Thiostrepton
General
Type : Natural || Peptide || Antibiotic || Macrocycle || Quinoline
Chemical_Nomenclature : N-[3-[(3-amino-3-oxoprop-1-en-2-yl)amino]-3-oxoprop-1-en-2-yl]-2-[(1R,8S,11Z,15S,18S,25S,26R,35R,37S,40S,46S,53S,59S)-37-[(2S)-butan-2-yl]-18-[(2S,3R)-2,3-dihydroxybutan-2-yl]-11-ethylidene-59-hydroxy-8-[(1R)-1-hydroxyethyl]-31-[(1S)-1-hydroxyethyl]-26,40,46-trimethyl-43-methylidene-6,9,16,23,28,38,41,44,47-nonaoxo-27-oxa-3,13,20,56-tetrathia-7,10,17,24,36,39,42,45,48,52,58,61,62,63,64-pentadecazanonacyclo[23.23.9.329,35.12,5.112,15.119,22.154,57.01,53.032,60]tetrahexaconta-2(64),4,12(63),19(62),21,29(61),30,32(60),33,51,54,57-dodecaen-51-yl]-1,3-thiazole-4-carboxamide
Canonical SMILES : CCC(C)C1C(=O)NC(C(=O)NC(=C)C(=O)NC(C(=O)NC23CCC(=NC2C4=CSC(=N4)C(C(OC(=O)C5=NC6=C(C=CC(C6O)N1)C(=C5)C(C)O)C)NC(=O)C7=CSC(=N7)C(NC(=O)C8CSC(=N8)C(=CC)NC(=O)C(NC(=O)C9=CSC3=N9)C(C)O)C(C)(C(C)O)O)C1=NC(=CS1)C(=O)NC(=C)C(=O)NC(=C)C(=O)N)C)C
InChI : InChI=1S\/C72H85N19O18S5\/c1-14-26(3)47-63(105)78-30(7)57(99)75-28(5)56(98)76-31(8)58(100)91-72-19-18-40(66-85-43(22-111-66)59(101)77-29(6)55(97)74-27(4)54(73)96)81-52(72)42-21-112-67(83-42)49(34(11)109-69(107)41-20-37(32(9)92)36-16-17-39(79-47)51(95)50(36)80-41)89-60(102)44-24-113-68(86-44)53(71(13,108)35(12)94)90-62(104)45-23-110-65(84-45)38(15-2)82-64(106)48(33(10)93)88-61(103)46-25-114-70(72)87-46\/h15-17,20-22,24-26,30-35,39,45,47-49,51-53,79,92-95,108H,4-6,14,18-19,23H2,1-3,7-13H3,(H2,73,96)(H,74,97)(H,75,99)(H,76,98)(H,77,101)(H,78,105)(H,82,106)(H,88,103)(H,89,102)(H,90,104)(H,91,100)\/b38-15-\/t26-,30-,31-,32-,33+,34+,35+,39+,45+,47-,48-,49-,51-,52+,53+,71+,72+\/m0\/s1
InChIKey : NSFFHOGKXHRQEW-AIHSUZKVSA-N
Other name(s) : CHEBI:29693, Bryamycin, CHEMBL1236460, Gargon, Thiactin
Target
Families : 6_AlphaBeta_hydrolase
References (1)
| Title : An alpha\/beta-hydrolase fold protein in the biosynthesis of thiostrepton exhibits a dual activity for endopeptidyl hydrolysis and epoxide ring opening\/macrocyclization - Zheng_2016_Proc.Natl.Acad.Sci.U.S.A_113_14318 |
| Author(s) : Zheng Q , Wang S , Duan P , Liao R , Chen D , Liu W |
| Ref : Proc Natl Acad Sci U S A , 113 :14318 , 2016 |
| Abstract : Zheng_2016_Proc.Natl.Acad.Sci.U.S.A_113_14318 |
| ESTHER : Zheng_2016_Proc.Natl.Acad.Sci.U.S.A_113_14318 |
| PubMedSearch : Zheng_2016_Proc.Natl.Acad.Sci.U.S.A_113_14318 |
| PubMedID: 27911800 |
| Gene_locus related to this paper: strlu-c0l0l7 |