Basic information
- CAS
122127-73-5- Standard SMILES
CC(=O)C1=C(O)C(Cc2c(O)c(CC=C(C)C)c(O)c(C(C)=O)c2O)=C(O)C(C)(CC=C(C)C)C1=O- InChIKey
IDWYGCPWMNLBEA-UHFFFAOYSA-N- Molecular formula
- C28H34O8
- Average molar mass
- 498.6 g/mol
- Monoisotopic mass
- 498.22536804
Overview
Drummondin F is a benzenetriol that is a derivative of filicinic acid. Isolated from the stems and leaves of Hypericum drummondii, it exhibits antibacterial activity against Gram-positive bacteria Staphylococcus aureus and Bacillus subtilis and the acid fast bacterium Mycobacterium smegmatis. It has a role as a metabolite and an antibacterial agent. It is a benzenetriol, an enol, an enone, a methyl ketone and an aromatic ketone. It is functionally related to a filicinic acid.
Names & identifiers
- Preferred name
- Drummondin F
- IUPAC
- 2-acetyl-4-[[3-acetyl-2,4,6-trihydroxy-5-(3-methylbut-2-enyl)phenyl]methyl]-3,5-dihydroxy-6-methyl-6-(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-one
- English name
- drummondin F
- Molecular formula
- C28H34O8
- Molecular weight
- 498.56
Names & synonyms
Drummondin F122127-73-5(+)-drummondin F2-acetyl-6-[3-acetyl-2,4,6-trihydroxy-5-(3-methylbut-2-en-1-yl)benzyl]-3,5-dihydroxy-4-methyl-4-(3-methylbut-2-en-1-yl)cyclohexa-2,5-dien-1-one2-acetyl-4-[[3-acetyl-2,4,6-trihydroxy-5-(3-methylbut-2-enyl)phenyl]methyl]-3,5-dihydroxy-6-methyl-6-(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-oneCHEMBL521158CHEBI:65811DTXSID00924090Q271343022,5-Cyclohexadien-1-one, 2-acetyl-6-((3-acetyl-2,4,6-trihydroxy-5-(3-methyl-2-butenyl)phenyl)methyl)-3,5-dihydroxy-4-methyl-4-(3-methyl-2-butenyl)-, (+)-2-Acetyl-4-{[3-acetyl-2,4,6-trihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]methyl}-3,5-dihydroxy-6-methyl-6-(3-methylbut-2-en-1-yl)cyclohexa-2,4-dien-1-one2,5-Cyclohexadien-1-one, 2-acetyl-6-[[3-acetyl-2,4,6-trihydroxy-5-(3-methyl-2-buten-1-yl)phenyl]methyl]-3,5-dihydroxy-4-methyl-4-(3-methyl-2-buten-1-yl)-, (+)-
Database identifiers
- CAS
122127-73-5- PubChem CID
- 129595
- DTXSID
DTXSID00924090
Properties
Computed structural properties
- XLogP
- 5.1
- Topological polar surface area
- 152 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 8
- Heavy atoms
- 36
- Formal charge
- 0
- Complexity
- 1,040
Chemistry & industry
Additional notes
DefinitionChEBI: A benzenetriol that is a derivative of filicinic acid. Isolated from the stems and leaves of Hypericum drummondii, it exhibits antibacterial activity against Gram-positive bacteria Staphylococcus aureus and Bacillus subtilis /ital> and the acid fast bacterium Mycobacterium smegmatis.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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