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Merck
CN

SMB00505

Echinocystic acid

≥95%

Synonym(s):

3β,16α-dihydroxyolean-12-en-28-oic acid

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About This Item

Empirical Formula (Hill Notation):
C30H48O4
CAS Number:
510-30-5
Molecular Weight:
472.70
UNSPSC Code:
12352200
PubChem Substance ID:
329825032
NACRES:
NA.25
MDL number:
MFCD00017295

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InChI

1S/C30H48O4/c1-25(2)14-15-30(24(33)34)19(16-25)18-8-9-21-27(5)12-11-22(31)26(3,4)20(27)10-13-28(21,6)29(18,7)17-23(30)32/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19-,20-,21+,22-,23+,27-,28+,29+,30+/m0/s1

InChI key

YKOPWPOFWMYZJZ-PRIAQAIDSA-N

assay

≥95%

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

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General description

Echinocystic acid (EA) is a natural triterpene acid derivative. Its dehydrogenation in the presence of selenium has been reported. It has been reported to induce programmed cell death in human HepG2 (human hepatocellular liver carcinoma cell line) cells and human promyelocytic leukemia cells (HL-60). Due to its anticancer action, it is widely used in herbal medicines. EA undergoes oxidation in the presence of chromic acid to afford lactone of 3:12:16-triketo-13-hydroxyoleananonic acid. EA has been reported to be present in the bark and leaves of Pithecellobium dulce.
Echinocystic acid is an active component of Codonopsis lanceolata, which is treated as food and herbal medicine in Asia. Itis also found in fruits of Gleditsia sinensis.

Application

Echinocystic acid (EA) may be used for the synthesis of isonorechinocystenedione, via oxidation in the presence of Kiliani′s reagent.

Biochem/physiol Actions

Echinocystic acid is known to possess anti inflammatory property and might be effective in treating cough and bronchitis. Echinocystic acid prevents Hepatitis C virus (HCV) infection by inhibiting viral entry.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Simonsen J and Ross WCJ.
The Terpenes, 5, 164-164 (1957)
Xuhui Tong et al.
Cancer letters, 212(1), 21-32 (2004-07-13)
Echinocystic acid (EA) is a natural triterpone enriched in various herbs and used for medicinal purpose in many Asian countries. In the present study, we reported that EA can induce apoptosis in human promyelocytic leukemia cells (HL-60), as characterized by
Xuhui Tong et al.
Biochemical and biophysical research communications, 321(3), 539-546 (2004-09-11)
Echinocystic acid (EA), a natural triterpone enriched in various herbs, has been showed to have cytotoxic activity in some cancer cells, and is used for medicinal purpose in many Asian countries. In the present study, we found that EA could
Protective effects of echinocystic acid isolated from Gleditsia sinensis Lam. against acute myocardial ischemia
Wu J, et al.
Fitoterapia, 81(1) (2010)
Elucidation of the pharmacophore of echinocystic acid, a new lead for blocking HCV entry
Wang, H, et al.
European Journal of Medicinal Chemistry, 64(1) (2013)
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