U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry MIXED
Molecular Formula C10H16
Molecular Weight 136.234
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CAMPHENE

SMILES

CC1(C)C2CCC(C2)C1=C

InChI

InChIKey=CRPUJAZIXJMDBK-UHFFFAOYSA-N
InChI=1S/C10H16/c1-7-8-4-5-9(6-8)10(7,2)3/h8-9H,1,4-6H2,2-3H3

HIDE SMILES / InChI

Molecular Formula C10H16
Molecular Weight 136.234
Charge 0
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Camphene is a bicyclic monoterpene, a Plant Derived Monoterpene, which possessed antitumor activity. This was found in vivo by inhibiting subcutaneous tumor growth of highly aggressive melanoma cells in a syngeneic model, suggesting a promising role of this compound in cancer therapy. In addition was shown, that camphene lowered cholesterol and triglycerides (TG) in the plasma of hyperlipidemic rats without affecting HMG-CoA reductase activity. And was suggested, that camphene upregulated Sterol regulatory element-binding proteins (SREBP-1) expression and microsomal triglyceride transfer protein (MTP) inhibition was likely to be a probable mechanism whereby camphene exerts its hypolipidemic effect.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P36956|||Q6PJ36
Gene ID: 6720.0
Gene Symbol: SREBF1
Target Organism: Homo sapiens (Human)
Target ID: P55157
Gene ID: 4547.0
Gene Symbol: MTTP
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
The historic camphenyl cation: a detailed structure evaluation including solvation energy calculations.
2001 Nov 2
Radiocarbon content of synthetic and natural semi-volatile halogenated organic compounds.
2002
Wet effluent diffusion denuder technique and the determination of volatile organic compounds in air. II. Monoterpenes.
2002 Oct 11
Supercritical carbon dioxide extraction of essential oils from Perovskia atriplicifolia Benth.
2003 Aug 27
Chemical composition and antibacterial activity of essential oil of Artemisia iwayomogi.
2003 Dec
Effect of the volatile constituents isolated from Thymus albicans, Th. mastichina, Th. carnosus and Thymbra capitata in sunflower oil.
2003 Dec
Antioxidative properties of the essential oil from Pinus mugo.
2003 Dec 17
Processing DOSY spectra using the regularized resolvent transform.
2003 Jul
Ion exchange resins as catalyst for the isomerization of alpha-pinene to camphene.
2004 Jun
Essential oil of Valeriana officinalis L. cultivars and their antimicrobial activity as influenced by harvesting time under commercial organic cultivation.
2004 Jun 16
chemical composition, plant genetic differences, antimicrobial and antifungal activity investigation of the essential oil of Rosmarinus officinalis L.
2004 Jun 2
Full-scale chamber investigation and simulation of air freshener emissions in the presence of ozone.
2004 May 15
Main compounds responsible for off-odour of strawberries infected by Phytophthora cactorum.
2005
Application of artificial neural network on mono- and sesquiterpenes compounds determined by headspace solid-phase microextraction-gas chromatography-mass spectrometry for the Piedmont ricotta cheese traceability.
2005 Apr 15
An experimental study of sexual function improving effect of Myristica fragrans Houtt. (nutmeg).
2005 Jul 20
Analysis of aroma and phenolic components of selected Achillea species.
2005 Jun
Identification of an EcoRI restriction site for a rapid and precise determination of beta-asarone-free Acorus calamus cytotypes.
2005 Mar
Characteristic odor components of kumquat (Fortunella japonica Swingle) peel oil.
2005 Mar 9
Biotransformation of terpenoids by mammals, microorganisms, and plant-cultured cells.
2005 May
Measurements of biogenic hydrocarbons and carbonyl compounds emitted by trees from temperate warm Atlantic rainforest, Brazil.
