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
Attempt to unravel the composition of toxaphene by comprehensive two-dimensional gas chromatography with selective detection.
2003 Apr 25
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
Antioxidative properties of the essential oil from Pinus mugo.
2003 Dec 17
Processing DOSY spectra using the regularized resolvent transform.
2003 Jul
Aphrodisiac activity of 50% ethanolic extracts of Myristica fragrans Houtt. (nutmeg) and Syzygium aromaticum (L) Merr. & Perry. (clove) in male mice: a comparative study.
2003 Oct 20
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
Full-scale chamber investigation and simulation of air freshener emissions in the presence of ozone.
2004 May 15
Improving pulse sequences for 3D DOSY: convection compensation.
2005 Dec
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
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
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
Baseline isotopic data of polyhalogenated compounds.
2006 Sep 8
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
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
Volatile chemical constituents of Piper aduncum L and Piper gibbilimbum C. DC (Piperaceae) from Papua New Guinea.
2007 Mar 9
Variability of the needle essential oils of Pinus heldreichii from different populations in Montenegro and Serbia.
2007 May
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
Variability of the needle essential oils of Pinus peuce from different populations in Montenegro and Serbia.
2008 Jul
Effects of cis-beta-ocimene, cis-sabinene hydrate, and monoterpene and sesquiterpene mixtures on alfalfa pellet intake by lambs.
2008 Jun
Chemical composition and antimicrobial activity of essential oil from cones of Pinus koraiensis.
2008 Mar
[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
Comparative analysis of chemical compositions and antimicrobial activities of essential oils from Abies holophylla and Abies koreana activities of essential oils from Abies holophylla and Abies koreana.
2009 Apr
Fingerprint of selected Salvia species by HS-GC-MS analysis of their volatile fraction.
2009 Aug
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
Plant derived antioxidants - Geraniol and camphene protect rat alveolar macrophages against t-BHP induced oxidative stress.
2009 Mar
Radical Scavenging Activity of the Essential Oil of Silver Fir (Abies alba).
2009 May
Fabrication of HA/TCP scaffolds with a graded and porous structure using a camphene-based freeze-casting method.
2009 May
Effects of a thiosemicarbazide camphene derivative on Trichophyton mentagrophytes.
2009 May 13
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 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