Structure via PubChem · Public domain (PubChem)
اچینومیسین
Sign in to saveAlso known as quinomycin A
thumb|Proposed enzymatic reaction mechanism for the biotransformation of 1 to 2. Echinomycin is a peptide antibiotic. It is a dimer of two peptides creating a cyclic structure. It contains a bicyclic aromatic chromophore that is attached to the dimerized cyclic peptide core and a thioacetal bridge. It intercalates into DNA at two specific sites, thereby blocking the binding of hypoxia inducible factor 1 alpha (HIF1alpha).
Chemical data
- Formula
- C51H64N12O12S2
- Molecular weight
- 1101.3 g/mol
- IUPAC name
- N-[(7R,20R)-2,4,12,15,17,25-hexamethyl-27-methylsulfanyl-3,6,10,13,16,19,23,26-octaoxo-11,24-di(propan-2-yl)-20-(quinoxaline-2-carbonylamino)-9,22-dioxa-28-thia-2,5,12,15,18,25-hexazabicyclo[12.12.3]nonacosan-7-yl]quinoxaline-2-carboxamide
- SMILES
- CC1C(=O)N(C2CSC(C(C(=O)N(C(C(=O)OC[C@H](C(=O)N1)NC(=O)C3=NC4=CC=CC=C4N=C3)C(C)C)C)N(C(=O)C(NC(=O)[C@@H](COC(=O)C(N(C2=O)C)C(C)C)NC(=O)C5=NC6=CC=CC=C6N=C5)C)C)SC)C
- InChIKey
- AUJXLBOHYWTPFV-MXGHYKICSA-N
- XLogP
- 2.7
- Polar surface area
- 352 Ų
- H-bond donors
- 4
- H-bond acceptors
- 18
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 1100.421
Show 4 more facts
- canonical SMILES
- CC1C(=O)N(C2CSC(C(C(=O)N(C(C(=O)OCC(C(=O)N1)NC(=O)C3=NC4=CC=CC=C4N=C3)C(C)C)C)N(C(=O)C(NC(=O)C(COC(=O)C(N(C2=O)C)C(C)C)NC(=O)C5=NC6=CC=CC=C6N=C5)C)C)SC)C
- isomeric SMILES
- CC1C(=O)N(C2CSC(C(C(=O)N(C(C(=O)OC[C@H](C(=O)N1)NC(=O)C3=NC4=CC=CC=C4N=C3)C(C)C)C)N(C(=O)C(NC(=O)[C@@H](COC(=O)C(N(C2=O)C)C(C)C)NC(=O)C5=NC6=CC=CC=C6N=C5)C)C)SC)C
- chemical formula
- C₅₁H₆₄N₁₂O₁₂S₂
- Commons category
- Echinomycin
Sources (1)
via Wikidata · CC0