Compounds > elatol
Page last updated: 2024-09-27

elatol

Description

elatol: RN given for (2R-(2alpha,3alpha,6alpha))-isomer; has antibacterial activity; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID479931
CHEMBL ID464203
CHEBI ID196344
MeSH IDM0466313

Synonyms (16)

Synonym
(6r,9s,10r)-10-bromo-4-chloro-3,11,11-trimethyl-7-methylene-spiro[5.5]undec-3-en-9-ol
(3s,4r,6r)-4-bromo-8-chloro-5,5,9-trimethyl-1-methylenespiro[5.5]undec-8-en-3-ol
elatol
55303-97-4
CHEMBL464203
(3s,4r,6r)-4-bromo-10-chloro-5,5,9-trimethyl-1-methylidenespiro[5.5]undec-9-en-3-ol
CHEBI:196344
(+)-elatol
C17118
spiro(5.5)undec-8-en-3-ol, 2-bromo-8-chloro-1,1,9-trimethyl-5-methylene-, (2r-(2alpha,3alpha,6alpha))-
nsc 341593
(2r,3s,6r)-2-bromo-8-chloro-1,1,9-trimethyl-5-methylenespiro[5.5]undec-8-en-3-ol
nsc785142
nsc-785142
XE177356
spiro[5.5]undec-8-en-3-ol, 2-bromo-8-chloro-1,1,9-trimethyl-5-methylene-, (2r,3s,6r)-

Actions

ExcerptReference
"Elatol promotes a delay in the cell cycle, probably in the G(1)/S transition, activating the apoptotic process and this could be responsible, at least in part, for the in-vivo effects observed. "( Campos, A; Falkenberg, M; Lhullier, C; Ribeiro-do-Valle, RM; Schenkel, EP; Siqueira, JM; Souza, CB, 2012)

Treatment

ExcerptReference
"Elatol after 72 h of treatment, showed an IC(50) of 4.0 μM and 0.45 μM for promastigote and intracellular amastigote forms of L."( Bianco, EM; Dos Santos, AO; Filho, BP; Nakamura, CV; Pereira, RC; Sudatti, DB; Ueda-Nakamura, T; Veiga-Santos, P, 2010)

Drug Classes (1)

ClassDescription
sesquiterpenoidAny terpenoid derived from a sesquiterpene. The term includes compounds in which the C15 skeleton of the parent sesquiterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups).
[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 (37)

