Page last updated: 2024-12-05

carvone, (s)-isomer

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

Description

(+)-carvone : A carvone having (S) configuration. [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]

Cross-References

ID SourceID
PubMed CID16724
CHEMBL ID501949
CHEBI ID15399
SCHEMBL ID184022
MeSH IDM0309750

Synonyms (91)

Synonym
d-carvone
(5s)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
(5s)-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-one
(+)-(4s)-carvone
(s)-5-isopropenyl-2-methylcyclohex-2-en-1-one
(s)-(+)-carvone
(s)-(+)-p-mentha-6,8-dien-2-one
(4s)-p-mentha-1(6),8-dien-2-one
CHEBI:15399 ,
(s)-carvone
(s)-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-one
d-(+)-carvone
(s)-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-one
2-cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (s)-
p-mentha-6,8-dien-2-one, (s)-(+)-
d-p-mentha-6,8,(9)-dien-2-one
d-1-methyl-4-isopropenyl-6-cyclohexen-2-one
(5s)-2-methyl-5-(1-methylethenyl)cyclohex-2-en-1-one
ai3-39004
d(+)-carvone
einecs 218-827-2
carvone, (+)-
2-cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (5s)-
(s)-d-p-mentha-6,8,(9)-dien-2-one
ccris 2385
d-carvone (natural)
NCGC00091882-01
(+)-carvone
(+)-(s)-carvone
carvol
2244-16-8
(s)-(+)-carvone, 96%
d-carvone, >=96%, fg
NCGC00091882-03
NCGC00091882-02
s-(+)-carvone
(4s)-carvone
MLS002415723
smr001370898
(5s)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
CHEMBL501949
s(+)-carvone
NCGC00091882-04
HMS3039E10
unii-4rwc1cms3x
4rwc1cms3x ,
dtxcid00256
dtxsid8020256 ,
NCGC00256315-01
tox21_302743
cas-2244-16-8
(5s)-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-one
NCGC00258992-01
tox21_201441
A816212
(s)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enone
0wu ,
EPITOPE ID:141510
AM84798
carvone, d-
carvone d-
(+)-carvone [fcc]
fema no. 2249, (+)-
carvone d-form [mi]
S6049
SCHEMBL184022
Q-200930
d-p-mentha-6,8(9)-dien-2-one
5-isopropenyl-2-methyl-2-cyclohexen-1-one, (s)-
mfcd00062997
(s)-5-isopropenyl-2-methyl-2-cyclohexenone
(+)-carvone, certified reference material, tracecert(r)
talent
(+)-carvone, analytical standard
CS-W014295
s-carvone
d-carvon
DS-4662
Q27889969
HY-W013579
(+)carvone
(s)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
EN300-393032
AKOS016843871
d-carvone 2-methyl-5-(1-methylethenyl)-2-cyclohexene-1-one
2-methyl-4-(1 -methylethenyl)-2-cyclohexene-1 -one
O10215
d-carvol
carvone d-form
Z1255356261
d-?carvone

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" All EOs were repellent, followed a dose-response relationship, and had bioactivity similar to or better than that of commercial compound IR3535."( Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
Caballero-Gallardo, K; Olivero-Verbel, J; Stashenko, EE, 2011
)
0.37
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
carvoneA p-menthane monoterpenoid that consists of cyclohex-2-enone having methyl and isopropenyl substituents at positions 2 and 5, respectively.
[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]

Pathways (4)

PathwayProteinsCompounds
Olfactory Signaling Pathway8028
(4S)-carvone biosynthesis116
Sensory Perception21568
(4S)-carveol and (4S)-dihydrocarveol degradation231

Protein Targets (10)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
GLI family zinc finger 3Homo sapiens (human)Potency2.47830.000714.592883.7951AID1259369
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency25.28550.011212.4002100.0000AID1030
regulator of G-protein signaling 4Homo sapiens (human)Potency8.43680.531815.435837.6858AID504845
estrogen nuclear receptor alphaHomo sapiens (human)Potency40.56000.000229.305416,493.5996AID1259244; AID743075
thyroid hormone receptor beta isoform aHomo sapiens (human)Potency0.01780.010039.53711,122.0200AID588547
nuclear factor erythroid 2-related factor 2 isoform 1Homo sapiens (human)Potency18.83360.000627.21521,122.0200AID651741
Voltage-dependent calcium channel gamma-2 subunitMus musculus (house mouse)Potency68.58960.001557.789015,848.9004AID1259244
Glutamate receptor 2Rattus norvegicus (Norway rat)Potency68.58960.001551.739315,848.9004AID1259244
Nuclear receptor ROR-gammaHomo sapiens (human)Potency0.05960.026622.448266.8242AID651802
TAR DNA-binding protein 43Homo sapiens (human)Potency17.78281.778316.208135.4813AID652104
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (31)

