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Merck
CN

W248002

Fenchyl alcohol

≥96%

Synonym(s):

Fenchol

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About This Item

Empirical Formula (Hill Notation):
C10H18O
CAS Number:
1632-73-1
Molecular Weight:
154.25
FEMA Number:
2480
Council of Europe no.:
87
UNSPSC Code:
12164502
PubChem Substance ID:
24901123
EC Number:
216-639-5
Flavis number:
2.038
MDL number:
MFCD00003760

Key Documents

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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

biological source

synthetic

grade

Halal, Kosher

reg. compliance

FDA 21 CFR 172.515

assay

≥96%

optical activity

[α]/D +7 to +11°, c = 1.5 in ethanol

mp

39.0-45.0 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

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Biochem/physiol Actions

Taste at 5 ppm

Other Notes

Natural occurrence: Beer, distilled lime oil, grape, grape brandy, hip oil, pine and rosemary.
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pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

165.2 °F - closed cup

flash_point_c

74 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBC7995
MKBC1114
MKBB8166
34296KJ
14196BJ

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Mosciano, G.
Perfumer & Flavorist, 27, 70-70 (2002)
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
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
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
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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