Compound ID | 2600

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Macarbomycin

Class: Natural product antibiotic

Spectrum of activity: Gram-positive
Details of activity: Active against drug-resistant and -susceptible Staphylococcus aureus; inhibits cell wall synthesis
Description: Natural product from Streptomyces phaeochromogenes; moenomycin scaffold
Year first mentioned: 1973
Development status: Experimental
Chemical structure(s):
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Molecular weight: 1596.57
Iso. SMILES: C/C(=C\CO[C@H](COP(=O)([O-])O[C@@H]1[C@@H]([C@H]([C@]([C@H](O1)C(=O)N)(C)O)OC(=O)N)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)C(=O)NC6=C(CCC6=O)O)O)O)O)O)NC(=O)C)O)NC(=O)C)C(=O)[O-])/CC/C=C/C(C)(C)CCC(=C)CC7C(=C)CCCC7(C)C
InChI Key: CJEVNOPGHRTYFE-ANXIEQJKSA-L
Can. SMILES: C/C(=C\CO[C@H](COP(=O)([O-])O[C@@H]1[C@@H]([C@H]([C@@](C)([C@@H](C(=O)N)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@@H](CO)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-])/CC/C=C/C(C)(C)CCC(=C)CC7C(=C)CCCC7(C)C
InChI: InChI=1S/C69H108N5O35P/c1-29(14-11-12-20-67(6,7)22-18-30(2)24-34-31(3)15-13-21-68(34,8)9)19-23-97-40(60(91)92)28-99-110(95,96)109-65-55(56(108-66(71)93)69(10,94)57(107-65)58(70)89)106-62-43(73-33(5)78)46(83)53(39(102-62)27-98-63-50(87)47(84)44(81)37(25-75)100-63)103-61-42(72-32(4)77)45(82)52(38(26-76)101-61)104-64-51(88)48(85)49(86)54(105-64)59(90)74-41-35(79)16-17-36(41)80/h12,19-20,34,37-40,42-57,61-65,75-76,79,81-88,94H,2-3,11,13-18,21-28H2,1,4-10H3,(H2,70,89)(H2,71,93)(H,72,77)(H,73,78)(H,74,90)(H,91,92)(H,95,96)/p-2/b20-12+,29-19+/t34?,37-,38-,39-,40-,42-,43-,44-,45-,46-,47+,48+,49-,50-,51-,52-,53-,54+,55-,56-,57-,61+,62+,63-,64-,65-,69+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/138319230
Citation: https://www.jstage.jst.go.jp/article/antibiotics1968/26/9/26_9_513/_pdf/-char/en

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