PRD_001162
Summary
| Name: | Salinamide A |
| Formula: | C51 H69 N7 O15 |
| Fomular weight: | 1020.131 |
| Component type: | peptide-like |
| Polymer sequences: | 28H, THR, 28J, D4P, MEA, 2TL, SER, GLY, 28K |
| Non-polymer components: | |
| BIRD class: | Antiinflammatory |
| Represented as: | polymer |
| Description: | bicyclic depsipeptide salinamide A is a potent anti-inflammatory agent found in the marine bacterium Streptomyces sp. CNB-091. The suggested biosynthesis pathway indicates the peptide core of 1 is probably derived from the hexapeptide Thr-D-Ile-Hpg-MePhe-D-aThr-Ser (Tetrahedron Letters 39 (1998) 3915-3918). |
| Program | Version | Name |
| ACDLabs | 12.01 | (2S,3S)-N-{(1'R,2S,7'S,9'E,17'S,20'R,21'R,24'R,29'R,32'S)-29'-benzyl-24'-[(2R)-butan-2-yl]-32'-[(1R)-1-hydroxyethyl]-7',20',28'-trimethyl-11',14',18',22',25',27',30',33'-octaoxospiro[oxirane-2,8'-[6,15,19]trioxa[12,23,26,28,31,34]hexaazatricyclo[15.9.8.2~2,5~]hexatriaconta[2,4,9,35]tetraen]-21'-yl}-3-hydroxy-2,4-dimethylpentanamide |
Chemical Descriptors
| Type | Program | Version | Descriptor |
| SMILES | ACDLabs | 12.01 | O=C2OCC4NC(=O)C(NC(=O)C(N(C(=O)C(c3ccc(OC(C)C1(OC1)C=CC(=O)NC2)cc3)NC(=O)C(NC(=O)C(NC(=O)C(C)C(O)C(C)C)C(OC4=O)C)C(C)CC)C)Cc5ccccc5)C(O)C |
| InChI | InChI | 1.03 | InChI=1S/C51H69N7O15/c1-10-27(4)39-46(65)57-42-33-16-18-34(19-17-33)73-31(8)51(25-71-51)21-20-37(60)52-23-38(61)70-24-35(50(69)72-30(7)41(48(67)54-39)56-44(63)28(5)43(62)26(2)3)53-47(66)40(29(6)59)55-45(64)36(58(9)49(42)68)22-32-14-12-11-13-15-32/h11-21,26-31,35-36,39-43,59,62H,10,22-25H2,1-9H3,(H,52,60)(H,53,66)(H,54,67)(H,55,64)(H,56,63)(H,57,65)/t27?,28?,29?,30?,31?,35?,36?,39?,40?,41?,42?,43?,51-/m0/s1 |
| InChIKey | InChI | 1.03 | UIHLRTKYJPYYEU-RLECBPDCSA-N |
| SMILES_CANONICAL | CACTVS | 3.385 | CC[C@H](C)[C@H]1NC(=O)[C@@H](NC(=O)[C@H](C)[C@H](O)C(C)C)[C@@H](C)OC(=O)[C@@H]2COC(=O)CNC(=O)\C=C\[C@]3(CO3)[C@@H](C)Oc4ccc(cc4)[C@H](NC1=O)C(=O)N(C)[C@@H](Cc5ccccc5)C(=O)N[C@H]([C@@H](C)O)C(=O)N2 |
| SMILES | CACTVS | 3.385 | CC[CH](C)[CH]1NC(=O)[CH](NC(=O)[CH](C)[CH](O)C(C)C)[CH](C)OC(=O)[CH]2COC(=O)CNC(=O)C=C[C]3(CO3)[CH](C)Oc4ccc(cc4)[CH](NC1=O)C(=O)N(C)[CH](Cc5ccccc5)C(=O)N[CH]([CH](C)O)C(=O)N2 |
| SMILES_CANONICAL | OpenEye OEToolkits | 1.7.6 | CC[C@H](C)[C@@H]1C(=O)N[C@H]2c3ccc(cc3)O[C@H]([C@@]4(CO4)/C=C/C(=O)NCC(=O)OC[C@@H](C(=O)O[C@@H]([C@@H](C(=O)N1)NC(=O)[C@H](C)[C@@H](C(C)C)O)C)NC(=O)[C@H](NC(=O)[C@@H](N(C2=O)C)Cc5ccccc5)[C@@H](C)O)C |
| SMILES | OpenEye OEToolkits | 1.7.6 | CCC(C)C1C(=O)NC2c3ccc(cc3)OC(C4(CO4)C=CC(=O)NCC(=O)OCC(C(=O)OC(C(C(=O)N1)NC(=O)C(C)C(C(C)C)O)C)NC(=O)C(NC(=O)C(N(C2=O)C)Cc5ccccc5)C(C)O)C |
