Compounds > 6,6-dimethyl-2-methylenebicyclo(3.1.1)heptan-3-ol
Page last updated: 2024-12-07

6,6-dimethyl-2-methylenebicyclo(3.1.1)heptan-3-ol

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

Description

6,6-dimethyl-2-methylenebicyclo(3.1.1)heptan-3-ol: fragrance ingredient; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

pinocarveol : A pinane monoterpenoid that is a bicyclo[3.1.1]heptane substituted by two methyl groups at position 6, a methylidene group at position 2 and a hydroxy group at position 3. [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 CID102667
CHEMBL ID3109299
CHEBI ID26137
SCHEMBL ID296319
MeSH IDM0528488

Synonyms (52)

Synonym
bicyclo[3.1.1]heptan-3-ol, 6,6-dimethyl-2-methylene-, [1s-(1.alpha.,3.alpha.,5.alpha.)]-
bicyclo[3.1.1]heptan-3-ol, 6,6-dimethyl-2-methylene-
2(10)-pinen-3-ol, (1s,3r,5s)-(-)-
10-pinen-3-ol
6,6-dimethyl-2-methylene-bicyclo[3.1.1]heptan-3-ol
6,6-dimethyl-2-methylenebicyclo(3.1.1)heptan-3-ol
6,6-dimethyl-2-methylenebicyclo[3.1.1]heptan-3-ol
CHEBI:26137 ,
3-hydroxy-6,6-dimethyl-2-methylenebicyclo(3.1.1)heptane
bicyclo[3.1.1]heptan-3-ol,6-dimethyl-2-methylene-
2(10)-pinen-3-ol
nsc-408847
nsc408847
trans-pinocarveol
5947-36-4
pinocarveol
nsc-146601
nsc146601
LMPR0102120025
bicyclo(3.1.1)heptan-3-ol, 6,6-dimethyl-2-methylene-
FT-0694138
7,7-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol
6,6-dimethyl-3-hydroxy-2-methylenebicyclo(3.1.1)heptane
einecs 227-705-8
unii-0wg2c7ki43
0wg2c7ki43 ,
nsc 408847
ai3-23132
pinocarveol, (+/-)-
fema no. 3587
(1r-(1alpha,3alpha,5alpha))-6,6-dimethyl-2-methylenebicyclo(3.1.1)heptan-3-ol
3917-59-7
einecs 223-483-1
CHEMBL3109299
SCHEMBL296319
6,6-dimethyl-2-methylene-bicyclo(3.1.1)heptan-3-ol
6,6-dimethyl-2-methylene-norpinan-3-ol
6,6-dimethyl-2-methylenebicyclo[3.1.1]heptan-3-ol #
(z)-pinocarveol
LCYXQUJDODZYIJ-UHFFFAOYSA-N
bicyclo[3.1.1]heptan-3-ol, 6,6-dimethyl-2-methylene-, (1.alpha.,3.beta.,5.alpha.)-
pinyl alcohol
fema 3587
6,6-dimethyl-2-methylenebicyclo[3.1.1]heptan-3-ol, 9ci
DTXSID30863660
6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol
Q27103091
STL562482
FT-0774841
AKOS037622959
AB86186
EN300-296441
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (4)

RoleDescription
GABA modulatorA substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
volatile oil componentAny plant metabolite that is found naturally as a component of a volatile oil.
mouse metaboliteAny mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
[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 (3)

ClassDescription
pinane monoterpenoidA monoterpenoid based on a pinane skeleton (2,6,6-trimethylbicyclo[3.1.1]heptane) skeleton and its substituted derivatives.
secondary alcoholA secondary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has two other carbon atoms attached to it.
carbobicyclic compoundA bicyclic compound in which all the ring atoms are carbon.
[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 (1)

PathwayProteinsCompounds
Limonene and Pinene Degradation210

Bioassays (1)

Assay IDTitleYearJournalArticle
AID1066527Antiinflammatory activity against human primary chondrocytes assessed as inhibition of IL-1beta-induced NO production at 10 to 25 ug/ml after 30 mins by Griess method2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Anti-inflammatory and chondroprotective activity of (+)-α-pinene: structural and enantiomeric selectivity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (10.00)29.6817
2010's8 (80.00)24.3611
2020's1 (10.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 13.22

