Compound ID | 2481

Update compound information

Flavomycin

Synonym(s): Bambermycin  |  Bambermicina  |  moenomycin  |  flavophospholipol

Class: Natural product antibiotic

Spectrum of activity: Gram-positive
Details of activity: Inhibits peptidoglycan transglycosylases
Description: Natural product from Streptomyces bambergiensis
Year first mentioned: 1980
Highest developmental phase: Approved for veterinary use only in 1993
Development status: Approved
Chemical structure(s):
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Molecular weight: 1583.57
Iso. SMILES: CC1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)NC(=O)C)O[C@@H]3[C@H]([C@]([C@H](O[C@@H]3OP(=O)(O)OC[C@H](C(=O)O)OC/C=C(\C)/CC/C=C/C(C)(C)CCC(=C)C/C=C(\C)/CCC=C(C)C)C(=O)O)(C)O)OC(=O)N)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)NC(=O)C)O)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)C(=O)NC6=C(CCC6=O)O)O)O)O
InChI Key: PERZMHJGZKHNGU-XIGAONJHSA-N
Can. SMILES: CC(=CCC/C(=C/CC(=C)CCC(C)(C)/C=C/CC/C(=C/CO[C@H](COP(=O)(O)O[C@@H]1[C@@H]([C@H]([C@@](C)([C@@H](C(=O)O)O1)O)OC(=O)N)O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O)O)O2)O[C@H]4[C@@H]([C@H]([C@@H](C(C)O4)O[C@H]5[C@@H]([C@H]([C@H]([C@@H](C(=O)NC6=C(CCC6=O)O)O5)O)O)O)O)NC(=O)C)O)NC(=O)C)C(=O)O)/C)/C)C
InChI: InChI=1S/C69H107N4O35P/c1-30(2)15-14-17-31(3)18-19-33(5)22-25-68(9,10)24-13-12-16-32(4)23-26-96-41(60(88)89)29-98-109(94,95)108-66-56(57(107-67(70)92)69(11,93)58(106-66)61(90)91)105-63-44(72-36(8)76)47(81)54(40(101-63)28-97-64-51(85)48(82)45(79)39(27-74)100-64)103-62-43(71-35(7)75)46(80)53(34(6)99-62)102-65-52(86)49(83)50(84)55(104-65)59(87)73-42-37(77)20-21-38(42)78/h13,15,18,23-24,34,39-41,43-58,62-66,74,77,79-86,93H,5,12,14,16-17,19-22,25-29H2,1-4,6-11H3,(H2,70,92)(H,71,75)(H,72,76)(H,73,87)(H,88,89)(H,90,91)(H,94,95)/b24-13+,31-18+,32-23+/t34?,39-,40-,41-,43-,44-,45-,46-,47-,48+,49+,50-,51-,52-,53-,54-,55+,56-,57-,58-,62+,63+,64-,65-,66-,69+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/46783781
Citation: https://pubmed.ncbi.nlm.nih.gov/773914/

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