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Basic information
- CAS
487-11-6- Standard SMILES
C=CCc1cc(OC)c(OC)c(OC)c1- InChIKey
BPLQKQKXWHCZSS-UHFFFAOYSA-N- Molecular formula
- C12H16O3
- Average molar mass
- 208.25 g/mol
- Monoisotopic mass
- 208.10994437
Names & identifiers
- Preferred name
- Elemicin
- IUPAC
- 1,2,3-trimethoxy-5-prop-2-enylbenzene
- English name
- Elemicin
- Molecular formula
- C12H16O3
- Molecular weight
- 208.25
Names & synonyms
Elemicin487-11-65-Allyl-1,2,3-trimethoxybenzene3,4,5-Trimethoxyallylbenzene1,2,3-trimethoxy-5-prop-2-enylbenzeneBenzene, 1,2,3-trimethoxy-5-(2-propenyl)-1,2,3-Trimethoxy-5-(2-propenyl)benzene1,2,3-trimethoxy-5-(prop-2-en-1-yl)benzeneBENZENE, 5-ALLYL-1,2,3-TRIMETHOXY-HSZ191AKAN3,4,5-trimethoxyallyl benzeneDTXSID60197586
Show more names
ELIMICIN1,2,3-Trimethoxy-5-allylbenzene4-allyl-1,2,6-trimethoxybenzeneeleminElemicin, 10 mM in DMSO
NSC-16704BENZENE, 1,2,3-TRIMETHOXY-5-(2-PROPEN-1-YL)-RefChem:590703DTXCID20120077207-649-04-methoxy-6-prop-2-enyl-1,3-benzodioxoleElemicineMFCD01656688
Database identifiers
- CAS
487-11-6- PubChem CID
- 10248
- DTXSID
DTXSID60197586- ChEMBL
CHEMBL458690、CHEMBL481044- ChEBI
CHEBI:4771- UNII
- HSZ191AKAN
- EC Number
- 207-649-0
- Nikkaji
- J6.017H
Properties
Computed structural propertiesFilling in
- XLogP
- 2.5
- Topological polar surface area
- 27.7 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 5
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 179
Physicochemical properties
- Boiling point
- 152 · 152-156 °C
- Density
- 1.063 g/cm3 · 1.0630 g/cm3
- storage temp.
- -20 °C · Amber Vial, -20°C Freezer
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly)
- form
- Oil
- color
- Colourless
- Odor
- 100 % · at 100.00 %. spice flower
- Odor Type
- spicy
- Stability
- Light Sensitive
- Major Application
- food and beveragespharmaceutical
- 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 · 2.298 (est)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 191 AKAN · HSZ191AKAN
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- hs_code
- 2909309090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P280-P301+P312-P302+P352-P305+P351+P338
Chemistry & industry
Applications
DescriptionElemicin 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.
UsesA 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.
Suppliers100 total
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
銘瑞集團有限公司17318633522 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
上海纯优生物科技有限公司15921393123 18302135232 · [email protected]
ShanghaiFineBiotechCoLtd+8618717800556 18717800556 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]
Related reactions
0 records
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Compound notes
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