Processvia Protein(s)Taxonomy
negative regulation of transcription by RNA polymerase IINuclear receptor ROR-gammaHomo sapiens (human)
xenobiotic metabolic processNuclear receptor ROR-gammaHomo sapiens (human)
regulation of glucose metabolic processNuclear receptor ROR-gammaHomo sapiens (human)
regulation of steroid metabolic processNuclear receptor ROR-gammaHomo sapiens (human)
intracellular receptor signaling pathwayNuclear receptor ROR-gammaHomo sapiens (human)
circadian regulation of gene expressionNuclear receptor ROR-gammaHomo sapiens (human)
cellular response to sterolNuclear receptor ROR-gammaHomo sapiens (human)
positive regulation of circadian rhythmNuclear receptor ROR-gammaHomo sapiens (human)
regulation of fat cell differentiationNuclear receptor ROR-gammaHomo sapiens (human)
positive regulation of DNA-templated transcriptionNuclear receptor ROR-gammaHomo sapiens (human)
adipose tissue developmentNuclear receptor ROR-gammaHomo sapiens (human)
T-helper 17 cell differentiationNuclear receptor ROR-gammaHomo sapiens (human)
regulation of transcription by RNA polymerase IINuclear receptor ROR-gammaHomo sapiens (human)
negative regulation of protein phosphorylationTAR DNA-binding protein 43Homo sapiens (human)
mRNA processingTAR DNA-binding protein 43Homo sapiens (human)
RNA splicingTAR DNA-binding protein 43Homo sapiens (human)
negative regulation of gene expressionTAR DNA-binding protein 43Homo sapiens (human)
regulation of protein stabilityTAR DNA-binding protein 43Homo sapiens (human)
positive regulation of insulin secretionTAR DNA-binding protein 43Homo sapiens (human)
response to endoplasmic reticulum stressTAR DNA-binding protein 43Homo sapiens (human)
positive regulation of protein import into nucleusTAR DNA-binding protein 43Homo sapiens (human)
regulation of circadian rhythmTAR DNA-binding protein 43Homo sapiens (human)
regulation of apoptotic processTAR DNA-binding protein 43Homo sapiens (human)
negative regulation by host of viral transcriptionTAR DNA-binding protein 43Homo sapiens (human)
rhythmic processTAR DNA-binding protein 43Homo sapiens (human)
regulation of cell cycleTAR DNA-binding protein 43Homo sapiens (human)
3'-UTR-mediated mRNA destabilizationTAR DNA-binding protein 43Homo sapiens (human)
3'-UTR-mediated mRNA stabilizationTAR DNA-binding protein 43Homo sapiens (human)
nuclear inner membrane organizationTAR DNA-binding protein 43Homo sapiens (human)
amyloid fibril formationTAR DNA-binding protein 43Homo sapiens (human)
regulation of gene expressionTAR DNA-binding protein 43Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (18)

Processvia Protein(s)Taxonomy
RNA polymerase II cis-regulatory region sequence-specific DNA bindingNuclear receptor ROR-gammaHomo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specificNuclear receptor ROR-gammaHomo sapiens (human)
DNA-binding transcription repressor activity, RNA polymerase II-specificNuclear receptor ROR-gammaHomo sapiens (human)
DNA-binding transcription factor activityNuclear receptor ROR-gammaHomo sapiens (human)
protein bindingNuclear receptor ROR-gammaHomo sapiens (human)
oxysterol bindingNuclear receptor ROR-gammaHomo sapiens (human)
zinc ion bindingNuclear receptor ROR-gammaHomo sapiens (human)
ligand-activated transcription factor activityNuclear receptor ROR-gammaHomo sapiens (human)
sequence-specific double-stranded DNA bindingNuclear receptor ROR-gammaHomo sapiens (human)
nuclear receptor activityNuclear receptor ROR-gammaHomo sapiens (human)
RNA polymerase II cis-regulatory region sequence-specific DNA bindingTAR DNA-binding protein 43Homo sapiens (human)
DNA bindingTAR DNA-binding protein 43Homo sapiens (human)
double-stranded DNA bindingTAR DNA-binding protein 43Homo sapiens (human)
RNA bindingTAR DNA-binding protein 43Homo sapiens (human)
mRNA 3'-UTR bindingTAR DNA-binding protein 43Homo sapiens (human)
protein bindingTAR DNA-binding protein 43Homo sapiens (human)
lipid bindingTAR DNA-binding protein 43Homo sapiens (human)
identical protein bindingTAR DNA-binding protein 43Homo sapiens (human)
pre-mRNA intronic bindingTAR DNA-binding protein 43Homo sapiens (human)
molecular condensate scaffold activityTAR DNA-binding protein 43Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (11)

