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
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
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
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
Changes in anatomy and terpene chemistry in roots of Douglas-fir seedlings following treatment with methyl jasmonate.
2005 Aug
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
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
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
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
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
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
Volatile organic compounds of Angelica gigas Nakai, Korean medicinal herb.
2007 Mar
The formation of ultra-fine particles during ozone-initiated oxidations with terpenes emitted from natural paint.
2007 Mar 6
Volatile chemical constituents of Piper aduncum L and Piper gibbilimbum C. DC (Piperaceae) from Papua New Guinea.
2007 Mar 9
Bimolecular and unimolecular contributions to the disparate self-chemical ionizations of alpha-pinene and camphene isomers.
2007 Nov
Variability of the needle essential oils of Pinus peuce from different populations in Montenegro and Serbia.
2008 Jul
[Analysis of volatile oil in pre and post processed pieces of Eriobotrya japonica by GC-MS].
2008 Nov
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
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
Formation and stability of secondary ozonides from monoterpenes studied by mass spectrometry.
2009 Jul
Tissue engineering polymeric microcarriers with macroporous morphology and bone-bioactive surface.
2009 Jul 7
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
Fumigant and contact toxicities of monoterpenes to Sitophilus oryzae (L.) and Tribolium castaneum (Herbst) and their inhibitory effects on acetylcholinesterase activity.
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
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
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