Compounds > cembrene a
Page last updated: 2024-11-10

cembrene a

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

cembrene A: RN refers to (R-(E,E,E))-isomer; isolated from paracloacal glands of the Chinese alligator (Alligator sinensis); structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

(R)-cembrene A : A fourteen-membered macrocyclic diterpene consisting of 1,5,9-trimethyl-12-(prop-1-en-2-yl)cyclotetradecane having three endocyclic double bonds located at positions 1, 5 and 9. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID5281384
CHEMBL ID518765
CHEBI ID7501
CHEBI ID82800
MeSH IDM0281184

Synonyms (26)

Synonym
(1e,5e,9e,12r)-1,5,9-trimethyl-12-(propan-2-en-2-yl)cyclotetradeca-1,5,9-triene
31570-39-5
(r)-cembrene a
neocembrene
C09140
cembrene a
LMPR0104190001
chebi:7501 ,
CHEMBL518765
(1e,5e,9e,12r)-1,5,9-trimethyl-12-prop-1-en-2-ylcyclotetradeca-1,5,9-triene
neocembrene a
(r)-(-)-cembrene a
(-)-cembrene a
nsc 309918
unii-2wgk4p4230
1,5,9-cyclotetradecatriene, 1,5,9-trimethyl-12-(1-methylethenyl)-, (r-(e,e,e))-
1,5,9-trimethyl-12-(1-methylethenyl)-1,5,9-cyclotetradecatriene
2wgk4p4230 ,
(1e,5e,9e,12r)-1,5,9-trimethyl-12-(prop-1-en-2-yl)cyclotetradeca-1,5,9-triene
CHEBI:82800
VWSPQDDPRITBAM-KPGNMOGWSA-N
cembren a
neocembrene [mi]
1,5,9-cyclotetradecatriene, 1,5,9-trimethyl-12-(1-methylethenyl)-, (1e,5e,9e,12r)-
1,5,9-cyclotetradecatriene, 1,5,9-trimethyl-12-(1-methylethenyl)-, [r-(e,e,e)]-
Q5058639
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
bacterial metaboliteAny prokaryotic metabolite produced during a metabolic reaction in bacteria.
coral metaboliteAny animal metabolite produced during a metabolic reaction in corals (marine invertebrates).
animal metaboliteAny eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (3)

ClassDescription
cycloalkatrieneAn unsaturated monocyclic hydrocarbon having three endocyclic double bonds.
diterpeneA C20 terpene.
macrocycleA cyclic compound containing nine or more atoms as part of the cyclic system.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (15)

