A flavonoid with diverse biological activities
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Pinocembrin

Item No. 29852

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S)-2,3-dihydro-5,7-dihydroxy-2-phenyl-4H-1-benzopyran-4-one
CAS Number
480-39-7
Synonyms
  • (+)-Pinocembrin
  • Dihydrochrysin
  • NSC 279005
Molecular Formula
C15H12O4
Formula Weight
256.3
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:8): 0.5 mg/mlEthanol: 1 mg/ml
λmax
212, 290 nm
SMILES
OC1=CC(O)=C(C(C[C@@H](C2=CC=CC=C2)O3)=O)C3=C1
InChi Code
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
Origin
Plant/Alpinia katsumadai Hayata
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $49

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    50 mg

    $213

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    100 mg

    $400

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    250 mg

    $876

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    Cayman Chemical
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    Product 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

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rasul, A., Millimouno, F.M., Eltayb, W.A., et al. Pinocembrin: A novel natural compound with versatile pharmacological and biological activities. Biomed. Res. Int. 379850 (2013).

    2. Gao, J., Lin, S., Gao, Y., et al. 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. Biomed. Pharmacother. 120, 109505 (2019).

    3. Lan, X., Han, X., Li, Q., et al. Pinocembrin protects hemorrhagic brain primarily by inhibiting toll-like receptor 4 and reducing M1 phenotype microglia. Brain Behav. Immun. 61, 326-339 (2017).

    4. Granados-Pineda, J., Uribe-Uribe, N., Garía-López, P., et al. Effect of pinocembrin isolated from Mexican brown propolis on diabetic nephropathy. Molecules 23(4), 1-19 (2018).

    5. Soromou, L.-W., Chu, X., Jiang, L., et al. In vitro and in vivo protection provided by pinocembrin against lipopolysaccharide-induced inflammatory responses. Int. Immunol. 14(1), 66-74 (2012).