Catalog Number
ANC01995
Product Name
Pinocembrin
Structure
Pinocembrin
CAS Number
480-39-7
IUPAC Name
(2S)-5,7-dihydroxy-2-phenyl-2,3-dihydrochromen-4-one
Synonyms
5,7-DIHYDROXYFLAVANONE; 5,7-DIHYDROXY-3'4'5'-FLAVANONE; 5,7-DIHYDROXY-2-PHENYL-CHROMAN-4-ONE; PINOCEMBRIN; (s)-2,3-dihydro-5,7-dihydroxy-2-phenyl-4h-1-benzopyran-4-one; 3-dihydro-5,7-dihydroxy-2-phenyl-(s)-4h-1-benzopyran-4-on; dihydrochrysin; galanginflavanone
Molecular Formula
C15H12O4
Molecular Weight
256.25
Appearance
Solid Powder
Purity
≥95%(HPLC)
Solubility
chloroform, methanol, ethanol, acetone; not in water and hexane.
Melting Point
194-195°C
Storage
Store at +4°C, in dark place.
Description
Pinocembrin is a flavonoid that has been found in Eucalyptus, and has diverse biological activities. It induces apoptosis in, and inhibits the migration of, SKOV3 ovarian cancer cells when used at a concentration of 200 μM. Pinocembrin (5 mg/kg) reduces lesion volume, as well as brain microglial activation and production of IL-1β, IL-6, and TNF-α in a mouse model of collagenase-induced intracerebral hemorrhage (ICH). It prevents increases in plasma and kidney malondialdehyde (MDA) levels, glomeruli lobulation, mesangial expansion, and tubule vacuolization and occlusion, and it decreases hepatic cholesterol, triglyceride, and LDL levels in a rat model of diabetic nephropathy. Pinocembrin (20 and 50 mg/kg) reduces pulmonary edema, as well as neutrophil, lymphocyte, and macrophage infiltration in a mouse model of LPS-induced lung injury.
SMILES
C1[C@H](OC2=CC(=CC(=C2C1=O)O)O)C3=CC=CC=C3
InChI
InChI=1S/C15H12O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-7,13,16-17H,8H2/t13-/m0/s1
InChI Key
URFCJEUYXNAHFI-ZDUSSCGKSA-N
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