Catalog Number
ANC01938
Product Name
Pinostrobin
Structure
Pinostrobin
CAS Number
480-37-5
IUPAC Name
5-hydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one
Synonyms
(S)-2,3-dihydro-5-hydroxy-7-methoxy-2-phenyl-4H-1-benzopyran-4-one; (S)-2,3-dihydro-5-hydroxy-7-methoxy-2-phenyl-4-benzopyrone; 5-Hydroxy-7-methoxy-2-phenyl-chroman-4-one; 5-Hydroxy-7-methoxyflavanone; (2S)-2,3-Dihydro-5-hydroxy-7-methoxy-2-phenyl-4H-1-benzopyran-4-one; 2,3-Dihydro-5-hydroxy-7-methoxy-2-phenyl-4H-1-benzopyran-4-one; 2-Phenyl-5-hydroxy-7-methoxy-2,3-dihydro-4H-1-benzopyran-4-one
Molecular Formula
C16H14O4
Molecular Weight
270.3
Appearance
Powder
Purity
>98%
Description
Pinostrobin is a flavonoid with diverse biological activities, including antioxidant, anti-inflammatory, and anticancer properties. It induces quinone reductase (QR) in murine hepatoma cells with a QR doubling concentration of 500 nM. Pinostrobin inhibits TNF-α and IL-1β production in RAW 264.7 macrophages (IC50s = 17.28 and 23.5 μM, respectively) and in LPS-stimulated rats (48.6 and 55% reduction, respectively). Pinostrobin also shows selective cytotoxicity for CCRF-CEM leukemia cells (IC50 = 10.2 μM) in a panel of eight cancer cell lines (IC50s = >30 μM).
SMILES
COC1=CC(=C2C(=O)CC(OC2=C1)C3=CC=CC=C3)O
InChI
InChI=1S/C16H14O4/c1-19-11-7-12(17)16-13(18)9-14(20-15(16)8-11)10-5-3-2-4-6-10/h2-8,14,17H,9H2,1H3
InChI Key
ORJDDOBAOGKRJV-UHFFFAOYSA-N
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