| Identification | Back Directory | [Name]
Gomisin A | [CAS]
58546-54-6 | [Synonyms]
D01752
TJN-101
GOMISIN A
Besigomsin
BESIGOMISIN
wuweizichunb
SCHISANDROL B
SCHIZANDROL B
wuweizialcoholb
Grifola frondsa
Gomisin A Standard
Besigomsin (jan/inn)
Gomisin A/Schisandrin
Schizandrol B，Gomisin A
Schisandrol B (Gomisin-A
Grifola frondosa (Dicks.) Gray
2,3,13-tetramethoxy-l-stereoisomer
Schizandrol B, froM Schisandra chinensis
Schizandrol B, 98%, from Schisandra chinensis (Turcz.) Baill.
benzo(3,4)cycloocta(1,2-f)(1,3)benzodioxol-6-ol,5,6,7,8-tetrahydro-6,7-dimethy
(6S,7S,13aR)-5,6,7,8-Tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol
(6S,7S)-5,6,7,8-Tetrahydro-1,2,3,13-tetramethoxy-6β,7β-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-6α-ol
Benzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-6-ol, 5,6,7,8-tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethyl-, (6S,7S,13aR)-
(6S,7S)-1,2,3,13-Tetramethoxy-6,7-dimethyl-5,6,7,8-tetrahydrobenzo[3',4']cycloocta[1',2':4,5]benzo[1,2-d][1,3]dioxol-6-ol | [Molecular Formula]
C23H28O7 | [MDL Number]
MFCD01941645 | [MOL File]
58546-54-6.mol | [Molecular Weight]
416.46 |
| Chemical Properties | Back Directory | [Melting point ]
88.5°C | [Boiling point ]
454.79°C (rough estimate) | [density ]
1.1772 (rough estimate) | [refractive index ]
1.5300 (estimate) | [storage temp. ]
Sealed in dry,Store in freezer, under -20°C | [solubility ]
DMSO : 50 mg/mL (120.06 mM; Need ultrasonic)H2O : < 0.1 mg/mL (insoluble) | [form ]
powder to crystal | [pka]
14.58±0.40(Predicted) | [color ]
White to Light yellow | [biological source]
Schisandra chinensis | [LogP]
4.770 (est) |
| Hazard Information | Back Directory | [Description]
Schisandrol B is a lignan originally isolated from S. chinensis that has hepatoprotective activity.1 It increases the expression of pregnane X receptor (PXR) target genes involved in bile acid metabolism, including Cyp3a11, Ugt1a1, Oatp2, and Mrp3 in mouse liver and CYP3A4, UGT1A1, and OATP2 in HEK293T cells.2 It also protects against lithocholic acid-induced hepatic necrosis and intrahepatic cholestasis in wild-type, but not Pxr-null, mice and decreases mortality in a mouse model of cholestasis when administered at a dose of 100 mg/kg twice per day. It also promotes liver regeneration following partial hepatectomy and protects against hepatotoxicity induced by acetaminophen (Item No. 10024).3,4 | [Chemical Properties]
White powder | [Uses]
Schizandrol B exhibits potent protective effects of on ET-1-induced dysfunctional human-induced pluripotent stem cell-derived cardiomyocytes (hiPS-CMs). Anti-cholestasis effect. | [in vivo]
Schisandrol B (12.5?-200?mg/kg; oral administration; seven times with an interval of 12?hours) pretreatment significantly attenuates the increases in alanine aminotransferase and aspartate aminotransferase activity, and prevents elevated hepatic malondialdehyde formation and the depletion of GSH in a dose-dependent manner. Schisandrol B abrogates APAP-induced activation of p53 and p21, and increases expression of liver regeneration and antiapoptotic-related proteins such as cyclin D1 (CCND1), PCNA, and BCL-2[1]. | Animal Model: | Male C57BL/6 mice (6-8 weeks old, 20-22?g) injected with Acetaminophen (APAP)[1] | | Dosage: | 12.5?mg/kg, 12.5?mg/kg and 200?mg/kg | | Administration: | Oral administration; seven times with an interval of 12?hours | | Result: | Showed a protective effect against APAP-induced liver injury in mice. |
| [IC 50]
CYP2; CYP3A | [References]
[1] H. TAGUCHI Y I. The Constituents of Schizandra chinensis BAILL. I. The Structures of Gomisin A, B and C[J]. Chemical & pharmaceutical bulletin, 1975, 114 1: 3296-3298. DOI: 10.1248/cpb.23.3296
[2] HANG ZENG. Schisandrol B protects against cholestatic liver injury through pregnane X receptors[J]. British Journal of Pharmacology, 2017, 174 8: 672-688. DOI: 10.1111/bph.13729
[3] XI LI . Schisandrol B promotes liver regeneration after partial hepatectomy in mice[J]. European journal of pharmacology, 2018, 818: Pages 96-102. DOI: 10.1016/j.ejphar.2017.10.044
[4] YI-MING JIANG. Schisandrol B protects against acetaminophen-induced acute hepatotoxicity in mice via activation of the NRF2/ARE signaling pathway[J]. Acta Pharmacologica Sinica, 2016, 37 3: 382-389. DOI: 10.1038/aps.2015.120 |
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