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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
Identification of odoriferous compounds from adults of a swallowtail butterfly, Papilio machaon (Lepidoptera: Papilionidae).
2001 Nov-Dec
Radiocarbon content of synthetic and natural semi-volatile halogenated organic compounds.
2002
Sensitive indoor air monitoring of monoterpenes using different adsorbents and thermal desorption gas chromatography with mass-selective detection.
2002 Jul 12
Wet effluent diffusion denuder technique and the determination of volatile organic compounds in air. II. Monoterpenes.
2002 Oct 11
Attempt to unravel the composition of toxaphene by comprehensive two-dimensional gas chromatography with selective detection.
2003 Apr 25
Essential oils produced by in vitro shoots of sage (Salvia officinalis L.).
2003 Apr 9
Effect of the volatile constituents isolated from Thymus albicans, Th. mastichina, Th. carnosus and Thymbra capitata in sunflower oil.
2003 Dec
Volatile emissions of eastern hemlock, Tsuga canadensis, and the influence of hemlock woolly adelgid.
2003 Jan
(M)VOC and composting facilities. Part 2: (M)VOC dispersal in the environment.
2004
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 and antimicrobial activity of the essential oils from the gum of Turkish pistachio (Pistacia vera L.).
2004 Jun 16
Full-scale chamber investigation and simulation of air freshener emissions in the presence of ozone.
2004 May 15
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
Changes in anatomy and terpene chemistry in roots of Douglas-fir seedlings following treatment with methyl jasmonate.
2005 Aug
How rainfall, relative humidity and temperature influence volatile emissions from apple trees in situ.
2005 Jul
An experimental study of sexual function improving effect of Myristica fragrans Houtt. (nutmeg).
2005 Jul 20
Characteristic odor components of kumquat (Fortunella japonica Swingle) peel oil.
2005 Mar 9
Allelopathic effects of volatile monoterpenoids produced by Salvia leucophylla: Inhibition of cell proliferation and DNA synthesis in the root apical meristem of Brassica campestris seedlings.
2005 May
Anticonflict effects of lavender oil and identification of its active constituents.
2006 Dec
Biogenic volatile organic compounds (BVOCs) emissions from Abies alba in a French forest.
2006 Feb 1
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
Chemical composition and biological activities of essential oil from the leaves of Sesuvium portulacastrum.
2006 Jan 3
[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
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
Plant coexistence alters terpene emission and content of Mediterranean species.
2007 Mar
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
The oil-dispersion bath in anthroposophic medicine--an integrative review.
2008 Dec 4
Activity of essential oils and individual components against acetyl- and butyrylcholinesterase.
2008 Jul-Aug
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
Speedy component resolution: an improved tool for processing diffusion-ordered spectroscopy data.
2008 May 15
[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
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
Comparative analysis of essential oils from eight herbal medicines with pungent flavor and cool nature by GC-MS and chemometric resolution methods.
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
Plant derived antioxidants - Geraniol and camphene protect rat alveolar macrophages against t-BHP induced oxidative stress.
2009 Mar
Fumigant and contact toxicities of monoterpenes to Sitophilus oryzae (L.) and Tribolium castaneum (Herbst) and their inhibitory effects on acetylcholinesterase activity.
2009 May
Fabrication of HA/TCP scaffolds with a graded and porous structure using a camphene-based freeze-casting method.
2009 May
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
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 16 21:53:30 UTC 2022
Edited
by admin
on Fri Dec 16 21:53:30 UTC 2022
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 16 21:53:30 UTC 2022 , Edited by admin on Fri Dec 16 21:53:30 UTC 2022
JECFA EVALUATION CAMPHENE
Created by admin on Fri Dec 16 21:53:30 UTC 2022 , Edited by admin on Fri Dec 16 21:53:30 UTC 2022
Code System Code Type Description
RXCUI
2395761
Created by admin on Fri Dec 16 21:53:30 UTC 2022 , Edited by admin on Fri Dec 16 21:53:30 UTC 2022
PRIMARY
HSDB
900
Created by admin on Fri Dec 16 21:53:30 UTC 2022 , Edited by admin on Fri Dec 16 21:53:30 UTC 2022
PRIMARY
ECHA (EC/EINECS)
201-234-8
Created by admin on Fri Dec 16 21:53:30 UTC 2022 , Edited by admin on Fri Dec 16 21:53:30 UTC 2022
PRIMARY
NSC
4165
Created by admin on Fri Dec 16 21:53:30 UTC 2022 , Edited by admin on Fri Dec 16 21:53:30 UTC 2022
PRIMARY
WIKIPEDIA
CAMPHENE
Created by admin on Fri Dec 16 21:53:30 UTC 2022 , Edited by admin on Fri Dec 16 21:53:30 UTC 2022
PRIMARY
DAILYMED
G3VG94Z26E
Created by admin on Fri Dec 16 21:53:30 UTC 2022 , Edited by admin on Fri Dec 16 21:53:30 UTC 2022
PRIMARY
EVMPD
SUB13212MIG
Created by admin on Fri Dec 16 21:53:30 UTC 2022 , Edited by admin on Fri Dec 16 21:53:30 UTC 2022
PRIMARY
PUBCHEM
6616
Created by admin on Fri Dec 16 21:53:30 UTC 2022 , Edited by admin on Fri Dec 16 21:53:30 UTC 2022
PRIMARY
CHEBI
3830
Created by admin on Fri Dec 16 21:53:30 UTC 2022 , Edited by admin on Fri Dec 16 21:53:30 UTC 2022
PRIMARY
MERCK INDEX
M3002
Created by admin on Fri Dec 16 21:53:30 UTC 2022 , Edited by admin on Fri Dec 16 21:53:30 UTC 2022
PRIMARY Merck Index
CAS
79-92-5
Created by admin on Fri Dec 16 21:53:30 UTC 2022 , Edited by admin on Fri Dec 16 21:53:30 UTC 2022
PRIMARY
EPA CompTox
DTXSID8026488
Created by admin on Fri Dec 16 21:53:30 UTC 2022 , Edited by admin on Fri Dec 16 21:53:30 UTC 2022
PRIMARY
FDA UNII
G3VG94Z26E
Created by admin on Fri Dec 16 21:53:30 UTC 2022 , Edited by admin on Fri Dec 16 21:53:30 UTC 2022
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
Monoterpene Class
PARENT -> CONSTITUENT MAY BE PRESENT