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Merck
CN

SMB00119

Arjunolic acid

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

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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

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

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
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
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
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
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