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W248010

Sigma-Aldrich

Fenchyl alcohol

≥96%, FG

Synonym(s):

Fenchol

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About This Item

Empirical Formula (Hill Notation):
C10H18O
CAS Number:
Molecular Weight:
154.25
FEMA Number:
2480
EC Number:
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
02.038
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Halal
Kosher

reg. compliance

EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 117
FDA 21 CFR 172.515

Assay

≥96%

mp

39.0-45.0 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

earthy; camphoraceous; pine

SMILES string

[H][C@]12CC[C@](C)(C1)[C@@H](O)C2(C)C

InChI

1S/C10H18O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7-8,11H,4-6H2,1-3H3/t7-,8-,10+/m0/s1

InChI key

IAIHUHQCLTYTSF-OYNCUSHFSA-N

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Application


  • Enhancing the NMR signals of plant oil components using hyperpolarisation relayed via proton exchange.: This study explores the enhancement of NMR signals of plant oil components, including fenchyl alcohol, using hyperpolarization techniques, which significantly improve the detection sensitivity in NMR spectroscopy (Alshehri et al., 2023).

  • Update to RIFM fragrance ingredient safety assessment, fenchyl alcohol, CAS Registry Number 1632-73-1.: This paper provides an updated safety assessment of fenchyl alcohol as a fragrance ingredient, focusing on its toxicological profile and safe usage levels (Api et al., 2022).

  • Olfactory Impact of Terpene Alcohol on Terpenes Aroma Expression in Chrysanthemum Essential Oils.: The research investigates how fenchyl alcohol and other terpene alcohols influence the aroma profile of chrysanthemum essential oils, highlighting its significant role in enhancing aromatic properties (Niu et al., 2018).

  • Antibiofilm and Antihyphal Activities of Cedar Leaf Essential Oil, Camphor, and Fenchone Derivatives against Candida albicans.: This study demonstrates the antibiofilm and antihyphal activities of fenchyl alcohol derivatives against Candida albicans, suggesting potential applications in antifungal treatments (Manoharan et al., 2017).

  • Comparative Study on Volatile Compounds of Alpinia japonica and Elettaria cardamomum.: The paper compares the volatile compounds of Alpinia japonica and Elettaria cardamomum, identifying fenchyl alcohol as a key constituent, and discusses its implications for flavor and fragrance applications (Asakawa et al., 2017).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

165.2 °F - closed cup

Flash Point(C)

74 °C - closed cup


Certificates of Analysis (COA)

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D M Satterwhite et al.
The Journal of biological chemistry, 260(26), 13901-13908 (1985-11-15)
The conversion of geranyl pyrophosphate to (-)-endo-fenchol is considered to proceed by the initial isomerization of the substrate to (-)-(3R)-linalyl pyrophosphate and the subsequent cyclization of this bound intermediate. To test this stereochemical scheme, phosphatase-free preparations of (-)-endo-fenchol cyclase from
D Yang et al.
Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials, 22(3), 128-131 (2003-02-11)
The essential oil isolated from the dried leaves of Lindera communis was analyzed by means of gas chromatography-mass(GC-MS) technique, the structures of 23 chemical components were identified from it in total, among these, (-)-spathulenol(relative content 22.50%), endo-1,3,3-trimethyl-2-norbornanol, acetate (10.06%), caryophyllene
R Croteau et al.
The Journal of biological chemistry, 263(30), 15449-15453 (1988-10-25)
The conversion of geranyl pyrophosphate to (-)-endo-fenchol is considered to proceed by the initial isomerization of the substrate to (-)-(3R)-linalyl pyrophosphate and the subsequent cyclization of this bound intermediate. Incubation of (1R)-[2-14C,1-3H]- and (1S)-[2-14C,1-3H]geranyl pyrophosphate with a preparation of (-)-endo-fenchol
S P Bhatia et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 46 Suppl 11, S157-S159 (2008-07-22)
A toxicologic and dermatologic review of fenchyl alcohol when used as a fragrance ingredient is presented.
M Miyazawa et al.
Xenobiotica; the fate of foreign compounds in biological systems, 37(9), 943-953 (2007-11-10)
The metabolism of (+)-fenchol was investigated in vitro using liver microsomes of rats and humans and recombinant cytochrome P450 (P450 or CYP) enzymes in insect cells in which human/rat P450 and NADPH-P450 reductase cDNAs had been introduced. The biotransformation of

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