helenalin (Q387505)

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chemical compound

6alpha,8beta-dihydroxy-4-oxoambrosa-2,11(13)-dien-12-oic acid 12,8-lactone
Helenalin A
(3aS)-3,3aalpha,4alpha,4a,7aalpha,8,9,9aalpha-octahydro-4-hydroxy-4abeta,8alpha-dimethyl-3-methyleneazuleno(6,5-b)-furan-2,5-dione

Language	Label	Description	Also known as
English	helenalin	chemical compound	6alpha,8beta-dihydroxy-4-oxoambrosa-2,11(13)-dien-12-oic acid 12,8-lactone Helenalin A (3aS)-3,3aalpha,4alpha,4a,7aalpha,8,9,9aalpha-octahydro-4-hydroxy-4abeta,8alpha-dimethyl-3-methyleneazuleno(6,5-b)-furan-2,5-dione

Statements

type of chemical entity

0 references

pseudoguaiane sesquiterpenoid

0 references

chemical structure

Helenalin.svg
512 × 372; 3 KB

1 reference

imported from Wikimedia project

German Wikipedia

262.121 dalton

1 reference

language of work or name

HELENALIN (English)

5 October 2016

stereoisomer of

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

(3aR,5R,5aR,8aR,9R,9aS)-9-hydroxy-5,8a-dimethyl-1-methylidene-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

1 reference

based on heuristic

inferred from InChI

(3aR,5R,5aS,8aR,9R,9aS)-9-hydroxy-5,8a-dimethyl-1-methylidene-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione

1 reference

based on heuristic

inferred from InChI

(3aR,5R,5aR,8aR,9S,9aR)-9-hydroxy-5,8a-dimethyl-1-methylidene-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione

1 reference

based on heuristic

inferred from InChI

(3aR,5R,5aS,8aR,9S,9aS)-9-hydroxy-5,8a-dimethyl-1-methylidene-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione

1 reference

based on heuristic

inferred from InChI

chemical formula

C₁₅H₁₈O₄

1 reference

language of work or name

HELENALIN (English)

5 October 2016

canonical SMILES

CC1CC2C(C(C3(C1C=CC3=O)C)O)C(=C)C(=O)O2

1 reference

language of work or name

HELENALIN (English)

5 October 2016

isomeric SMILES

C[C@@H]1C[C@@H]2[C@H]([C@@H]([C@]3([C@H]1C=CC3=O)C)O)C(=C)C(=O)O2

1 reference

language of work or name

HELENALIN (English)

5 October 2016

4 references

Sesquiterpene lactone content in leaves of in vitro and field cultivated Arnica montana

Altitudinal variation of secondary metabolite profiles in flowering heads of Arnica montana cv. ARBO.

[Helenalin- and 11,13-Dihydrohelenalinester from Flowers of Arnica montana.].

Cytotoxicity of flavonoids and sesquiterpene lactones from Arnica species against the GLC4 and the COLO 320 cell lines.

Inula britannica

1 reference

Pseudoguaianolides and guaianolides from Inula hupehensis as potential anti-inflammatory agents

Helenium elegans

1 reference

Constituents of Helenium Species. XII. Sesquiterpene Lactones of Some Southwestern Species1,2

Helenium laciniatum

1 reference

Constituents of Helenium Species. XII. Sesquiterpene Lactones of Some Southwestern Species1,2

Helenium mexicanum

1 reference

Structure and stereochemistry of mexicanin F, a novel dimeric nor-sesquiterpene lactone from Helenium mexicanum

2 references

Sesquiterpene lactones and other constituents of Arnica acaulis

Sesquiterpene lactones and other constituents of Arnica acaulis

Arnica longifolia

2 references

Structure revision of xanthalongin and further sesquiterpene lactones from flowers of Arnica longifolia

Structure revision of xanthalongin and further sesquiterpene lactones from flowers of Arnica longifolia

Centipeda minima

1 reference

Two New Triterpenoids from Centipeda minima

Helenium aromaticum

2 references

Sesquiterpene lactones of Cephalophora aromatica (HOOK.) SCHRADER and their deterrent activity. The stereostructure of geigerinin

The constituents of helenium aromaticum (Hook) Bailey

Gaillardia megapotamica

1 reference

Chemotaxonomy of the argentinian species of Gaillardia

Helenium amarum

1 reference

Guaianolide α-arabinopyranosides from Helenium amarum

Helenium donianum

1 reference

Guaianolide Glucosides fromHelenium donianum

Helenium microcephalum

2 references

Quantitation of hymenoxon and related sesquiterpene lactones

Antitumor agents XXXVI: Structural elucidation of sesquiterpene lactones microhelenins-A, B, and C, microlenin acetate, and plenolin from Helenium microcephalum

Loxothysanus sinuatus

1 reference

Pseudoguaianolides carabrone derivatives from Loxothysanus sinuatus

Psilostrophe cooperi

2 references

A novel enol-pseudoguaianolide from Psilostrophe cooperi

A novel enol-pseudoguaianolide from Psilostrophe cooperi

Psychotria asiatica

2 references

Antitumor agents. 89. Psychorubrin, a new cytotoxic naphthoquinone from Psychotria rubra and its structure-activity relationships

