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| | NIGRANOIC ACID Basic information |
| Product Name: | NIGRANOIC ACID | | Synonyms: | NIGRANOIC ACID;(3S,3aR,4aS,6aR,7R,9aS,9bS)-7-[(1R,4Z)-5-Carboxy-1-methyl-4-hexen-1-yl]decahydro-6a,9a-dimethyl-3-(1-methylethenyl)-1H-cyclopenta[a]cyclopropa[e]naphthalene-3a(4H)-propanoic acid;1H-Cyclopenta[a]cyclopropa[e]naphthalene-3a(4H)-propanoic acid, 7-[(1R,4Z)-5-carboxy-1-methyl-4-hexen-1-yl]decahydro-6a,9a-dimethyl-3-(1-methylethenyl)-, (3S,3aR,4aS,6aR,7R,9aS,9bS)- | | CAS: | 39111-07-4 | | MF: | C30H46O4 | | MW: | 470.69 | | EINECS: | | | Product Categories: | | | Mol File: | Mol File |  |
| | NIGRANOIC ACID Chemical Properties |
| Melting point | 128-130 °C | | Boiling point | 603.0±28.0 °C(Predicted) | | density | 1.10±0.1 g/cm3(Predicted) | | storage temp. | Store at -20°C | | solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | | pka | 4.78±0.10(Predicted) | | form | Powder | | color | Off-white to light yellow |
| | NIGRANOIC ACID Usage And Synthesis |
| Uses | Nigranoic acid is a triterpenoid separated from Schisandra chinensis. Nigranoic acid inhibits HIV-1 reverse transcriptase. Nigranoic acid exhibits protective effects on brain through PARP/AIF signaling pathway in cerebral ischemia-reperfusion animal model[1][2]. | | Definition | ChEBI: A tetracyclic triterpenoid that is 3,4-secocycloarta-4(28),24-(Z)-diene substituted by carboxy groups at positions 3 and 26. Isolated from Schisandra henryi and Schisandra propinqua, it exhibits cytotoxic and anti
HIV activities. | | in vivo | Nigranoic acid has a strong protective effect on rat cerebral ischemia-reperfusion injury, and acts by downregulating nerve cell apoptosis by preventing the overactivation of PARP and AIF nuclear translocation[2].
Nigranoic acid (1 mg/kg; i.g.; 6 hours and 2 hours before brain ischemia) significantly decreases apoptosis and the expression levels of AIF protein, PARP protein, and AIF mRNA at different time-points[2].
| Animal Model: | Sprague–Dawley rats (200-300 g), ischemia–reperfusion model[2] | | Dosage: | 1 mg/kg | | Administration: | Intragastric; 6 hours and 2 hours before brain ischemia | | Result: | Decreased apoptosis and the expression levels of AIF protein, PARP protein, and AIF mRNA at different time-points. |
| | References | [1] Sun HD, et al. Nigranoic acid, a triterpenoid from Schisandra sphaerandra that inhibits HIV-1 reverse transcriptase. J Nat Prod. 1996 May;59(5):525-7. DOI:10.1021/np960149h
[2] Feng T, et al. Protective effects of nigranoic acid on cerebral ischemia-reperfusion injury and its mechanism involving apoptotic signaling pathway. Cell Biochem Biophys. 2015 Jan;71(1):345-51. DOI:10.1007/s12013-014-0204-1 |
| | NIGRANOIC ACID Preparation Products And Raw materials |
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