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SMB00119

Sigma-Aldrich

Arjunolic acid

≥95% (LC/MS-ELSD)

Synonym(s):

2,3,23-Trihydroxyolean-12-en-28-oic acid

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About This Item

Empirical Formula (Hill Notation):
C30H48O5
CAS Number:
465-00-9
Molecular Weight:
488.70
MDL number:
MFCD11113458
UNSPSC Code:
12352205
PubChem Substance ID:
329824797
NACRES:
NA.25

Quality Level

200

Assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

CC1(C)CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@H](O)[C@@](C)(CO)[C@@H]5CC[C@@]34C)[C@@H]2C1)C(O)=O

InChI

1S/C30H48O5/c1-25(2)11-13-30(24(34)35)14-12-28(5)18(19(30)15-25)7-8-22-26(3)16-20(32)23(33)27(4,17-31)21(26)9-10-29(22,28)6/h7,19-23,31-33H,8-17H2,1-6H3,(H,34,35)/t19-,20+,21+,22+,23-,26-,27-,28+,29+,30-/m0/s1

InChI key

RWNHLTKFBKYDOJ-DDHMHSPCSA-N

Related Categories

General description

Natural product derived from plant source.

Biochem/physiol Actions

Arjunolic acid (AA) is a triterpenoid saponin that has known anti-oxidant activity. AA has also shown promise in against type 1 diabetes through its prevention of hyperglycemia induced activation of MAPKs, PKC, NF-kB signaling cascades. Arjunolic acid is beneficial in protecting again acetaminophen (APAP)-induced liver and hepatocyte injury.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Braja G Bag et al.
Langmuir : the ACS journal of surfaces and colloids, 25(15), 8663-8671 (2009-04-28)
Nine esters of a naturally occurring triterpenoid, arjunolic acid (from Terminalia arjuna), with alkyl chains have been synthesized, and their self-assembly has been studied in organic liquids. All of the esters examined were found to be excellent gelators. No birefringence
Prasenjit Manna et al.
Chemico-biological interactions, 181(3), 297-308 (2009-08-18)
Diabetic nephropathy is a common cause for end-stage renal disease. Present study investigated the beneficial role of arjunolic acid (AA) against streptozotocin (STZ) induced diabetic nephropathy in rats. Diabetic renal injury was associated with increased kidney weight to body weight
Jyotirmoy Ghosh et al.
Free radical biology & medicine, 48(4), 535-553 (2009-12-09)
Acetaminophen (APAP) is a widely used analgesic and antipyretic drug and is safe at therapeutic doses but its overdose frequently causes liver injury. In earlier studies, we demonstrated that arjunolic acid (AA) has a protective effect against chemically induced hepatotoxicity.
Prasenjit Manna et al.
Archives of toxicology, 82(3), 137-149 (2008-01-17)
Arsenic, one of the most harmful metalloids, is ubiquitous in the environment. The present study has been carried out to investigate the protective role of a triterpenoid saponin, arjunolic acid (AA) against arsenic-induced cardiac oxidative damage. In the study, NaAsO2
Prasenjit Manna et al.
Toxicology, 257(1-2), 53-63 (2009-01-10)
Increasing evidences in both experimental and clinical studies suggest that oxidative stress is involved in the pathogenesis of diabetic tissue damage. Pancreatic beta-cell death is the cause of decreased insulin production in diabetes. Streptozotocin (STZ) is widely used to induce
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