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About This Item
Empirical Formula (Hill Notation):
C10H14O
CAS Number:
Molecular Weight:
150.22
PubChem Substance ID:
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
2729
MDL number:
SMILES string
C[C@@H]1CCc2c(C)coc2C1
InChI
1S/C10H14O/c1-7-3-4-9-8(2)6-11-10(9)5-7/h6-7H,3-5H2,1-2H3/t7-/m1/s1
InChI key
YGWKXXYGDYYFJU-SSDOTTSWSA-N
grade
technical
assay
≥90% (GC)
optical activity
[α]/D +97±5°, neat
bp
204-206 °C (lit.)
density
0.97 g/mL at 20 °C (lit.)
storage temp.
2-8°C
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signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2
Storage Class
10 - Combustible liquids
wgk
WGK 3
ppe
Eyeshields, Gloves
Regulatory Information
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Valerie M Kramlinger et al.
Chemico-biological interactions, 197(2-3), 87-92 (2012-04-11)
Nicotine is the primary addictive agent in tobacco products and is metabolized in humans by CYP2A6. Decreased CYP2A6 activity has been associated with decreased smoking. The extrahepatic enzyme, CYP2A13 (94% identical to CYP2A6) also catalyzes the metabolism of nicotine, but
Soheil S Mahmoud et al.
Proceedings of the National Academy of Sciences of the United States of America, 100(24), 14481-14486 (2003-11-19)
(+)-Pulegone is a central intermediate in the biosynthesis of (-)-menthol, the most significant component of peppermint essential oil. Depending on environmental conditions, this branch point metabolite may be reduced to (-)-menthone en route to menthol, by pulegone reductase (PR), or
S C Khojasteh-Bakht et al.
Drug metabolism and disposition: the biological fate of chemicals, 26(7), 701-704 (1998-07-14)
(R)-(+)-Menthofuran is a potent, mechanism-based inactivator of human liver cytochrome P450 (CYP or P450) 2A6. Menthofuran caused a time- and concentration-dependent loss of CYP2A6 activity. The inactivation of CYP2A6 was characterized by a Ki of 2.5 microM and a kinact
C M Bertea et al.
Archives of biochemistry and biophysics, 390(2), 279-286 (2001-06-09)
(+)-Menthofuran is an undesirable monoterpenoid component of peppermint (Mentha x piperita) essential oil that is derived from the alpha,beta-unsaturated ketone (+)-pulegone. Microsomal preparations, from the oil gland secretory cells of a high (+)-menthofuran-producing chemotype of Mentha pulegium, transform (+)-pulegone to
Maria De Lucia et al.
The Journal of organic chemistry, 72(26), 10123-10129 (2007-11-30)
The reaction chemistry of menthofuran (1), a toxic furan terpenoid from various mint oils, with nitric acid and nitrous acid has been investigated. Treatment of 1 with nitric acid afforded a 1:1 mixture of the bisfuran derivatives 5 and 6
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