ChemicalBook--->CAS DataBase List--->465-00-9

465-00-9

465-00-9 Structure

465-00-9 Structure
IdentificationBack Directory
[Name]

Arjunolic acid
[CAS]

465-00-9
[Synonyms]

Arjulic acid
arjunolicaci
arjunolic acid
Arjunolic acid >=95% (LC/MS-ELSD)
2,3,23-Trihydroxyolean-12-en-28-oic acid
Olean-12-en-28-oicacid, 2,3,23-trihydroxy-, (2a,3b,4a)-
(2alpha,3beta,4alpha)-2,3,23-Trihydroxy-olean-12-en-28-oic acid
[Molecular Formula]

C30H48O5
[MDL Number]

MFCD11113458
[MOL File]

465-00-9.mol
[Molecular Weight]

488.7
Chemical PropertiesBack Directory
[Melting point ]

332-334 °C
[Boiling point ]

606.0±55.0 °C(Predicted)
[density ]

1.19±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
[form ]

Powder
[pka]

4.62±0.70(Predicted)
[color ]

White to off-white
[Major Application]

metabolomics
vitamins, nutraceuticals, and natural products
[InChIKey]

RWNHLTKFBKYDOJ-QBUVGUFVNA-N
[SMILES]

[C@@H]1(O)C[C@@]2([C@@]3([H])CC=C4[C@]5([C@](C(O)=O)(CCC(C)(C)C5)CC[C@@]4(C)[C@]3(C)CC[C@@]2([H])[C@](C)(CO)[C@H]1O)[H])C |&1:0,3,4,9,10,22,24,28,30,34,r|
Safety DataBack Directory
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

Arjunolic acid is a triterpene that has been found in T. arjuna and has diverse biological activities, including antioxidant, anticancer, and anti-inflammatory properties. It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) radicals in a cell-free assay when used at a concentration of 0.8 mM. Arjunolic acid (20 mg/kg for four days) prevents arsenic-induced decreases in the activity of superoxide dismutase (SOD1), catalase, GST, and glutathione reductase in mouse brain. It reduces tumor growth in an Ehrlich murine spontaneous adenocarcinoma model when administered at doses of 100 and 250 mg/kg for 20 days. Arjunolic acid reduces renal fibrosis and increases in kidney TNF-α and IL-1β levels induced by cisplatin (Item No. 13119) in mice when administered at doses of 100 and 250 mg/kg per day for 10 days.
[Uses]

Arjunolic Acid is a naturally occurring terpenoid which displays anti-inflammatory activity as well as protective effects during chemical induced organ pathophysiology.
[Definition]

ChEBI: A pentacyclic triterpenoid that is olean-12-en-28-oic acid substituted by hydroxy groups at positions 2, 3 and 23 (the 2alpha,3beta stereoisomer). Isolated from Symplocos lancifolia and Juglans sinensi , it exhibits antioxidant and antimicrobial activities.
[References]

[1] MAHUA SINHA  Parames C S  Prasenjit Manna. Protective effect of arjunolic acid against arsenic-induced oxidative stress in mouse brain.[J]. Journal of Biochemical and Molecular Toxicology, 2008, 22 1: 15-26. DOI: 10.1002/jbt.20209
[2] NEHAL M. ELSHERBINY  Mohammed M H A G. Anti-tumor activity of arjunolic acid against Ehrlich Ascites Carcinoma cells in vivo and in vitro through blocking TGF-β type 1 receptor[J]. Biomedicine & Pharmacotherapy, 2016, 82: Pages 28-34. DOI: 10.1016/j.biopha.2016.04.046
[3] NEHAL M. ELSHERBINY  Mohammed M H A G  Mohamed A Eladl. Renal protective effects of arjunolic acid in a cisplatin-induced nephrotoxicity model[J]. Cytokine, 2016, 77: Pages 26-34. DOI: 10.1016/j.cyto.2015.10.010
Spectrum DetailBack Directory
[Spectrum Detail]

Arjunolic acid(465-00-9)1HNMR
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