2005 May
Anticonflict effects of lavender oil and identification of its active constituents.
2006 Dec
Establishing a chromium-reactor design for measuring delta2H values of solid polyhalogenated compounds using direct elemental analysis and stable isotope ratio mass spectrometry.
2006 Jan
Gitksan medicinal plants--cultural choice and efficacy.
2006 Jun 21
Maternal food provisioning in relation to condition-dependent offspring odours in burrower bugs (Sehirus cinctus).
2006 Jun 22
Difference in the volatile composition of pine-mushrooms (Tricholoma matsutake Sing.) according to their grades.
2006 Jun 28
[Analysis of volatile constituents in leaves of three cypress species by gas chromatography/mass spectrometry].
2006 Mar
Women's health among the Chumash.
2006 Mar
Synthesis of low and high chlorinated toxaphene and comparison of their toxicity by zebrafish (Danio rerio) embryo test.
2006 Nov
Assessment and implications of intraspecific and phenological variability in monoterpenes of Scots pine (Pinus sylvestris) foliage.
2007 Mar
Analysis by gas chromatography-mass spectrometry of essential oil from seeds and aerial parts of Ferulago angulata (Schlecht.) Boiss gathered in Nevakoh and Shahoo, Zagross mountain, West of Iran.
2007 Mar 1
The formation of ultra-fine particles during ozone-initiated oxidations with terpenes emitted from natural paint.
2007 Mar 6
Bimolecular and unimolecular contributions to the disparate self-chemical ionizations of alpha-pinene and camphene isomers.
2007 Nov
Anti-inflammation activity of fruit essential oil from Cinnamomum insularimontanum Hayata.
2008 Dec
The oil-dispersion bath in anthroposophic medicine--an integrative review.
2008 Dec 4
Effects of cis-beta-ocimene, cis-sabinene hydrate, and monoterpene and sesquiterpene mixtures on alfalfa pellet intake by lambs.
2008 Jun
Mass propagation and essential oil analysis of Artemisia vulgaris.
2008 Mar
Chemical composition and antimicrobial activity of essential oil from cones of Pinus koraiensis.
2008 Mar
Speedy component resolution: an improved tool for processing diffusion-ordered spectroscopy data.
2008 May 15
[Analysis of volatile oil in pre and post processed pieces of Eriobotrya japonica by GC-MS].
2008 Nov
[Characterization of chemical components of essential oil from flowers of Chrysanthemum morifolium produced in Anhui province].
2008 Oct
The essential oil qualitative and quantitative composition in the needles of Pinus sylvestris L. growing along industrial transects.
2008 Oct
Antinociceptive effect and GC/MS analysis of Rosmarinus officinalis L. essential oil from its aerial parts.
2009 Apr
Rosmarinus officinalis L.: chemical modifications of the essential oil and evaluation of antioxidant and antimicrobial activity.
2009 Dec
Essential oil variability in natural populations of Picea omorika, a rare European conifer.
2009 Feb
Formation and stability of secondary ozonides from monoterpenes studied by mass spectrometry.
2009 Jul
Preparation of porous bioactive ceramic microspheres and in vitro osteoblastic culturing for tissue engineering application.
2009 Jun
Fumigant and contact toxicities of monoterpenes to Sitophilus oryzae (L.) and Tribolium castaneum (Herbst) and their inhibitory effects on acetylcholinesterase activity.
2009 May
Formaldehyde in the indoor environment.
2010 Apr 14
Comparative chemical composition and antiproliferative activity of aerial parts of Salvia leriifolia Benth. and Salvia acetabulosa L. essential oils against human tumor cell in vitro models.
2010 Feb
Cannabinoid receptor 1 binding activity and quantitative analysis of Cannabis sativa L. smoke and vapor.
2010 Feb
Patents

