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Merck

M9411

Sigma-Aldrich

Myristicin from parsley leaf oil

≥85% (HPLC), oil

Synonym(e):

4-Methoxy-6-(2-propenyl)-1,3-benzodioxole

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About This Item

Empirische Formel (Hill-System):
C11H12O3
CAS-Nummer:
Molekulargewicht:
192.21
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352205
PubChem Substanz-ID:
NACRES:
NA.77

Assay

≥85% (HPLC)

Form

oil

Farbe

clear light yellow

Anwendung(en)

metabolomics
vitamins, nutraceuticals, and natural products

Lagertemp.

2-8°C

SMILES String

COc1cc(CC=C)cc2OCOc12

InChI

1S/C11H12O3/c1-3-4-8-5-9(12-2)11-10(6-8)13-7-14-11/h3,5-6H,1,4,7H2,2H3

InChIKey

BNWJOHGLIBDBOB-UHFFFAOYSA-N

Allgemeine Beschreibung

Myristicin, a phenylpropene, is an essential oil component. It has anticholinergic and psychotropic activities. Myristicin blocks cytochrome P450 monooxygenases, which detoxifies furanocoumarins. It functions as a serotonin receptor agonist and hallucinogenic agent. Myristicin stimulates glutathione S-transferase activity and might function as a chemopreventive agent. It acts as a precursor for the metabolite 3,4- methylenedioxymethamphetamine (MDMA).

Anwendung

Myristicin from parsley leaf oil has been used to study competitive and uncompetitive inhibition of ACP (acid phosphatase) and ALP (alkaline phosphatase).

Biochem./physiol. Wirkung

Myristicin induces the expression of glutathione S-transferase and cytochrome P450 (Cyp1a-1) in liver cells. May enhance detoxification of carcinogenic substances.

Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

STOT SE 3

Zielorgane

Central nervous system

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Die Dokumentenbibliothek aufrufen

H G Jeong et al.
Biochemical and biophysical research communications, 233(3), 619-622 (1997-04-28)
Mouse hepatoma Hepa-1c1c7 (Hepa-1) cells were treated with myristicin to assess the role of myristicin in the process of Cyp1a-1 induction. Treatment of Hepa-1 cells with myristicin increased Cyp1a-1 transcription in a dose-dependent manner as shown by analysis of 7-ethoxyresorufin
Myristicin: a potential cancer chemopreventive agent from parsley leaf oil
Zheng GQ, et al.
Journal of Agricultural and Food Chemistry, 40(1), 107-110 (1992)
H G Jeong et al.
Biochemical and biophysical research communications, 217(3), 966-971 (1995-12-26)
The effect of myristicin on the expression of liver cytochrome P450s and its mRNA levels was examined in rats. Treatment of rats with myristicin (i.p., 500 mumol/kg) caused 2-20 fold increases in liver P450 1A1/2, 2B1/2, and 2E1 enzyme activities
H S Lee et al.
Journal of chromatography. B, Biomedical sciences and applications, 705(2), 367-372 (1998-04-01)
Myristicin [5-allyl-1-methoxy-2,3-(methylenedioxy)benzene] is a flavoring plant constituent and has been known to produce significant psychopharmacological responses as well as insecticidal activity. From in vitro and in vivo metabolism of myristicin, the two metabolites 5-allyl-1-methoxy-2,3-dihydroxybenzene and 1'-hydroxymyristicin were identified using GC-MS
Enzyme inhibition by molluscicidal components of Myristica fragrans Houtt. in the nervous tissue of snail Lymnaea acuminata
Jaiswal P, et al.
Enzyme Research, 2010(1), 49-56 (2010)

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