alantolactone (Q21099633)

Alantolactone (English)

(3aR,5R,8aR,9aR)-5,8a-dimethyl-3-methylidene-5,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one

5 October 2016

stereoisomer of

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

(3aS,5S,8aR,9aR)-5,8a-dimethyl-3-methylidene-5,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one

1 reference

based on heuristic

inferred from InChI

chemical formula

C₁₅H₂₀O₂

1 reference

Alantolactone (English)

5 October 2016

canonical SMILES

CC1CCCC2(C1=CC3C(C2)OC(=O)C3=C)C

1 reference

Alantolactone (English)

5 October 2016

isomeric SMILES

C[C@H]1CCC[C@]2(C1=C[C@H]3[C@@H](C2)OC(=O)C3=C)C

1 reference

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

Alantolactone (English)

5 October 2016

1 reference

Ajania fruticulosa

3 references

Antifungal highly oxygenated guaianolides and other constituents from Ajania fruticulosa

Antifungal highly oxygenated guaianolides and other constituents from Ajania fruticulosa

Antifungal highly oxygenated guaianolides and other constituents from Ajania fruticulosa

Abutilon indicum

4 references

Two sesquiterpene lactones from Abutilon indicum

ANTIMICROBIAL POTENTIAL OF ABUTILON INDICUM EXTRACT

Two sesquiterpene lactones from Abutilon indicum

Antibacterial activity of Abutilon indicum Linn.

Eupatorium cannabinum

2 references

Sesquiterpene lactones of Eupatorium cannabinum

Sesquiterpene lactones of Eupatorium scabridum

Critonia quadrangularis

1 reference

Ant-repellent sesquiterpene lactones from Eupatorium quadrangularae

Flourensia macrophylla

1 reference

Eudesmanolides and costic acid derivatives from Flourensia macrophylla

Klasea latifolia

1 reference

Sesquiterpene lactones from Serratula latifolia

Spilanthes leiocarpa

2 references

A further steiractinolide derivative from Spilanthes leiocarpa

A further steiractinolide derivative from Spilanthes leiocarpa

Chrysanthemum morifolium

1 reference

Alantolactone sensitivity in chrysanthemum contact dermatitis

Telekia speciosa

1 reference

Acylated hydroxycinnamic acid glucosides from flowers of Telekia Speciosa

Geigeria aspera

1 reference

New sesquiterpene lactones, geranyllinalol derivatives and other constituents from Geigeria species

Geigeria brevifolia

1 reference

New sesquiterpene lactones, geranyllinalol derivatives and other constituents from Geigeria species

Inula britannica

1 reference

Sesquiterpenoids from the Aerial Parts of Inula japonica

Inula japonica

1 reference

Sesquiterpenoids from the Aerial Parts of Inula japonica

Inula macrophylla

1 reference

Sesquiterpenes and monoterpenes from the bark of Inula macrophylla.

Dolomiaea costus

1 reference

UPLC/MS/MS method for quantification and cytotoxic activity of sesquiterpene lactones isolated from Saussurea lappa

Pentanema caspicum

1 reference

Sesquiterpene lactones from Inula falconeri, a plant endemic to the Himalayas, as potential anti-inflammatory agents

Pentanema britannicum

1 reference

Sesquiterpenoids from the Aerial Parts of Inula japonica

Inula grandis

3 references

Sesquiterpenes and monoterpenes from the bark of Inula macrophylla.

Alantolactone from Inula grandis

Lactones ofInula helenium

Inula helenium

10 references

Occupational allergic contact dermatitis caused by decorative plants

Chemical Analysis, Bacteriostatic and Fungistatic Properties of the Essential Oil of Elecampane (Inula heleniumL.)

Evaluation of thein vitroCytotoxicity of some Sesquiterpene Lactones on a Human Lung Carcinoma Cell Line Using the Fast Green Dye Exclusion Assay

Antiproliferative sesquiterpene lactones from the roots of Inula helenium

Nrf2-mediated induction of detoxifying enzymes by alantolactone present in Inula helenium

Sesquiterpene lactones of Inula helenium

Allergic contact dermatitis to methylenelactones. Use of lymphocyte transformation test.