Patents

Sample Use Guides

Unknown
Route of Administration: Other
In Vitro Use Guide
Curator's Comment: Camphene induced apoptosis by the intrinsic pathway in melanoma cells mainly by causing endoplasmic reticulum (ER) stress, with release of Ca(2+) together with HmgB1 and calreticulin, loss of mitochondrial membrane potential and up regulation of caspase-3 activity.
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:14:55 GMT 2023
Edited
by admin
on Fri Dec 15 17:14:55 GMT 2023
Record UNII
G3VG94Z26E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CAMPHENE
FCC   FHFI   HSDB   INCI   MART.   MI   WHO-DD  
INCI  
Official Name English
CAMPHENE [FCC]
Common Name English
2,2-DIMETHYL-3-METHYLENENORBORNANE
Systematic Name English
CAMPHENE, D,L-
Common Name English
CAMPHENE [HSDB]
Common Name English
Camphene [WHO-DD]
Common Name English
CAMPHENE, (±)-
Systematic Name English
CAMPHENE, DL-
Common Name English
CAMPHENE [MI]
Common Name English
NSC-4165
Code English
CAMPHENE [INCI]
Common Name English
CAMPHENE [MART.]
Common Name English
DL-CAMPHENE
Common Name English
FEMA NO. 2229
Code English
CAMPHENE [FHFI]
Common Name English
(±)-CAMPHENE
Systematic Name English
BICYCLO(2.2.1)HEPTANE, 2,2-DIMETHYL-3-METHYLENE-
Systematic Name English
Classification Tree Code System Code
CFR 21 CFR 172.515
Created by admin on Fri Dec 15 17:14:55 GMT 2023 , Edited by admin on Fri Dec 15 17:14:55 GMT 2023
JECFA EVALUATION CAMPHENE
Created by admin on Fri Dec 15 17:14:55 GMT 2023 , Edited by admin on Fri Dec 15 17:14:55 GMT 2023
Code System Code Type Description
RXCUI
2395761
Created by admin on Fri Dec 15 17:14:55 GMT 2023 , Edited by admin on Fri Dec 15 17:14:55 GMT 2023
PRIMARY
HSDB
900
Created by admin on Fri Dec 15 17:14:55 GMT 2023 , Edited by admin on Fri Dec 15 17:14:55 GMT 2023
PRIMARY
SMS_ID
100000076601
Created by admin on Fri Dec 15 17:14:55 GMT 2023 , Edited by admin on Fri Dec 15 17:14:55 GMT 2023
PRIMARY
ECHA (EC/EINECS)
201-234-8
Created by admin on Fri Dec 15 17:14:55 GMT 2023 , Edited by admin on Fri Dec 15 17:14:55 GMT 2023
PRIMARY
NSC
4165
Created by admin on Fri Dec 15 17:14:55 GMT 2023 , Edited by admin on Fri Dec 15 17:14:55 GMT 2023
PRIMARY
WIKIPEDIA
CAMPHENE
Created by admin on Fri Dec 15 17:14:55 GMT 2023 , Edited by admin on Fri Dec 15 17:14:55 GMT 2023
PRIMARY
DAILYMED
G3VG94Z26E
Created by admin on Fri Dec 15 17:14:55 GMT 2023 , Edited by admin on Fri Dec 15 17:14:55 GMT 2023
PRIMARY
EVMPD
SUB13212MIG
Created by admin on Fri Dec 15 17:14:55 GMT 2023 , Edited by admin on Fri Dec 15 17:14:55 GMT 2023
PRIMARY
PUBCHEM
6616
Created by admin on Fri Dec 15 17:14:55 GMT 2023 , Edited by admin on Fri Dec 15 17:14:55 GMT 2023
PRIMARY
CHEBI
3830
Created by admin on Fri Dec 15 17:14:55 GMT 2023 , Edited by admin on Fri Dec 15 17:14:55 GMT 2023
PRIMARY
JECFA MONOGRAPH
1322
Created by admin on Fri Dec 15 17:14:55 GMT 2023 , Edited by admin on Fri Dec 15 17:14:55 GMT 2023
PRIMARY
MERCK INDEX
m3002
Created by admin on Fri Dec 15 17:14:55 GMT 2023 , Edited by admin on Fri Dec 15 17:14:55 GMT 2023
PRIMARY Merck Index
CAS
79-92-5
Created by admin on Fri Dec 15 17:14:55 GMT 2023 , Edited by admin on Fri Dec 15 17:14:55 GMT 2023
PRIMARY
EPA CompTox
DTXSID8026488
Created by admin on Fri Dec 15 17:14:55 GMT 2023 , Edited by admin on Fri Dec 15 17:14:55 GMT 2023
PRIMARY
FDA UNII
G3VG94Z26E
Created by admin on Fri Dec 15 17:14:55 GMT 2023 , Edited by admin on Fri Dec 15 17:14:55 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
Monoterpene Class
PARENT -> CONSTITUENT MAY BE PRESENT