Gomisin A CAS 58546-54-6
Introduction：Basic information about Gomisin A CAS 58546-54-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Gomisin A Basic information
| Product Name: | Gomisin A |
| Synonyms: | 2,3,13-tetramethoxy-l-stereoisomer;benzo(3,4)cycloocta(1,2-f)(1,3)benzodioxol-6-ol,5,6,7,8-tetrahydro-6,7-dimethy;wuweizialcoholb;wuweizichunb;BESIGOMISIN;GOMISIN A;SCHISANDROL B;SCHIZANDROL B |
| CAS: | 58546-54-6 |
| MF: | C23H28O7 |
| MW: | 416.47 |
| EINECS: | |
| Product Categories: | chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Miscellaneous Natural Products |
| Mol File: | 58546-54-6.mol |
Gomisin A Chemical Properties
| 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 |
| InChI | 1S/C23H28O7/c1-12-7-13-8-16-20(30-11-29-16)22(28-6)17(13)18-14(10-23(12,2)24)9-15(25-3)19(26-4)21(18)27-5/h8-9,12,24H,7,10-11H2,1-6H3/t12-,23-/m0/s1 |
| InChIKey | ZWRRJEICIPUPHZ-MYODQAERSA-N |
| SMILES | C[C@]1([H])[C@@](C)(O)CC2=C(C(OC)=C(OC)C(OC)=C2)C3=C(OC)C4=C(OCO4)C=C3C1 |
| LogP | 4.770 (est) |
Safety Information
| Safety Statements | 24/25 |
| WGK Germany | WGK 3 |
| HS Code | 29329990 |
| Storage Class | 11 - Combustible Solids |
| Description | Schisandrol B is a lignan originally isolated from S. chinensis that has hepatoprotective activity. 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. 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 . | ||||||||
| 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].
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| 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 |
Gomisin A Preparation Products And Raw materials
