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NIGRANOIC ACID

Product Name
NIGRANOIC ACID
CAS No.
39111-07-4
Chemical 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)-
CBNumber
CB8693381
Molecular Formula
C30H46O4
Formula Weight
470.69
MOL File
Mol file
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NIGRANOIC ACID Property

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.
form 
Powder
pka
4.78±0.10(Predicted)
color 
Off-white to light yellow
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Biosynth Carbosynth
Product number
FN65669
Product name
Nigranoic acid
Packaging
1mg
Price
$50
Updated
2021/12/16
Biosynth Carbosynth
Product number
FN65669
Product name
Nigranoic acid
Packaging
2mg
Price
$80
Updated
2021/12/16
Biosynth Carbosynth
Product number
FN65669
Product name
Nigranoic acid
Packaging
5mg
Price
$150
Updated
2021/12/16
Biosynth Carbosynth
Product number
FN65669
Product name
Nigranoic acid
Packaging
10mg
Price
$250
Updated
2021/12/16
Biosynth Carbosynth
Product number
FN65669
Product name
Nigranoic acid
Packaging
25mg
Price
$500
Updated
2021/12/16
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NIGRANOIC ACID Chemical Properties,Usage,Production

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

Raw materials

Preparation Products

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NIGRANOIC ACID Suppliers

Carbosynth
Tel
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Fax
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Email
sales@carbosynth.com
Country
United Kingdom
ProdList
6005
Advantage
58
Apin Chemicals Ltd.
Tel
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Fax
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Email
info@apinchemicals.com
Country
United Kingdom
ProdList
6807
Advantage
42

39111-07-4, NIGRANOIC ACIDRelated Search:


  • 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)-
  • 39111-07-4