| Identification | Back Directory | [Name]
PINOCEMBRIN | [CAS]
480-39-7 | [Synonyms]
Picembrin
PINOCEMBRIN
pinocemberin
dihydrochrysin
PINOCEMBRIN(RG)
(+)-Pinocembrin
galanginflavanone
5,7-DIHYDROXYFLAVANONE
4H-1-BENZOPYRAN-4-ONE,2,3-DIH
5,7-DIHYDROXY-3'4'5'-FLAVANONE
PinoceMbrin, froM Pinus cerebra
5,7-DIHYDROXY-2-PHENYL-CHROMAN-4-ONE
Pinocembrin, 98%, from Pinus cerebra
(S)-5,7-Dihydroxy-2-Phenylchroman-4-One
(2S)-5,7-Dihydroxy-2-phenylchroman-4-one
5,7-dihydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one
(2S)-5,7-dihydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one
3-dihydro-5,7-dihydroxy-2-phenyl-(s)-4h-1-benzopyran-4-on
(s)-2,3-dihydro-5,7-dihydroxy-2-phenyl-4h-1-benzopyran-4-one
(2S)-2-Phenyl-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one
(2S)-2α-Phenyl-5,7-dihydroxy-2,3-dihydro-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-phenyl-, (2S)- | [Molecular Formula]
C15H12O4 | [MDL Number]
MFCD00017482 | [MOL File]
480-39-7.mol | [Molecular Weight]
256.25 |
| Chemical Properties | Back Directory | [Melting point ]
202 °C | [Boiling point ]
511.1±50.0 °C(Predicted) | [density ]
1.386±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [solubility ]
Soluble in ethanol and methan | [form ]
powder | [pka]
7.50±0.40(Predicted) | [color ]
White | [Major Application]
food and beverages | [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 | [InChIKey]
URFCJEUYXNAHFI-ZDUSSCGKSA-N | [SMILES]
OC1=C(C(C[C@@H](C2=CC=CC=C2)O3)=O)C3=CC(O)=C1 | [LogP]
3.225 (est) | [EPA Substance Registry System]
4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-phenyl-, (2S)- (480-39-7) |
| Hazard Information | Back Directory | [Description]
Pinocembrin is a flavonoid that has been found in Eucalyptus, and has diverse biological activities.1,2,3,4,5 It induces apoptosis in, and inhibits the migration of, SKOV3 ovarian cancer cells when used at a concentration of 200 μM.2 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).3 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.4 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.5 | [Chemical Properties]
Solid | [Uses]
Pinocembrin is a flavanoid with antioxidant activity found in damiana, honey, and propolis. Recent studies show that Pinocembrin maybe be a therapeutic option in reducing cerebral ischemia/reperfusion
injury as a result of its anti-oxidative and anti-apoptotic effects. Pinocembrin displayed neuroprotective effects in glutamate injury model partly by inhibiting p53 expression causing a lower Bax-Bc
l-2 ratio and by inhibiting the release of cytochrome c. | [Definition]
ChEBI: Pinocembrin is a dihydroxyflavanone in which the two hydroxy groups are located at positions 5 and 7. A natural product found in Piper sarmentosum and Cryptocarya chartacea. It has a role as an antioxidant, an antineoplastic agent, a vasodilator agent, a neuroprotective agent and a metabolite. It is a dihydroxyflavanone and a (2S)-flavan-4-one. | [storage]
Store at 2-8°C, protect from light | [References]
[1] AZHAR RASUL. Pinocembrin: a novel natural compound with versatile pharmacological and biological activities.[J]. BioMed Research International, 2013: 379850. DOI: 10.1155/2013/379850
[2] JUN GAO . Pinocembrin inhibits the proliferation and migration and promotes the apoptosis of ovarian cancer cells through down-regulating the mRNA levels of N-cadherin and GABAB receptor[J]. Biomedicine & Pharmacotherapy, 2019, 120: Article 109505. DOI: 10.1016/j.biopha.2019.109505
[3] XI LAN. Pinocembrin protects hemorrhagic brain primarily by inhibiting toll-like receptor 4 and reducing M1 phenotype microglia[J]. Brain, Behavior, and Immunity, 2017, 61: Pages 326-339. DOI: 10.1016/j.bbi.2016.12.012
[4] JESSICA GRANADOS-PINEDA. Effect of Pinocembrin Isolated from Mexican Brown Propolis on Diabetic Nephropathy.[J]. Molecules, 2018, 23 4. DOI: 10.3390/molecules23040852
[5] LANAN WASSY SOROMOU . In vitro and in vivo protection provided by pinocembrin against lipopolysaccharide-induced inflammatory responses[J]. International immunopharmacology, 2012, 14 1: Pages 66-74. DOI: 10.1016/j.intimp.2012.06.009 |
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J & K SCIENTIFIC LTD.
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https://www.jkchemical.com |
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Chemsoon Co., Ltd
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www.chemsoon.com.cn |
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