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SML2352

Sigma-Aldrich

Aramchol

≥98% (HPLC)

Synonym(s):

(3β,5β,7α12α)-7,12-Dihydroxy-3-[(1-oxoeicosyl)amino]cholan-24-oic acid, 3β-arachidyl-amido, 7α-12α-dihydroxy, 5β-cholan-24-oic acid, Arachidyl amido cholanoic acid, C20-FABAC

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About This Item

Empirical Formula (Hill Notation):
C44H79NO5
CAS Number:
246529-22-6
Molecular Weight:
702.10
UNSPSC Code:
12352200
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

CCCCCCCCCCCCCCCCCCCC(N[C@@H]1C[C@](C[C@@H](O)[C@]2([H])[C@]3([H])C[C@H](O)[C@@]4(C)[C@@]2([H])CC[C@]4([H])[C@@H](CCC(O)=O)C)([H])[C@]3(C)CC1)=O

InChI key

SHKXZIQNFMOPBS-OOMQYRRCSA-N

Biochem/physiol Actions

Arachidyl amido cholanoic acid (Aramchol) is a cholesterol solubilizer that has the potential to prevent and dissolves cholesterol gallstones in inbred mice and in human gallbladder bile ex vivo.
Aramchol is a bile salt fatty acid conjugate (BAFAC) of arachidic acid and cholic acid. It has been shown to reduce liver fat by a dual mechanism of action. It inhibits the activity of liver stearoyl coenzyme A desaturase 1 (SCD1), decreasing the synthesis of fatty acids. In addition, it activates cholesterol efflux by stimulating the adenosine triphosphate–binding cassette transporter A1 (ABCA1). Aramchol has been investigated for treatment for nonalcoholic steatohepatitis, or NASH.
SCD1 inhibitor and ABCA1 activator

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Rifaat Safadi et al.
Clinical gastroenterology and hepatology : the official clinical practice journal of the American Gastroenterological Association, 12(12), 2085-2091 (2014-05-13)
We investigated the effects of the fatty acid-bile acid conjugate 3β-arachidyl-amido, 7α-12α-dihydroxy, 5β-cholan-24-oic acid (Aramchol; Trima Israel Pharmaceutical Products Ltd, Maabarot, Israel) in a phase 2 trial of patients with nonalcoholic fatty liver disease (NAFLD). We performed a randomized, double-blind
D A Joyce et al.
Annals of the rheumatic diseases, 50(12), 913-914 (1991-12-01)
A double blind, placebo controlled trial examined the effects of folinic acid on the efficacy and toxicity of methotrexate in 27 patients with rheumatoid arthritis. Clinical and laboratory indices of disease activity worsened significantly in the 13 patients treated with

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