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Elemicin

Elemicin Structure
CAS No.
487-11-6
Chemical Name:
Elemicin
Synonyms
Elemicine;1,2,3-trimethoxy-5-prop-2-enylbenzene;5-ALLYL-1,2,3-TRIMETHOXYBENZENE;elemin;ELEMICIN;ELIMICIN;3,4,5-Trimethoxyallylbenzene;5-allyl-1,2,3-trimethoxy-benzen;4-allyl-1,2,6-trimethoxybenzene;1-ALLYL-3,4,5-TRIMETHOXYBENZENE
CBNumber:
CB4352387
Molecular Formula:
C12H16O3
Molecular Weight:
208.25
MOL File:
487-11-6.mol
MSDS File:
SDS
Modify Date:
2023/6/8 9:03:01

Elemicin Properties

Boiling point 152-156 °C
Density 1.0630 g/cm3
storage temp. Amber Vial, -20°C Freezer
solubility Chloroform (Slightly), Ethyl Acetate (Slightly)
form Oil
color Colourless
Odor at 100.00 %. spice flower
Odor Type spicy
Stability Light Sensitive
LogP 2.298 (est)
NIST Chemistry Reference Benzene, 1,2,3-trimethoxy-5-(2-propenyl)-(487-11-6)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P280-P301+P312-P302+P352-P305+P351+P338
HS Code  2909309090
NFPA 704
0
2 0

Elemicin Chemical Properties,Uses,Production

Description

Elemicin is a trioxygenated phenylpropane that has been found in A. dracunculus. It is active against S. aureus, B. subtilis, and C. albicans (MICs = 600, 2,500, and 1,000 mg/L, respectively) but not E. coli, K. pneumoniae, P. aeruginosa (MICs = >8,000 mg/L for all), or L. monocytogenes (MIC = >3,000 mg/L). Elemicin is toxic to mice following metabolic activation to 1’-hydroxyelemicin by the cytochrome P450 (CYP) isoforms CYP1A1 and CYP1A2. It increases plasma and hepatic triglyceride levels, decreases stearoyl-CoA desaturase 1 (Scd1) expression, and induces hepatomegaly in mice when administered at a dose of 500 mg/kg per day for three weeks.

Chemical Properties

Clear Colorless Oil

Uses

A constituent of the essential oil of nutmeg and is responsible for the psychoactive effects of nutmeg. Also a minor constituent of the oleoresin and essential oil of Manila elemi (Canarium luzonicum). Exhibits anticholinergic-like effects in humans.

Synthesis

Prod. :
1) by isolation from Elemi oil (high-boiling fractions).
2) from Dimcthylpyrogallol plus Allyl bromide, via 2,6-Dimethyl pyrogallol allylether. This is heated in a Claisen-rearrangement reaction to yield 4-Hydroxy-3,5-dimethoxy allylbenzene. The latter is methylated to yield Elemicine.
3) From Eugenol via 5-Hydroxyeugenol.

Elemicin Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 129)Suppliers
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A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
Henan Tianfu Chemical Co.,Ltd. +86-0371-55170693 +86-19937530512 China 21669 55 Inquiry
Chengdu Biopurify Phytochemicals Ltd. +8618080483897 China 3777 58 Inquiry
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TargetMol Chemicals Inc. +1-781-999-5354 United States 19973 58 Inquiry
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Elemicin Spectrum

ELIMICIN ELEMICIN 1,2,3-trimethoxy-5-(2-propenyl)-benzen 1,2,3-trimethoxy-5-allylbenzene (elemicin) 3,4,5-Trimethoxyallylbenzene 4-allyl-1,2,6-trimethoxybenzene 5-allyl-1,2,3-trimethoxy-benzen Benzene, 5-(2-propenyl)-1,2,3-trimethoxy Benzene, 5-allyl-1,2,3-trimethoxy- elemicin,1,2,3-trimethoxy-5-allylbenzene,trimethoxyallylbenzene,elemicin 1,2,3-Trimethoxy-5-(2-propenyl)benzene 5-Allyl-1,2,3-trimethoxybenzene 1,2,3-TRIMETHOXY-5-(2-PROPENYL)BENZENE 1-ALLYL-3,4,5-TRIMETHOXYBENZENE 1-(2-Propenyl)-3,4,5-trimethoxybenzene 1,2,3-Trimethoxy-5-allylbenzene 1,2,3-trimethoxy-5-prop-2-enyl-benzene Elemicin, 5-(Prop-2-en-1-yl)-1,2,3-trimethoxybenzene 1-(3,4,5-TriMethoxyphenyl)-2-propene 1,2,3-TriMethoxy-5-(2-propen-1-yl)-benzene 5-(Prop-2-enyl)-1,2,3-triMethoxybenzene Benzene,1,2,3-triMethoxy-5-(2-propen-1-yl)- 3-(3,4,5-Trimethoxyphenyl)-1-propene 5-ALLYL-1,2,3-TRIMETHOXYBENZENE Elemicine 1,2,3-trimethoxy-5-prop-2-enylbenzene elemin Elemicine|||3,4,5-trimethoxyallylbenzene 487-11-6 CH3O3C6H2CH2CHCH2 Aromatics Intermediates & Fine Chemicals Pharmaceuticals