Streptonigrin-derivative
Streptonigrin (STN) is a highly functionalized aminoquinone antitumor antibiotic produced by Streptomyces flocculus. Inactivation of stnA gene completely abolished production of STN but accumulated three new compounds (2, 3, and 4)with different methyl groups. The structure 5HDP of the inactive mutant S185A is with the compound 4 of the paper
General
Chemical_Nomenclature : methyl (4Z)-5-amino-6-(7-amino-6-methoxy-5,8-dioxoquinolin-2-yl)-4-(5-methoxy-6-oxocyclohexa-2,4-dien-1-ylidene)-3-methyl-1H-pyridine-2-carboxylate
Canonical SMILES : CC1=C(NC(=C(C1=C2C=CC=C(C2=O)OC)N)C3=NC4=C(C=C3)C(=O)C(=C(C4=O)N)OC)C(=O)OC
InChI : InChI=1S\/C25H22N4O7\/c1-10-15(11-6-5-7-14(34-2)21(11)30)16(26)20(29-18(10)25(33)36-4)13-9-8-12-19(28-13)23(32)17(27)24(35-3)22(12)31\/h5-9,29H,26-27H2,1-4H3\/b15-11-
InChIKey : DWCOYSSFAKQYAB-PTNGSMBKSA-N
Other name(s) : Methyl 5-Amino-6-(7-Amino-6-Methoxy-5,8-Dioxo-5,8-Dihydroquinolin-2-Yl)-4-(2-Hydroxy-3-Methoxyphenyl)-3-Methylpyridine-2-Carboxylate || methyl ester of 10'-demethoxystreptonigrin || STM
MW : 490.47
Formula : C25H22N4O7
CAS_number :
PubChem : 123132880
UniChem : DWCOYSSFAKQYAB-PTNGSMBKSA-N
Target
Structures : 5HDP
Families : 6_AlphaBeta_hydrolase
References (1)
| Title : Crystal Structure of StnA for the Biosynthesis of Antitumor Drug Streptonigrin Reveals a Unique Substrate Binding Mode - Qian_2017_Sci.Rep_7_40254 |
| Author(s) : Qian T , Wo J , Zhang Y , Song Q , Feng G , Luo R , Lin S , Wu G , Chen HF |
| Ref : Sci Rep , 7 :40254 , 2017 |
| Abstract : |
| PubMedSearch : Qian_2017_Sci.Rep_7_40254 |
| PubMedID: 28074848 |
| Gene_locus related to this paper: 9actn-l7pij2 |