Assay IDTitleYearJournalArticle
AID399052Cytotoxicity against human Hep2 cells in log-phase after 48 hrs by MTT assay2005Journal of natural products, Nov, Volume: 68, Issue:11
Cytotoxic sesquiterpenes from Aplysia dactylomela.
AID376509Cytotoxicity against human MEL28 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife.
AID355359Antifungal activity Eurotium repens at 135 ug by agar diffusion assay1997Journal of natural products, Oct, Volume: 60, Issue:10
Laurencia rigida: chemical investigations of its antifouling dichloromethane extract.
AID376251Cytotoxicity against rat L6 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife.
AID376254Cytotoxicity against human KB cells2000Journal of natural products, Jul, Volume: 63, Issue:7
New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife.
AID376253Cytotoxicity against human Lu1 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife.
AID376241Antifungal activity against Fusarium oxysporum assessed as few colonies of test organism growing within inhibition zone at 50 ug/disk2000Journal of natural products, Jul, Volume: 63, Issue:7
New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife.
AID399053Cytotoxicity against african green monkey Vero cells in lag-phase after 48 hrs by MTT assay2005Journal of natural products, Nov, Volume: 68, Issue:11
Cytotoxic sesquiterpenes from Aplysia dactylomela.
AID376505Inhibition of p56lck2000Journal of natural products, Jul, Volume: 63, Issue:7
New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife.
AID376510Cytotoxicity against mouse P388 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife.
AID376248Cytotoxicity against human HMO2 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife.
AID355361Antibacterial activity against Bacillus megaterium at 135 ug by agar diffusion assay1997Journal of natural products, Oct, Volume: 60, Issue:10
Laurencia rigida: chemical investigations of its antifouling dichloromethane extract.
AID399054Cytotoxicity against african green monkey Vero cells in log-phase after 48 hrs by MTT assay2005Journal of natural products, Nov, Volume: 68, Issue:11
Cytotoxic sesquiterpenes from Aplysia dactylomela.
AID376242Antifungal activity against Mycotypha microspora assessed as few colonies of test organism growing within inhibition zone at 50 ug/disk2000Journal of natural products, Jul, Volume: 63, Issue:7
New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife.
AID376508Cytotoxicity against human HT29 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife.
AID355360Antifungal activity against Fusarium oxysporum at 135 ug by agar diffusion assay1997Journal of natural products, Oct, Volume: 60, Issue:10
Laurencia rigida: chemical investigations of its antifouling dichloromethane extract.
AID376503Nematicidal activity against Caenorhabditis elegans2000Journal of natural products, Jul, Volume: 63, Issue:7
New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife.
AID355386Antialgal activity against Chlorella fusca at 135 ug by agar diffusion assay1997Journal of natural products, Oct, Volume: 60, Issue:10
Laurencia rigida: chemical investigations of its antifouling dichloromethane extract.
AID376504Inhibition of HIV1 reverse transcriptase2000Journal of natural products, Jul, Volume: 63, Issue:7
New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife.
AID376250Cytotoxicity against human MCF7 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife.
AID646963Antimicrobial activity against Bacillus cereus ATCC 21772 by broth macrodilution method2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Dactylomelatriol, a biogenetically intriguing omphalane-derived marine sesquiterpene.
AID376252Antitrypanosomal activity against Trypanosoma cruzi2000Journal of natural products, Jul, Volume: 63, Issue:7
New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife.
AID376507Cytotoxicity against human A549 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife.
AID376235Antifungal activity against Microbotryum violaceae assessed as no colonies of test organism growing within inhibition zone at 50 ug/disk2000Journal of natural products, Jul, Volume: 63, Issue:7
New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife.
AID355357Antifungal activity against Ustilago violacea at 135 ug by agar diffusion assay1997Journal of natural products, Oct, Volume: 60, Issue:10
Laurencia rigida: chemical investigations of its antifouling dichloromethane extract.
AID399051Cytotoxicity against human Hep2 cells in lag-phase after 48 hrs by MTT assay2005Journal of natural products, Nov, Volume: 68, Issue:11
Cytotoxic sesquiterpenes from Aplysia dactylomela.
AID355362Antibacterial activity against Escherichia coli at 135 ug by agar diffusion assay1997Journal of natural products, Oct, Volume: 60, Issue:10
Laurencia rigida: chemical investigations of its antifouling dichloromethane extract.
AID399050Cytotoxicity against human HeLa cells in log-phase after 48 hrs by MTT assay2005Journal of natural products, Nov, Volume: 68, Issue:11
Cytotoxic sesquiterpenes from Aplysia dactylomela.
AID376229Antibacterial activity against Bacillus megaterium assessed as no colonies of test organism growing within inhibition zone at 50 ug/disk2000Journal of natural products, Jul, Volume: 63, Issue:7
New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife.
