Record Information
Version2.0
StatusDetected and Quantified
Creation Date2021-05-15 06:11:05 UTC
Update Date2025-10-07 16:06:24 UTC
Metabolite IDMMDBc0015338
Metabolite Identification
Common NameZafrin
DescriptionZafrin is a novel metabolite classified as a phenanthrenone, specifically identified as 4beta-methyl-5,6,7,8-tetrahydro-1(4beta-H)-phenanthrenone. It was isolated from a crude extract of the marine bacterium Pseudomonas stutzeri (PMID:18093138 ). This compound exhibits significant antibacterial properties, demonstrating strong activity against both Gram-positive and Gram-negative bacteria, including human pathogens such as Staphylococcus aureus and Salmonella typhi (PMID:18093138 ). However, it does not inhibit the growth of eukaryotic organisms like Candida albicans and Schizosaccharomyces pombe (PMID:18093138 ). The chemical diversity of bioactive substances from marine Pseudomonas includes zafrin among other compounds such as pyroles and phenazines (PMID:19582493 ). Zafrin's potential therapeutic applications are supported by various studies highlighting its antibacterial efficacy (PMID:40892842 , PMID:39282168 , PMID:34605479 ). As research continues, zafrin may provide insights into novel antibacterial agents derived from marine sources, contributing to the understanding of microbial interactions and the development of new treatments against resistant bacterial strains.
Structure
SynonymsNot Available
Molecular FormulaC15H16O
Average Mass212.292
Monoisotopic Mass212.120115135
IUPAC Name(4bS)-4b-methyl-1,4b,5,6,7,8-hexahydrophenanthren-1-one
Traditional Name(4bS)-4b-methyl-5,6,7,8-tetrahydrophenanthren-1-one
CAS Registry NumberNot Available
SMILES
C[C@]12CCCCC1=CC=C1C(=O)C=CC=C21
InChI Identifier
InChI=1S/C15H16O/c1-15-10-3-2-5-11(15)8-9-12-13(15)6-4-7-14(12)16/h4,6-9H,2-3,5,10H2,1H3/t15-/m0/s1
InChI KeyAHCCSFZXRLQQHD-HNNXBMFYSA-N