(Q5175227)

Gene Ontology release 2020-05-02

Rhea release 113

chemical structure

Costunolide.svg
512 × 685; 17 KB

0 references

mass

232.14633 dalton

1 reference

Costunolide (English)

4 October 2016

2 references

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

inferred from InChI

2 references

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

inferred from InChI

2 references

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

1 reference

1 reference

1 reference

inferred from InChI

chemical formula

C₁₅H₂₀O₂

1 reference

Costunolide (English)

4 October 2016

canonical SMILES

CC1=CCCC(=CC2C(CC1)C(=C)C(=O)O2)C

1 reference

Costunolide (English)

4 October 2016

isomeric SMILES

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

1 reference

Costunolide (English)

4 October 2016

found in taxon

Conocephalum japonicum

1 reference

Sesqui- and triterpenoids of the liverwort Conocephalum japonicum

Laurus novocanariensis

1 reference

Synergistic antimycobacterial activities of sesquiterpene lactones from Laurus spp.

Magnolia sieboldii

8 references

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

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

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

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

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

Costunolide induces differentiation of human leukemia HL-60 cells

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

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

Dolomiaea souliei

1 reference

Sesquiterpene lactones from Vladimiria souliei

Cosmos pringlei

4 references

Sesquiterpene lactones and phenylpropanoids from Cosmos pringlei

Sesquiterpene lactones and phenylpropanoids from Cosmos pringlei

Sesquiterpene lactones and phenylpropanoids from Cosmos pringlei

Sesquiterpene lactones and phenylpropanoids from Cosmos pringlei

Anthemis melampodina

1 reference

Sesquiterpene lactones as chemotaxonomic markers in genus Anthemis

Eriocephalus kingesii

1 reference

Sesquiterpene lactones and other constituents from Eriocephalus species

Frullania lobulata

1 reference

Volatile components of selected species of the liverwort genera Frullania and Schusterella (Frullaniaceae) from New Zealand, Australia and South America: a chemosystematic approach

Frullania rostrata

1 reference

Volatile components of selected species of the liverwort genera Frullania and Schusterella (Frullaniaceae) from New Zealand, Australia and South America: a chemosystematic approach

Stevia yaconensis

2 references

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

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

Aristolochia yunnanensis

1 reference

A non-oxidized melampolide and other germacranolides from Aristolochia yunnanensis

Artemisia douglasiana

1 reference

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

Artemisia hispanica

1 reference

Sesquiterpene lactones from Artemisia hispanica

Artemisia schmidtiana

1 reference

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

Artemisia umbelliformis

1 reference

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

Artemisia verlotorum

1 reference

Sesquiterpene lactones from Artemisia species

Inulanthera calva

1 reference

Chemotaxonomy of Athanasia and related genera

Inulanthera dregeana

1 reference

Chemotaxonomy of Athanasia and related genera

Cassinia subtropica

1 reference

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

Coreocarpus arizonicus

1 reference

Sesquiterpenoids from Coreocarpus arizonicus

Critonia morifolia

1 reference

Structure of Two Eudesmanolides, Moriforin A and B

Critonia quadrangularis

1 reference

Further sesquiterpene lactones from costa rican eupatorieae

Critonia sexangularis

1 reference

Further sesquiterpene lactones from costa rican eupatorieae

Cyrtocymura cincta

2 references

Allelopathic agents from Cyrtocymura cincta

Sesquiterpene lactones and other constituents of eirmocephala megaphylla and Cyrtocymura cincta

Frullania californica

1 reference

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

Frullania nisquallensis

1 reference

A DNA-damaging sesquiterpene and other constituents from Frullania nisquallensis

Frullania serrata

1 reference

Terpenoids and aromatic compounds from selected East Malaysian liverworts

Frullania tamarisci

2 references

An eudesmane-type sesquiterpene alcohol from the liverwort Frullania tamarisci

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

lettuce

1 reference

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

Liabum bourgeaui

1 reference

Sesquiterpenes from Liabum floribundum

Magnolia denudata

1 reference

Cytocidal Principles of Magnolia Denudata

Magnolia grandiflora

4 references

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

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

Allelopathic potential of two sesquiterpene lactones from Magnolia grandiflora L.

Two new germacranolides from Magnolia grandiflora

Magnolia salicifolia

1 reference

Mosquitocidal Compounds from Magnolia Salicifolia

Magnolia garrettii

1 reference

Biphenyl Type Lignans and Costunolide from Manglietia garrettii

Magnolia champaca

2 references

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

Sesquiterpene lactones from Michelia champaca

Magnolia nilagirica

1 reference

Sesquiterpene lactones from Michelia nilagirica root bark

Oxylobus adscendens

1 reference

Constituents of the genus Oxylobus

Oxylobus arbutifolius

1 reference

Constituents of the genus Oxylobus

Podachaenium eminens

1 reference

Inhibition of the transcription factor NF-kappa B by sesquiterpene lactones from Podachaenium eminens

Rudbeckia subtomentosa

1 reference

Sesquiterpene lactones and lignanes from Rudbeckia species

Salmea scandens

1 reference

An amide from salmea scandens

Stevia chamaedrys

1 reference

Guaianolides and other constituents from Stevia species

Ursinia cakilefolia

1 reference

Sesquiterpene lactones and other constituents from Ursinia species

Eremanthus erythropappus

1 reference

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

Lepidaploa leptoclada

1 reference

Sesquiterpenic Lactones of Some Species of Genus Vernonia SCHREB.

