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Merck
CN

SMB00119

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
NACRES:
NA.25
PubChem Substance ID:
329824797
UNSPSC Code:
12352205
MDL number:
MFCD11113458

Key Documents

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assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

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

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 key

RWNHLTKFBKYDOJ-DDHMHSPCSA-N

Quality Level

200

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
122228344V
122228133V
122228-133V

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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
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
Jyotirmoy Ghosh et al.
Biomaterials, 32(21), 4857-4866 (2011-04-14)
In spite of tremendous demand for the development and implementation of effective therapeutic strategies, limitations are still associated with doxorubicin-induced cardiotoxicity. Arjunolic acid (AA) has been shown to possess a multitude of biological functions. The purpose of the present study
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
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