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

absynthin

Description

absynthin: isolated from diferent species of the genus Artemisia; antiparasitic cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

absinthin : A dimeric sesquiterpene lactone that is produced by the plant Artemisia absinthium (Wormwood). The bitter tasting constituent of Absinthe. [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]

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]
Artemisia absinthiumspeciesA plant species of the genus ARTEMISIA, family ASTERACEAE that has been used in ABSINTHE. The oil contains neurotoxic 1-thujone and d-isothujone.[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 CID442138
CHEMBL ID4647301
CHEBI ID2366
SCHEMBL ID873059
MeSH IDM0204251

Synonyms (24)

Synonym
absynthin
(1r,2r,5s,8s,9s,12s,13r,14s,15s,16r,17s,20s,21s,24s)-12,17-dihydroxy-3,8,12,17,21,25-hexamethyl-6,23-dioxaheptacyclo[13.9.2.0(1,16).0(2,14).0(4,13).0(5,9).0(20,24)]hexacosa-3,25-diene-7,22-dione
CHEBI:2366
(+)-absinthin
nsc-407315
C09286
absinthin
1362-42-1
S3288
unii-oe5992o64p
oe5992o64p ,
nsc 407315
absinthiin
SCHEMBL873059
chief bitter principle of artemisia absinthium
absinthin [mi]
AC-35046
HY-N0742
CS-0009774
Q332313
DTXSID70929294
CHEMBL4647301
gtpl12458
FS-6929
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
anti-inflammatory agentAny compound that has anti-inflammatory effects.
[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
sesquiterpene lactoneAny member of a diverse class of complex, multicyclic phytochemicals showing a variety of skeleton arrangements and bioactivities, and having in common a sesquiterpenoid structure including a lactone ring.
triterpenoidAny terpenoid derived from a triterpene. The term includes compounds in which the C30 skeleton of the parent triterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups).
organic heteroheptacyclic compound
[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 (21)

