Pinocembrin

Names

[ CAS No. ]:
480-39-7

[ Name ]:
Pinocembrin

[Synonym ]:
Galangin flavanone
(2S)-5,7-Dihydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one
Pinocembrin
(2S)-pinocembrin
Dihydrochrysin
(2S)-5,7-dihydroxy-2-phenyl-2,3-dihydrochromen-4-one
5,7-Dihydroxyflavanone
4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-phenyl-, (2S)-
(2S)-5,7-dihydroxy-2-phenylchroman-4-one
4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-phenyl-, (S)-(-)-

Biological Activity

[Description]:

Pinocembrin ((+)-Pinocoembrin) is a flavonoid found in propolis, acts as a competitive inhibitor of histidine decarboxylase, and is an effective anti-allergic agent, with antioxidant, antimicrobial and anti-inflammatory properties[1].

[Related Catalog]:

Research Areas >> Infection

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Anti-infection >> Bacterial

[In Vitro]

Pinocembrin (5, 10, 25, 50, 100 or 200 µM, 24 hours) significantly reduces cell viability of RBL-2H3 cells[1]. Pinocembrin (25 or 50 µM) suppresses iNOS, PGE-2 and COX-2 levels, increases p38-Mapk and IкB-α, and inhibits phosphorylation of IкB-α[1]. Cell Viability Assay[1] Cell Line: RBL-2H3 cells Concentration: 5, 10, 25, 50, 100 or 200 µM Incubation Time: 24 hours Result: Decreased cell viability by ∼50% at ≥ 100 µM. Showed 75% cell viability at lower concentrations.

[References]

[1]. Hanieh H, et al. Pinocembrin, a novel histidine decarboxylase inhibitor with anti-allergic potential in in vitro. Eur J Pharmacol. 2017 Nov 5;814:178-186.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
511.1±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₅H₁₂O₄

[ Molecular Weight ]:
256.25

[ Flash Point ]:
199.3±23.6 °C

[ Exact Mass ]:
256.073547

[ PSA ]:
66.76000

[ LogP ]:
3.93

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.662

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NQ5233332

CHEMICAL NAME :: 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-phenyl-, (S)-

CAS REGISTRY NUMBER :: 480-39-7

LAST UPDATED :: 199806

DATA ITEMS CITED :: 1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >1500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DARUEE Dokl Akad Nauk resp. Uzb. Volume(issue)/page/year: (9-10),55,1995

Safety Information

[ Safety Phrases ]:
24/25

Precursor & DownStream

Precursor

DownStream

Related Compounds

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