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Details

Stereochemistry RACEMIC
Molecular Formula C10H20O2
Molecular Weight 172.2646
Optical Activity ( + / - )
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MENTHOGLYCOL

SMILES

C[C@@H]1CC[C@H]([C@H](O)C1)C(C)(C)O

InChI

InChIKey=LMXFTMYMHGYJEI-IWSPIJDZSA-N
InChI=1S/C10H20O2/c1-7-4-5-8(9(11)6-7)10(2,3)12/h7-9,11-12H,4-6H2,1-3H3/t7-,8-,9-/m1/s1

HIDE SMILES / InChI

Molecular Formula C10H20O2
Molecular Weight 172.2646
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Repellent activities of stereoisomers of p-menthane-3,8-diols against Anopheles gambiae (Diptera: Culicidae).
2002 Sep
Characterization of the mouse cold-menthol receptor TRPM8 and vanilloid receptor type-1 VR1 using a fluorometric imaging plate reader (FLIPR) assay.
2004 Feb
Enhancement effect of p-menthane-3,8-diol on in vitro permeation of antipyrine and indomethacin through Yucatan micropig skin.
2004 Jul
Laboratory and field tests of the effectiveness of the lemon-eucalyptus extract, Citridiol, as a repellent against land leeches of the genus Haemadipsa (Haemadipsidae).
2005 Oct
Repellency of oils of lemon eucalyptus, geranium, and lavender and the mosquito repellent MyggA natural to Ixodes ricinus (Acari: Ixodidae) in the laboratory and field.
2006 Jul
Percutaneous absorption of an insect repellent p-menthane-3,8-DIOL: a model for human dermal absorption.
2009
Dihydronepetalactones deter feeding activity by mosquitoes, stable flies, and deer ticks.
2009 Jul
Efficacy and safety of catnip (Nepeta cataria) as a novel filth fly repellent.
2009 Sep
[Personal protection measures against blood-sucking insects and ticks].
2010 Sep
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 01:01:54 GMT 2023
Edited
by admin
on Sat Dec 16 01:01:54 GMT 2023
Record UNII
EB999AF32A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MENTHOGLYCOL
Common Name English
CYCLOHEXANEMETHANOL, 2-HYDROXY-.ALPHA.,.ALPHA.,4-TRIMETHYL-, (1R,2R,4R)-REL-
Common Name English
P-MENTHANE-3,8-DIOL, CIS-1,3,TRANS-1,4-
Common Name English
CYCLOHEXANEMETHANOL, 2-HYDROXY-.ALPHA.,.ALPHA.,4-TRIMETHYL-, (1.ALPHA.,2.BETA.,4.BETA.)-
Common Name English
MENTHOGLYCOL, (±)-
Common Name English
(±)-ISOPULEGOL HYDRATE
Common Name English
Code System Code Type Description
PUBCHEM
19100
Created by admin on Sat Dec 16 01:01:54 GMT 2023 , Edited by admin on Sat Dec 16 01:01:54 GMT 2023
PRIMARY
EPA CompTox
DTXSID5035084
Created by admin on Sat Dec 16 01:01:54 GMT 2023 , Edited by admin on Sat Dec 16 01:01:54 GMT 2023
PRIMARY
CAS
3564-98-5
Created by admin on Sat Dec 16 01:01:54 GMT 2023 , Edited by admin on Sat Dec 16 01:01:54 GMT 2023
PRIMARY
FDA UNII
EB999AF32A
Created by admin on Sat Dec 16 01:01:54 GMT 2023 , Edited by admin on Sat Dec 16 01:01:54 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE