Compounds > judaicin (eudesmane naphthofuran)
Page last updated: 2024-09-24

judaicin (eudesmane naphthofuran)

Description

judaicin (eudesmane naphthofuran): a eudesmane type sesquiterpene lactone, 4-Hydroxy-1-oxo-2-eudesmen-12,6-olide; anti-anginal drug from Artemesia judaica Linn; from Artemisia canariensis Lees (vulgarin); RN given refers to unspecified stereochemistry; do not confuse with Vulgarin = Antimycin A [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
ArtemisiagenusA plant genus of the family ASTERACEAE with strong-smelling foliage. It is a source of SANTONIN and other cytotoxic TERPENES.[MeSH]AsteraceaeA large plant family of the order Asterales, subclass Asteridae, class Magnoliopsida. The family is also known as Compositae. Flower petals are joined near the base and stamens alternate with the corolla lobes. The common name of daisy refers to several genera of this family including Aster; CHRYSANTHEMUM; RUDBECKIA; TANACETUM.[MeSH]

Cross-References

ID SourceID
PubMed CID94253
CHEMBL ID1422618
CHEBI ID10024
MeSH IDM0076002

Synonyms (29)

Synonym
judaicin (eudesmane naphthofuran)
naphtho(1,2-b)furan-2,6(3h,4h)-dione, 3a,5,5a,9,9a,9b-hexahydro-9-hydroxy-3,5a,9-trimethyl-, (3s,3as,5ar,9r,9as,9bs)-
naphtho(1,2-b)furan-2,6(3h,4h)-dione, 3a,5,5a,9,9a,9b-hexahydro-9-hydroxy-3,5a,9-trimethyl-, (3s-(3alpha,3aalpha,5abeta,9alpha,9aalpha,9bbeta))-
eudesm-2-en-12-oic acid, 4,6-alpha-dihydroxy-1-oxo-, gamma-lactone, (11s)-
3a,5,5a,9,9a,9b-hexahydro-9-hydroxy-3,5a,9-trimethylnaphtho(1,2-b)furan-2,6(3h,4h)-dione
smr000445685
MLS001185447
C09600
vulgarin
3162-56-9
MLS000728573
(3as,5ar,9r,9as,9bs)-9-hydroxy-3,5a,9-trimethyl-3a,5,5a,9,9a,9b-hexahydronaphtho[1,2-b]furan-2,6(3h,4h)-dione
STK013739
AKOS001483019
(3s,3as,5ar,9r,9as,9bs)-9-hydroxy-3,5a,9-trimethyl-3,3a,4,5,9a,9b-hexahydrobenzo[g][1]benzofuran-2,6-dione
NCGC00247310-01
NCGC00247310-02
HMS2225C10
BBL034028
CHEBI:10024 ,
CHEMBL1422618
9-hydroxy-3,5a,9-trimethyl-2h,3h,3ah,4h,5h,5ah,6h,9h,9ah,9bh-naphtho[1,2-b]furan-2,6-dione
vulgarin, >=90% (lc/ms-elsd)
NCGC00247310-03
VS-12384
(3s,3as,5ar,9r,9as,9bs)-9-hydroxy-3,5a,9-trimethyl-2h,3h,3ah,4h,5h,5ah,6h,9h,9ah,9bh-naphtho[1,2-b]furan-2,6-dione
DTXSID30928884
Q27108555
tauremizine

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]

Protein Targets (7)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, ATP-DEPENDENT DNA HELICASE Q1Homo sapiens (human)Potency0.17780.125919.1169125.8920AID2549
phosphopantetheinyl transferaseBacillus subtilisPotency89.12510.141337.9142100.0000AID1490
ATAD5 protein, partialHomo sapiens (human)Potency14.57500.004110.890331.5287AID504467
apical membrane antigen 1, AMA1Plasmodium falciparum 3D7Potency3.98110.707912.194339.8107AID720542
P53Homo sapiens (human)Potency56.23410.07319.685831.6228AID504706
gemininHomo sapiens (human)Potency0.08200.004611.374133.4983AID624296
Guanine nucleotide-binding protein GHomo sapiens (human)Potency56.23411.995325.532750.1187AID624287
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (5)

Processvia Protein(s)Taxonomy
negative regulation of inflammatory response to antigenic stimulusGuanine nucleotide-binding protein GHomo sapiens (human)
renal water homeostasisGuanine nucleotide-binding protein GHomo sapiens (human)
G protein-coupled receptor signaling pathwayGuanine nucleotide-binding protein GHomo sapiens (human)
regulation of insulin secretionGuanine nucleotide-binding protein GHomo sapiens (human)
cellular response to glucagon stimulusGuanine nucleotide-binding protein GHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (2)

Processvia Protein(s)Taxonomy
G protein activityGuanine nucleotide-binding protein GHomo sapiens (human)
adenylate cyclase activator activityGuanine nucleotide-binding protein GHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (1)

Processvia Protein(s)Taxonomy
plasma membraneGuanine nucleotide-binding protein GHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (21)

Assay IDTitleYearJournalArticle
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1347160Primary screen NINDS Rhodamine qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1347159Primary screen GU Rhodamine qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1347082qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID1347086qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID1347083qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID1745845Primary qHTS for Inhibitors of ATXN expression
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (11.11)29.6817
2010's4 (44.44)24.3611
2020's4 (44.44)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%
Other9 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
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
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
elatol[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
Congenital Zika Syndrome0low10
Congenital Zika Virus Infection0low10
Disease Models, Animal0low10
Fever, Zika0low10
Inflammation0low10
Innate Inflammatory Response0low10
Zika Fever0low10
Zika Virus Disease0low10
Zika Virus Infection0low10
ZikV Infection0low10

Research Highlights

Bioavailability (1)

ArticleYear
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Molecular pharmacology, Volume: 96, Issue: 5		2019
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]