Processvia Protein(s)Taxonomy
plasma membraneGlutamate receptor 2Rattus norvegicus (Norway rat)
nucleusNuclear receptor ROR-gammaHomo sapiens (human)
nucleoplasmNuclear receptor ROR-gammaHomo sapiens (human)
nuclear bodyNuclear receptor ROR-gammaHomo sapiens (human)
chromatinNuclear receptor ROR-gammaHomo sapiens (human)
nucleusNuclear receptor ROR-gammaHomo sapiens (human)
intracellular non-membrane-bounded organelleTAR DNA-binding protein 43Homo sapiens (human)
nucleusTAR DNA-binding protein 43Homo sapiens (human)
nucleoplasmTAR DNA-binding protein 43Homo sapiens (human)
perichromatin fibrilsTAR DNA-binding protein 43Homo sapiens (human)
mitochondrionTAR DNA-binding protein 43Homo sapiens (human)
cytoplasmic stress granuleTAR DNA-binding protein 43Homo sapiens (human)
nuclear speckTAR DNA-binding protein 43Homo sapiens (human)
interchromatin granuleTAR DNA-binding protein 43Homo sapiens (human)
nucleoplasmTAR DNA-binding protein 43Homo sapiens (human)
chromatinTAR DNA-binding protein 43Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (27)

Assay IDTitleYearJournalArticle
AID1081891Repellent activity against Tribolium castaneum (red flour beetle) assessed as induction of repellency measured 2 hr post compound exposure at 0.2 uL/cm2 using 15% compound formulation2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
AID360823Growth inhibition of cellular yeast form of Candida albicans H317 at 5 mM after 2 hrs2002Journal of natural products, Jul, Volume: 65, Issue:7
Carvone and perillaldehyde interfere with the serum-induced formation of filamentous structures in Candida albicans at substantially lower concentrations than those causing significant inhibition of growth.
AID1081887Repellent activity against Tribolium castaneum (red flour beetle) assessed as induction of repellency measured 4 hr post compound exposure at 0.02 uL/cm2 using 15% compound formulation2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
AID1081892Repellent activity against Tribolium castaneum (red flour beetle) assessed as induction of repellency measured 2 hr post compound exposure at 0.02 uL/cm2 using 15% compound formulation2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
AID1081885Lipophilicity, logP of the compound2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
AID1081894Repellent activity against Tribolium castaneum (red flour beetle) assessed as induction of repellency measured 2 hr post compound exposure at 0.0002 uL/cm2 using 15% compound formulation2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
AID1081890Repellent activity against Tribolium castaneum (red flour beetle) assessed as induction of repellency measured 4 hr post compound exposure at 0.00002 uL/cm2 using 15% compound formulation2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
AID1081889Repellent activity against Tribolium castaneum (red flour beetle) assessed as induction of repellency measured 4 hr post compound exposure at 0.0002 uL/cm2 using 15% compound formulation2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
AID1081895Repellent activity against Tribolium castaneum (red flour beetle) assessed as induction of repellency measured 2 hr post compound exposure at 0.00002 uL/cm2 using 15% compound formulation2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
AID1081886Repellent activity against Tribolium castaneum (red flour beetle) assessed as induction of repellency measured 4 hr post compound exposure at 0.2 uL/cm2 using 15% compound formulation2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
AID360821Anticandidal activity against Candida albicans H317 assessed as inhibition of transformation of organism from cellular yeast to filamentous form at 250 uM preincubated for 2 hrs before addition of fetal bovine serum measured after 22 hrs by phase contrast2002Journal of natural products, Jul, Volume: 65, Issue:7
Carvone and perillaldehyde interfere with the serum-induced formation of filamentous structures in Candida albicans at substantially lower concentrations than those causing significant inhibition of growth.
AID1081893Repellent activity against Tribolium castaneum (red flour beetle) assessed as induction of repellency measured 2 hr post compound exposure at 0.002 uL/cm2 using 15% compound formulation2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
AID360824Effect on growth of cellular yeast form of Candida albicans H317 at lower concentration after 2 hrs2002Journal of natural products, Jul, Volume: 65, Issue:7
Carvone and perillaldehyde interfere with the serum-induced formation of filamentous structures in Candida albicans at substantially lower concentrations than those causing significant inhibition of growth.
AID1081888Repellent activity against Tribolium castaneum (red flour beetle) assessed as induction of repellency measured 4 hr post compound exposure at 0.002 uL/cm2 using 15% compound formulation2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID1745845Primary qHTS for Inhibitors of ATXN expression
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (28.57)29.6817
2010's4 (57.14)24.3611
2020's1 (14.29)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.20

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.20 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.28 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.20)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]