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MilliporeSigma

SMB00118

Sigma-Aldrich

8-Acetylharpagide

≥85% (LC/MS-ELSD)

Sinónimos:

Harpagide 8-acetate

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About This Item

Fórmula empírica (notación de Hill):
C17H26O11
Número de CAS:
Peso molecular:
406.38
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.25

assay

≥85% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

CC(=O)O[C@@]1(C)C[C@@H](O)[C@]2(O)C=CO[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]12

InChI

1S/C17H26O11/c1-7(19)28-16(2)5-9(20)17(24)3-4-25-15(13(16)17)27-14-12(23)11(22)10(21)8(6-18)26-14/h3-4,8-15,18,20-24H,5-6H2,1-2H3/t8-,9-,10-,11+,12-,13-,14+,15+,16+,17-/m1/s1

InChI key

CAFTUQNGDROXEZ-XBDCZORHSA-N

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General description

Natural product derived from plant source.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3


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A Elbrecht et al.
Insect biochemistry and molecular biology, 26(6), 519-523 (1996-06-01)
We have identified a novel nonsteroidal ecdysteroid agonist. This compound was isolated from a methanol extract of Ajuga reptans L. (Lamiaceae) and the structure was identified by spectroscopic methods as 8-O-acetylharpagide. We have characterised this compound as an ecdysteroid agonist
Binyu Wen et al.
Journal of ethnopharmacology, 147(2), 503-508 (2013-04-03)
Ajuga decumbens Thunb is a medicinal plant native to China popularly used to treat chronic pelvic inflammation and hysteromyoma. Its main bioactive components are iridoid glycosides, such as 8-O-acetylharpagide and harpagide that had presented antibacterial, anti-inflammatory, and antiviral activities. To
Yong-hong Zhang et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 27(3), 206-208 (2003-05-31)
To investigate the chemical constituents of Galeopsis bifida. Various chromatographic techniques were employed for isolation and purification of the constituents. The structures were elucidated by chemical and spectral analyses. Ten compounds were isolated and identified as chrysoeriol(1), 5,7-dihydroxy-3',4'-dimethoxyflavone(2), hederagenin(3), daucosterol(4)
Dang-Kun Yue et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 31(4), 289-290 (2006-05-19)
To establish a method of the quantitative determination of acetylharpagide in Ajuga decumbens. The chromatographic conditions were as follows: a Phenomenex Luna C18 column was used, the mobile phase was composed of acetontrile-water (15:85), the flow rate was 1.0 mL
M C Breschi et al.
Journal of natural products, 55(8), 1145-1148 (1992-08-01)
The traditional therapeutic indications for the use of Ajuga reptans (Labiatae) have been investigated. The H2O-soluble part of a crude and partially purified MeOH extract and two isolated iridoids (8-O-acetylharpagide and harpagide), were tested for a biological activity on isolated

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