Description
Flavoglaucin is a natural compound isolated from marine fungus Eurotium sp. SF-5989. Flavoglaucin exhibits significant inhibitory effect on PTP1B with IC50 value of 13.4 micrometer. Flavoglaucin shows good binding affinity for human opioid or cannabinoid receptors. Flavoglaucin has anti-inflammatory effect, which inhibits inflammatory mediators via the induction of heme oxygenase-1 in lipopolysaccharide-stimulated RAW264.7 macrophages. Flavoglaucin exhibits significant radical scavenging activity against 1,1-diphenyl-2-picrylhydrazyl (DPPH) with the IC50 value of 11.3 microM.
Synonyms
6-Heptyl-3-(3-methyl-2-butenyl)gentisaldehyde; Benzaldehyde, 2-heptyl-3,6-dihydroxy-5-(3-methyl-2-butenyl)-
IUPAC Name
2-heptyl-3,6-dihydroxy-5-(3-methylbut-2-enyl)benzaldehyde
Molecular Formula
C19H28O3
Canonical SMILES
CCCCCCCC1=C(C=C(C(=C1C=O)O)CC=C(C)C)O
InChI
InChI=1S/C19H28O3/c1-4-5-6-7-8-9-16-17(13-20)19(22)15(12-18(16)21)11-10-14(2)3/h10,12-13,21-22H,4-9,11H2,1-3H3
InChIKey
RGRXZGKXEJHPQQ-UHFFFAOYSA-N
Boiling Point
433.7±45.0°C (Predicted)
Melting Point
105.5-109.0°C
Density
1.053±0.06 g/cm3 (Predicted)