AID376255Cytotoxicity against human ZR-75-1 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife.
AID376237Antialgal activity against Chlorella fusca at 50 ug/disk2000Journal of natural products, Jul, Volume: 63, Issue:7
New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife.
AID355358Antifungal activity against Mycotypha microspora at 135 ug by agar diffusion assay1997Journal of natural products, Oct, Volume: 60, Issue:10
Laurencia rigida: chemical investigations of its antifouling dichloromethane extract.
AID399049Cytotoxicity against human HeLa cells in lag-phase after 48 hrs by MTT assay2005Journal of natural products, Nov, Volume: 68, Issue:11
Cytotoxic sesquiterpenes from Aplysia dactylomela.
AID376240Antifungal activity against Eurotium repens assessed as few colonies of test organism growing within inhibition zone at 50 ug/disk2000Journal of natural products, Jul, Volume: 63, Issue:7
New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife.
AID376246Toxicity in Artemia salina at 0.5 mg/mL after 24 hrs2000Journal of natural products, Jul, Volume: 63, Issue:7
New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife.
AID355385Toxicity in Balanus amphitrite nauplii larvae assessed as survival rate1997Journal of natural products, Oct, Volume: 60, Issue:10
Laurencia rigida: chemical investigations of its antifouling dichloromethane extract.
AID376249Cytotoxicity against human HepG2 cells2000Journal of natural products, Jul, Volume: 63, Issue:7
New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (20)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (5.00)18.2507
2000's5 (25.00)29.6817
2010's11 (55.00)24.3611
2020's3 (15.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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%
Other20 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
cycloheximide[no description available]medium10antibiotic fungicide;
cyclic ketone;
dicarboximide;
piperidine antibiotic;
piperidones;
secondary alcohol		anticoronaviral agent;
bacterial metabolite;
ferroptosis inhibitor;
neuroprotective agent;
protein synthesis inhibitor
miconazole nitrate[no description available]medium10
penicillin g potassium[no description available]medium10organic potassium salt
miconazole[no description available]medium10dichlorobenzene;
ether;
imidazoles
diethyl phthalate[no description available]medium10diester;
ethyl ester;
phthalate ester		neurotoxin;
plasticiser;
teratogenic agent
dactinomycin[no description available]medium10actinomycinmutagen
sesquiterpenes[no description available]medium50
cyclosporine[no description available]medium10
cyclin d1[no description available]medium10
chamazulene[no description available]low00sesquiterpenoid
mansonone c[no description available]low001,2-naphthoquinones;
sesquiterpenoid
artemether[no description available]low00artemisinin derivative;
cyclic acetal;
organic peroxide;
semisynthetic derivative;
sesquiterpenoid		antimalarial
elemol[no description available]low00olefinic compound;
sesquiterpenoid;
tertiary alcohol		fragrance;
plant metabolite
spathulenol[no description available]low00carbotricyclic compound;
olefinic compound;
sesquiterpenoid;
tertiary alcohol		anaesthetic;
plant metabolite;
vasodilator agent;
volatile oil component
xanthorrhizol[no description available]low00sesquiterpenoid
phomenone[no description available]low00sesquiterpenoid
judaicin (eudesmane naphthofuran)[no description available]low00sesquiterpenoid
hernandulcin[no description available]low00sesquiterpenoid
ar-turmerone[no description available]low00enone;
sesquiterpenoid		EC 3.1.1.7 (acetylcholinesterase) inhibitor;
plant metabolite
frullanolide[no description available]low00sesquiterpenoid
albicanol[no description available]low00carbobicyclic compound;
homoallylic alcohol;
primary alcohol;
sesquiterpenoid		antifeedant;
antifungal agent;
antineoplastic agent;
fungal metabolite;
mammalian metabolite;
marine metabolite;
plant metabolite
valeranone[no description available]low00sesquiterpenoid
aromadendrene[no description available]low00sesquiterpenoid
procurcumenol[no description available]low00sesquiterpenoid
fumagillol[no description available]low00secondary alcohol;
sesquiterpenoid;
spiro-epoxide		antimicrobial agent
illudin m[no description available]low00sesquiterpenoid
illudin s[no description available]low00sesquiterpenoid
o-(chloroacetylcarbamoyl)fumagillol[no description available]low00carbamate ester;
organochlorine compound;
semisynthetic derivative;
sesquiterpenoid;
spiro-epoxide		angiogenesis inhibitor;
antineoplastic agent;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor;
methionine aminopeptidase 2 inhibitor;
retinoic acid receptor alpha antagonist
bakkenolide a[no description available]low00sesquiterpenoid
bisabolol[no description available]low00sesquiterpenoid
solavetivone[no description available]low00cyclic ketone;
sesquiterpenoid;
spiro compound		phytoalexin;
plant metabolite
macrocarpal b[no description available]low00sesquiterpenoid
bucladesine[no description available]low00sesquiterpenoid
7-hydroxycadalin[no description available]low00sesquiterpenoid
2-[(4,4-dimethyl-2,6-dioxocyclohexyl)-(3-pyridinyl)methyl]-5,5-dimethylcyclohexane-1,3-dione[no description available]low00sesquiterpenoid
2-hydroxy-2,2-bis(4-methylphenyl)-N'-(2-pyridinyl)acetohydrazide[no description available]low00sesquiterpenoid
