Coumermycin A1

Coumermycin A1

Systematic (IUPAC) name
[(3R,4S,5R)-5-Hydroxy-6-[2-hydroxy-3-[[4-[[2-hydroxy-7-[(3R,4S,5R)-3-hydroxy-5-methoxy-6,6-dimethyl-4-(5-methyl-1H-pyrrole-2-carbonyl)oxyoxan-2-yl]oxy-8-methyl-4-oxochromen-3-yl]carbamoyl]-3-methyl-1H-pyrrole-2-carbonyl]amino]-8-methyl-4-oxochromen-7-yl]oxy-3-methoxy-2,2-dimethyloxan-4-yl] 5-methyl-1H-pyrrole-2-carboxylate
Identifiers
CAS Number	4434-05-3
ATC code	none
PubChem	CID 451651
ChemSpider	16736904
ChEBI	CHEBI:3907
ChEMBL	CHEMBL555830
Synonyms	Coumamycin
Chemical data
Formula	C55H59N5O20
Molar mass	1110.08 g/mol
SMILES CC1=CC=C(N1)C(=O)O[C@H]2[C@H](C(OC([C@@H]2OC)(C)C)OC3=C(C4=C(C=C3)C(=O)C(=C(O4)O)NC(=O)C5=CNC(=C5C)C(=O)NC6=C(OC7=C(C6=O)C=CC(=C7C)OC8[C@@H]([C@@H]([C@H](C(O8)(C)C)OC)OC(=O)C9=CC=C(N9)C)O)O)C)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 Key:WTIJXIZOODAMJT-DHFGXMAYSA-N
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Coumermycin A1 is an aminocoumarin.^[1][2]

See also

Chemically induced dimerization

References

1. Heide, L. (2009). "Genetic engineering of antibiotic biosynthesis for the generation of new aminocoumarins". Biotechnology advances 27 (6): 1006–1014. doi:10.1016/j.biotechadv.2009.05.017. PMID 19463934.
2. Heide, L.; Gust, B.; Anderle, C.; Li, S. M. (2008). "Combinatorial biosynthesis, metabolic engineering and mutasynthesis for the generation of new aminocoumarin antibiotics". Current Topics in Medicinal Chemistry 8 (8): 667–679. doi:10.2174/156802608784221505. PMID 18473891.