Page last updated: 2024-12-06

isopulegol

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Description

isopulegol: isolated from Mentha cardiaca structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
MenthagenusMentha is a genus of the mint family (LAMIACEAE). It is known for species having characteristic flavor and aroma.[MeSH]LamiaceaeThe mint plant family. They are characteristically aromatic, and many of them are cultivated for their oils. Most have square stems, opposite leaves, and two-lipped, open-mouthed, tubular corollas (united petals), with five-lobed, bell-like calyxes (united sepals).[MeSH]
Mentha cardiacaspecies[no description available]LamiaceaeThe mint plant family. They are characteristically aromatic, and many of them are cultivated for their oils. Most have square stems, opposite leaves, and two-lipped, open-mouthed, tubular corollas (united petals), with five-lobed, bell-like calyxes (united sepals).[MeSH]

Cross-References

ID SourceID
PubMed CID170833
CHEMBL ID237994
CHEBI ID70479
SCHEMBL ID43859
MeSH IDM0364827

Synonyms (69)

Synonym
coolact p
gtpl2462
cyclohexanol, 5-methyl-2-(1-methylethenyl)-, [1r-(1.alpha.,2.beta.,5.alpha.)]-
p-menth-8-en-3-ol, (1r,3r,4s)-(-)-
nsc-231369
iso-pulegol
einecs 201-940-6
isopulegol (natural)
cyclohexanol, 5-methyl-2-(1-methylethenyl)-, (1r,2s,5r)-
cyclohexanol, 5-methyl-2-(1-methylethenyl)-, (1r-(1alpha,2beta,5alpha))-
p-8(9)-menthen-3-ol
(-)-isopulegol
ai3-02176
l-isopulegol
fema no. 2962
5-methyl-2-(1-methylethenyl)cyclohexanol, (1r-(1alpha,2beta,5alpha))-
(-)-l-isopulegol
nsc-1263
isopulegol
59905-53-2
nsc1263 ,
(-)-isopulegol, 99%
(-)-isopulegol, >=98%
(-)-isopulegol, technical grade
89-79-2
inchi=1/c10h18o/c1-7(2)9-5-4-8(3)6-10(9)11/h8-11h,1,4-6h2,2-3h3/t8-,9+,10-/m1/s1
zytmaniqrdehio-kxucptdwsa-
CHEMBL237994
chebi:70479 ,
(1r,2s,5r)-5-methyl-2-prop-1-en-2-ylcyclohexan-1-ol
dtxsid5047116 ,
(1)-(1alpha,2beta,5alpha)-5-methyl-2-(1-methylvinyl)cyclohexan-1-ol
nvg8yk55nl ,
cyclohexanol, 5-methyl-2-(1-methylethenyl)-, (1r,2s,5r)-rel-
einecs 256-557-7
nsc 1263
unii-nvg8yk55nl
isopulegol, (+/-)-
50373-36-9
unii-3th92o3bxn
3th92o3bxn ,
ec 201-940-6
(1r,3r,4s)-p-meth-8-en-3-ol
isopulegol [inci]
(1r,3r,4s)-(-)-p-menth-8-en-3-ol
isopulegol [fcc]
isopulegol [fhfi]
(1r,2s,5r)-2-isopropenyl-5-methylcyclohexanol
1-isopulegol
SCHEMBL43859
(1r,2s,5r)-5-methyl-2-(prop-1-en-2-yl)cyclohexanol
2-isopropenyl-5-methylcyclohexanol-, (1r-(1alpha,2beta,5alpha))-
p-menth-8(9)-en-3-ol
DTXSID90110001
(+/-)-isopulegol
AKOS028109164
(1r,2s,5r)-5-methyl-2-(prop-1-en-2-yl)cyclohexan-1-ol
(-)-isopulegol, primary pharmaceutical reference standard
(-)-isopulegol, analytical standard
5-methyl-2-(1-methylethenyl)-(1r,2s,5r)-cyclohexanol
(+/-)-(1alpha,2beta,5alpha)-5-methyl-2-(1-methylvinyl)cyclohexan-1-ol
Q2103922
(-)-isopulegol 100 microg/ml in acetonitrile
AS-10358
E78611
HY-121206
rac-isopulegol
CS-0081229
EN300-269447

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"9 µg cm(-3) ) was the most toxic compound, followed by citronellyl acetate (16."( Fumigant toxicity of lemon eucalyptus oil constituents to acaricide-susceptible and acaricide-resistant Tetranychus urticae.
Ahn, YJ; Choi, BR; Han, J; Kim, SI; Lee, SG, 2011
)
0.37

