Compounds > elatol
Page last updated: 2024-12-08

elatol

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

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)-

Research Excerpts

Actions

ExcerptReferenceRelevance
"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. "( Anti-tumour effects of elatol, a marine derivative compound obtained from red algae Laurencia microcladia.
Campos, A; Falkenberg, M; Lhullier, C; Ribeiro-do-Valle, RM; Schenkel, EP; Siqueira, JM; Souza, CB, 2012)		2.13

Treatment

ExcerptReferenceRelevance
"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."( Effect of elatol, isolated from red seaweed Laurencia dendroidea, on Leishmania amazonensis.
Bianco, EM; Dos Santos, AO; Filho, BP; Nakamura, CV; Pereira, RC; Sudatti, DB; Ueda-Nakamura, T; Veiga-Santos, P, 2010)		1.48
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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]

Market Indicators

Research Demand Index: 30.41

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 Index30.41 (24.57)
Research Supply Index3.04 (2.92)
Research Growth Index4.96 (4.65)
Search Engine Demand Index33.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (30.41)

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%
Other20 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
miconazole
Miconazole: An imidazole antifungal agent that is used topically and by intravenous infusion.. 1-[2-(2,4-dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole : A member of the class of imidazoles that is 1-(2,4-dichlorophenyl)-2-(imidazol-1-yl)ethanol in which the hydroxyl hydrogen is replaced by a 2,4-dichlorobenzyl group.. miconazole : A racemate composed of equimolar amounts of (R)- and (S)-miconazole. Used (as its nitrate salt) to treat skin infections such as athlete's foot, jock itch, ringworm and other fungal skin infections. It inhibits the synthesis of ergosterol, a critical component of fungal cell membranes.		210dichlorobenzene;
ether;
imidazoles
cycloheximide
Cycloheximide: Antibiotic substance isolated from streptomycin-producing strains of Streptomyces griseus. It acts by inhibiting elongation during protein synthesis.. cycloheximide : A dicarboximide that is 4-(2-hydroxyethyl)piperidine-2,6-dione in which one of the hydrogens attached to the carbon bearing the hydroxy group is replaced by a 3,5-dimethyl-2-oxocyclohexyl group. It is an antibiotic produced by the bacterium Streptomyces griseus.		1.9910antibiotic fungicide;
cyclic ketone;
dicarboximide;
piperidine antibiotic;
piperidones;
secondary alcohol		anticoronaviral agent;
bacterial metabolite;
ferroptosis inhibitor;
neuroprotective agent;
protein synthesis inhibitor
diethyl phthalate
diethyl phthalate: structure. diethyl phthalate : The diethyl ester of benzene-1,2-dicarboxylic acid.		210diester;
ethyl ester;
phthalate ester		neurotoxin;
plasticiser;
teratogenic agent
miconazole nitrate
miconazole nitrate : A racemate composed of equimolar amounts of (R)- and (S)-miconazole nitrate. An antifungal used for the treatment of athlete's foot, jock itch, ringworm and other fungal skin infections. It inhibits the synthesis of ergosterol, a critical component of fungal cell membranes.		1.9910
dactinomycin
Dactinomycin: A compound composed of a two CYCLIC PEPTIDES attached to a phenoxazine that is derived from STREPTOMYCES parvullus. It binds to DNA and inhibits RNA synthesis (transcription), with chain elongation more sensitive than initiation, termination, or release. As a result of impaired mRNA production, protein synthesis also declines after dactinomycin therapy. (From AMA Drug Evaluations Annual, 1993, p2015)		2.0210actinomycinmutagen
sesquiterpenes
[no description available]		3.2750
penicillin g potassium
benzylpenicillin potassium : Organic potassium salt of benzylpenicillin.		1.9910organic potassium salt
cyclin d1
Cyclin D1: Protein encoded by the bcl-1 gene which plays a critical role in regulating the cell cycle. Overexpression of cyclin D1 is the result of bcl-1 rearrangement, a t(11;14) translocation, and is implicated in various neoplasms.		2.0710
cyclosporine
Cyclosporine: A cyclic undecapeptide from an extract of soil fungi. It is a powerful immunosupressant with a specific action on T-lymphocytes. It is used for the prophylaxis of graft rejection in organ and tissue transplantation. (From Martindale, The Extra Pharmacopoeia, 30th ed).		2.610
ConditionIndicatedRelationship StrengthStudiesTrials
Bilharziasis
[description not available]		02.4110
Schistosomiasis
Infection with flukes (trematodes) of the genus SCHISTOSOMA. Three species produce the most frequent clinical diseases: SCHISTOSOMA HAEMATOBIUM (endemic in Africa and the Middle East), SCHISTOSOMA MANSONI (in Egypt, northern and southern Africa, some West Indies islands, northern 2/3 of South America), and SCHISTOSOMA JAPONICUM (in Japan, China, the Philippines, Celebes, Thailand, Laos). S. mansoni is often seen in Puerto Ricans living in the United States.		02.4110
Benign Neoplasms
[description not available]		02.5220
Neoplasms
New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.		02.5220
Malignant Melanoma
[description not available]		02.0710
Melanoma
A malignant neoplasm derived from cells that are capable of forming melanin, which may occur in the skin of any part of the body, in the eye, or, rarely, in the mucous membranes of the genitalia, anus, oral cavity, or other sites. It occurs mostly in adults and may originate de novo or from a pigmented nevus or malignant lentigo. Melanomas frequently metastasize widely, and the regional lymph nodes, liver, lungs, and brain are likely to be involved. The incidence of malignant skin melanomas is rising rapidly in all parts of the world. (Stedman, 25th ed; from Rook et al., Textbook of Dermatology, 4th ed, p2445)		02.0710
American Trypanosomiasis
[description not available]		02.0710
Chagas Disease
Infection with the protozoan parasite TRYPANOSOMA CRUZI, a form of TRYPANOSOMIASIS endemic in Central and South America. It is named after the Brazilian physician Carlos Chagas, who discovered the parasite. Infection by the parasite (positive serologic result only) is distinguished from the clinical manifestations that develop years later, such as destruction of PARASYMPATHETIC GANGLIA; CHAGAS CARDIOMYOPATHY; and dysfunction of the ESOPHAGUS or COLON.		02.0710