Echinomycin

Echinomycin
Names
	Other names Quinomycin A; Levomycin
Identifiers
CAS Number	512-64-1 ;
3D model (JSmol)	Interactive image;
ChemSpider	5257063 ;
ECHA InfoCard	100.164.832
PubChem CID	6857732;
UNII	TG824J6RQT ;
CompTox Dashboard (EPA)	DTXSID5031266 ;
	InChI InChI=1S/C51H64N12O12S2/c1-25(2)38-49(72)74-22-36(59-42(65)34-21-53-30-17-13-15-19-32(30)57-34)44(67)55-28(6)46(69)63(10)40-48(71)62(9)39(26(3)4)50(73)75-23-35(58-41(64)33-20-52-29-16-12-14-18-31(29)56-33)43(66)54-27(5)45(68)60(7)37(47(70)61(38)8)24-77-51(40)76-11/h12-21,25-28,35-40,51H,22-24H2,1-11H3,(H,54,66)(H,55,67)(H,58,64)(H,59,65)/t27-,28-,35+,36+,37-,38-,39-,40+,51?/m0/s1 Key: AUJXLBOHYWTPFV-VITLIGDRSA-N ; InChI=1/C51H64N12O12S2/c1-25(2)38-49(72)74-22-36(59-42(65)34-21-53-30-17-13-15-19-32(30)57-34)44(67)55-28(6)46(69)63(10)40-48(71)62(9)39(26(3)4)50(73)75-23-35(58-41(64)33-20-52-29-16-12-14-18-31(29)56-33)43(66)54-27(5)45(68)60(7)37(47(70)61(38)8)24-77-51(40)76-11/h12-21,25-28,35-40,51H,22-24H2,1-11H3,(H,54,66)(H,55,67)(H,58,64)(H,59,65)/t27-,28-,35+,36+,37-,38-,39-,40+,51?/m0/s1 Key: AUJXLBOHYWTPFV-VITLIGDRBO;
	SMILES C[C@H]1C(=O)N([C@H]2CSC([C@@H](C(=O)N([C@H](C(=O)OC[C@H](C(=O)N1)NC(=O)c3cnc4ccccc4n3)C(C)C)C)N(C(=O)[C@@H](NC(=O)[C@@H](COC(=O)[C@@H](N(C2=O)C)C(C)C)NC(=O)c5cnc6ccccc6n5)C)C)SC)C;
Properties
Chemical formula	C51H64N12O12S2
Molar mass	1101.26 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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).^[1]

^ Kong D, Park EJ, Stephen A, Mellilo G (1 October 2005). "Echinomycin, a Small-Molecule Inhibitor of Hypoxia-Inducible Factor-1 DNA-Binding Activity". Cancer Research. 65 (19): 9047–9055. doi:10.1158/0008-5472.CAN-05-1235. hdl:2158/432131. PMID 16204079. Retrieved 15 June 2022.

[1] Kong D, Park EJ, Stephen A, Mellilo G (1 October 2005). "Echinomycin, a Small-Molecule Inhibitor of Hypoxia-Inducible Factor-1 DNA-Binding Activity". Cancer Research. 65 (19): 9047–9055. doi:10.1158/0008-5472.CAN-05-1235. hdl:2158/432131. PMID 16204079. Retrieved 15 June 2022.

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