Liquid-solid chromatographic resolution of unsaturated terpenoid lactone isomers by packed glass microcapillary columns

Simultaneous determination of chlorogenic acid, caffeic acid, alantolactone and isoalantolactone in Inula helenium by HPLC

Lactones ofInula helenium

Inula racemosa

5 references

Epoxy alantolides: Isoinunal—a new potent plant growth regulator from Inula racemosa

Stereostructures of inunal and isoalloalantolactone, two biologically active sesquiterpene lactones from Inula racemosa

Stereostructures of two biologically active sesquiterpene lactones from Inula racemosa

Antimycobacterial eudesmanolides from Inula helenium and Rudbeckia subtomentosa

Lactones ofInula helenium

Inula magnifica

1 reference

Lactones of Inula magnifica

Inula royleana

1 reference

New sesquiterpene lactones from Inula species

Inula salicina

1 reference

New sesquiterpene lactones from Inula species

Artemisia maritima

1 reference

[Chemical knowledge of Artemisia maritima L]

Saussurea lappa

1 reference

UPLC/MS/MS method for quantification and cytotoxic activity of sesquiterpene lactones isolated from Saussurea lappa

Identifiers

InChI

InChI=1S/C15H20O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h7,9,11,13H,2,4-6,8H2,1,3H3/t9-,11+,13+,15+/m0/s1

1 reference

Alantolactone (English)

PXOYOCNNSUAQNS-AGNJHWRGSA-N

5 October 2016

InChIKey

2 references

Alantolactone (English)

5 October 2016

ChEBI release 2020-09-01

2 references

alantolactone (English)

PXOYOCNNSUAQNS-AGNJHWRGSA-N

5 October 2016

InChIKey

9 April 2021

https://commonchemistry.cas.org/detail?cas_rn=546-43-0

1 reference

(+)-Alantolactone (English)

5 October 2016

1 reference

Alantolactone (English)

5 October 2016

Reaxys registry number

5266481

1 reference

alantolactone (English)

5 October 2016

ChEBI ID

2540

mapping relation type

2 references

alantolactone (English)

matched by identifier from

5 October 2016

International Chemical Identifier

InChI

InChI=1S/C15H20O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h7,9,11,13H,2,4-6,8H2,1,3H3/t9-,11+,13+,15+/m0/s1

1 reference

matched by identifier from

HELENINE (English)

5 October 2016

2 references

inferred from InChIKey

InChIKey

PXOYOCNNSUAQNS-AGNJHWRGSA-N

1 reference

splash10-016r-1980000000-1f122e5d980efa3a2052

0 references

splash10-004l-0290000000-4de3250fb30ac948f77f

0 references

DSSTox substance ID

DTXSID90877864

0 references

DSSTOX compound identifier

0 references

0 references

208-899-3

1 reference

Global Substance Registration System

UNII

M7GSN5Q1M6

ALANTOLACTONE (English)

ECHA Substance Infocard ID

5 October 2016

100.008.091

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.008.091

27 December 2018

Human Metabolome Database ID

[3aR-(3aα,5β,8aβ,9aα)]-3a,5,6,7,8,8a,9,9a-octahydro-5,8a-dimethyl-3-methylenenaphtho[2,3-b]furan-2(3H)-one (English)

quotation

CAS no.: 546-43-0 (English)

MeSH descriptor ID

C004363

subject named as

alantolactone

0 references

0 references

1 reference

Global Substance Registration System

alantolactone (English)

5 October 2016

1 reference

UNII

M7GSN5Q1M6

ALANTOLACTONE (English)

5 October 2016

0 references

1 reference

http://www.lipidmaps.org/rest/compound/lm_id/LM/all/download

alantolactone (English)

5 October 2016

1 reference

30 June 2018

1 reference

Immune Epitope Database and Analysis Resource

1 March 2022

1 reference

inferred by common MeSH mappings on source and on Wikidata

UMLS 2023