Assay IDTitleYearJournalArticle
AID1663316Agonist activity at human TAS2R46 expressed in human BEAS2B cells assessed as antiinflammatory activity by measuring reduction in PMA-induced iNOS mRNA level at 10 uM incubated for 18 hrs by qRT-PCR analysis2020Journal of natural products, 06-26, Volume: 83, Issue:6
Anti-inflammatory Activity of Absinthin and Derivatives in Human Bronchoepithelial Cells.
AID1663318Agonist activity at human TAS2R46 expressed in human BEAS2B cells assessed as increase in cytosolic calcium level at 1 mM by Fluo-2-AM dye based fluorescence assay2020Journal of natural products, 06-26, Volume: 83, Issue:6
Anti-inflammatory Activity of Absinthin and Derivatives in Human Bronchoepithelial Cells.
AID1663324Agonist activity at human TAS2R46 expressed in human BEAS2B cells assessed as antioxidant activity by measuring reduction in PMA-induced superoxide anion generation at 10 uM preincubated for 1 hr followed by PMA addition and measured after 30 mins by cyto2020Journal of natural products, 06-26, Volume: 83, Issue:6
Anti-inflammatory Activity of Absinthin and Derivatives in Human Bronchoepithelial Cells.
AID1663333Agonist activity at human TAS2R46 expressed in human BEAS2B cells assessed as antiinflammatory activity by measuring reduction in PMA-induced IL-1beta gene expression at 10 uM incubated for 18 hrs by qRT-PCR analysis2020Journal of natural products, 06-26, Volume: 83, Issue:6
Anti-inflammatory Activity of Absinthin and Derivatives in Human Bronchoepithelial Cells.
AID1663326Agonist activity at human TAS2R46 expressed in human BEAS2B cells assessed as antioxidant activity by measuring reduction in PMA-induced superoxide anion generation at 10 uM preincubated for 1 hr followed by PMA addition and measured after 30 mins in pres2020Journal of natural products, 06-26, Volume: 83, Issue:6
Anti-inflammatory Activity of Absinthin and Derivatives in Human Bronchoepithelial Cells.
AID1663336Agonist activity at human TAS2R46 expressed in PMA-induced human BEAS2B cells assessed as antiinflammatory activity by measuring increase in IL-4 gene expression at 1 uM incubated for 18 hrs by qRT-PCR analysis2020Journal of natural products, 06-26, Volume: 83, Issue:6
Anti-inflammatory Activity of Absinthin and Derivatives in Human Bronchoepithelial Cells.
AID1663323Agonist activity at human TAS2R46 expressed in human BEAS2B cells assessed as antiinflammatory activity by measuring reduction in PMA-induced superoxide anion generation at 1 uM preincubated for 1 hr followed by PMA addition and measured after 30 mins by 2020Journal of natural products, 06-26, Volume: 83, Issue:6
Anti-inflammatory Activity of Absinthin and Derivatives in Human Bronchoepithelial Cells.
AID1663328Agonist activity at human TAS2R46 expressed in human BEAS2B cells assessed as antiinflammatory activity by measuring reduction in PMA-induced iNOS protein level at 10 uM incubated for 18 hrs by TRITC-phalloidin/DAPI staining based analysis2020Journal of natural products, 06-26, Volume: 83, Issue:6
Anti-inflammatory Activity of Absinthin and Derivatives in Human Bronchoepithelial Cells.
AID1663334Agonist activity at human TAS2R46 expressed in human BEAS2B cells assessed as antiinflammatory activity by measuring reduction in PMA-induced IL-1beta gene expression at 1 uM incubated for 18 hrs in presence of 1 uM TAS2R46 antagonist 3HDC by qRT-PCR anal2020Journal of natural products, 06-26, Volume: 83, Issue:6
Anti-inflammatory Activity of Absinthin and Derivatives in Human Bronchoepithelial Cells.
AID1663317Agonist activity at human TAS2R46 expressed in human BEAS2B cells assessed as effect on cytosolic calcium level at microM concentration by Fluo-2-AM dye based fluorescence assay2020Journal of natural products, 06-26, Volume: 83, Issue:6
Anti-inflammatory Activity of Absinthin and Derivatives in Human Bronchoepithelial Cells.
AID1663331Agonist activity at human TAS2R46 expressed in human BEAS2B cells assessed as antiinflammatory activity by measuring reduction in PMA-induced MUC5AC gene expression at 1 to 10 uM incubated for 18 hrs by qRT-PCR analysis2020Journal of natural products, 06-26, Volume: 83, Issue:6
