23057-55-8
Chemical Structure
Sophoranone
Synonym(s): (-)-Sophoranone; Sophoranon
- CAS No.: 23057-55-8
- Formula:C30H36O4
- Molecular Weight:460.60
IUPAC Name: (S)-7-hydroxy-2-(4-hydroxy-3,5-bis(3-methylbut-2-en-1-yl)phenyl)-8-(3-methylbut-2-en-1-yl)chroman-4-one
InChIKey: IORSRBKNYXPSDO-NDEPHWFRSA-N
SMILES: C/C(C)=C\CC1=C2C(C(C[C@@H](C3=CC(C/C=C(C)\C)=C(C(C/C=C(C)\C)=C3)O)O2)=O)=CC=C1O
Biological Activity: Sophoranone ((-)-Sophoranone; Sophoranon) is an orally active competitive inhibitor of CYP2C9 (IC50 = 0.966 μM) and CYP3A4. Sophoranone is a prenylated flavonoid isolated from the roots of Sophora subprostrata. Sophoranone induces apoptosis by increasing reactive oxygen species (ROS) and opening the mitochondrial channel, while upregulating myogenic genes to promote muscle regeneration. Sophoranone can be used for research on asthma, leukemia, and paralytic strabismus[1][2][3][4][5][6].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Sophoranone | 98.58% | Sophoranone ((-)-Sophoranone; Sophoranon) is an orally active competitive inhibitor of CYP2C9 (IC50 = 0.966 μM) and CYP3A4. Sophoranone is a prenylated flavonoid isolated from the roots of Sophora subprostrata. Sophoranone induces apoptosis by increasing reactive oxygen species (ROS) and opening the mitochondrial channel, while upregulating myogenic genes to promote muscle regeneration. Sophoranone can be used for research on asthma, leukemia, and paralytic strabismus. | ||||||||||||||||||||
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References
- [1]. KOMATSU M, et al. Structures of new flavonoids, sophoradin and sophoranone, from Sophora subprostrata. Chemical and Pharmaceutical Bulletin, 1969, 17(6): 1299-1301.
- [2]. Kajimoto S, et al. Sophoranone, extracted from a traditional Chinese medicine Shan Dou Gen, induces apoptosis in human leukemia U937 cells via formation of reactive oxygen species and opening of mitochondrial permeability transition pores. International journal of cancer. 2002 Jun 20;99(6):879-90.
- [3]. Zheng YF, et al. Lack of Correlation between In Vitro and In Vivo Studies on the Inhibitory Effects of (‒)-Sophoranone on CYP2C9 is Attributable to Low Oral Absorption and Extensive Plasma Protein Binding of (‒)-Sophoranone. Pharmaceutics. 2020 Apr 07;12(4):328.
- [4]. Jang SM, et al. Pharmacokinetic properties of trifolirhizin, (-)-maackiain, (-)-sophoranone and 2-(2,4-dihydroxyphenyl)-5,6-methylenedioxybenzofuran after intravenous and oral administration of Sophora tonkinensis extract in rats. Xenobiotica; the fate of foreign compounds in biological systems. 2015;45(12):1092-104. [Content Brief]
- [5]. Xia Q, et al. Flavonoids Sophoranone Promotes Differentiation of C2C12 and Extraocular Muscle Satellite Cells. Ophthalmic research. 2021;64(2):337-344. [Content Brief]
- [6]. Li Y, et al. Drug interaction study of flavonoids toward CYP3A4 and their quantitative structure activity relationship (QSAR) analysis for predicting potential effects. Toxicology letters. 2018 Sep 15;294:27-36. [Content Brief]