Assay IDTitleYearJournalArticle
AID514381Induction of apoptosis in human HeLaC3 cells assessed as reduction of yellow fluorescent protein/cyan fluorescent protein emission ratio below 3 at 10 uM after 72 hrs by FRET assay2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
Identification and evaluation of apoptotic compounds from Garcinia paucinervis.
AID1591788Selectivity index, ratio of CC50 for BALB/c mouse splenocytes to IC50 for immunosuppressive activity in BALB/c mouse splenocytes assessed as inhibition of LPS-stimulated B-cell proliferation2019Bioorganic & medicinal chemistry, 08-01, Volume: 27, Issue:15
Highly diverse cembranoids from the South China Sea soft coral Sinularia scabra as a new class of potential immunosuppressive agents.
AID514379Induction of apoptosis in human HeLaC3 cells assessed as reduction of yellow fluorescent protein/cyan fluorescent protein emission ratio below 3 at 50 uM after 72 hrs by FRET assay2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
Identification and evaluation of apoptotic compounds from Garcinia paucinervis.
AID376380Cytotoxicity against human A549 cells after 6 days by MTT assay1999Journal of natural products, Nov, Volume: 62, Issue:11
Cytotoxic terpenoids from the Formosan soft coral Nephthea brassica.
AID514380Induction of apoptosis in human HeLaC3 cells assessed as reduction of yellow fluorescent protein/cyan fluorescent protein emission ratio below 3 at 25 uM after 72 hrs by FRET assay2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
Identification and evaluation of apoptotic compounds from Garcinia paucinervis.
AID376382Cytotoxicity against human KB cells after 3 days by MTT assay1999Journal of natural products, Nov, Volume: 62, Issue:11
Cytotoxic terpenoids from the Formosan soft coral Nephthea brassica.
AID376383Cytotoxicity against mouse P388 cells after 3 days by MTT assay1999Journal of natural products, Nov, Volume: 62, Issue:11
Cytotoxic terpenoids from the Formosan soft coral Nephthea brassica.
AID422544Reduction in human pancreatic recombinant 1B PLA2 activity expressed in Escherichia coli assessed as hydrolysis of 1,2-dimyristoyl-sn-3-glycerophosphocholine vesicles at 0.007 mol fraction relative to cholate2009Journal of natural products, Jan, Volume: 72, Issue:1
Effect of guggulsterone and cembranoids of Commiphora mukul on pancreatic phospholipase A(2): role in hypocholesterolemia.
AID514378Induction of apoptosis in human HeLaC3 cells assessed as reduction of yellow fluorescent protein/cyan fluorescent protein emission ratio below 3 at 100 uM after 72 hrs by FRET assay2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
Identification and evaluation of apoptotic compounds from Garcinia paucinervis.
AID1591787Immunosuppressive activity in BALB/c mouse splenocytes assessed as inhibition of LPS-stimulated B-cell proliferation by measuring [3H]-thymidine uptake preincubated before LPS stimulation for 48 hrs followed by [3H]-thymidine addition for 8 hrs by beta-sc2019Bioorganic & medicinal chemistry, 08-01, Volume: 27, Issue:15
Highly diverse cembranoids from the South China Sea soft coral Sinularia scabra as a new class of potential immunosuppressive agents.
AID1591786Selectivity index, ratio of CC50 for BALB/c mouse splenocytes to IC50 for immunosuppressive activity in BALB/c mouse splenocytes assessed as inhibition of concanavalin A-stimulated T-cell proliferation2019Bioorganic & medicinal chemistry, 08-01, Volume: 27, Issue:15
Highly diverse cembranoids from the South China Sea soft coral Sinularia scabra as a new class of potential immunosuppressive agents.
AID376381Cytotoxicity against human HT-29 cells after 6 days by MTT assay1999Journal of natural products, Nov, Volume: 62, Issue:11
Cytotoxic terpenoids from the Formosan soft coral Nephthea brassica.
AID1591785Immunosuppressive activity in BALB/c mouse splenocytes assessed as inhibition of concanavalin A-stimulated T-cell proliferation by measuring [3H]-thymidine uptake preincubated before concanavalin A stimulation for 48 hrs followed by [3H]-thymidine additio2019Bioorganic & medicinal chemistry, 08-01, Volume: 27, Issue:15
Highly diverse cembranoids from the South China Sea soft coral Sinularia scabra as a new class of potential immunosuppressive agents.
AID1591784Cytotoxicity against BALB/c mouse splenocytes assessed as reduction in cell viability incubated for 48 hrs by CCK8 assay2019Bioorganic & medicinal chemistry, 08-01, Volume: 27, Issue:15
Highly diverse cembranoids from the South China Sea soft coral Sinularia scabra as a new class of potential immunosuppressive agents.
AID422543Reduction in human pancreatic recombinant 1B PLA2 activity expressed in Escherichia coli assessed as hydrolysis of 1,2-dimyristoyl-sn-3-glycerophosphocholine vesicles at 0.03 mol fraction relative to cholate2009Journal of natural products, Jan, Volume: 72, Issue:1
Effect of guggulsterone and cembranoids of Commiphora mukul on pancreatic phospholipase A(2): role in hypocholesterolemia.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (20.00)18.2507
2000's4 (40.00)29.6817
2010's4 (40.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 23.89