Antitumor agents. 89. Psychorubrin, a new cytotoxic naphthoquinone from Psychotria rubra and its structure-activity relationships

Psychotria rubra

2 references

Antitumor agents. 89. Psychorubrin, a new cytotoxic naphthoquinone from Psychotria rubra and its structure-activity relationships

Antitumor agents. 89. Psychorubrin, a new cytotoxic naphthoquinone from Psychotria rubra and its structure-activity relationships

Helenium autumnale

3 references

Helenalin. I. Helenalin, the Bitter Sternutative Substance Occurring in Helenium Autumnale

2-Methoxydihydrohelenalin from the Rhizoma of Sendai Helenium autumnale L

Antineoplastic agents. 34. Helenium autumnale L.

Helenium puberulum

1 reference

Pseudoguaianolides and guaianolides from Helenium puberulum

Helenium quadridentatum

1 reference

The Constituents of Certain Species of Helenium. III. The Ester Nature of Tenulin

Pentanema britannicum

1 reference

Pseudoguaianolides and guaianolides from Inula hupehensis as potential anti-inflammatory agents

has characteristic

1 reference

subject has role

non-steroidal anti-inflammatory drug

1 reference

Medical Subject Headings

MeSH descriptor ID

15 March 2018

phytogenic antineoplastic agents

1 reference

Medical Subject Headings

MeSH descriptor ID

15 March 2018

1 reference

Medical Subject Headings

MeSH descriptor ID

15 March 2018

platelet aggregation inhibitors

1 reference

Medical Subject Headings

MeSH descriptor ID

15 March 2018

Commons category

Helenalin

0 references

Identifiers

InChI=1S/C15H18O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h4-5,7,9-10,12-13,17H,2,6H2,1,3H3/t7-,9+,10-,12-,13+,15+/m1/s1

1 reference

language of work or name

HELENALIN (English)

5 October 2016

ZVLOPMNVFLSSAA-XEPQRQSNSA-N

2 references

language of work or name

HELENALIN (English)

5 October 2016

ChEBI release 2020-09-01

CAS Registry Number

2 references

language of work or name

helenalin (English)

5 October 2016

ZVLOPMNVFLSSAA-XEPQRQSNSA-N

CAS Common Chemistry

8 April 2021

https://commonchemistry.cas.org/detail?cas_rn=6754-13-8

1 reference

language of work or name

Helenalin (English)

5 October 2016

1 reference

language of work or name

HELENALIN (English)

5 October 2016

Reaxys registry number

28081

1 reference

language of work or name

helenalin (English)

5 October 2016

mapping relation type

2 references

language of work or name

helenalin (English)

5 October 2016

matched by identifier from

International Chemical Identifier

InChI=1S/C15H18O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h4-5,7,9-10,12-13,17H,2,6H2,1,3H3/t7-,9+,10-,12-,13+,15+/m1/s1

1 reference

language of work or name

HELENALIN (English)

5 October 2016

2 references

based on heuristic

inferred from InChIKey

matched by identifier from

ZVLOPMNVFLSSAA-XEPQRQSNSA-N

UniChem compound ID

1 reference

1 reference

Hazardous Substances Data Bank

publication date

28 October 2019

HELENALIN (English)

10 May 2021

DSSTox substance ID

2 references

Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard

matched by identifier from

ZVLOPMNVFLSSAA-XEPQRQSNSA-N

DSSTOX compound identifier

0 references

0 references

MeSH descriptor ID

1 reference

Medical Subject Headings

MeSH descriptor ID

14 March 2018

1 reference

language of work or name

helenalin (English)

5 October 2016

2 references

Global Substance Registration System

language of work or name

HELENALIN (English)

5 October 2016

matched by identifier from

ZVLOPMNVFLSSAA-XEPQRQSNSA-N

Probes And Drugs ID

0 references

1 reference

language of work or name

helenalin (English)

5 October 2016

1 reference

6 April 2020

1 reference

Freebase Data Dumps

publication date

28 October 2013

Microsoft Academic ID

0 references

1 reference

based on heuristic

inferred by common MeSH mappings on source and on Wikidata

25 May 2023

Sitelinks

Wikipedia(11 entries)

azbwiki هلنالین
dewiki Helenalin
enwiki Helenalin
eswiki Helenalina
fawiki هلنالین
frwiki Hélénaline
jawiki ヘレナリン
shwiki Helenalin
sqwiki Helenalina
srwiki Helenalin
zhwiki 堆心菊素

Wikibooks(0 entries)

Wikinews(0 entries)

Wikiquote(0 entries)

Wikisource(0 entries)

Wikiversity(0 entries)

Wikivoyage(0 entries)

Wiktionary(0 entries)

Multilingual sites(1 entry)

commonswiki Category:Helenalin

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