a Farnesol

HCID 3327CAS 4602-84-0

Basic information

Standard SMILES
CC(C)=CCCC(C)=CCCC(C)=CCO
InChIKey
CRDAMVZIKSXKFV-UHFFFAOYSA-N
Molecular formula
C15H26O
Average molar mass
222.37 g/mol
Monoisotopic mass
222.19836545

Names & identifiers

Preferred name
a Farnesol
IUPAC
3,7,11-trimethyldodeca-2,6,10-trien-1-ol
English name
FARNESOL
Molecular formula
C15H26O
Molecular weight
222.37

Names & synonyms

a farnesolRefChem:1075118Spectrum_001282trans,trans-Farnesol; trans-FarnesolSpecPlus_000549Spectrum2_001397Spectrum3_001070Spectrum4_001221SCHEMBL58069KBioGR_001682KBioSS_001762DivK1c_006645
Show more names
2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-3,7,11-TRIMETHYL-2,6,10-DODECATRIEN-1-OLFEMA 2478PolyprenolFarnesol 95%Farnesyl alcoholLINALOOL, DL-(SG)LINALOOL, (-)-(SG)3,7,11-TRIMETHYLDODECA-2,6,10-TRIEN-1-OL6,10-Dodecatrien-1-ol,3,7,11-trimethyl-2
SPBio_001414GTPL3215orb1299430orb3139646SCHEMBL2852929SCHEMBL9953423CHEMBL4464165KBio1_001589

Database identifiers

CAS
4602-84-0
PubChem CID
3327
DTXSID
DTXSID3032389
ChEMBL
CHEMBL4464165

Properties

Computed structural properties

XLogP
4.8
Topological polar surface area
20.2 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
7
Heavy atoms
16

Physicochemical properties

Melting point
25 °C · 25°C
Boiling point
149 °C4 · 149 °C4 mm Hg(lit.)
Density
0.886 g/mL · 0.886 g/mL at 20 °C(lit.)
vapor pressure
13 Pa · 13Pa at 20℃
FEMA
2478 · 2478 | FARNESOL
refractive index
20 · n20/D 1.490(lit.)

Safety & regulation

Safety data

F
8
PPE
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
wgk
3
tsca
TSCA listed
rtecs
JR4979000
ridadr
UN 3082 9 / PGIII

Chemistry & industry

Applications · 6 items

DescriptionFarnesol has a characteristic flowery odor.

OccurrenceThe presence of this terpene alcohol in nature has been reported in more than 30 essential oils; the levels are generally low (0.5 to 1.0%) with the exception of cabreuva, which contains up to 2 5% farensol, and the distillate from fowers of Oxystigma buccholtzii Harms which contains up to 18% farnesol Among the essential oils containing farnesol are lemongrass, Ceylon citronella, cananga, ambrette seeds, ylang-ylang, Acacia farnesiana, Peru balsam, palmarosa, tuberose, and others Reported found in apricot, citrus peel oils, grapefruit juice, strawberry jam, ginger, clove bud, hop oil, cardamom, ginger, thyme, beer, whiskey, basil, papaya, anise seed, German chamomile and Cympogon citratus oils

UsesIt can be used to induce apoptosis in cell cultures. It is also used as an antimicrobial agent. It is used in perfumes and as a flavoring agent.

Usesfarnesol is described as a substance of high biological potential, capable of acting in the skin as a true bioactivator. A biological precursor and fatty alcohol, farnesol is one component of vitamin K. It is said to help smooth wrinkles, normalize sebum secretion, and increase the skin’s elasticity, tissue tension, and moisture-binding capability. It is able to penetrate the epidermis. In humans, farnesol is found in the skin and is involved in sterol biosynthesis. It is also used for its deodorant, odor-masking, and skin-soothing properties. In clinical studies, farnesol has demonstrated anti-microbial activity, though it is unclear if this remains the case once incorporated into a cosmetic formulation. It is widely present in vegetables and found in many essential oils (for example, acacia, lilac, lily of the valley, rose, orange blossom, oak moss, and sandalwood).

Usesantineoplastic, antibacterial

General DescriptionColorless liquid with a delicate floral odor.

Preparation methods

PreparationOne method uses cabreuva as the starting material (Swiss Patent 261,120-Givaudan and Co ), while a second method starts from ambrette seeds (German Patent 149, 603-Haarmann and Reimer).

Upstream & downstream products

Suppliers50 total

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海康朗生物科技有限公司021-61998208 18217752821 · [email protected]
武汉欣扬瑞和化学科技有限公司13720274133 · [email protected]

Additional notes

DefinitionChEBI: A farnesane sesquiterpenoid that is dodeca-2,6,10-triene substituted by methyl groups at positions 3, 7 and 11 and a hydroxy group at position 1.

Related reactions

67 records

Linked notes

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