Anti-inflammatory Activity of Absinthin and Derivatives in Human Bronchoepithelial Cells.
AID1663319Agonist activity at human TAS2R46 expressed in human BEAS2B cells assessed as increase in cytosolic calcium level at 1 mM in presence of 100 uM TAS2R46 antagonist 3HDC by Fluo-2-AM dye based fluorescence assay2020Journal of natural products, 06-26, Volume: 83, Issue:6
Anti-inflammatory Activity of Absinthin and Derivatives in Human Bronchoepithelial Cells.
AID1663330Agonist activity at human TAS2R46 expressed in human BEAS2B cells assessed as antiinflammatory activity by measuring reduction in PMA-induced MUC5AC expression at 1 uM incubated for 18 hrs by TRITC-phalloidin/DAPI staining based analysis2020Journal of natural products, 06-26, Volume: 83, Issue:6
Anti-inflammatory Activity of Absinthin and Derivatives in Human Bronchoepithelial Cells.
AID1663335Agonist activity at human TAS2R46 expressed in human BEAS2B cells assessed as antiinflammatory activity by measuring reduction in PMA-induced IL-1beta gene expression at 10 uM incubated for 18 hrs in presence of 1 uM TAS2R46 antagonist 3HDC by qRT-PCR ana2020Journal of natural products, 06-26, Volume: 83, Issue:6
Anti-inflammatory Activity of Absinthin and Derivatives in Human Bronchoepithelial Cells.
AID1663321Effect on basal superoxide anion production in human BEAS2B cells expressing human TAS2R46 at 1 uM after 1 hr by cytochrome C reduction assay2020Journal of natural products, 06-26, Volume: 83, Issue:6
Anti-inflammatory Activity of Absinthin and Derivatives in Human Bronchoepithelial Cells.
AID1663325Agonist activity at human TAS2R46 expressed in human BEAS2B cells assessed as antioxidant activity by measuring reduction in PMA-induced superoxide anion generation at 1 uM preincubated for 1 hr followed by PMA addition and measured after 30 mins in prese2020Journal of natural products, 06-26, Volume: 83, Issue:6
Anti-inflammatory Activity of Absinthin and Derivatives in Human Bronchoepithelial Cells.
AID1663337Agonist activity at human TAS2R46 expressed in PMA-induced human BEAS2B cells assessed as antiinflammatory activity by measuring increase in IL-4 gene expression at 10 uM incubated for 18 hrs by qRT-PCR analysis2020Journal of natural products, 06-26, Volume: 83, Issue:6
Anti-inflammatory Activity of Absinthin and Derivatives in Human Bronchoepithelial Cells.
AID1663339Agonist activity at human TAS2R46 expressed in PMA-induced human BEAS2B cells assessed as antiinflammatory activity by measuring increase in IL-10 gene expression at 10 uM incubated for 18 hrs by qRT-PCR analysis2020Journal of natural products, 06-26, Volume: 83, Issue:6
Anti-inflammatory Activity of Absinthin and Derivatives in Human Bronchoepithelial Cells.
AID1663322Effect on basal superoxide anion production in human BEAS2B cells expressing human TAS2R46 at 10 uM after 1 hr by cytochrome C reduction assay2020Journal of natural products, 06-26, Volume: 83, Issue:6
Anti-inflammatory Activity of Absinthin and Derivatives in Human Bronchoepithelial Cells.
AID1663332Agonist activity at human TAS2R46 expressed in human BEAS2B cells assessed as antiinflammatory activity by measuring reduction in PMA-induced IL-1beta gene expression at 1 uM incubated for 18 hrs by qRT-PCR analysis2020Journal of natural products, 06-26, Volume: 83, Issue:6
Anti-inflammatory Activity of Absinthin and Derivatives in Human Bronchoepithelial Cells.
AID1663338Agonist activity at human TAS2R46 expressed in PMA-induced human BEAS2B cells assessed as antiinflammatory activity by measuring increase in IL-10 gene expression at 1 uM incubated for 18 hrs by qRT-PCR analysis2020Journal of natural products, 06-26, Volume: 83, Issue:6
Anti-inflammatory Activity of Absinthin and Derivatives in Human Bronchoepithelial Cells.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (11)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (9.09)18.2507
2000's3 (27.27)29.6817
2010's6 (54.55)24.3611
2020's1 (9.09)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.54

