Compounds > isoobtusilactone a
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isoobtusilactone a

Description

isoobtusilactone A: structure in first source [MeSH]

Obtusilactone A : no description available [CHeBI]

Cross-References

ID SourceID
PubMed CID6442492
CHEMBL ID490165
CHEBI ID172537
MeSH IDM0511702

Synonyms (13)

Synonym
CHEBI:172537
56522-15-7
(3z,4s)-4-hydroxy-5-methylidene-3-tetradecylideneoxolan-2-one
obtusilactone a
2(3h)-furanone, dihydro-4-hydroxy-5-methylene-3-tetradecylidene-, (3z,4s)-
isoobtusilactone a
(3z,4s)-4-hydroxy-5-methylene-3-tetradecylidene-tetrahydrofuran-2-one
CHEMBL490165
(s)-4,5-dihydro-4-hydroxy-5-methylene-3-((z)-tetradecan-1-ylidene)furan-2(3h)-one
obtusilactone b
(s)-4,5-dihydro-4-hydroxy-5-methylene-3-[(z)-tetradecan-1-ylidene]furan-2(3h)-one
DTXSID401154212
(3z,4s)-dihydro-4-hydroxy-5-methylene-3-tetradecylidene-2(3h)-furanone

Drug Classes (1)

ClassDescription
oxolanesAny oxacycle having an oxolane (tetrahydrofuran) skeleton.

Bioassays (10)

Assay IDTitleYearJournalArticle
AID468305Cytotoxicity against human LNCAP cells after 72 hrs by XTT assay2009Journal of natural products, Oct, Volume: 72, Issue:10
ISSN: 1520-6025		Cytotoxic compounds from the stems of Cinnamomum tenuifolium.
AID338793Toxicity in Artemia salina1992Journal of natural products, Jan, Volume: 55, Issue:1
ISSN: 0163-3864		Biologically active gamma-lactones and methylketoalkenes from Lindera benzoin.
AID338801Insecticidal activity against Aphis gossypii assessed as mortality at 12 ppm1992Journal of natural products, Jan, Volume: 55, Issue:1
ISSN: 0163-3864		Biologically active gamma-lactones and methylketoalkenes from Lindera benzoin.
AID338796Cytotoxicity against human MCF7 cells1992Journal of natural products, Jan, Volume: 55, Issue:1
ISSN: 0163-3864		Biologically active gamma-lactones and methylketoalkenes from Lindera benzoin.
AID338795Cytotoxicity against human A549 cells1992Journal of natural products, Jan, Volume: 55, Issue:1
ISSN: 0163-3864		Biologically active gamma-lactones and methylketoalkenes from Lindera benzoin.
AID468304Cytotoxicity against human DU145 cells after 72 hrs by XTT assay2009Journal of natural products, Oct, Volume: 72, Issue:10
ISSN: 1520-6025		Cytotoxic compounds from the stems of Cinnamomum tenuifolium.
AID338800Insecticidal activity against Tetranychus urticae assessed as mortality at 12 ppm1992Journal of natural products, Jan, Volume: 55, Issue:1
ISSN: 0163-3864		Biologically active gamma-lactones and methylketoalkenes from Lindera benzoin.
AID338797Cytotoxicity against human HT-29 cells1992Journal of natural products, Jan, Volume: 55, Issue:1
ISSN: 0163-3864		Biologically active gamma-lactones and methylketoalkenes from Lindera benzoin.
AID338799Insecticidal activity against Spodoptera eridania assessed as mortality at 12 ppm1992Journal of natural products, Jan, Volume: 55, Issue:1
ISSN: 0163-3864		Biologically active gamma-lactones and methylketoalkenes from Lindera benzoin.
AID338798Insecticidal activity against Diabrotica undecimpunctata assessed as mortality at 12 ppm1992Journal of natural products, Jan, Volume: 55, Issue:1
ISSN: 0163-3864		Biologically active gamma-lactones and methylketoalkenes from Lindera benzoin.

