UNII:LK024V9U3C

Names

[ CAS No. ]:
494-90-6

[ Name ]:
UNII:LK024V9U3C

[Synonym ]:
3,9-Epoxy-p-mentha-3,8-diene
3,6-dimethyl-4,5,6,7-tetrahydrobenzo[b]furan
MENTHOFURAN(SG)
FEMA 3235
EINECS 207-795-5
Menthofurane
4,5,6,7-Tetrahydro-3,6-dimethyl-1-benzofuran
MENTHOFURAN
UNII:LK024V9U3C
Menthofuran 10GR
3,6-dimethyl-4,5,6,7-tetrahydro-benzofuran
Benzofuran, 4,5,6,7-tetrahydro-3,6-dimethyl-
p-Mentha-3,8-diene,3,9-epoxy
MENTHOFURAN,NATURAL
MENTHOFURAN WITH GC
MFCD00041851
3,6-Dimethyl-4,5,6,7-tetrahydro-1-benzofuran
2-4,5,6,7-tetrahydro-3,6-dimethylbenzofuran

Biological Activity

[Description]:

Menthofuran is a proximate toxic metabolite of (R)-(+)-Pulegone. Menthofuran regulates essential oil biosynthesis in peppermint by controlling a downstream monoterpene reductase[1][2].

[Related Catalog]:

Research Areas >> Others

[References]

[1]. Gordon WP, et al. The metabolism of the abortifacient terpene, (R)-(+)-pulegone, to a proximate toxin, menthofuran. Drug Metab Dispos. 1987 Sep-Oct;15(5):589-94.

[2]. Mahmoud SS, et al. Menthofuran regulates essential oil biosynthesis in peppermint by controlling a downstream monoterpene reductase. Proc Natl Acad Sci U S A. 2003 Nov 25;100(24):14481-6.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
210.7±9.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₀H₁₄O

[ Molecular Weight ]:
150.218

[ Flash Point ]:
75.6±0.0 °C

[ Exact Mass ]:
150.104462

[ PSA ]:
13.14000

[ LogP ]:
4.02

[ Vapour Pressure ]:
0.3±0.4 mmHg at 25°C

[ Index of Refraction ]:
1.490

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
2

[ RTECS ]:
DF7995750

Precursor & DownStream

Precursor

DownStream

Articles

Cytochrome p450 enzymes mechanism based inhibitors: common sub-structures and reactivity.

Curr. Drug Metab. 6 , 413-54, (2005)

The inhibition of human cytochrome P450s (CYPs) is one of the most common mechanisms which can lead to drug-drug interactions. The inhibition of CYPs can be reversible (competitive or non-competitive)...

In vitro production of M. × piperita not containing pulegone and menthofuran.

Acta Biochim. Pol. 59(3) , 417-23, (2012)

The essential oils (EOs) and static headspaces (HSs) of in vitro plantlets and callus of Mentha x piperita were characterized by GC-MS analysis. Leaves were used as explants to induce in vitro plant m...

Volatile organic compounds from rhizobacteria increase biosynthesis of essential oils and growth parameters in peppermint (Mentha piperita).

Plant Physiol. Biochem. 49(10) , 1177-82, (2011)

Volatile organic compounds (VOCs), characterized by low molecular weight and high vapor pressure, are produced by all organisms as part of normal metabolism, and play important roles in communication ...