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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

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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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.
Rudiyansyah et al.
Journal of natural products, 69(8), 1218-1221 (2006-08-29)
Phytochemical exploration of a wood bark extract from Durio zibethinus afforded two new triterpenoids, namely, methyl 27-O-trans-caffeoylcylicodiscate (1) and methyl 27-O-cis-caffeoylcylicodiscate (2), a new phenolic, 1,2-diarylpropane-3-ol (3), and seven known compounds, fraxidin, eucryphin, boehmenan, threo-carolignan E, (-)-(3R,4S)-4-hydroxymellein, methyl protocatechuate, and
Jyotirmoy Ghosh et al.
Biochimie, 95(6), 1098-1109 (2013-02-14)
In recent years, a number of studies describing the effective therapeutic strategies of medicinal plants and their active constituents in traditional medicine have been reported. Indeed, tremendous demand for the development and implementation of these plant derived biomolecules in complementary
Prasenjit Manna et al.
Basic & clinical pharmacology & toxicology, 101(5), 333-338 (2007-10-04)
Arsenic is one of the ubiquitous environmental pollutants, which affects nearly all organ systems. The present study has been carried out to investigate the hepatoprotective role of arjunolic acid, a triterpenoid saponin, against arsenic-induced oxidative damages in murine livers. Administration
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
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