nootkatone[no description available]low00carbobicyclic compound;
enone;
sesquiterpenoid		fragrance;
insect repellent;
plant metabolite
drimenol[no description available]low00homoallylic alcohol;
octahydronaphthalenes;
primary alcohol;
sesquiterpenoid
atractylon[no description available]low00sesquiterpenoid
zoapatanol[no description available]low00sesquiterpenoid
budlein a[no description available]low00sesquiterpenoid
petasin[no description available]low00alicyclic ketone;
enoate ester;
enone;
sesquiterpenoid		anti-allergic agent;
EC 2.7.11.31 {[hydroxymethylglutaryl-CoA reductase (NADPH)] kinase} activator;
plant metabolite;
vasodilator agent
astrogorgiadiol[no description available]low00sesquiterpenoid
anhydrovitamin a[no description available]low00sesquiterpenoid
rotundone[no description available]low00sesquiterpenoid
4-nerolidylcatechol[no description available]low00sesquiterpenoid
alpha-isomethylionone[no description available]low00sesquiterpenoid
grifolin[no description available]low00sesquiterpenoid
s-trans,trans-farnesylthiosalicylic acid[no description available]low00sesquiterpenoid
zerumbone[no description available]low00cyclic ketone;
sesquiterpenoid		anti-inflammatory agent;
glioma-associated oncogene inhibitor;
plant metabolite
aurachin d[no description available]low00sesquiterpenoid
deoxyelephantopin[no description available]low00sesquiterpenoid
ascofuranone[no description available]low00dihydroxybenzaldehyde;
meroterpenoid;
monochlorobenzenes;
olefinic compound;
resorcinols;
sesquiterpenoid;
tetrahydrofuranone		angiogenesis inhibitor;
antilipemic drug;
antineoplastic agent;
antiprotozoal drug;
fungal metabolite
fusarin c[no description available]low00sesquiterpenoid
n-acetyl-s-farnesylcysteine[no description available]low00sesquiterpenoid
tautomycetin[no description available]low00sesquiterpenoid
valerenic acid[no description available]low00carbobicyclic compound;
monocarboxylic acid;
sesquiterpenoid		GABA modulator;
plant metabolite;
sedative;
volatile oil component
artesunate[no description available]low00artemisinin derivative;
cyclic acetal;
dicarboxylic acid monoester;
hemisuccinate;
semisynthetic derivative;
sesquiterpenoid		antimalarial;
antineoplastic agent;
ferroptosis inducer
dihydroartemisinin[no description available]low00sesquiterpenoidantimalarial
xenovulene a[no description available]low00cyclic ether;
enone;
organic heterotetracyclic compound;
sesquiterpenoid		GABA antagonist;
metabolite
LSM-1328[no description available]low00sesquiterpenoid
jaeschkeanadiol[no description available]low00sesquiterpenoid
hypnophilin[no description available]low00sesquiterpenoid
artemisic acid[no description available]low00carbobicyclic compound;
monocarboxylic acid;
octahydronaphthalenes;
sesquiterpenoid		metabolite
dihydroartemisinic acid[no description available]low00carbobicyclic compound;
monocarboxylic acid;
octahydronaphthalenes;
sesquiterpenoid		plant metabolite
ascochlorin[no description available]low00cyclohexanones;
dihydroxybenzaldehyde;
meroterpenoid;
monochlorobenzenes;
olefinic compound;
resorcinols;
sesquiterpenoid		angiogenesis inhibitor;
antifungal agent;
antineoplastic agent;
antiprotozoal drug;
fungal metabolite
cubebol[no description available]low00carbotricyclic compound;
sesquiterpenoid;
tertiary alcohol
5-methyl-2-(3-oxo-1,2,2-trimethylcyclopentyl)benzoquinone[no description available]low00sesquiterpenoid
laurinterol[no description available]low00organobromine compound;
phenols;
sesquiterpenoid		antibacterial agent;
apoptosis inducer;
EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor;
metabolite
pyripyropene a[no description available]low00organic heterotetracyclic compound;
sesquiterpenoid		acyl-CoA:cholesterol acyltransferase 2 inhibitor;
metabolite
viridiflorol[no description available]low00carbotricyclic compound;
sesquiterpenoid;
tertiary alcohol		anti-inflammatory agent;
antifeedant;
antimycobacterial drug;
plant metabolite;
volatile oil component
cyperotundone[no description available]low00sesquiterpenoid
oplodiol[no description available]low00carbobicyclic compound;
octahydronaphthalenes;
secondary alcohol;
sesquiterpenoid;
tertiary alcohol		plant metabolite
curcumol[no description available]low00sesquiterpenoid
isotrichodermin[no description available]low00sesquiterpenoid
saliniketal a[no description available]low00sesquiterpenoid
saliniketal b[no description available]low00sesquiterpenoid
Pechueloic acid[no description available]low00sesquiterpenoid
atheronal-a[no description available]low00sesquiterpenoid
albaflavenone[no description available]low00carbocyclic antibiotic;
carbotricyclic compound;
cyclic terpene ketone;
enone;
sesquiterpenoid		bacterial metabolite
(+)-(7S)-sydonic acid[no description available]low00aromatic alcohol;
monohydroxybenzoic acid;
sesquiterpenoid		Aspergillus metabolite
armillaridin[no description available]low00benzoate ester;
sesquiterpenoid
ConditionIndicatedRelationship StrengthStudiesTrials
American Trypanosomiasis0low10
Benign Neoplasms0low20
Bilharziasis0low10
Cancer0low20
Chagas Disease0low10
Chagas' Disease0low10
Katayama Fever0low10
Malignancy0low20
Malignant Melanoma0low10
Malignant Neoplasms0low20
Melanoma0low10
Neoplasia0low20
Neoplasm0low20
Neoplasms0low20
Neoplasms, Benign0low20
Schistoma Infection0low10
Schistosomiasis0low10
Trypanosoma cruzi Infection0low10
Trypanosomiasis, South American0low10
Tumors0low20