4-methoxy-6-(prop-2-en-1-yl)-2H-1,3-benzodioxole

• ChemBase ID: 105692
• Molecular Formular: C11H12O3
• Molecular Mass: 192.21118
• Monoisotopic Mass: 192.07864424
• SMILES: COc1cc(CC=C)cc2c1OCO2
• Canonical SMILES: C=CCc1cc(OC)c2c(c1)OCO2
• InChI: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methoxy-6-(prop-2-en-1-yl)-2H-1,3-benzodioxole
• IUPAC Traditional name: myristicin
• Synonyms: 5-Allyl-1-methoxy-2,3-(methylenedioxy)benzene; Myristicine; 5-Allyl-2,3-(methylendioxy)anisole; 6-Allyl-4-methoxy-1,3-benzodioxole; Myristicin; 4-Methoxy-6-[2-propenyl]-1,3-benzodioxole; MYRISTICIN; 3-methoxy,4,5-methylenedioxy-allylbenzene; 4-Methoxy-6-(2-propenyl)-1,3-benzodioxole; Myristicin from parsley leaf oil; 5-烯丙基-2,3-(亚甲二氧基)苯甲醚; 6-烯丙基-4-甲氧基-1,3-苯并二茂; 肉豆蔻醚; 肉豆蔻醚 来源于欧芹叶油

Database IDs

• CAS Number: 607-91-0
• EC Number: 210-146-9
• MDL Number: MFCD00133549
• Beilstein Number: 166218
• PubChem SID: 24897334; 162093849; 24846264
• PubChem CID: 4276
• CHEMBL: 481044
• Chemspider ID: 4125
• KEGG ID: C10480
• Wikipedia Title: Myristicin

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.5373788
• LogD (pH = 7.4): 2.5373788
• Log P: 2.5373788
• Molar Refractivity: 52.5754 cm^3
• Polarizability: 20.591558 Å^3
• Polar Surface Area: 27.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: clear, light yellow oil

Safety Information

• Storage Condition: 2-8°C
• RTECS: CY2625000
• UN Number: 3082
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 52/53
• Safety Statements: 61
• GHS Pictograms: GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H361f-H412
• GHS Precautionary statements: P273-P281
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Gloves
• RID/ADR: UN 3082 9/PG 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Admin Routes: Oral
• Legal Status: Uncontrolled

Product Information

• Purity: ≥85% (HPLC); ≥97.0% (GC)
• Grade: analytical standard
• Empirical Formula (Hill Notation): C11H12O3

DETAILS

MP Biomedicals - 02193769

From Parsley Oil
A natural extract which induces glutathione S-transferase and acts as an inhibitor of chemical carcinogenesis.

Sigma Aldrich - M9411

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

Toronto Research Chemicals - M884600

A naturally occurring insecticide and acaricide with possible neurotoxic effects on neuroblastoma cells.

REFERENCES

• Zheng, G-q., et al., Carcinogenesis , 13 : 1921-23 (1992).
• Lee, B.K. et al.: Toxicol. Lett., 157, 49 (2005)
• Srivastava, S. et al.: Pharmac. Biol., 39, 226 (2005)