(Q76393797)

inferred from SMILES

mass

248.1412445 dalton

1 reference

inferred from isomeric SMILES

stereoisomer of

7-Epi-parthenolide

2 references

(1aS,4E,7aS,10aR,10bS)-1a,5-Dimethyl-8-methylene-1a,2,3,6,7,7aalpha,10aalpha,10bbeta-octahydrooxireno[9,10]cyclodeca[1,2-b]furan-9(8H)-one

2 references

(1R,2R,4S,7E,11R)-4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-13-one

2 references

2 references

2 references

2 references

(1S,2S,4S,7Z,11S)-4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-13-one

1 reference

(1S,2R,4R,7E,11R)-4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-13-one

1 reference

(1S,2R,4S,7E,11S)-4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-13-one

1 reference

(1R,2S,4S,11S)-4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-13-one

1 reference

(1aR,7aS,10aS,10bS)-1a,5-dimethyl-8-methylidene-2,3,6,7,7a,8,10a,10b-octahydrooxireno[9,10]cyclodeca[1,2-b]furan-9(1aH)-one

1 reference

1 reference

(1S,2S,4S,11S)-4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-13-one

1 reference

chemical formula

C₁₅H₂₀O₃

0 references

canonical SMILES

O=C1OC2C3OC3(C)CCC=C(C)CCC2C1=C

0 references

isomeric SMILES

C/C/1=C\CC[C@@]2([C@H](O2)[C@@H]3[C@@H](CC1)C(=C)C(=O)O3)C

0 references

found in taxon

Anthemis macedonica

1 reference

Sesquiterpene lactones as chemotaxonomic markers in genus Anthemis

Anthemis melampodina

1 reference

Sesquiterpene lactones as chemotaxonomic markers in genus Anthemis

Eriocephalus kingesii

1 reference

Sesquiterpene lactones and other constituents from Eriocephalus species

Magnolia virginiana

1 reference

Sesquiterpenes from southern Magnolia virginiana

Artemisia myriantha

1 reference

Germacranolides from Artemisia myriantha and their conformation.

Carpesium longifolium

1 reference

Xanthanolides, germacranolides, and other constituents from Carpesium longifolium

Tanacetum argenteum

2 references

A guaianolide from Tanacetum argenteum subsp. flabellifolium

Sesquiterpenoids from Tanacetum argenteum subsp. canum var. canum

Tanacetum parthenium

32 references

Occupational allergic contact dermatitis caused by decorative plants

The content of parthenolide and its yield per plant during the growth of Tanacetum parthenium

Airborne Compositae dermatitis: monoterpenes and no parthenolide are released from flowering Tanacetum parthenium (feverfew) plants

A proposal for the quality control of Tanacetum parthenium (feverfew) and its hydroalcoholic extract

Extraction and high-performance liquid chromatographic methods for the γ-lactones parthenolide (Chrysanthemum parthenium Bernh.), marrubiin (Marrubium vulgare L.) and artemisinin (Artemisia annua L.)

A bioassay for inhibition of serotonin release from bovine platelets

Parthenolide content and bioactivity of feverfew (Tanacetum parthenium (L.) Schultz-Bip.). Estimation of commercial and authenticated feverfew products

Comparison of Extraction Procedures for Parthenolide inTanacetum parthenium

Rapid extraction and high-performance liquid chromatographic determination of parthenolide in feverfew (Tanacetum parthenium)

Determination of Parthenolide in Selected Feverfew Products by Liquid Chromatography

Intra-specific variability of feverfew: correlations between parthenolide, morphological traits and seed origin

Multi-Component Metabolic Classification of Commercial Feverfew Preparations via High-Field 1H-NMR Spectroscopy and Chemometrics

Effects of Drying Temperature and Storage on Parthenolide Concentration of Feverfew (Tanacetum parthenium L.) Leaves

A quantitative method for the estimation of parthenolide and other sesquiterpene lactones containing α-methylenebutyrolactone functions present in feverfew,Tanacetum parthenium

Parthenolide Content of Feverfew (Tanacetum parthenium) Assessed by Hplc and1H-nmr Spectroscopy

Antiproliferative activities of parthenolide and golden feverfew extract against three human cancer cell lines

3,4-β-Epoxy-8-deoxycumambrin B, A sesquiterpene lactone from Tanacetum parthenium

Comparative study of Tanacetum species growing in Bulgaria.

