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Details

Stereochemistry MIXED
Molecular Formula C10H16
Molecular Weight 136.2344
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CAMPHENE

SMILES

C=C1C2CCC(C2)C1(C)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 136.2344
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
(M)VOC and composting facilities. Part 2: (M)VOC dispersal in the environment.
2004
The effect of selected monoterpenoids on the cellular slime mold, Dictyostelium discoideum NC4.
2004 Jun
Main compounds responsible for off-odour of strawberries infected by Phytophthora cactorum.
2005
Improving pulse sequences for 3D DOSY: convection compensation.
2005 Dec
Gas chromatography-mass spectrometry study of the essential oils of Schinus longifolia (Lindl.) speg., Schinus fasciculata (Griseb.) I. M. Johnst., and Schinus areira L.
2005 Jan-Feb
How rainfall, relative humidity and temperature influence volatile emissions from apple trees in situ.
2005 Jul
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
Anticonflict effects of lavender oil and identification of its active constituents.
2006 Dec
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
Synthesis of low and high chlorinated toxaphene and comparison of their toxicity by zebrafish (Danio rerio) embryo test.
2006 Nov
Baseline isotopic data of polyhalogenated compounds.
2006 Sep 8
Essential oil composition of terminal branches, cones and roots of Tetraclinis articulata from Tunisia.
2007 Aug 1
Chemical compositions of the essential oils of stems, leaves and flowers of Prangos acaulis (Dc) Bornm.
2007 Aug 15
Chemical composition of the essential oil of Pelargonium quercetorum Agnew. of Iran.
2007 Jan
Volatile organic compounds of Angelica gigas Nakai, Korean medicinal herb.
2007 Mar
Assessment and implications of intraspecific and phenological variability in monoterpenes of Scots pine (Pinus sylvestris) foliage.
2007 Mar
Plant coexistence alters terpene emission and content of Mediterranean species.
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
Temperature dependence of the optical rotation in six bicyclic organic molecules calculated by vibrational averaging.
2007 Mar 12
The formation of ultra-fine particles during ozone-initiated oxidations with terpenes emitted from natural paint.
2007 Mar 6
Variability of the needle essential oils of Pinus heldreichii from different populations in Montenegro and Serbia.
2007 May
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
Variability of the needle essential oils of Pinus peuce from different populations in Montenegro and Serbia.
2008 Jul
Activity of essential oils and individual components against acetyl- and butyrylcholinesterase.
2008 Jul-Aug
[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
In vitro biological activity of Salvia leriifolia benth essential oil relevant to the treatment of Alzheimer's disease.
2009
Antinociceptive effect and GC/MS analysis of Rosmarinus officinalis L. essential oil from its aerial parts.
2009 Apr
Fingerprint of selected Salvia species by HS-GC-MS analysis of their volatile fraction.
2009 Aug
Temperature-dependent release of volatile organic compounds of eucalypts by direct analysis in real time (DART) mass spectrometry.
2009 Aug
Rosmarinus officinalis L.: chemical modifications of the essential oil and evaluation of antioxidant and antimicrobial activity.
2009 Dec
Chemical composition of hydrodistilled essential oil of Artemisia incana (L.) Druce and antimicrobial activity against foodborne microorganisms.
2009 Dec
Essential oil variability in natural populations of Picea omorika, a rare European conifer.
2009 Feb
Comparative analysis of essential oils from eight herbal medicines with pungent flavor and cool nature by GC-MS and chemometric resolution methods.
2009 Feb
Tissue engineering polymeric microcarriers with macroporous morphology and bone-bioactive surface.
2009 Jul 7
Composition and seasonal variation of the essential oil from Abies sachalinensis from Hokkaido, Japan.
2009 Jun
Terpenoid emissions from Quercus robur. A case study of Galicia (NW Spain).
2009 Jun
Preparation of porous bioactive ceramic microspheres and in vitro osteoblastic culturing for tissue engineering application.
2009 Jun
Plant derived antioxidants - Geraniol and camphene protect rat alveolar macrophages against t-BHP induced oxidative stress.
2009 Mar
Fabrication of HA/TCP scaffolds with a graded and porous structure using a camphene-based freeze-casting method.
2009 May
Influence of growth phase and geographic origin on the essential oil composition of Pituranthos chloranthus from Tunisia.
2009 Nov
Multiple ultrafast, broadband 2D NMR spectra of hyperpolarized natural products.
2009 Oct 7
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 Sat Jun 26 14:47:59 UTC 2021
Edited
by admin
on Sat Jun 26 14:47:59 UTC 2021
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, (+/-)-
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 [WHO-DD]
Common Name 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 Sat Jun 26 14:47:59 UTC 2021 , Edited by admin on Sat Jun 26 14:47:59 UTC 2021
JECFA EVALUATION CAMPHENE
Created by admin on Sat Jun 26 14:47:59 UTC 2021 , Edited by admin on Sat Jun 26 14:47:59 UTC 2021
Code System Code Type Description
RXCUI
2395761
Created by admin on Sat Jun 26 14:47:59 UTC 2021 , Edited by admin on Sat Jun 26 14:47:59 UTC 2021
PRIMARY
HSDB
900
Created by admin on Sat Jun 26 14:47:59 UTC 2021 , Edited by admin on Sat Jun 26 14:47:59 UTC 2021
PRIMARY
ECHA (EC/EINECS)
201-234-8
Created by admin on Sat Jun 26 14:47:59 UTC 2021 , Edited by admin on Sat Jun 26 14:47:59 UTC 2021
PRIMARY
WIKIPEDIA
CAMPHENE
Created by admin on Sat Jun 26 14:47:59 UTC 2021 , Edited by admin on Sat Jun 26 14:47:59 UTC 2021
PRIMARY
EVMPD
SUB13212MIG
Created by admin on Sat Jun 26 14:47:59 UTC 2021 , Edited by admin on Sat Jun 26 14:47:59 UTC 2021
PRIMARY
PUBCHEM
6616
Created by admin on Sat Jun 26 14:47:59 UTC 2021 , Edited by admin on Sat Jun 26 14:47:59 UTC 2021
PRIMARY
MERCK INDEX
M3002
Created by admin on Sat Jun 26 14:47:59 UTC 2021 , Edited by admin on Sat Jun 26 14:47:59 UTC 2021
PRIMARY Merck Index
CAS
79-92-5
Created by admin on Sat Jun 26 14:47:59 UTC 2021 , Edited by admin on Sat Jun 26 14:47:59 UTC 2021
PRIMARY
EPA CompTox
79-92-5
Created by admin on Sat Jun 26 14:47:59 UTC 2021 , Edited by admin on Sat Jun 26 14:47:59 UTC 2021
PRIMARY
FDA UNII
G3VG94Z26E
Created by admin on Sat Jun 26 14:47:59 UTC 2021 , Edited by admin on Sat Jun 26 14:47:59 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
Monoterpene Class
PARENT -> CONSTITUENT MAY BE PRESENT