Wiesnerella denudata

1 reference

Terpenoids and aromatic compounds from selected East Malaysian liverworts

Artemisia verlotiorum

1 reference

Sesquiterpene lactones from Artemisia species

Magnolia virginiana

1 reference

Sesquiterpenes from southern Magnolia virginiana

Staehelina fruticosa

1 reference

Sesquiterpene lactones from Staehelina fruticosa.

Centaurea acaulis

1 reference

A new guaianolide and other sesquiterpene lactones from Centaurea acaulis L. (Asteraceae)

Magnolia odora

1 reference

A new sesquiterpene lactone from Tsoongiodendron odorum Chun

Hellenia speciosa

1 reference

Normo-glycemic and hypolipidemic effect of costunolide isolated from Costus speciosus (Koen ex. Retz.)Sm. in streptozotocin-induced diabetic rats

Hirtellina fruticosa

1 reference

Sesquiterpene lactones from Staehelina fruticosa.

Aristolochia griffithii

1 reference

A non-oxidized melampolide and other germacranolides from Aristolochia yunnanensis

Dolomiaea costus

11 references

Cytotoxic sesquiterpene lactones from the root of Saussurea lappa

New sources and antifungal activity of sesquiterpene lactones

Vasoactive substances from Saussurea lappa

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

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

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

Guaianolides from Saussurea lappa

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

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

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

Cholagogic and antiulcer effect of saussureae radix and its active components

Ainsliaea uniflora

1 reference

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

Gonospermum ferulaceum

1 reference

Sesquiterpene lactones from Tanacetum ferulaceum

Saussurea costus

1 reference

Melanogenesis inhibitory compounds from Saussureae Radix

Artemisia biennis

1 reference

Sesquiterpene lactones from Artemisia hispanica

Orbivestus leopoldii

1 reference

Sesquiterpene lactones and other constituents of Vernonia species from ethiopia

Artemisia aethiopica

1 reference

Sesquiterpene lactones from Artemisia hispanica

physically interacts with

taste receptor type 2

subject has role

agonist

1 reference

Comprehensive Analysis of Mouse Bitter Taste Receptors Reveals Different Molecular Receptive Ranges for Orthologous Receptors in Mice and Humans

subject has role

anthelmintic

1 reference

15 March 2018

1 reference

15 March 2018

1 reference

MeSH descriptor ID

C002602

phytogenic antineoplastic agents

15 March 2018

1 reference

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

15 March 2018

1 reference

1 reference

Identifiers

InChI

1 reference

Costunolide (English)

4 October 2016

2 references

Costunolide (English)

4 October 2016

ChEBI release 2020-09-01

2 references

costunolide (English)

4 October 2016

https://commonchemistry.cas.org/detail?cas_rn=553-21-9

9 April 2021

1 reference

( )-Costunolide (English)

4 October 2016

2 references

Costunolide (English)

4 October 2016

Reaxys registry number

14451

1 reference

costunolide (English)

4 October 2016

ChEBI ID

3900

mapping relation type

2 references

costunolide (English)

4 October 2016

International Chemical Identifier

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

1 reference

COSTUNOLIDE (English)

4 October 2016

2 references

1 reference

MassBank accession ID

MSBNK-NaToxAq-NA002319

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA002320

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA002322

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA002714

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA002717

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA002716

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA002718

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA003094

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA003097

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA003459

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA003463

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA002321

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA002323

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA003096

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA003098

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA003461

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA002715

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA003095

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA003460

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA003462

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

splash10-0a5i-1950000000-480f6b49ce19b0c2edbe

0 references

DSSTox substance ID

DTXSID001029520

1 reference

ECHA Substance Infocard database

0 references

1 reference

ECHA Substance Infocard ID

100.208.663

27 December 2018

ECHA Substance Infocard ID

[No public or meaningful name is available] (English)

quotation

CAS no.: 553-21-9 (English)

100.208.663

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.208.663

27 December 2018

imported from Wikimedia project

[No public or meaningful name is available] (English)

quotation

CAS no.: 553-21-9 (English)

Nikkaji ID

J22.569J

1 reference

Japanese Wikipedia

Wikimedia import URL

https://ja.wikipedia.org/w/index.php?title=コスツノリド&oldid=65909852

MeSH descriptor ID

C002602

1 reference

reason for deprecated rank

14 March 2018

cannot be confirmed by other sources

1 reference

Global Substance Registration System

costunolide (English)

4 October 2016

2 references

UNII

4IK578SA7Z

COSTUNOLIDE (English)

4 October 2016

0 references

1 reference

costunolide (English)

inferred by common MeSH mappings on source and on Wikidata

4 October 2016

Freebase ID

/m/0cc5387

0 references

Microsoft Academic ID

0 references

1 reference

UMLS 2023