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Elemicin

Product Name
Elemicin
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;Elemicin, 10 mM in DMSO;3,4,5-Trimethoxyallylbenzene;5-allyl-1,2,3-trimethoxy-benzen;4-allyl-1,2,6-trimethoxybenzene
CBNumber
CB4352387
Molecular Formula
C12H16O3
Formula Weight
208.25
MOL File
487-11-6.mol
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Elemicin Property

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
InChI
InChI=1S/C12H16O3/c1-5-6-9-7-10(13-2)12(15-4)11(8-9)14-3/h5,7-8H,1,6H2,2-4H3
InChIKey
BPLQKQKXWHCZSS-UHFFFAOYSA-N
SMILES
C1(OC)=CC(CC=C)=CC(OC)=C1OC
LogP
2.298 (est)
NIST Chemistry Reference
Benzene, 1,2,3-trimethoxy-5-(2-propenyl)-(487-11-6)
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Safety

HS Code 
2909309090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHL22469
Product name
Elemicin
Purity
phyproof<SUP>&#174;</SUP> Reference Substance
Packaging
1 unit
Price
$301
Updated
2025/07/31
Cayman Chemical
Product number
29394
Product name
Elemicin
Packaging
250mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
29394
Product name
Elemicin
Packaging
500mg
Price
$84
Updated
2024/03/01
Cayman Chemical
Product number
29394
Product name
Elemicin
Packaging
1g
Price
$155
Updated
2024/03/01
TRC
Product number
E501020
Product name
Elemicin
Packaging
1g
Price
$120
Updated
2021/12/16
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Elemicin Chemical Properties,Usage,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.

Definition

ChEBI: Elemicin is an olefinic compound.

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.

target

Antifection

References

[1] A. PAULI K K. Antimicrobial Properties of Volatile Phenylpropanes[J]. Natural Product Communications, 2010, 122 1. DOI: 10.1177/1934578x1000500910
[2] XIAO-NAN YANG. Metabolic Activation of Elemicin Leads to the Inhibition of Stearoyl-CoA Desaturase 1[J]. Chemical Research in Toxicology, 2019, 32 10: 1965-1976. DOI: 10.1021/acs.chemrestox.9b00112

Elemicin Preparation Products And Raw materials

Raw materials

Preparation Products

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Elemicin Suppliers

Canada 1 China 140 Germany 1 India 2 United Kingdom 2 United States 13 USA 1 Global 160
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View Lastest Price from Elemicin manufacturers

Wuhan Boyuan Import & Export Co., LTD
Product
Elemicin 487-11-6
Price
US $9.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000tons
Release date
2023-05-11
Weijer International Trade (Hebei) Co., Ltd
Product
Elemicin 487-11-6
Price
US $140.00/KG
Min. Order
1KG
Purity
>99%
Supply Ability
50000kg/Month
Release date
2023-03-13
Shanghai Standard Technology Co., Ltd.
Product
Elemicin 487-11-6
Price
US $0.00/mg
Min. Order
20mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2020-05-25

487-11-6, ElemicinRelated Search:

(Trifluoromethoxy)benzene 1,2,3-Trimethoxybenzene m-Anisyl alcohol Anisole METHYLSTYRENE Allyl chloride PROPYLENE 4-Methoxyphenylacetic acid Triallylamine Allyl glycidyl ether 1,2,4-Trimethoxybenzene 3-(METHOXYMETHOXY)BENZALDEHYDE p-Anisaldehyde Allyl bromide o-Anisaldehyde Allyl alcohol Tangeretin 3-Anilino-2-(3,4,5-triMethoxybenzyl)acrylonitrile, (Mixture of cis/trans isoMers)

  • 5-ALLYL-1,2,3-TRIMETHOXYBENZENE
  • 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-
  • Elemicine
  • 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-enylbenzene
  • 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
  • elemin
  • Elemicine|||3,4,5-trimethoxyallylbenzene
  • Elemicin, 10 mM in DMSO
  • 487-11-6
  • CH3O3C6H2CH2CHCH2
  • Aromatics
  • Intermediates & Fine Chemicals
  • Pharmaceuticals