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SMB00118

Sigma-Aldrich

8-Acetylharpagide

≥85% (LC/MS-ELSD)

Synonym(s):

Harpagide 8-acetate

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About This Item

Empirical Formula (Hill Notation):
C17H26O11
CAS Number:
6926-14-3
Molecular Weight:
406.38
MDL number:
MFCD03700750
UNSPSC Code:
12352205
PubChem Substance ID:
329824796
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
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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E Abdel-Sattar
Archives of pharmacal research, 21(6), 785-786 (1998-12-30)
The aerial parts of Teucrium yemense yielded two iridoid glycosides. Their structures were elucidated by spectral means as teucardosid and 8-O-acetylharpagid.
T Konoshima et al.
Cancer letters, 157(1), 87-92 (2000-07-14)
In the course of our continuing search for novel cancer chemopreventive agents from natural sources, several kinds of Labiatae plants were screened. Consequently, the iridoid glycoside derivative, 8-acetylharpagide (8-AcHarp), was obtained from the flowering whole plant of Ajuga decumbens as
Carlos R Pungitore et al.
Journal of natural products, 67(3), 357-361 (2004-03-27)
Growth inhibitory activities and nutritional indices of catalpol (1), 8-O-acetylharpagide (2), and harpagide (3) were determinated in larvae and adults of Tribolium castaneum, respectively. Compound 1 produced a series of allelochemical effects probably related with the DNA synthesis. This iridoid
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
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