3,4-Dihydro-7-hydroxy-6-methoxy-2-methyl-1(2H)-isoquinolinone
Basic information
- CAS
21796-15-6- Standard SMILES
COc1cc2c(cc1O)C(=O)N(C)CC2- InChIKey
WPKMGEQXTYQXGI-UHFFFAOYSA-N- Molecular formula
- C11H13NO3
- Average molar mass
- 207.23 g/mol
- Monoisotopic mass
- 207.08954328
Overview
Thalifolin is a quinolone and a hydroxyquinoline. It has a role as a metabolite.
Names & identifiers
- Preferred name
- 3,4-Dihydro-7-hydroxy-6-methoxy-2-methyl-1(2H)-isoquinolinone
- IUPAC
- 7-hydroxy-6-methoxy-2-methyl-3,4-dihydroisoquinolin-1-one
- English name
- 1(2H)-Isoquinolinone, 3,4-dihydro-7-hydroxy-6-methoxy-2-methyl-
- Molecular formula
- C11H13NO3
- Molecular weight
- 207.23
Names & synonyms
Thalifoline21796-15-67-Hydroxy-6-methoxy-2-methyl-3,4-dihydroisoquinolin-1-oneDTXSID90176208RefChem:1065762DTXCID40986993,4-Dihydro-7-hydroxy-6-methoxy-2-methyl-1(2H)-isoquinolinoneThalifolin7-hydroxy-6-methoxy-2-methyl-3,4-dihydroisoquinolin-1(2H)-oneCHEMBL18131771(2H)-Isoquinolinone, 3,4-dihydro-7-hydroxy-6-methoxy-2-methyl-orb1681574
Show more names
3,4-Dihydro-2-methyl-6-methoxy-7-hydroxyisoquinoline-1(2H)-one
SCHEMBL29961712CHEBI:67409WPKMGEQXTYQXGI-UHFFFAOYSA-NIsocarbostyril, 3,4-dihydro-7-hydroxy-6-methoxy-2-methyl-HY-N8420WAA79615BDBM50349828MFCD21333755
Database identifiers
- CAS
21796-15-6- PubChem CID
- 89048
- DTXSID
DTXSID90176208- ChEMBL
CHEMBL1813177- ChEBI
CHEBI:67409
Properties
Computed structural properties
- XLogP
- 1
- Topological polar surface area
- 49.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 256
Physicochemical properties
- Melting point
- 210 · 210-1°C
- Boiling point
- 432.1 · 432.1±45.0 °C(Predicted)
- Density
- 1.246 · 1.246±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Powder
- pka
- 9.73 · 9.73±0.20(Predicted)
- color
- Light yellow to yellow
Chemistry & industry
Applications
DescriptionA simple isoquinoline base, thalifoline occurs in Thalictrum minus and is obtained in the form of colourless rods when recrystallized from MeOH. The ultraviolet spectrum in EtOH has absorption maxima at 223.5, 261 and 302 nm. The structure given has been confirmed by synthesis.
UsesThalifoline is an alkaloid and displays antifungal activity[2].
Additional notes
DefinitionChEBI: A natural product found in Arcangelisia gusanlung.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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