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 Index13.22 (24.57)
Research Supply Index2.40 (2.92)
Research Growth Index5.62 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (13.22)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (20.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other8 (80.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
palmitic acid
Palmitic Acid: A common saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids.. hexadecanoic acid : A straight-chain, sixteen-carbon, saturated long-chain fatty acid.		2.110long-chain fatty acid;
straight-chain saturated fatty acid		algal metabolite;
Daphnia magna metabolite;
EC 1.1.1.189 (prostaglandin-E2 9-reductase) inhibitor;
plant metabolite
eucalyptol
[no description available]		2.1110
linalool
linalool: RN given refers to parent cpd without isomeric designation; structure. linalool : A monoterpenoid that is octa-1,6-diene substituted by methyl groups at positions 3 and 7 and a hydroxy group at position 3. It has been isolated from plants like Ocimum canum.		2.5520monoterpenoid;
tertiary alcohol		antimicrobial agent;
fragrance;
plant metabolite;
volatile oil component
alpha-pinene
[no description available]		2.5120pineneplant metabolite
cyclohexanol
Cyclohexanols: Monohydroxy derivatives of cyclohexanes that contain the general formula R-C6H11O. They have a camphorlike odor and are used in making soaps, insecticides, germicides, dry cleaning, and plasticizers.. cyclohexanols : An alcohol in which one or more hydroxy groups are attached to a cyclohexane skeleton.		2.1110cyclohexanols;
secondary alcohol		solvent
linalyl acetate
linalyl acetate: structure in first source; RN refers to cpd without isomeric designation. linalyl acetate : A racemate comprising equimolar amounts of (R)- and (S)-linalyl acetate. It forms a principal component of the essential oils from bergamot and lavender.. 3,7-dimethylocta-1,6-dien-3-yl acetate : A monoterpenoid that is the acetate ester of linalool. It forms a principal component of the essential oils from bergamot and lavender.		2.1310acetate ester;
monoterpenoid
hexahydrofarnesylacetone
hexahydrofarnesylacetone: a C-18 terpene		2.110ketone
myrtenol
myrtenol: fragrance ingredient; structure in first source		2.110
precocene ii
precocene II: has antibacterial, antifungal, insecticidal, and antioxidant activities; from plants of genus Ageratum; an antiallotropin compound capable of inhibiting juvenile hormone biosynthesis		2.110chromenesprecocenes
2-nonanone
2-nonanone: RN given refers to cpd with locant for oxo moiety in position 2. nonanone : Any ketone that is nonane substituted by an oxo group at unspecified position.. nonan-2-one : A methyl ketone that is nonane in which the methylene hydrogens at position 2 are replaced by an oxo group.		2.110methyl ketoneplant metabolite
beta-pinene
beta-pinene: alpha-pinene is also available. beta-pinene : An isomer of pinene with an exocyclic double bond. It is a component of essential oils from many plants.		2.5520pineneplant metabolite
alpha-terpineol
terpineol : A family of monoterpenols that have a p-menthane skeleton containing one double bond and bearing a single hydroxy substituent.		2.5820terpineolplant metabolite
beta-selinene
beta-selinene: isolated from aerial parts of Ligusticum chuanxiong; RN given for (4aR-(4aalpha,7alpha,8abeta))-isomer. (-)-beta-selinene : The (4aS,7S,8aR)-stereoisomer of beta-selinene.		2.0710beta-selinene
verbenone
verbenone: platelet aggregation inhibitor; RN given refers to cpd without isomeric designation. 4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one : A carbobicyclic compound that is bicyclo[3.1.1]heptane which is substituted by an oxo group at position 2 and by methyl groups at positions 4, 6 and 6, and which contains a double bond between positions 3 and 4.. (S)-(-)-verbenone : A 4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one in which both chiral centres have S configuration.		2.1710carbobicyclic compound;
cyclic ketone;
enone
beta-eudesmol
beta-eudesmol: found in Atractylodes and other plants; RN given refers to (2R-(2alpha,4aalpha,8abeta))-isomer. beta-eudesmol : A carbobicyclic compound that is trans-decalin substituted at positions 2, 4a, and 8 by 2-hydroxypropan-2-yl, methyl and methylidene groups, respectively (the 2R,4aR,8aS-diastereoisomer).		2.110carbobicyclic compound;
eudesmane sesquiterpenoid;
tertiary alcohol		volatile oil component
spathulenol
spathulenol: sesquiterpene alcohol isolated from essential oils of Artemisia vulgaris L. & Artemisia dracunculus L.. spathulenol : A tricyclic sesquiterpenoid that is 4-methylidenedecahydro-1H-cyclopropa[e]azulene carrying three methyl substituents at positions 1, 1 and 7 as well as a hydroxy substituent at position 7.		2.1710
sesquiterpenes
[no description available]		2.5320
caryophyllene oxide
caryophyllene oxide: has butyrylcholinesterase inhibitory activity; structure in first source. epoxide : Any cyclic ether in which the oxygen atom forms part of a 3-membered ring.		2.5320epoxidemetabolite
1,1-diphenyl-2-picrylhydrazyl
1,1-diphenyl-2-picrylhydrazyl: A diphenyl picrate; the ability to decolorize this stable radical indicates reactivity of tested compounds (Banda, Anal Chem 46:1772-7 1974)		2.1310
caryophyllene
caryophyllene: RN given refers to cpd without isomeric designation; structure given in first source		2.1710
cadinol
cadinol: from callus cultures of Chamomilla recutita (Asteraceae)		2.1710
methylnitronitrosoguanidine
Methylnitronitrosoguanidine: A nitrosoguanidine derivative with potent mutagenic and carcinogenic properties.. N-methyl-N'-nitro-N-nitrosoguanidine : An N-nitroguanidine compound having nitroso and methyl substituents at the N'-position		2.2510nitroso compoundalkylating agent
ConditionIndicatedRelationship StrengthStudiesTrials
Arthritis, Degenerative
[description not available]		02.110
Osteoarthritis
A progressive, degenerative joint disease, the most common form of arthritis, especially in older persons. The disease is thought to result not from the aging process but from biochemical changes and biomechanical stresses affecting articular cartilage. In the foreign literature it is often called osteoarthrosis deformans.		02.110