Research

Studies (12)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (8.33)18.2507
2000's5 (41.67)29.6817
2010's5 (41.67)24.3611
2020's1 (8.33)2.80

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%
Other12 (100.00%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
liquid crystal polymer
0
conazole fungicide;
dichlorobenzene;
organobromine compound;
oxolanes;
triazole fungicide;
triazoles		antifungal agrochemical;
EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor		00low000000
sq 22536
0
nucleoside analogue;
oxolanes		EC 4.6.1.1 (adenylate cyclase) inhibitor00low000000
tetrahydrofurfuryl alcohol
0
oxolanes;
primary alcohol		protic solvent00low000000
tetrahydrofuran
0
cyclic ether;
oxolanes;
saturated organic heteromonocyclic parent;
volatile organic compound		polar aprotic solvent00low000000
tetrahydrofurfuryl methacrylate
0
oxolanes00low000000
botryodiplodin
0
oxolanes00low000000
4-methoxy-2,5-dimethyl-3(2h)-furanone
0
oxolanes00low000000
alborixin
0
cyclic hemiketal;
monocarboxylic acid;
oxolanes;
polyether antibiotic		ionophore00low000000
scorpions
0
dinotefuran;
oxolanes		neonicotinoid insectide00low000000
lariciresinol
0
aromatic ether;
lignan;
oxolanes;
phenols;
primary alcohol		antifungal agent;
plant metabolite		00low000000
posaconazole
0
aromatic ether;
conazole antifungal drug;
N-arylpiperazine;
organofluorine compound;
oxolanes;
triazole antifungal drug;
triazoles		trypanocidal drug00low000000
davanone
0
oxolanes00low000000
1-[1-(1-adamantyl)butyl]-3-(2-oxolanylmethyl)thiourea
0
oxolanes00low000000
lasalocid
0
beta-hydroxy ketone;
monocarboxylic acid;
monohydroxybenzoic acid;
oxanes;
oxolanes;
polyether antibiotic;
secondary alcohol;
tertiary alcohol		bacterial metabolite;
coccidiostat;
ionophore		00low000000
jatrophone
0
oxolanes00low000000
aureothin
0
4-pyranones;
C-nitro compound;
ketene acetal;
olefinic compound;
oxolanes		antibacterial agent;
antifungal agent;
antineoplastic agent;
antiparasitic agent;
bacterial metabolite;
EC 1.6.5.3 [NADH:ubiquinone reductase (H(+)-translocating)] inhibitor		00low000000
hetacillin
0
guaiacols;
lignan;
oxolanes;
polyphenol;
tetrol		plant metabolite00low000000
manassantin b
0
benzodioxoles;
dimethoxybenzene;
lignan;
oxolanes;
secondary alcohol		antineoplastic agent;
metabolite		00low000000
astragaloside ii
0
beta-D-glucoside;
monosaccharide derivative;
oxolanes;
pentacyclic triterpenoid;
triterpenoid saponin		plant metabolite00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
paclitaxel
1
taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent		2009200915.0low000100
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
sesamin
2
benzodioxoles;
furofuran;
lignan		antineoplastic agent;
neuroprotective agent;
plant metabolite		2010201014.0medium000200
lignans
4
2010201711.2high000220
1,1-diphenyl-2-picrylhydrazyl
1
2010201014.0low000100
cytochrome c-t
2
2007200816.5medium000200
benzyloxycarbonylvalyl-alanyl-aspartyl fluoromethyl ketone
1
2008200816.0low000100
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Breast Cancer0
1
2007200717.0low000100
Breast Neoplasms0
1
2007200717.0low000100
Cancer of Liver0
2
2007201214.5medium000110
Cancer of Lung0
1
2010201014.0low000100
Carcinoma, Hepatocellular0
1
2007200717.0low000100
Carcinoma, Non-Small Cell Lung0
1
2010201014.0low000100
Carcinoma, Non-Small-Cell Lung0
1
2010201014.0low000100
Hepatocellular Carcinoma0
1
2007200717.0low000100
Liver Neoplasms0
2
2007201214.5medium000110
Lung Neoplasms0
1
2010201014.0low000100

Dosage (1)

ArticleYear
Isoobtusilactone A-induced apoptosis in human hepatoma Hep G2 cells is mediated via increased NADPH oxidase-derived reactive oxygen species (ROS) production and the mitochondria-associated apoptotic mechanisms.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, , Volume: 45, Issue:7		2007