(Q104390349)

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costunolide

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Statements

instance of

type of chemical entity

0 references

subclass of

6,10-Dimethyl-3-methylene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one

1 reference

based on heuristic

inferred from SMILES

mass

232.14632988 dalton

1 reference

based on heuristic

inferred from SMILES

stereoisomer of

(3aR,6E,10E,11aR)-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one

2 references

based on heuristic

inferred from InChIKey

2 references

inferred from InChIKey

based on heuristic

inferred from InChI

(3aS,6Z,10E,11aS)-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one

1 reference

based on heuristic

inferred from InChI

(3As,6E,10E,11aS)-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one

1 reference

1 reference

1 reference

C₁₅H₂₀O₂

0 references

canonical SMILES

O=C1OC2C=C(C)CCC=C(C)CCC2C1=C

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isomeric SMILES

C=C1C(=O)O[C@@H]2C=C(C)CC/C=C(\C)CC[C@@H]12

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found in taxon

Magnolia salicifolia

1 reference

stated in

Mosquitocidal Compounds from Magnolia Salicifolia

Magnolia grandiflora

3 references

stated in

Isolation and characterization of peroxycostunolide (verlotorin) and peroxyparthenolide from Magnolia grandiflora. Carbon-13 nuclear magnetic resonance spectroscopy of costunolide and related compounds

stated in

Melampolides from Magnolia grandiflora

stated in

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

Inulanthera calva

1 reference

stated in

Chemotaxonomy of Athanasia and related genera

Inulanthera dregeana

1 reference

stated in

Chemotaxonomy of Athanasia and related genera

Magnolia sieboldii

8 references

stated in

Costunolide induces differentiation of human leukemia HL-60 cells

stated in

Costunolide-induced apoptosis is caused by receptor-mediated pathway and inhibition of telomerase activity in NALM-6 cells

stated in

Apoptosis-Inducing costunolide and a novel acyclic monoterpene from the stem bark of Magnolia sieboldii

stated in

Anti-Helicobacter pylori effect of costunolide isolated from the stem bark ofMagnolia sieboldii

stated in

Syringin 4-O-beta-glucoside, a new phenylpropanoid glycoside, and costunolide, a nitric oxide synthase inhibitor, from the stem bark of Magnolia sieboldii

stated in

Costunolide, a sesquiterpene from the stem bark of Magnolia sieboldii, inhibits the RAS-farnesyl-proteintransferase

stated in

Costunolide induces apoptosis by ROS-mediated mitochondrial permeability transition and cytochrome C release

stated in

Syringin 4-O-beta-glucoside, a new phenylpropanoid glycoside, and costunolide, a nitric oxide synthase inhibitor, from the stem bark of Magnolia sieboldii

Artemisia umbelliformis

1 reference

stated in

Genepolide, a sesterpene gamma-lactone with a novel carbon skeleton from mountain wormwood (Artemisia umbelliformis).

Ursinia cakilefolia

1 reference

stated in

Sesquiterpene lactones and other constituents from Ursinia species

Ursinia nudicaulis

1 reference

stated in

Sesquiterpene lactones and other constituents from Ursinia species

Centaurea kurdica

1 reference

stated in

Sesquiterpene lactones from Centaurea hermannii

Artemisia verlotiorum

1 reference

stated in

Sesquiterpene lactones from Artemisia species

Lepidaploa leptoclada

1 reference

stated in

Sesquiterpenic Lactones of Some Species of Genus Vernonia SCHREB.

Frullania serrata

1 reference

stated in

Terpenoids and aromatic compounds from selected East Malaysian liverworts

Wiesnerella denudata

1 reference

stated in

Terpenoids and aromatic compounds from selected East Malaysian liverworts

Aristolochia yunnanensis

1 reference

stated in

A non-oxidized melampolide and other germacranolides from Aristolochia yunnanensis

Artemisia douglasiana

1 reference

stated in

11β,13-Dihydroguaianolides from Artemisia douglasiana and a thiophene acetylene from A. schmidtiana

Artemisia hispanica

1 reference

stated in

Sesquiterpene lactones from Artemisia hispanica

Artemisia schmidtiana

1 reference

stated in

11β,13-Dihydroguaianolides from Artemisia douglasiana and a thiophene acetylene from A. schmidtiana

Artemisia verlotorum

1 reference

stated in

Sesquiterpene lactones from Artemisia species

Cassinia subtropica

1 reference

stated in

Sesquiterpene lactones and other constituents from Cassinia, actinobole and an axeton species

Coreocarpus arizonicus

1 reference

stated in

Sesquiterpenoids from Coreocarpus arizonicus

Cosmos pringlei

1 reference

stated in

Sesquiterpene lactones and phenylpropanoids from Cosmos pringlei

Critonia morifolia

1 reference

stated in

Structure of Two Eudesmanolides, Moriforin A and B

Critonia quadrangularis

1 reference

stated in

Further sesquiterpene lactones from costa rican eupatorieae

Critonia sexangularis

1 reference

stated in

Further sesquiterpene lactones from costa rican eupatorieae

Cyrtocymura cincta

2 references

stated in

Sesquiterpene lactones and other constituents of eirmocephala megaphylla and Cyrtocymura cincta

stated in

Allelopathic agents from Cyrtocymura cincta

Frullania californica

1 reference

stated in

Geographical distribution of tamariscol, a mossy odorous sesquiterpene alcohol, in the liverwort Frullania tamarisci and related species