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index23.89 (24.57)
Research Supply Index2.40 (2.92)
Research Growth Index4.65 (4.65)
Search Engine Demand Index23.28 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (23.89)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other10 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
salicylic acid
Scalp: The outer covering of the calvaria. It is composed of several layers: SKIN; subcutaneous connective tissue; the occipitofrontal muscle which includes the tendinous galea aponeurotica; loose connective tissue; and the pericranium (the PERIOSTEUM of the SKULL).		2.0210monohydroxybenzoic acidalgal metabolite;
antifungal agent;
antiinfective agent;
EC 1.11.1.11 (L-ascorbate peroxidase) inhibitor;
keratolytic drug;
plant hormone;
plant metabolite
egtazic acid
Egtazic Acid: A chelating agent relatively more specific for calcium and less toxic than EDETIC ACID.. ethylene glycol bis(2-aminoethyl)tetraacetic acid : A diether that is ethylene glycol in which the hydrogens of the hydroxy groups have been replaced by 2-[bis(carboxymethyl)amino]ethyl group respectively.		2.0210diether;
tertiary amino compound;
tetracarboxylic acid		chelator
taurocholic acid
Taurocholic Acid: The product of conjugation of cholic acid with taurine. Its sodium salt is the chief ingredient of the bile of carnivorous animals. It acts as a detergent to solubilize fats for absorption and is itself absorbed. It is used as a cholagogue and cholerectic.. taurocholate : An organosulfonate oxoanion that is the conjugate base of taurocholic acid.. taurocholic acid : A bile acid taurine conjugate of cholic acid that usually occurs as the sodium salt of bile in mammals.		2.0510amino sulfonic acid;
bile acid taurine conjugate		human metabolite
1-naphthaleneacetic acid
1-naphthaleneacetic acid: a plant growth regulator; RN given refers to parent cpd. naphthylacetic acid : A monocarboxylic acid that is naphthalene substituted by a carboxymethyl group at any position.. 1-naphthaleneacetic acid : A naphthylacetic acid substituted by a carboxymethyl group at position 1.		2.0210naphthylacetic acidsynthetic auxin
cyclopentane
Cyclopentanes: A group of alicyclic hydrocarbons with the general formula R-C5H9.. cyclopentanes : Cyclopentane and its derivatives formed by substitution.		2.0210cycloalkane;
cyclopentanes;
volatile organic compound		non-polar solvent
chenodeoxycholic acid
Chenodeoxycholic Acid: A bile acid, usually conjugated with either glycine or taurine. It acts as a detergent to solubilize fats for intestinal absorption and is reabsorbed by the small intestine. It is used as cholagogue, a choleretic laxative, and to prevent or dissolve gallstones.. chenodeoxycholic acid : A dihydroxy-5beta-cholanic acid that is (5beta)-cholan-24-oic acid substituted by hydroxy groups at positions 3 and 7 respectively.. chenodeoxycholate : Conjugate base of chenodeoxycholic acid; major species at pH 7.3.		2.0510bile acid;
C24-steroid;
dihydroxy-5beta-cholanic acid		human metabolite;
mouse metabolite
phenyl acetate
phenyl acetate: The ester formed between phenol and acetic acid. Don't confuse with phenylacetic acid derivatives listed under PHENYLACETATES.. phenyl acetate : An acetate ester obtained by the formal condensation of phenol with acetic acid.		2.0210benzenes;
phenyl acetates
amcinonide
[no description available]		2.0510diester;
phthalate ester
paclitaxel
Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).		2.0510taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
ezetimibe
