Grundinformationen
- Standard-SMILES
CC(C)=CCCC(C)=CCCC(C)=CCO- InChIKey
CRDAMVZIKSXKFV-UHFFFAOYSA-N- Summenformel
- C15H26O
- Durchschnittliche Molmasse
- 222,37 g/mol
- Monoisotopische Masse
- 222,19836545
Namen und Bezeichner
- Bevorzugter Name
- a Farnesol
- IUPAC
- 3,7,11-trimethyldodeca-2,6,10-trien-1-ol
- Lokaler Name
- Farnesol
- Englischer Name
- FARNESOL
- Summenformel
- C15H26O
- Molmasse
- 222.37
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
4602-84-0- PubChem CID
- 3327
- DTXSID
DTXSID3032389- ChEMBL
CHEMBL4464165
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 4,8
- Polarare Oberfläche (TPSA)
- 20,2 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 1
- Frei drehbare Bindungen
- 7
- Schwere Atome
- 16
- Formalladung
- 0
- Komplexität
- 265
Physikochemische Eigenschaften
- Schmelzpunkt
- 25 °C · 25°C
- Siedepunkt
- 149 °C4 · 149 °C4 mm Hg(lit.)
- Dichte
- 0.886 g/mL · 0.886 g/mL at 20 °C(lit.)
- Dampfdruck
- 13 Pa · 13Pa at 20℃
- FEMA
- 2478 · 2478 | FARNESOL
- Brechungsindex
- 20 · n20/D 1.490(lit.)
- Flammpunkt
- 205 °F · 205 °F
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 100 · DMSO:100.0(Max Conc. mg/mL);449.7(Max Conc. mM)
- pka
- 14.69 · 14.69±0.10(Predicted)
- Aggregatzustand
- Liquid
- Farbe
- Clear colorless to faint yellow
- Geruch (Odor)
- 100 % · at 100.00 %. mild fresh sweet linden floral angelica
- Geruchsart
- floral
- Biologische Quelle
- synthetic
- Wasserlöslichkeit
- Not miscible or difficult to mix in water.
- Merck
- 14 · 14,3937
- JECFA Number
- 1230 · 1230
- BRN
- 1763926 · 1763926
- Henry's Law Constant
- 3.9 · 3.9×10-2 mol/(m3Pa) at 25℃, HSDB (2015)
- Stabilität
- Stable. Combustible. Incompatible with strong oxidizing agents.
- Major Application
- flavors and fragrances
- Kosmetik-Inhaltsstoffe Funktionen
- PERFUMINGDEODORANT
- 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/b14-9+,15-11+
- InChIKey
- CRDAMVZIKSXKFV-YFVJMOTDSA-N
- SMILES
- C/C(CC/C=C(C)/CCC=C(C)C)=C\CO
- LogP
- 4.72 at · 4.72 at 22.3℃
- CAS Datenbank
- 4602 · 4602-84-0(CAS DataBase Reference)
- NIST chemische Informationen
- 2 · 2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-(4602-84-0)
- EPA chemische Informationen
- Farnesol (4602-84-0)
Sicherheit und Regulatorisches
Sicherheitsdaten
- F
- 8
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 3082 9 / PGIII
- hs_code
- 29052200
- RTECS-Nr.
- JR4979000
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 24/25-22
- hazard_class
- 9
- Speicherklasse
- 10 - Combustible liquids
- Giftige Stoffe Daten
- 4602-84-0(Hazardous Substances Data)
- Hazard Classifications
- Aquatic Acute 1Aquatic Chronic 1Skin Irrit. 2Skin Sens. 1
Chemie und Industrie
Anwendungen
BeschreibungFarnesol 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
Verwendenfarnesol 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).
Darstellung
synthetischeOne 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).
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Ergänzende Hinweise
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.
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