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Merck
CN

W506907

(1S)-(−)-Verbenone

≥93%

Synonym(s):

(1S,5S)-2-Pinen-4-one, (1S,5S)-4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2-one

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About This Item

Empirical Formula (Hill Notation):
C10H14O
CAS Number:
1196-01-6
Molecular Weight:
150.22
UNSPSC Code:
12164502
NACRES:
NA.21
PubChem Substance ID:
24902029
EC Number:
214-807-2
Beilstein/REAXYS Number:
1907623
MDL number:
MFCD00065445
Organoleptic:
camphoraceous; minty; spicy
Grade:
Fragrance grade
Halal
Kosher
Biological source:
synthetic
Agency:
follows IFRA guidelines
Food allergen:
no known allergens

Key Documents

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Product Name

(1S)-(−)-Verbenone, ≥93%

InChI key

DCSCXTJOXBUFGB-JGVFFNPUSA-N

InChI

1S/C10H14O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-8H,5H2,1-3H3/t7-,8+/m0/s1

SMILES string

CC1=CC(=O)[C@H]2C[C@@H]1C2(C)C

biological source

synthetic

grade

Fragrance grade
Halal
Kosher

agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009

assay

≥93%

optical activity

[α]20/D −140°, c = 10 in ethanol

refractive index

n20/D 1.496 (lit.)

bp

227-228 °C (lit.)

density

0.975 g/mL at 20 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

organoleptic

camphoraceous; minty; spicy

Quality Level

300
400

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Related Categories

Application

  • Anti-Inflammatory and Antinociceptive Activities of the Essential Oil of Tagetes parryi A. Gray (Asteraceae) and Verbenone.: This article reports on the anti-inflammatory and pain-relief effects of (1S)-(−)-Verbenone as part of the essential oil of Tagetes parryi, suggesting potential therapeutic applications for pain management and inflammation (González-Velasco et al., 2022).

Disclaimer

For R&D or non-EU Food use. Not for retail sale.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

185.0 °F - closed cup

flash_point_c

85 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS9751
SHBS8815
SHBS3378
SHBR0685
SHBP8932

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Michael Pescheck et al.
Journal of industrial microbiology & biotechnology, 36(6), 827-836 (2009-03-27)
A closed gas loop bioprocess was developed to improve fungal biotransformation of monoterpenes. By circulating monoterpene-saturated process gas, the evaporative loss of the volatile precursor from the medium during the biotransformation was avoided. Penicillium solitum, isolated from kiwi, turned out
R A Progar et al.
Journal of economic entomology, 106(1), 221-228 (2013-03-02)
Mountain pine beetle, Dendroctonus ponderosae Hopkins (Coleoptera: Curculionidae: Scolytinae), is among the primary causes of mature lodgepole pine, Pinus contorta variety latifolia mortality. Verbenone is the only antiaggregant semiochemical commercially available for reducing mountain pine beetle infestation of lodgepole pine.
Mitsuo Miyazawa et al.
Drug metabolism and disposition: the biological fate of chemicals, 31(8), 1049-1053 (2003-07-18)
(-)-Verbenone, a monoterpene bicyclic ketone, is a component of the essential oil from rosemary species such as Rosmarinus officinalis L., Verbena triphylla, and Eucalyptus globulus and is used for an herb tea, a spice, and a perfume. In this study
Massimo Faccoli et al.
Journal of chemical ecology, 31(4), 745-759 (2005-08-30)
Research on host selection by bark and wood boring insects has concentrated on flight orientation behavior. Less is known of the factors that govern the steps successive to host landing. Here, we discuss chemical factors involved in host acceptance by
Dorothea Kaufmann et al.
The Journal of pharmacy and pharmacology, 63(10), 1368-1371 (2011-09-09)
Inhibition of acetylcholinesterase (AChE) is a common treatment for early stages of the most general form of dementia, Alzheimer's disease. In this study selected components of essential oils, which carry a variety of important functional groups, were tested for their
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