Coumermycin a1

Category	Orthopoxvirus
CAS	4434-05-3
Description	Coumemycin A1 is found to bind at a second ATP-binding site in the C-terminal domain of Hsp90, IC50 70 μmol/L. It is produced by the strain of Streptomyces rishirensis, Str. spinichromogene and Str. Spinicoumarensis. It has anti-gram positive bacteria, negative bacteria, mycobacterium (weak) activity, cross-resistance with Novobiocin.

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Synonyms	coumermycin a1;COUMERMYCIN;4434-05-3;Coumamycin;Coumamycine;Coumamycinum;Cumamicina;Sugordomycin D-1a;Coumamycin [INN];Notomycin;Coumermycin (USAN);Coumermycin [USAN];Notomycin A1;PCH9QZ1IIH;CHEMBL4555272;NSC 107412;C05073;D02333;Sugordomycin D-la;[(3R,4S,5R,6R)-5-hydroxy-6-[4-hydroxy-3-[[5-[[4-hydroxy-7-[(2R,3R,4S,5R)-3-hydroxy-5-methoxy-6,6-dimethyl-4-(5-methyl-1H-pyrrole-2-carbonyl)oxyoxan-2-yl]oxy-8-methyl-2-oxochromen-3-yl]carbamoyl]-4-methyl-1H-pyrrole-3-carbonyl]amino]-8-methyl-2-oxochromen-7-yl]oxy-3-methoxy-2,2-dimethyloxan-4-yl] 5-methyl-1H-pyrrole-2-carboxylate;Cumamycinum;NSC-107412;BHW;Coumamycin (VAN);UNII-PCH9QZ1IIH;Coumamycine [INN-French];Coumamycinum [INN-Latin];Cumamicina [INN-Spanish];SCHEMBL194268;CHEBI:3907;EX-A7846E;GTPL10879;DTXSID901023379;HY-N7452;BDBM50613606;AKOS040755049;BRN 0470805;CS-0129352;NS00011812;(3-methyl-1H-pyrrole-2,4-diyl)bis[carbonylimino(4-hydroxy-8-methyl-2-oxo-2H-chromene-3,7-diyl)oxy(2R,3R,4S,5R)-3-hydroxy-5-methoxy-6,6-dimethyltetrahydro-2H-pyran-2,4-diyl] bis(5-methyl-1H-pyrrole-2-carboxylate);1H-PYRROLE-2,4-DICARBOXAMIDE, N2,N4-BIS(7-((6-DEOXY-5-C-METHYL-4-O-METHYL-3-O-((5-METHYL-1H-PYRROL-2-YL)CARBONYL)-.ALPHA.-L-LYXO-HEXOPYRANOSYL)OXY)-4-HYDROXY-8-METHYL-2-OXO-2H-1-BENZOPYRAN-3-YL)-3-METHYL-;1H-Pyrrole-2-carboxylic acid, 5-methyl-, diester with N,N'-bis(7-((6-deoxy-5-C-methyl-4-O-methyl-alpha-L-lyxo-hexopyranosyl)oxy)-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl)-3-methyl-1H-pyrrole-2,4-dicarboxamide;5-Methylpyrrole-2-carboxylic acid, diester with 3,3'-((3-methylpyrrole-2,4-diyl)bis(carbonylimino))bis(4-hydroxy-8-methyl-7-((tetrahydro-3,4-dihydroxy-5-methoxy-6,6-dimethylpyran-2-yl)oxy)coumarin);5-METHYLPYYROLE-2-CARBOXYLIC ACID, DIESTER WITH 3,3'-((3-METHYLPYRROLE-2,4-DIYL)BIS(CARBONYLIMINO))BIS(4-HYDROXY-8-METHYL-7-((TETRAHYDRO-3,4-DIHYDROXY-5-METHOXY-6,6-DIMETHYLPYRAN-2-YL)OXY)COUMARIN);Pyrrole-2-carboxylic acid, 5-methyl-, diester with 3,3'-((3-methylpyrrole-2,4-diyl)bis(carbonylimino))bis(7-((5,5-di-C-methyl-4-O-methyl-alpha-L-lyxopyranosyl)oxy)-4-hydroxy-8-methylcoumarin);
IUPAC Name	[(3R,4S,5R,6R)-5-hydroxy-6-[4-hydroxy-3-[[5-[[4-hydroxy-7-[(2R,3R,4S,5R)-3-hydroxy-5-methoxy-6,6-dimethyl-4-(5-methyl-1H-pyrrole-2-carbonyl)oxyoxan-2-yl]oxy-8-methyl-2-oxochromen-3-yl]carbamoyl]-4-methyl-1H-pyrrole-3-carbonyl]amino]-8-methyl-2-oxochromen-7-yl]oxy-3-methoxy-2,2-dimethyloxan-4-yl] 5-methyl-1H-pyrrole-2-carboxylate
Molecular Weight	1110.08
Molecular Formula	C55H59N5O20
Canonical SMILES	OC(C1=CC=C(O[C@@H]([C@H](O)[C@H](OC(C2=CC=C(C)N2)=O)[C@H]3OC)OC3(C)C)C(C)=C1O4)=C(NC(C5=CNC(C(NC6=C(O)C7=CC=C(O[C@@H]([C@H](O)[C@H](OC(C8=CC=C(C)N8)=O)[C@H]9OC)OC9(C)C)C(C)=C7OC6=O)=O)=C5C)=O)C4=O
InChI	InChI=1S/C55H59N5O20/c1-21-12-16-29(57-21)48(67)77-42-38(63)52(79-54(6,7)44(42)71-10)73-31-18-14-26-36(61)34(50(69)75-40(26)24(31)4)59-46(65)28-20-56-33(23(28)3)47(66)60-35-37(62)27-15-19-32(25(5)41(27)76-51(35)70)74-53-39(64)43(45(72-11)55(8,9)80-53)78-49(68)30-17-13-22(2)58-30/h12-20,38-39,42-45,52-53,56-58,61-64H,1-11H3,(H,59,65)(H,60,66)/t38-,39-,42+,43+,44-,45-,52-,53-/m1/s1
InChIKey	WTIJXIZOODAMJT-DHFGXMAYSA-N
Boiling Point	821.5 °C (Predicted)
Melting Point	240-245 °C
Purity	>98%
Density	1.1866 g/cm3 (Predicted)
Solubility	Soluble in DMSO (50 mg/mL)
Appearance	Solid
Application	Topoisomerase II Inhibitors
Storage	-20 °C