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Merck
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Key Documents

M9411

Sigma-Aldrich

Myristicin from parsley leaf oil

≥85% (HPLC), oil

동의어(들):

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

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About This Item

실험식(Hill 표기법):
C11H12O3
CAS Number:
Molecular Weight:
192.21
EC Number:
MDL number:
UNSPSC 코드:
12352205
PubChem Substance ID:
NACRES:
NA.77

Quality Level

분석

≥85% (HPLC)

형태

oil

색상

clear light yellow

응용 분야

metabolomics
vitamins, nutraceuticals, and natural products

저장 온도

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

InChI key

BNWJOHGLIBDBOB-UHFFFAOYSA-N

일반 설명

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).

애플리케이션

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

생화학적/생리학적 작용

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

픽토그램

Exclamation markHealth hazardEnvironment

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Repr. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


시험 성적서(COA)

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문서 라이브러리 방문

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
G Q Zheng et al.
Carcinogenesis, 13(10), 1921-1923 (1992-10-01)
Glutathione S-transferase (GST) assay-guided fractionation of parsley leaf oil from the edible plant Petroselinum sativum Hoffm. (Umbelliferae) led to the isolation of myristicin. Myristicin showed high activity as an inducer of the detoxifying enzyme GST in the liver and small
H Ahmad et al.
Biochemical and biophysical research communications, 236(3), 825-828 (1997-07-30)
The present studies were undertaken to elucidate the mechanism of induction of glutathione S-transferase (GST) in mouse liver by myristicin, an active constituent of parsley leaf. A/J albino mice, given 5 to 50 mg doses of myristicin, showed 4- to
Allelochemical induction of cytochrome P450 monooxygenases and amelioration of xenobiotic toxicity in Helicoverpa zea
Zeng RS, et al.
Journal of Chemical Ecology, 33(3), 449-449 (2007)
Myristicin-induced neurotoxicity in human neuroblastoma SK-N-SH cells
Lee BK, et al.
Toxicology Letters, 157(1), 49-56 (2005)

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