Ezetimibe: An azetidine derivative and ANTICHOLESTEREMIC AGENT that inhibits intestinal STEROL absorption. It is used to reduce total CHOLESTEROL; LDL CHOLESTEROL, and APOLIPOPROTEINS B in the treatment of HYPERLIPIDEMIAS.. ezetimibe : A beta-lactam that is azetidin-2-one which is substituted at 1, 3, and 4 by p-fluorophenyl, 3-(p-fluorophenyl)-3-hydroxypropyl, and 4-hydroxyphenyl groups, respectively (the 3R,3'S,4S enantiomer).		2.0510azetidines;
beta-lactam;
organofluorine compound		anticholesteremic drug;
antilipemic drug;
antimetabolite
cholic acid
Cholic Acid: A major primary bile acid produced in the liver and usually conjugated with glycine or taurine. It facilitates fat absorption and cholesterol excretion.. cholic acid : A bile acid that is 5beta-cholan-24-oic acid bearing three alpha-hydroxy substituents at position 3, 7 and 12.		2.051012alpha-hydroxy steroid;
3alpha-hydroxy steroid;
7alpha-hydroxy steroid;
bile acid;
C24-steroid;
trihydroxy-5beta-cholanic acid		human metabolite;
mouse metabolite
taurolithocholic acid
Taurolithocholic Acid: A bile salt formed in the liver from lithocholic acid conjugation with taurine, usually as the sodium salt. It solubilizes fats for absorption and is itself absorbed. It is a cholagogue and choleretic.. taurolithocholic acid : The bile acid taurine conjugate of lithocholic acid.		2.0510bile acid taurine conjugate;
monocarboxylic acid amide		human metabolite
sodium taurodeoxycholate
Taurodeoxycholic Acid: A bile salt formed in the liver by conjugation of deoxycholate with taurine, usually as the sodium salt. It is used as a cholagogue and choleretic, also industrially as a fat emulsifier.. taurodeoxycholic acid : A bile acid taurine conjugate of deoxycholic acid.. taurodeoxycholate : An organosulfonate oxoanion that is the conjugate base of taurodeoxycholic acid.		2.0510bile acid taurine conjugatehuman metabolite
Jacareubin
jacareubin: antibacterial and gastroprotective from the heartwood of Calophyllum brasiliense; structure in first source		2.0510pyranoxanthones
cyclosporine
ramihyphin A: one of the metabolites produced by Fusarium sp. S-435; RN given refers to cpd with unknown MF		2.2110homodetic cyclic peptideanti-asthmatic drug;
anticoronaviral agent;
antifungal agent;
antirheumatic drug;
carcinogenic agent;
dermatologic drug;
EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor;
geroprotector;
immunosuppressive agent;
metabolite
ethyl oleate
[no description available]		2.0510long-chain fatty acid ethyl esteracaricide;
plant metabolite
1,3,7-trihydroxy-2-(3-methylbut-2-enyl)-xanthone
1,3,7-trihydroxy-2-(3-methylbut-2-enyl)-xanthone: from stems of Kielmeyera coriacea; structure in first source		2.0510
sarcophine
sarcophine: toxic cembranolide phosphofructokinase inhibitor isolated from coral Sarcophyton glaucum; structure		2.0510
pregna-4,17-diene-3,16-dione, (17z)-isomer
[no description available]		2.0510
ursodoxicoltaurine
tauroursodeoxycholate : An organosulfonate oxoanion that is the conjugate base of tauroursodeoxycholic acid arising from deprotonation of the sulfonate OH group; major species at pH 7.3.. tauroursodeoxycholic acid : A bile acid taurine conjugate derived from ursoodeoxycholic acid.		2.0510bile acid taurine conjugateanti-inflammatory agent;
apoptosis inhibitor;
bone density conservation agent;
cardioprotective agent;
human metabolite;
neuroprotective agent
cambogin
isogarcinol: has immunosuppresant activity; isolated from Garcinia mangostana; structure in first source		2.0510
methyl jasmonate
[no description available]		2.0210
incensole acetate
incensole acetate: a neuroprotectant from resin of Boswellia carterii; structure in first source		2.0810
ConditionIndicatedRelationship StrengthStudiesTrials
Leukemia P388
An experimental lymphocytic leukemia originally induced in DBA/2 mice by painting with methylcholanthrene.		0210