Compound ID | 2573

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Ingramycin

Synonym(s): Albocycline

Class: Natural product antibiotic

Agent Type: Natural product; Small molecule;
Spectrum of activity: Gram-positive
Mechanism of action: Unknown
Target Pathogen: Active against methicillin-resistant and -sensitive Staphylococcus aureus
Description: Natural product from Streptomyces maizeus; not cytotoxic to human cells at ≤64 ug/ml (vs MIC at 2 ug/ml); analogues with better activity than albocycline reported
Year first mentioned: 1971
Development status: Experimental
Chemical structure(s):
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Molecular weight: 308.41
Iso. SMILES: C[C@H]1CC/C=C(/[C@H](/C=C/[C@@](/C=C/C(=O)O[C@@H]1C)(C)O)OC)\C
InChI Key: BYWWNDLILWPPJP-REXWONOSSA-N
Can. SMILES: C[C@H]1CC/C=C(\C)/[C@H](/C=C/[C@](C)(/C=C/C(=O)O[C@@H]1C)O)OC
InChI: InChI=1S/C18H28O4/c1-13-7-6-8-14(2)16(21-5)9-11-18(4,20)12-10-17(19)22-15(13)3/h8-13,15-16,20H,6-7H2,1-5H3/b11-9+,12-10+,14-8+/t13-,15+,16-,18+/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6440973
Citations:
  • https://www.sciencedirect.com/science/article/pii/S0926669013005852
  • https://www.sciencedirect.com/science/article/pii/S0960894X2030620X?via%3Dihub
  • https://www.jstage.jst.go.jp/article/cpb1958/19/4/19_4_649/_article

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