Frullania nisquallensis

1 reference

stated in

A DNA-damaging sesquiterpene and other constituents from Frullania nisquallensis

Frullania tamarisci

2 references

stated in

An eudesmane-type sesquiterpene alcohol from the liverwort Frullania tamarisci

stated in

Geographical distribution of tamariscol, a mossy odorous sesquiterpene alcohol, in the liverwort Frullania tamarisci and related species

lettuce

1 reference

stated in

Isolation and structure of lettucenin A, a novel guaianolide phytoalexin from Lactuca sativa var. capitata(Compositae)

Laurobasidium lauri

1 reference

stated in

Sesquiterpene lactones from Carpesium divaricatum

Liabum bourgeaui

1 reference

stated in

Sesquiterpenes from Liabum floribundum

Magnolia denudata

1 reference

stated in

Cytocidal Principles of Magnolia Denudata

Magnolia virginiana

1 reference

stated in

Sesquiterpenes from southern Magnolia virginiana

Magnolia garrettii

1 reference

stated in

Biphenyl Type Lignans and Costunolide from Manglietia garrettii

Magnolia champaca

2 references

stated in

Sesquiterpene lactones from Michelia champaca

stated in

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

Magnolia nilagirica

1 reference

stated in

Sesquiterpene lactones from Michelia nilagirica root bark

Oxylobus adscendens

1 reference

stated in

Constituents of the genus Oxylobus

Oxylobus arbutifolius

1 reference

stated in

Constituents of the genus Oxylobus

Rudbeckia subtomentosa

1 reference

stated in

Sesquiterpene lactones and lignanes from Rudbeckia species

Salmea scandens

1 reference

stated in

An amide from salmea scandens

Stevia chamaedrys

1 reference

stated in

Guaianolides and other constituents from Stevia species

Stevia yaconensis

1 reference

stated in

The first 12.8β-germacrolide and other constituents from bolivian Stevia species

Magnolia ovata

1 reference

stated in

9. Constituents of Bark

Eremanthus erythropappus

2 references

stated in

Sesquiterpene lactones and other constituents from Eremanthus seidelii, E. Goyazensis and Vanillosmopsis erythropappa

stated in

Selective Extraction of α-Methylene-γ-Lactones. Reinvestigation of Vanillosmopsis erythropappa

Dolomiaea souliei

1 reference

stated in

Sesquiterpene lactones from Vladimiria souliei

Dolomiaea costus

11 references

stated in

Melanogenesis inhibitory compounds from Saussureae Radix

stated in

Cytotoxic Principles fromSaussurea LappaandCorydalis Turtshaninovii f. Yanhusuo

stated in

Guaianolides from Saussurea lappa

stated in

Effects of sesquiterpenes and amino acid-sesquiterpene conjugates from the roots of Saussurea lappa on inducible nitric oxide synthase and heat shock protein in lipopolysaccharide-activated macrophages

stated in

Absolute Stereostructures and Syntheses of Saussureamines A, B, C, D and E, Amino Acid–Sesquiterpene Conjugates with Gastroprotective Effect, from the Roots of Saussurea lappa

stated in

Vasoactive substances from Saussurea lappa

stated in

Costunolide and dehydrocostus lactone as inhibitors of killing function of cytotoxic T lymphocytes

stated in

Bio-antimutagenic effects of sesquiterpene lactones from costus root oil.

stated in

Costunolide, a sesquiterpene lactone from Saussurea lappa, inhibits the VEGFR KDR/Flk-1 signaling pathway

stated in

Cholagogic and antiulcer effect of saussureae radix and its active components

stated in

Effect of dehydrocostus lactone and costunolide from Saussurea root on the central nervous system in mice

Staehelina fruticosa

1 reference

stated in

Sesquiterpene lactones from Staehelina fruticosa.

Laurus

1 reference

stated in

Inhibitory mechanism of costunolide, a sesquiterpene lactone isolated from Laurus nobilis, on blood-ethanol elevation in rats: involvement of inhibition of gastric emptying and increase in gastric juice secretion

Hirtellina fruticosa

1 reference

stated in

Sesquiterpene lactones from Staehelina fruticosa.

Aristolochia griffithii

1 reference

stated in

A non-oxidized melampolide and other germacranolides from Aristolochia yunnanensis

Ainsliaea uniflora

1 reference

stated in

Sesquiterpene lactones from Diaspananthus uniflorus (SCH. BIP.) KITAM.

Gonospermum ferulaceum

1 reference

stated in

Sesquiterpene lactones from Tanacetum ferulaceum

Artemisia biennis

1 reference

stated in

Sesquiterpene lactones from Artemisia hispanica

Orbivestus leopoldii

1 reference

stated in

Sesquiterpene lactones and other constituents of Vernonia species from ethiopia

Artemisia aethiopica

1 reference

stated in

Sesquiterpene lactones from Artemisia hispanica

Identifiers

InChI

InChI=1S/C15H20O2/c1-10-5-4-6-11(2)9-14-13(8-7-10)12(3)15(16)17-14/h5,9,13-14H,3-4,6-8H2,1-2H3/b10-5+,11-9?/t13-,14+/m0/s1

0 references

InChIKey

HRYLQFBHBWLLLL-BOHUOVHSSA-N

0 references

2 references

17 September 2022

inferred from InChIKey

matched by identifier from

InChIKey

HRYLQFBHBWLLLL-BOHUOVHSSA-N

1 reference

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