Compound ID | 2585

Update compound information

Lankacidin C

Synonym(s): Lankacidin

Class: Macrocycle

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Protein synthesis inhibitor. Binds in the peptidyl transferase center of 50S subunit
Target Pathogen: Active against Staphylococcus aureus, Neisseria gonorrhoeae, Vibrio cholerae, and mycoplasma
Description: Natural product from Streptomyces rochei; analogues reported
Year first mentioned: 1971
Development status: Experimental
Chemical structure(s):
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Molecular weight: 459.53
Iso. SMILES: C[C@@H]1[C@H]2C[C@@H](/C=C/C(=C/C[C@@H](/C=C/C(=C/[C@H]([C@@](C1=O)(C(=O)O2)C)NC(=O)C(=O)C)/C)O)/C)O
InChI Key: ATDILMLBOZKFGI-JUTMVFGESA-N
Can. SMILES: C/C/1=C\C[C@@H](/C=C/C(=C/[C@H]([C@@]2(C)C(=O)[C@H](C)[C@@H](C[C@@H](\C=C1)O)OC2=O)NC(=O)C(=O)C)/C)O
InChI: InChI=1S/C25H33NO7/c1-14-6-9-18(28)10-8-15(2)12-21(26-23(31)17(4)27)25(5)22(30)16(3)20(33-24(25)32)13-19(29)11-7-14/h6-8,10-12,16,18-21,28-29H,9,13H2,1-5H3,(H,26,31)/b10-8+,11-7+,14-6+,15-12+/t16-,18+,19-,20-,21-,25+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6440871
Citations:
  • https://www.jstage.jst.go.jp/article/antibiotics1968/24/1/24_1_1/_pdf/-char/en
  • https://www.pnas.org/doi/full/10.1073/pnas.1019406108

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