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SMB00118

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
NACRES:
NA.25
PubChem Substance ID:
329824796
UNSPSC Code:
12352205
MDL number:
MFCD03700750

Key Documents

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assay

≥85% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

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

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 key

CAFTUQNGDROXEZ-XBDCZORHSA-N

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Related Categories

General description

Natural product derived from plant source.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

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
122228130V
122228-130V

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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
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)
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
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
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
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