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Merck
CN

42924

Germacrone

analytical standard

Synonym(s):

(E,E)-Germacra-3,7(11),9-trien-6-one, trans,trans-3,7-Dimethyl-10-isopropylidene-3,7-cyclodecadien-1-one

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About This Item

Empirical Formula (Hill Notation):
C15H22O
CAS Number:
Molecular Weight:
218.33
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2047453
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InChI

1S/C15H22O/c1-11(2)14-9-8-12(3)6-5-7-13(4)10-15(14)16/h7-8H,5-6,9-10H2,1-4H3/b12-8+,13-7+

SMILES string

O=C1C(C/C=C(C)/CC/C=C(C)/C1)=C(C)C

InChI key

CAULGCQHVOVVRN-SWZPTJTJSA-N

grade

analytical standard

assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

impurities

≤5.0% water

format

neat

storage temp.

2-8°C

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General description

Germacrone, a sesquiterpene, is mainly present as a bioactive ingredient of various essential oils as well as Chinese traditional medicines.

Application

Germacrone may be used as an analytical standard for the determination of the analyte in Xingnaojing injection - a Chinese medicine, food products, and Smyrnium olusatyrum, Pimpinella anisum, Ledum groenlandicum essential oils by various chromatography techniques.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Germacrone inhibits the proliferation of breast cancer cell lines by inducing cell cycle arrest and promoting apoptosis
Zhong Z, et al.
European Journal of Pharmacology, 667(1-3), 50-55 (2011)
Combined assisted extraction techniques as green sample pre-treatments in food analysis
Moreda-Pi?eiro J and Moreda-Pi?eiro A
TrAC, Trends in Analytical Chemistry, 38(19), 3313-3323 (2019)
Aromas from Quebec. IV. Chemical composition of the essential oil of Ledum groenlandicum: A review
Collin G
American Journal of Essential Oils and Natural Products, 2(3), 06-11 (2015)
Germacrone defends Labrador tea from browsing by snowshoe hares
Reichardt PB, at al.
Journal of Chemical Ecology, 16(6), 1961-1970 (1990)
Determination of five sesquiterpenoids in Xingnaojing injection by quantitative analysis of multiple components with a single marker
Pan W, et al.
Journal of Separation Science, 38(19), 3313-3323 (2015)

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