,18H,18aH-pyrrolo[2,1-i]1-oxa-4,7,10,13-tetraazacyclohexadecan-10-yl]-2-amino-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboximidic acid 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 Z5 is found in Streptomyces fradiae. It was first documented in 2022 (PMID: 35490355). Based on a literature review a significant number of articles have been published on N1-[(6S,9R,10S,13S,16S,18aR)-9-(chloromethyl)-11-hydroxy-2,5,6,16-tetramethyl-1,4,7,14,17-pentaoxo-13-(propan-2-yl)-1H,2H,3H,4H,5H,6H,7H,9H,10H,13H,14H,16H,17H,18H,18aH-pyrrolo[2,1-i]1-oxa-4,7,10,13-tetraazacyclohexadecan-10-yl]-N9-[(6R,9R,10S,13R,16R,18aS)-11-hydroxy-2,5,9,16-tetramethyl-1,4,7,14-tetraoxo-6,13-bis(propan-2-yl)-1H,2H,3H,4H,5H,6H,7H,9H,10H,13H,14H,16H,17H,18H,18aH-pyrrolo[2,1-i]1-oxa-4,7,10,13-tetraazacyclohexadecan-10-yl]-2-amino-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboximidic acid (PMID: 35490354) (PMID: 35490353) (PMID: 35490352) (PMID: 35490351). |
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Structure | CC(C)[C@H]1NC(=O)[C@@H](NC(=O)C2=C3N=C4C(OC3=C(C)C=C2)=C(C)C(=O)C(N)=C4C(=O)N[C@H]2[C@H](CCl)OC(=O)[C@H](C)N(C)C(=O)CN(C)C(=O)[C@H]3CC(=O)[C@H](C)N3C(=O)[C@@H](NC2=O)C(C)C)[C@@H](C)OC(=O)[C@@H](C(C)C)N(C)C(=O)CN(C)C(=O)[C@@H]2CC[C@@H](C)N2C1=O InChI=1S/C62H83ClN12O17/c1-25(2)43-59(86)74-29(8)18-20-35(74)57(84)70(13)24-40(78)73(16)49(27(5)6)62(89)90-33(12)45(55(82)66-43)68-53(80)34-19-17-28(7)51-46(34)65-48-41(42(64)50(79)30(9)52(48)92-51)54(81)69-47-38(22-63)91-61(88)32(11)72(15)39(77)23-71(14)58(85)36-21-37(76)31(10)75(36)60(87)44(26(3)4)67-56(47)83/h17,19,25-27,29,31-33,35-36,38,43-45,47,49H,18,20-24,64H2,1-16H3,(H,66,82)(H,67,83)(H,68,80)(H,69,81)/t29-,31+,32+,33-,35+,36-,38+,43-,44+,45+,47+,49-/m1/s1 |
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Synonyms | Value | Source |
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N1-[(6S,9R,10S,13S,16S,18AR)-9-(chloromethyl)-11-hydroxy-2,5,6,16-tetramethyl-1,4,7,14,17-pentaoxo-13-(propan-2-yl)-1H,2H,3H,4H,5H,6H,7H,9H,10H,13H,14H,16H,17H,18H,18ah-pyrrolo[2,1-i]1-oxa-4,7,10,13-tetraazacyclohexadecan-10-yl]-N9-[(6R,9R,10S,13R,16R,18as)-11-hydroxy-2,5,9,16-tetramethyl-1,4,7,14-tetraoxo-6,13-bis(propan-2-yl)-1H,2H,3H,4H,5H,6H,7H,9H,10H,13H,14H,16H,17H,18H,18ah-pyrrolo[2,1-i]1-oxa-4,7,10,13-tetraazacyclohexadecan-10-yl]-2-amino-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboximidate | Generator |
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Chemical Formula | C62H83ClN12O17 |
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Average Mass | 1303.8600 Da |
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Monoisotopic Mass | 1302.56877 Da |
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IUPAC Name | N1-[(6S,9R,10S,13S,16S,18aR)-9-(chloromethyl)-2,5,6,16-tetramethyl-1,4,7,11,14,17-hexaoxo-13-(propan-2-yl)-hexadecahydro-1H-pyrrolo[2,1-i]1-oxa-4,7,10,13-tetraazacyclohexadecan-10-yl]-N9-[(6R,9R,10S,13R,16R,18aS)-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]-2-amino-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboxamide |
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Traditional Name | N1-[(6S,9R,10S,13S,16S,18aR)-9-(chloromethyl)-13-isopropyl-2,5,6,16-tetramethyl-1,4,7,11,14,17-hexaoxo-octahydro-3H-pyrrolo[2,1-i]1-oxa-4,7,10,13-tetraazacyclohexadecan-10-yl]-N9-[(6R,9R,10S,13R,16R,18aS)-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]-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=C3N=C4C(OC3=C(C)C=C2)=C(C)C(=O)C(N)=C4C(=O)N[C@H]2[C@H](CCl)OC(=O)[C@H](C)N(C)C(=O)CN(C)C(=O)[C@H]3CC(=O)[C@H](C)N3C(=O)[C@@H](NC2=O)C(C)C)[C@@H](C)OC(=O)[C@@H](C(C)C)N(C)C(=O)CN(C)C(=O)[C@@H]2CC[C@@H](C)N2C1=O |
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InChI Identifier | InChI=1S/C62H83ClN12O17/c1-25(2)43-59(86)74-29(8)18-20-35(74)57(84)70(13)24-40(78)73(16)49(27(5)6)62(89)90-33(12)45(55(82)66-43)68-53(80)34-19-17-28(7)51-46(34)65-48-41(42(64)50(79)30(9)52(48)92-51)54(81)69-47-38(22-63)91-61(88)32(11)72(15)39(77)23-71(14)58(85)36-21-37(76)31(10)75(36)60(87)44(26(3)4)67-56(47)83/h17,19,25-27,29,31-33,35-36,38,43-45,47,49H,18,20-24,64H2,1-16H3,(H,66,82)(H,67,83)(H,68,80)(H,69,81)/t29-,31+,32+,33-,35+,36-,38+,43-,44+,45+,47+,49-/m1/s1 |
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InChI Key | QCPYDNQMTFHQKJ-CXNUAKGKSA-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 |
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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
- Phenoxazine
- Macrolide lactam
- Macrolactam
- Alpha-amino acid ester
- Alpha-amino acid or derivatives
- Benzenoid
- 3-pyrrolidone
- Pyrrolidone
- Dicarboxylic acid or derivatives
- Heteroaromatic compound
- Cyclic carboximidic acid
- Tertiary carboxylic acid amide
- Pyrrolidine
- Cyclic ketone
- Lactone
- Lactam
- Ketone
- Carboxylic acid ester
- Carboxamide group
- Amino acid or derivatives
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Organic 1,3-dipolar compound
- Propargyl-type 1,3-dipolar organic compound
- Carboxylic acid derivative
- Carboximidic acid derivative
- Carboximidic acid
- Organic nitrogen compound
- Organic oxygen compound
- Organopnictogen compound
- Organic oxide
- Hydrocarbon derivative
- Primary amine
- Organooxygen compound
- Organonitrogen compound
- Organochloride
- Organohalogen compound
- Carbonyl group
- Amine
- Alkyl halide
- Alkyl chloride
- 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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