CAS Number61281-38-7
Synonyms(-)-Deoxyschisandrin; (+)-Deoxyschisandrin; Schizandrin A; (+)-Dimethylgomisin J; (6R,7S)-1,2,3,10,11,12-Hexamethoxy-6,7-dimethyl-5,6,7,8-tetrahydrodibenzo[a,c][8]annulene; UNII:74XQL5DO3S; Dimethylgomisin J; (-)-Dimethylgomisin J; DEOXYSCHISANDRIN; SchisandrinA; Doxyschizandrin
Molecular FormulaC24H32O6
Molecular Weight416.51
Purity≥98 (HPLC)%
Density1.1±0.1 g/cm3
Boiling Point544.2±50.0 °C at 760 mmHg
Melting Point114 °C
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 61281-38-7 |
| Catalog No. | 2A-9045462 |
| Chinese Name | 五味子甲素 |
| Synonyms | (-)-Deoxyschisandrin; (+)-Deoxyschisandrin; Schizandrin A; (+)-Dimethylgomisin J; (6R,7S)-1,2,3,10,11,12-Hexamethoxy-6,7-dimethyl-5,6,7,8-tetrahydrodibenzo[a,c][8]annulene; UNII:74XQL5DO3S; Dimethylgomisin J; (-)-Dimethylgomisin J; DEOXYSCHISANDRIN; SchisandrinA; Doxyschizandrin |
| Molecular Formula | C24H32O6 |
| Molecular Weight | 416.51 |
| Purity | ≥98 (HPLC) |
| Density | 1.1±0.1 g/cm3 |
| Boiling Point | 544.2±50.0 °C at 760 mmHg |
| Melting Point | 114 °C |
| Appearance | powder |
| Storage Condition | 2-8°C |
| Application | Schisandrin A inhibits CYP3A activity with IC50 and Ki of 6.60 μM and 5.83 μM, respectively. |
| HTC | 2932999099 |
| PubChem ID | 329824973 |
| MDL Number | MFCD09026934 |
| SMILES | C[C@@H](C1)[C@H](C)CC2=C(C3=C1C=C(OC)C(OC)=C3OC)C(OC)=C(OC)C(OC)=C2 |
| InChI | 1S/C24H32O6/c1-13-9-15-11-17(25-3)21(27-5)23(29-7)19(15)20-16(10-14(13)2)12-18(26-4)22(28-6)24(20)30-8/h11-14H,9-10H2,1-8H3/t13-,14+ |
| InChI Key | JEJFTTRHGBKKEI-OKILXGFUSA-N |
| NACRES Code | NA.25 |
| UNSPSC | 12352205 |
| Hazard Symbols | transportation |
| MSDS | msds/45462_1_61281_38_7.pdf |
| Bioactivity | Schisandrin A inhibits CYP3A activity with an IC50 of 6.60 μM and Ki of 5.83 μM, respectively. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450 Research Areas >> Inflammation/Immunology Natural Products >> Phenylpropanoids Target CYP3A:6.6 μM (IC50) Autophagy In Vitro Schisandrin A (Sch A) strongly inhibits microsomal midazolam 1-hydroxylation catalyzed by CYP3A, with an IC50 of 6.60 μM. The recovery of enzyme activity in the absence or presence of Schisandrin A is shown in dilution assay plots. The Ki value for Schisandrin A is obtained from the Dixon plots and is 5.83 μM. The inactivation of rat liver microsomal midazolam 1-hydroxylation activity by Schisandrin A in the presence of NADPH is found to be time- and concentration-dependent. The Kinact and Ki are estimated to be 0.134/min and 4.51 μM, respectively for Schisandrin A[1]. In Vivo Schisandrin A (SchA) significantly inhibits CYP3A activity in rat hepatic microsomes and Vmax value of each group in a concentration-dependent manner. The double-reciprocal plots and the secondary plot show that Schisandrin A inhibits CYP3A activity, with an apparent Ki value of 30.67 mg/kg. In each Schisandrin A-treated group, Schisandrin A also significantly decreases 1-hydroxymidazolam plasma concentrations compared with the negative group (to levels similar to the positive group)[2]. Kinase Assay For the inactivation of CYP3A4 activity, microsomes are preincubated with inhibitors (Schisandrin A, 2.4 μM, 7.2 μM and 12.0 μM; or Sch B) at 37°C for up to 15 min in the presence of NADPH. Reactions are initiated with the addition of substrate midazolam and incubated at 37°C for 10 min. The enzyme inactivation is analyzed. Duplicates are prepared and tested[1]. Animal Admin Rats[2] Healthy male Sprague-Dawley rats, weighing 250-280 g and 2-3 months of age, are used. The rats are randomly divided into five groups with 16 rats in each group. The animals are administered once daily for three consecutive days. The Schisandrin A-treated groups are administered intragastrically with doses of 32, 16 or 8 mg/kg of Schisandrin A (physiological saline as vehicle), and the rats are similarly administered with equal volume of vehicle in the negative control group and Ketoconazole (75 mg/kg) in the positive control group. All animals are allowed free access to food but are fasted overnight before scarification to reduce the intestinal content, and each group is randomly divided into two parts with eight rats in each part[2]. References [1]. Li WL, et al. Inhibitory effects of Schisandrin A and Schisandrin B on CYP3A activity. Methods Find Exp Clin Pharmacol. 2010 Apr;32(3):163-9. [2]. Li WL, et al. Inhibitory effects of continuous ingestion of Schisandrin A on CYP3A in the rat. Basic Clin Pharmacol Toxicol. 2012 Feb;110(2):187-92. Chemical & Physical Properties Density 1.1±0.1 g/cm3 Boiling Point 544.2±50.0 °C at 760 mmHg Melting Point 114 °C Molecular Formula C24H32O6 Molecular Weight 416.507 Flash Point 215.6±30.0 °C Exact Mass 416.219879 PSA 55.38000 LogP 5.87 Vapour Pressure 0.0±1.4 mmHg at 25°C Index of Refraction 1.520 InChIKey JEJFTTRHGBKKEI-OKILXGFUSA-N SMILES COc1cc2c(c(OC)c1OC)-c1c(cc(OC)c(OC)c1OC)CC(C)C(C)C2 Storage condition 2-8°C |
| Use of | Schisandrin A inhibits CYP3A activity with an IC50 of 6.60 μM and Ki of 5.83 μM, respectively. Properties Name Schisandrin A Synonym More Synonyms Schizandrin A Biological Activity Description Schisandrin A inhibits CYP3A activity with an IC50 of 6.60 μM and Ki of 5.83 μM, respectively. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450 Research Areas >> Inflammation/Immunology Natural Products >> Phenylpropanoids CYP3A:6.6 μM (IC50) References [1]. Li WL, et al. Inhibitory effects of Schisandrin A and Schisandrin B on CYP3A activity. Methods Find Exp Clin Pharmacol. 2010 Apr;32(3):163-9. [2]. Li WL, et al. Inhibitory effects of continuous ingestion of Schisandrin A on CYP3A in the rat. Basic Clin Pharmacol Toxicol. 2012 Feb;110(2):187-92. Chemical & Physical Properties Molecular Formula C24H32O6 Exact Mass 416.219879 PSA 55.38000 Index of Refraction 1.520 InChIKey JEJFTTRHGBKKEI-OKILXGFUSA-N |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 United Nations number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special precautions No data available |
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