Compound ID | 2090

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Batumin

Synonym(s): Kalimantacin

Class: Fatty acid synthesis inhibitor (FabI inhibitor, polyketide)

Spectrum of activity: Gram-positive
Details of activity: Inhibits FabI, which catalyzes the final step in each cycle of elongation in fatty acid synthesis. Active against Staphylococcus aureus.
Description: Natural product produced by Pseudomonas batumici; several natural and synthetic analogues. Identical with kalimantacin produced by Alcaligenes. Anticancer activity
Year first mentioned: 1996
Development status: Experimental
Chemical structure(s):
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Molecular weight: 548.71
Iso. SMILES: C[C@@H](C/C=C/C=C\CCC(=C)C[C@@H](C)C/C(=C/C(=O)O)/C)CC(=O)C[C@H](CNC(=O)[C@H](C)[C@@H](C)OC(=O)N)O
InChI Key: GENAAYFYLGYPIQ-DPTWSAQQSA-N
Can. SMILES: C=C(CC/C=C\C=C\C[C@H](C)CC(=O)C[C@H](CNC(=O)[C@H](C)[C@@H](C)OC(=O)N)O)C[C@@H](C)C/C(=C/C(=O)O)/C
InChI: InChI=1S/C30H48N2O7/c1-20(14-22(3)15-23(4)17-28(35)36)12-10-8-7-9-11-13-21(2)16-26(33)18-27(34)19-32-29(37)24(5)25(6)39-30(31)38/h7-9,11,17,21-22,24-25,27,34H,1,10,12-16,18-19H2,2-6H3,(H2,31,38)(H,32,37)(H,35,36)/b8-7-,11-9+,23-17+/t21-,22+,24+,25+,27+/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/146014955
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/32208550/
  • https://pubs.rsc.org/en/content/articlelanding/2017/sc/c7sc01670k
  • https://www.sciencedirect.com/science/article/pii/S1074552110000426
  • https://www.jstage.jst.go.jp/article/antibiotics1968/49/2/49_2_140/_pdf/-char/en

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