3,7,11-trimethyldodeca-2,6,10-trien-1-ol

• ChemBase ID: 90527
• Molecular Formular: C15H26O
• Molecular Mass: 222.36634
• Monoisotopic Mass: 222.19836545
• SMILES: OC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C
• Canonical SMILES: OC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C
• InChI: InChI=1S/C15H26O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11,16H,5-6,8,10,12H2,1-4H3
• InChIKey: CRDAMVZIKSXKFV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,7,11-trimethyldodeca-2,6,10-trien-1-ol; (2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol
• IUPAC Traditional name: farnesyl alcohol; (E)-farnesol; farnesol
• Synonyms: Farnesol; 3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol; (E,E)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol; trans,trans-3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol; trans,trans-Farnesol; Farnesol; (2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol; Farnesol, mixture of isomers; (2E,6E)-Farnesol; (E)-β-Farnesol; (E,E)-3,7,11-Trimethyl-2,6,10-dodecatnen-1-ol; (E,E)-Farnesol; 2,6-Di-trans-farnesol; 2-trans,6-trans-Farnesol; 3,7,11-Trimethyldodeca-2-trans,6-trans,10-trien-1-ol; Inhibitor A2; all-E-Farnesol; all-trans-Farnesol; trans,trans-Farnesol; trans-Farnesol; (E,E)-Farnesol; (E,E)-3,7,11-三甲基-2,6,10-十二烷三烯-1-醇; 反式,反式-3,7,11-三甲基-2,6,10-十二烷三烯-1-醇; 反式,反式-金合欢醇; 3,7,11-三甲基-2,6,10-十二烷三烯-1-醇; 金合欢醇; 法呢醇, 异构体混合物

Database IDs

• CAS Number: 106-28-5; 4602-84-0
• EC Number: 225-004-1
• MDL Number: MFCD00002918
• Beilstein Number: 1763926; 1723039
• Merck Index: 143937
• PubChem SID: 24901122; 24894809; 162077324; 24856767; 24869917; 24869919
• PubChem CID: 3327; 445070
• CHEBI ID: 28600
• CHEMBL: 25308
• Chemspider ID: 3210
• DrugBank ID: DB02509
• FEMA ID: 2478
• KEGG ID: C01493
• Unique Ingredient Identifier: X23PI60R17
• Wikipedia Title: Farnesol
• Council of Europe Number: 78
• Flavis Number: 2.029

CALCULATED PROPERTIES

• Acid pKa: 16.330025
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 4.1620975
• LogD (pH = 7.4): 4.1620975
• Log P: 4.1620975
• Molar Refractivity: 74.9847 cm^3
• Polarizability: 28.316723 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Clear Colourless Oil
• Boiling Point: 111 °C at 0.35 mmHg; 283-284.00 °C at 760 mmHg; 137 °C/3 mmHg(lit.); 149 °C/4 mmHg(lit.); 149°C/4mm; 159-160°C/10mm; 160°C
• Flash Point: 146°C(295°F); 155 °C; 204.8 °F; 311 °F; 96 °C; 96°C
• Density: 0.879 g/mL at 25 °C(lit.); 0.886 g/ml; 0.886 g/mL at 20 °C(lit.); 0.887; 0.887 g/cm^3; 0.888
• Refractive Index: 1.4890; n20/D 1.489(lit.); n20/D 1.490; n20/D 1.490(lit.)
• Organoleptic: anise; apricot; balsam; clove; grapefruit; oily; orange; floral; peach; pear

Safety Information

• Storage Condition: 0°C; Amber Vial, Refrigerator
• Storage Warning: Irritant; Light Sensitive
• RTECS: JR4979000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36
• Safety Statements: 26
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Hazard statements: H319
• GHS Precautionary statements: P305+P351+P338
• Personal Protective Equipment: Eyeshields, Gloves; Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• Regulation Compliance: FDA 21 CFR (172.515)

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥90% (sum of isomers, GC); ≥95%; ≥95.0% (GC); 95%; 96%
• Grade: Halal; Kosher; NI; purum; technical
• Linear Formula: (CH3)2C=CHCH2CH2C(CH3)=CHCH2CH2C(CH3)=CHCH2OH
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 02101680

1 ml = approx. 0.89 g
Mixed Isomers
Synthetic

Sigma Aldrich - W247804

Biochem/physiol Actions
Taste at 10 ppm
Other Notes
Natural occurrence: Apricot, orange peel and oil, grapefruit juice, cloves, ginger thyme beef, whiskey basil, papaya, anise seed and balsam of Peru.
Packaging
1 kg in glass bottle
1 sample in glass bottle
100, 250 g in glass bottle

Sigma Aldrich - F203

Packaging
5, 25, 100 g in glass bottle

Sigma Aldrich - 277541

Application
Employed in the synthesis of terpenes, such as squalenes,1 cembranoids,2 and forskolin.3,4
Other Notes
A sesquiterpene alcohol found in many essential oils.
Packaging
1 g in glass bottle
10 g in poly bottle

Sigma Aldrich - 46193

Other Notes
A sesquiterpene alcohol found in many essential oils.

Toronto Research Chemicals - F102430

Farnesol is a natural organic compound which is present in many essential oils.

REFERENCES

• Gaviria, M. et al.: Chem. & Biodiversity 8, 532 (2011)