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.54 (24.57)
Research Supply Index2.48 (2.92)
Research Growth Index5.03 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.54)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (9.09%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other10 (90.91%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
emodin
Emodin: Purgative anthraquinone found in several plants, especially RHAMNUS PURSHIANA. It was formerly used as a laxative, but is now used mainly as a tool in toxicity studies.. emodin : A trihydroxyanthraquinone that is 9,10-anthraquinone which is substituted by hydroxy groups at positions 1, 3, and 8 and by a methyl group at position 6. It is present in the roots and barks of numerous plants (particularly rhubarb and buckthorn), moulds, and lichens. It is an active ingredient of various Chinese herbs.		2.0510trihydroxyanthraquinoneantineoplastic agent;
laxative;
plant metabolite;
tyrosine kinase inhibitor
carbonyl cyanide p-trifluoromethoxyphenylhydrazone
Carbonyl Cyanide p-Trifluoromethoxyphenylhydrazone: A proton ionophore that is commonly used as an uncoupling agent in biochemical studies.. carbonyl cyanide p-trifluoromethoxyphenylhydrazone : A hydrazone that is hydrazonomalononitrile in which one of the hydrazine hydrogens is substituted by a p-trifluoromethoxyphenyl group.		2.2110aromatic ether;
hydrazone;
nitrile;
organofluorine compound		ATP synthase inhibitor;
geroprotector;
ionophore
quassin
quassin: article discusses quassinoid principle; structure		2.1110triterpenoid
beta-thujone
[no description available]		3.5720beta-thujone
amarogentin
amarogentin: secoiridoid glycoside. amarogentin : A secoiridoid glycoside that consists of (4aS,5R,6R)-5-ethenyl-6-hydroxy-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-1-one having a 2-O-[(3,3',5-trihydroxybiphenyl-2-yl)carbonyl]-beta-D-glucopyranosyl group attached at position 6 via a glycosidic linkage.		2.1110monosaccharide derivative;
secoiridoid glycoside		EC 5.99.1.2 (DNA topoisomerase) inhibitor;
metabolite
santonin
Santonin: Anthelmintic isolated from the dried unexpanded flower heads of Artemisia maritima and other species of Artemisia found principally in Russian and Chinese Turkestan and the Southern Ural region. (From Merck, 11th ed.)		1.9810botanical anti-fungal agent;
santonin		plant metabolite
strychnine
Strychnine: An alkaloid found in the seeds of STRYCHNOS NUX-VOMICA. It is a competitive antagonist at glycine receptors and thus a convulsant. It has been used as an analeptic, in the treatment of nonketotic hyperglycinemia and sleep apnea, and as a rat poison.. strychnine : A monoterpenoid indole alkaloid that is strychnidine bearing a keto substituent at the 10-position.		2.0610monoterpenoid indole alkaloid;
organic heteroheptacyclic compound		avicide;
cholinergic antagonist;
glycine receptor antagonist;
neurotransmitter agent;
rodenticide
grosheimin
grosheimin: from the aerial parts of V. decurens; structure		2.1110sesquiterpene lactone
iridoids
Iridoids: A type of MONOTERPENES, derived from geraniol. They have the general form of cyclopentanopyran, but in some cases, one of the rings is broken as in the case of secoiridoid. They are different from the similarly named iridals (TRITERPENES).		2.1110
artemisin
[no description available]		1.9810
sesquiterpenes
[no description available]		3.1450
phenylthiourea
Phenylthiourea: Phenylthiourea is a THIOUREA derivative containing a phenyl ring. Depending on their genetic makeup, humans can find it either bitter-tasting or tasteless.. N-phenylthiourea : A member of the class of thioureas that is thiourea in which one of the hydrogens is replaced by a phenyl group. Depending on their genetic makeup, humans find it either very bitter-tasting or tasteless. This unusual property resulted in N-phenylthiourea being used in paternity testing prior to the advent of DNA testing.		2.1110thioureasEC 1.14.18.1 (tyrosinase) inhibitor
thiourea
Thiourea: A photographic fixative used also in the manufacture of resins. According to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985), this substance may reasonably be anticipated to be a carcinogen (Merck Index, 9th ed). Many of its derivatives are ANTITHYROID AGENTS and/or FREE RADICAL SCAVENGERS.. thiourea : The simplest member of the thiourea class, consisting of urea with the oxygen atom substituted by sulfur.		2.2110one-carbon compound;
thioureas;
ureas		antioxidant;
chromophore
quinine
[no description available]		2.1110cinchona alkaloidantimalarial;
muscle relaxant;
non-narcotic analgesic
naphthoquinones
Naphthoquinones: Naphthalene rings which contain two ketone moieties in any position. They can be substituted in any position except at the ketone groups.		2.0610
kb r7943
2-(2-(4-(4-nitrobenzyloxy)phenyl)ethyl)isothiourea methanesulfonate: inhibits the reverse mode of Na+/Ca++ exchange in cells expressing NCX1; structure in first source		2.2110
mocetinostat
mocetinostat: undergoing phase II clinical trials for treatment of cancer. mocetinostat : A benzamide obtained by formal condensation of the carboxy group of 4-({[4-(pyridin-3-yl)pyrimidin-2-yl]amino}methyl)benzoic acid with one of the amino groups of benzene-1,2-diamine. It is an orally active and isotype-selective HDAC inhibitor which exhibits antitumour activity (IC50 = 0.15, 0.29, 1.66 and 0.59 muM for HDAC1, HDAC2, HDAC3 and HDAC11).		2.1110aminopyrimidine;
benzamides;
pyridines;
secondary amino compound;
secondary carboxamide;
substituted aniline		antineoplastic agent;
apoptosis inducer;
autophagy inducer;
cardioprotective agent;
EC 3.5.1.98 (histone deacetylase) inhibitor;
hepatotoxic agent
alloin
alloin: isolated from various species of aloe; structure		2.0510diastereoisomeric mixtureEC 1.14.18.1 (tyrosinase) inhibitor;
laxative
ConditionIndicatedRelationship StrengthStudiesTrials
Lung Injury, Acute
[description not available]		02.1110
Acute Lung Injury
A condition of lung damage that is characterized by bilateral pulmonary infiltrates (PULMONARY EDEMA) rich in NEUTROPHILS, and in the absence of clinical HEART FAILURE. This can represent a spectrum of pulmonary lesions, endothelial and epithelial, due to numerous factors (physical, chemical, or biological).		02.1110
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