Pharmacological activity of feverfew (Tanacetum parthenium (L.) Schultz-Bip.): assessment by inhibition of human polymorphonuclear leukocyte chemiluminescence in-vitro

Effects of extracts ofTanacetum species on human polymorphonuclear leucocyte activityin vitro

Feverfew extracts and parthenolide irreversibly inhibit vascular responses of the rabbit aorta

Feverfew and vascular smooth muscle: extracts from fresh and dried plants show opposing pharmacological profiles, dependent upon sesquiterpene lactone content

Sesquiterpene lactones from feverfew, Tanacetum parthenium: isolation, structural revision, activity against human blood platelet function and implications for migraine therapy

Feverfew (Tanacetum parthenium L.): tissue culture and parthenolide synthesis

Prostaglandin synthetase inhibitors in feverfew

A simple method of isolating parthenolide from Tanacetum and other sensitizing plants

Chemical Mutagenesis and Parthenolide Biosynthesis in Feverfew (Tanacetum parthenium)

Parthenolide induces significant apoptosis and production of reactive oxygen species in high-risk pre-B leukemia cells

Enhancement of 1 alpha,25-dihydroxyvitamin D(3)-induced differentiation of human leukaemia HL-60 cells into monocytes by parthenolide via inhibition of NF-kappa B activity

Parthenolide induces apoptosis in glioblastomas without affecting NF-kappaB.

Parthenolide, a sesquiterpene lactone from the medical herb feverfew, shows anticancer activity against human melanoma cells in vitro.

Parthenolide sensitizes ultraviolet (UV)-B-induced apoptosis via protein kinase C-dependent pathways.

Magnolia salicifolia

1 reference

Mosquitocidal Compounds from Magnolia Salicifolia

Magnolia grandiflora

3 references

A guaianolide from Magnolia grandiflora

Extraction of Bioactive Sesquiterpene Lactones from Magnolia grandiflora Using Supercritical Carbon Dioxide and Near-Critical Propane

Cytotoxic sesquiterpenoids from the leaves of Magnolia grandiflora

Pentanema aschersonianum

1 reference

Sesquiterpenic lactones of Inula aschersoniana JANKA var. aschersoniana species

Tanacetum densum

1 reference

Sesquiterpene lactones from Tanacetum densum subsp. amani

Magnolia champaca

2 references

Sesquiterpene lactones from Michelia champaca

Constituents of Michelia champaca and Lewis acid catalysed transformations of parthenolide into guaianolides

Tanacetum vulgare

4 references

Effects of extracts ofTanacetum species on human polymorphonuclear leucocyte activityin vitro

Anti-inflammatory effects of South American Tanacetum vulgare

Effect of the chloroform extract of Tanacetum vulgare and one of its active principles, parthenolide, on experimental gastric ulcer in rats

A simple method of isolating parthenolide from Tanacetum and other sensitizing plants

Tanacetum niveum

1 reference

Effects of extracts ofTanacetum species on human polymorphonuclear leucocyte activityin vitro

Magnolia denudata

1 reference

Cytocidal Principles of Magnolia Denudata

Magnolia nilagirica

1 reference

Sesquiterpene lactones from Michelia nilagirica root bark

Tarchonanthus camphoratus

1 reference

Voltammetric determination of parthenolide in spiked human plasma and urine

Tanacetum larvatum

1 reference

Parthenolide from the aerial parts of Tanacetum larvatum

Cyathocline purpurea

1 reference

A germacranolide from Cyathocline lutea

Staehelina fruticosa

1 reference

Sesquiterpene lactones from Staehelina fruticosa.

Magnolia praecocissima

1 reference

Lignans and sesquiterpenes from Magnolia praecocissima

common sunflower

1 reference

Characterization of CYP71AX36 from Sunflower (Helianthus annuus L., Asteraceae)

Magnolia kobus

1 reference

Lignans and sesquiterpenes from Magnolia praecocissima

Hirtellina fruticosa

1 reference

Sesquiterpene lactones from Staehelina fruticosa.

physically interacts with

taste receptor type 2

subject has role

agonist

1 reference

The Molecular Receptive Ranges of Human TAS2R Bitter Taste Receptors

Identifiers

InChI

InChI=1S/C15H20O3/c1-9-5-4-8-15(3)13(18-15)12-11(7-6-9)10(2)14(16)17-12/h5,11-13H,2,4,6-8H2,1,3H3/b9-5+/t11-,12-,13+,15+/m0/s1

0 references

InChIKey

KTEXNACQROZXEV-PVLRGYAZSA-N

0 references

CAS Registry Number

20554-84-1

1 reference

CAS (formerly Chemical Abstracts Service)

25 January 2022

0 references

mapping relation type

exact match

2 references

title

RCSB PDB - M4Y Ligand Summary Page (English)

https://www.rcsb.org/ligand/M4Y

RCSB protein data bank

language of work or name

English

retrieved

24 February 2021

reference URL