3-(butan-2-yl)-8-hydroxy-4-methyl-6-oxo-6H-isochromene-7-carboxylic acid
Basic information
- CAS
3615-05-2- Standard SMILES
CCC(C)c1occ2c(O)c(C(=O)O)c(=O)cc-2c1C- InChIKey
DZBCEUTUWOWUDY-UHFFFAOYSA-N- Molecular formula
- C15H16O5
- Average molar mass
- 276.28 g/mol
- Monoisotopic mass
- 276.09977361
Overview
Ascochitine has been reported in Ascochyta pisi with data available.
Names & identifiers
- Preferred name
- 3-(butan-2-yl)-8-hydroxy-4-methyl-6-oxo-6H-isochromene-7-carboxylic acid
- IUPAC
- 3-butan-2-yl-8-hydroxy-4-methyl-6-oxoisochromene-7-carboxylic acid
- English name
- 8-Hydroxy-4-methyl-3-[(S)-1-methylpropyl]-6-oxo-6H-2-benzopyran-7-carboxylic acid
- Molecular weight
- 0
Names & synonyms
AscochytinascochytineCHEMBL489956SCHEMBL31194253-(butan-2-yl)-8-hydroxy-4-methyl-6-oxo-6H-isochromene-7-carboxylic acidAscochitineAscochitin8-Hydroxy-4-methyl-3-[(S)-1-methylpropyl]-6-oxo-6H-2-benzopyran-7-carboxylic acid3-[(S)-1-Methylpropyl]-4-methyl-6-oxo-8-hydroxy-6H-2-benzopyran-7-carboxylic acid
Database identifiers
- CAS
3615-05-2- PubChem CID
- 270972
- ChEMBL
CHEMBL489956
Properties
Computed structural properties
- XLogP
- 2.1
- Topological polar surface area
- 83.8 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 3
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 616
Experimental & physicochemical properties
Melting Point196 - 198 °C
Physical DescriptionSolid
Physicochemical properties
- LogP
- 3.231 · 3.231 (est)
- FDA UNII
- 17 L3VWWJ · CO17L3VWWJ
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Applications
UsesAscochitine, a polyketide-derived secondary metabolite, is a selective antifungal agent. Ascochitine exhibits broad-spectrum phytotoxicity and antimicrobial activities[1].
Additional notes
DefinitionChEBI: Ascochitine is a carbonyl compound and a member of benzenes.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…