Pharmacokinetics

ExcerptReferenceRelevance
"The study aimed to prepare a transdermal patch for flurbiprofen using isopulegol decanoate (ISO-C10) as a permeation enhancer, and to evaluate the in-vitro and in-vivo percutaneous permeation of the drug, as well as the pharmacodynamic efficacy of the formulation."( Enhancement of skin permeation of flurbiprofen via its transdermal patches using isopulegol decanoate (ISO-C10) as an absorption enhancer: pharmacokinetic and pharmacodynamic evaluation.
Chen, Y; Cun, D; Fang, L; Guo, W; Liu, X; Quan, P; Song, W; Wang, Z, 2015
)
0.42
"The permeation experiments were conducted on rabbit skin, and the pharmacokinetic profiles and synovial fluid drug concentration were measured after in-vivo transdermal administration."( Enhancement of skin permeation of flurbiprofen via its transdermal patches using isopulegol decanoate (ISO-C10) as an absorption enhancer: pharmacokinetic and pharmacodynamic evaluation.
Chen, Y; Cun, D; Fang, L; Guo, W; Liu, X; Quan, P; Song, W; Wang, Z, 2015
)
0.42
" Meanwhile, the ISO-C10 contained patches increased the drug disposition in synovial fluid and enhanced the pharmacodynamic efficacy of the formulation."( Enhancement of skin permeation of flurbiprofen via its transdermal patches using isopulegol decanoate (ISO-C10) as an absorption enhancer: pharmacokinetic and pharmacodynamic evaluation.
Chen, Y; Cun, D; Fang, L; Guo, W; Liu, X; Quan, P; Song, W; Wang, Z, 2015
)
0.42
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
p-menthane monoterpenoid
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (10)

Assay IDTitleYearJournalArticle
AID1111943Insecticidal activity against pyridaben-resistant female Tetranychus urticae PRT-53 (two-spotted spider mite) in kidney bean assessed as mortality in 3 cm disks measured after 24 hr exposure by vapour-phase mortality bioassay2011Pest management science, Dec, Volume: 67, Issue:12
Fumigant toxicity of lemon eucalyptus oil constituents to acaricide-susceptible and acaricide-resistant Tetranychus urticae.
AID302171Antiplasmodial activity after 48 hrs against chloroquine-resistant Plasmodium falciparum FcM29-Cameroon by [3H]hypoxanthine uptake2007Bioorganic & medicinal chemistry letters, Nov-15, Volume: 17, Issue:22
Modifications of the chemical structure of terpenes in antiplasmodial and antifungal drug research.
AID1111945Insecticidal activity against chlorfenapyr-resistant female Tetranychus urticae CRT-53 (two-spotted spider mite) in kidney bean assessed as mortality in 3 cm disks measured after 24 hr exposure by vapour-phase mortality bioassay2011Pest management science, Dec, Volume: 67, Issue:12
Fumigant toxicity of lemon eucalyptus oil constituents to acaricide-susceptible and acaricide-resistant Tetranychus urticae.
AID1111942Insecticidal activity against abamectin-resistant female Tetranychus urticae ART-53 (two-spotted spider mite) in kidney bean assessed as mortality in 3 cm disks measured after 24 hr exposure by vapour-phase mortality bioassay2011Pest management science, Dec, Volume: 67, Issue:12
Fumigant toxicity of lemon eucalyptus oil constituents to acaricide-susceptible and acaricide-resistant Tetranychus urticae.
AID1070523Partition coefficient, log K of the compound in n-hexane/methyl tert-butylether/acetonitrile 10:1:10 solvent system by HSCCC/EECCC analysis2014Journal of natural products, Mar-28, Volume: 77, Issue:3
Airborne antituberculosis activity of Eucalyptus citriodora essential oil.
AID1111946Insecticidal activity against acaricide-susceptible female Tetranychus urticae KST (two-spotted spider mite) in kidney bean assessed as mortality in 3 cm disks measured after 24 hr exposure by vapour-phase mortality bioassay2011Pest management science, Dec, Volume: 67, Issue:12
Fumigant toxicity of lemon eucalyptus oil constituents to acaricide-susceptible and acaricide-resistant Tetranychus urticae.
AID1111944Insecticidal activity against fenpropathrin-resistant female Tetranychus urticae FRT-53 (two-spotted spider mite) in kidney bean assessed as mortality in 3 cm disks measured after 24 hr exposure by vapour-phase mortality bioassay2011Pest management science, Dec, Volume: 67, Issue:12
Fumigant toxicity of lemon eucalyptus oil constituents to acaricide-susceptible and acaricide-resistant Tetranychus urticae.
AID302172Antifungal activity against Candida albicans ATCC 90028 after 48 hrs2007Bioorganic & medicinal chemistry letters, Nov-15, Volume: 17, Issue:22
Modifications of the chemical structure of terpenes in antiplasmodial and antifungal drug research.
AID302173Antifungal activity against Candida albicans ATCC 90028 after 24 hrs2007Bioorganic & medicinal chemistry letters, Nov-15, Volume: 17, Issue:22
Modifications of the chemical structure of terpenes in antiplasmodial and antifungal drug research.
AID1070522Antimicrobial activity against Mycobacterium tuberculosis H37Rv assessed as growth inhibition by gaseous contact assay relative to control2014Journal of natural products, Mar-28, Volume: 77, Issue:3
Airborne antituberculosis activity of Eucalyptus citriodora essential oil.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (38)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's12 (31.58)29.6817
2010's18 (47.37)24.3611
2020's8 (21.05)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (7.89%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other35 (92.11%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]