CAS 58546-54-6|Gomisin A
| Common Name | Gomisin A | ||
|---|---|---|---|
| CAS Number | 58546-54-6 | Molecular Weight | 416.464 |
| Density | 1.2±0.1 g/cm3 | Boiling Point | 579.7±50.0 °C at 760 mmHg |
| Molecular Formula | C23H28O7 | Melting Point | 88.5°C |
| MSDS | ChineseUSA | Flash Point | 304.4±30.1 °C |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | Gomisin A |
|---|---|
| Synonym | More Synonyms |
Gomisin A BiologicalActivity
| Description | Schisandrol B is one of its major active constituents of traditional hepato-protective Chinese medicine, Schisandra sphenanthera.IC50 value:Target:in vitro: SolB pretreatment significantly attenuated the increases in alanine aminotransferase and aspartate aminotransferase activity, and prevented elevated hepatic malondialdehyde formation and the depletion of mitochondrial glutathione (GSH) in a dose-dependent manner. SolB also dramatically altered APAP metabolic activation by inhibiting the activities of CYP2E1 and CYP3A11, which was evidenced by significant inhibition of the formation of the oxidized APAP metabolite NAPQI-GSH [1]. SolB abrogated APAP-induced activation of p53 and p21, and increased expression of liver regeneration and antiapoptotic-related proteins such as cyclin D1 (CCND1), PCNA, and BCL-2. |
|---|---|
| Related Catalog | Signaling Pathways >>Autophagy >>AutophagyResearch Areas >>CancerNatural Products >>Phenylpropanoids |
| References | [1]. Jiang Y, et al. Schisandrol B protects against acetaminophen-induced hepatotoxicity by inhibition of CYP-mediated bioactivation and regulation of liver regeneration. Toxicol Sci. 2015 Jan;143(1):107-15. [2]. Jin J, et al. Enhancement of oral bioavailability of paclitaxel after oral administration of Schisandrol B in rats. Biopharm Drug Dispos. 2010 May;31(4):264-8. |
Chemical & Physical Properties
| Density | 1.2±0.1 g/cm3 |
|---|---|
| Boiling Point | 579.7±50.0 °C at 760 mmHg |
| Melting Point | 88.5°C |
| Molecular Formula | C23H28O7 |
| Molecular Weight | 416.464 |
| Flash Point | 304.4±30.1 °C |
| Exact Mass | 416.183502 |
| PSA | 75.61000 |
| LogP | 4.77 |
| Vapour Pressure | 0.0±1.7 mmHg at 25°C |
| Index of Refraction | 1.561 |
| InChIKey | ZWRRJEICIPUPHZ-UHFFFAOYSA-N |
| SMILES | COc1cc2c(c(OC)c1OC)-c1c(cc3c(c1OC)OCO3)CC(C)C(C)(O)C2 |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 777 mg/kg
- TOXIC EFFECTS :
- Behavioral - sleep Behavioral - somnolence (general depressed activity) Nutritional and Gross Metabolic - body temperature decrease
- REFERENCE :
- YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. (Nippon Yakugakkai, 2-12-15 Shibuya, Shibuya-ku, Tokyo 150, Japan) No.1- 1881- Volume(issue)/page/year: 101,1030,1981
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 390 mg/kg
- TOXIC EFFECTS :
- Behavioral - sleep Behavioral - somnolence (general depressed activity) Nutritional and Gross Metabolic - body temperature decrease
- REFERENCE :
- YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. (Nippon Yakugakkai, 2-12-15 Shibuya, Shibuya-ku, Tokyo 150, Japan) No.1- 1881- Volume(issue)/page/year: 101,1030,1981
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 500 mg/kg
- TOXIC EFFECTS :
- Behavioral - sleep Behavioral - somnolence (general depressed activity) Nutritional and Gross Metabolic - body temperature decrease
- REFERENCE :
- YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. (Nippon Yakugakkai, 2-12-15 Shibuya, Shibuya-ku, Tokyo 150, Japan) No.1- 1881- Volume(issue)/page/year: 101,1030,1981
Safety Information
| Symbol | GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H302 |
| Precautionary Statements | P301 + P312 + P330 |
| Hazard Codes | Xn |
| Safety Phrases | 24/25 |
| RIDADR | NONH for all modes of transport |
Articles3
More Articles| Gomisin A inhibits lipopolysaccharide-induced inflammatory responses in N9 microglia via blocking the NF-κB/MAPKs pathway. Food Chem. Toxicol. 63 , 119-27, (2014) Gomisin A, one of the major dibenzocyclooctadiene lignans isolated from Schisandra chinensis Baill., has proved to possess a variety of pharmacological effects. The aim of the present study was to inv... | |
| Gomisin A enhances tumor necrosis factor-α-induced G1 cell cycle arrest via signal transducer and activator of transcription 1-mediated phosphorylation of retinoblastoma protein. Biol. Pharm. Bull. 35(11) , 1997-2003, (2012) Gomisin A, a dibenzocyclooctadiene lignan isolated from the fruit of Schisandra chinensis, has been reported as an anti-cancer substance. In this study, we investigated the effects of gomisin A on can... | |
| Antihypertensive effect of gomisin A from Schisandra chinensis on angiotensin II-induced hypertension via preservation of nitric oxide bioavailability. Hypertens. Res. 35(9) , 928-34, (2012) Gomisin A (GA) is a small molecular weight lignan present in Schisandra chinensis, and has been demonstrated to have vasodilatory activity. In the present study, we investigated the effect of GA on bl... |
Synonyms
| (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 |
| Gomisin A |
| Benzo[3',4']cycloocta[1',2':4,5]benzo[1,2-d][1,3]dioxol-6-ol, 5,6,7,8-tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethyl-, (6S,7S)- |
| Wuweizichun B |
| wuweizialcoholb |
| wuweizichunb |
| SchizandrolB |
| Besigomsin |
| BESIGOMISIN |
| Schisandrol B |
| TJN-101 |
