centaureidin (Q5059026)

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chemical compound

5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6-dimethoxy-4H-1-benzopyran-4-one
5,7,3'-trihydroxy-3,6,4'-trimethoxyflavone
desmethoxycentaureidine
quercetagetin 3,6,4'-trimethyl ether

Language	Label	Description	Also known as
English	centaureidin	chemical compound	5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6-dimethoxy-4H-1-benzopyran-4-one 5,7,3'-trihydroxy-3,6,4'-trimethoxyflavone desmethoxycentaureidine quercetagetin 3,6,4'-trimethyl ether

Statements

type of chemical entity

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2-phenylchromane flavonoid

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chemical structure

Centaureidin.PNG
544 × 309; 8 KB

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360.085 dalton

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language of work or name

Centaureidin (English)

7 October 2016

chemical formula

C₁₈H₁₆O₈

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language of work or name

Centaureidin (English)

7 October 2016

canonical SMILES

COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C(=C(C=C3O2)O)OC)O)OC)O

1 reference

language of work or name

Centaureidin (English)

7 October 2016

Achillea nobilis

1 reference

Distribution of externally accumulated flavonoid aglycones within the Achillea nobilis group

Achillea kotschyi

1 reference

Distribution of externally accumulated flavonoid aglycones within the Achillea nobilis group

Achillea ligustica

1 reference

Distribution of externally accumulated flavonoid aglycones within the Achillea nobilis group

Achillea atrata

3 references

Antiproliferative effect of flavonoids and sesquiterpenoids from Achillea millefolium s.l. on cultured human tumour cell lines.

Flavones and sesquiterpene lactones from Achillea atrata subsp. multifida: antimicrobial activity

Flavones and sesquiterpene lactones from Achillea atrata subsp. multifida: antimicrobial activity

Achillea clavennae

3 references

Antiproliferative effect of flavonoids and sesquiterpenoids from Achillea millefolium s.l. on cultured human tumour cell lines.

Cytotoxic constituents of Achillea clavennae from Montenegro.

Cytotoxic constituents of Achillea clavennae from Montenegro.

Achillea multifida

2 references

Antiproliferative effect of flavonoids and sesquiterpenoids from Achillea millefolium s.l. on cultured human tumour cell lines.

Leaf exudate flavonoids of Achillea clusiana Tausch and related species

Ajania fruticulosa

3 references

Antifungal highly oxygenated guaianolides and other constituents from Ajania fruticulosa

New guaianolides and xanthine oxidase inhibitory flavonols from ajania fruticulosa

New guaianolides and xanthine oxidase inhibitory flavonols from ajania fruticulosa

1 reference

The systematic and evolutionary significance of exudate flavonoids in Aeonium

Artemisia abrotanum

2 references

Spasmolytic flavonols from Artemisia abrotanum

Exudate flavonoids in species of Artemisia (Asteraceae—Anthemideae): new results and chemosystematic interpretation

Artemisia barrelieri

2 references

Exudate flavonoids in species of Artemisia (Asteraceae—Anthemideae): new results and chemosystematic interpretation

Spasmolytic flavonols from Artemisia abrotanum

Baccharis salicina

3 references

The molecular structure of maniladiol from BacchariS salicina1In memory of Dr Lydia Rodrı́guez-Hahn (1932–1998).1

Guaianolides from Baccharis salicina

Guaianolides from Baccharis salicina

Picradeniopsis xylopoda

1 reference

Sesquiterpenoid and other metabolites from two Bahia species

Grindelia tarapacana

2 references

Exudate Flavonoids from Grindelia tarapacana of Chile

External Flavonoids in Two Grindelia Species

Pluchea sagittalis

1 reference

A new flavonoid from Pluchea sagittalis

Tanacetum microphyllum

3 references

Anti-inflammatory activity of two flavonoids from Tanacetum microphyllum

Flavonoids and a sesquiterpene lactone from Tanacetum microphyllum inhibit anti-inflammatory mediators in LPS-stimulated mouse peritoneal macrophages

Bioactive flavonoids of Tanacetum parthenium revisited

Tanacetum parthenium

6 references

Bioactive flavonoids of Tanacetum parthenium revisited

Bioactive Flavonoids of Tanacetum parthenium Revisited.

The flavonoids of Tanacetum parthenium and T. vulgare and their anti-inflammatory properties

The flavonoids of Tanacetum parthenium and T. vulgare and their anti-inflammatory properties

Anti-inflammatory activity of two flavonoids from Tanacetum microphyllum

The flavonoids of Tanacetum parthenium and T. vulgare and their anti-inflammatory properties

Achillea abrotanoides

1 reference

Sesquiterpene lactones from Achillea abrotanoides

Achillea asiatica

1 reference

Leaf flavonoids of the Achillea Millefolium group part II: Distribution patterns of free aglycones in leaf exudates

Achillea collina

4 references

Leaf flavonoids of the Achillea Millefolium group part II: Distribution patterns of free aglycones in leaf exudates

Flavonoids in flower heads of three Achillea species belonging to Achillea millefolium group

Antiproliferative effect of flavonoids and sesquiterpenoids from Achillea millefolium s.l. on cultured human tumour cell lines.

Chemotypes in Achillea collina based on sesquiterpene lactone profile

Achillea distans

1 reference

Leaf flavonoids of the Achillea Millefolium group part II: Distribution patterns of free aglycones in leaf exudates

Achillea latiloba

1 reference

Leaf exudate flavonoids of Achillea sibirica subsp. mongolica and A. latiloba (Compositae – Anthemideae)

Achillea millefolium

2 references

Leaf flavonoids of the Achillea Millefolium group part II: Distribution patterns of free aglycones in leaf exudates

Sesquiterpenes and Flavonoid Aglycones from a Hungarian Taxon of the Achillea millefolium Group

Achillea pannonica

1 reference

Leaf flavonoids of the Achillea Millefolium group part II: Distribution patterns of free aglycones in leaf exudates

Achillea roseo-alba

1 reference

Leaf flavonoids of the Achillea Millefolium group part II: Distribution patterns of free aglycones in leaf exudates

Achillea umbellata

1 reference

Flavonoid aglycones from the leaf surfaces of some Achillea species

Alnus glutinosa

2 references

Individual variation in the flavonoid aglycones excreted on the leaves of Alnus glutinosa: Influence of culture conditions and origin of flavonoid natural diversity in wild specimens

Variation in the flavonoid aglycone mixture excreted on the leaves of black alder (Alnus glutinosa), from 12 different geographical origins

Ambrosia chamissonis

2 references

Exudate flavonoids in some solanaceae

Exudate Flavonoids in ThreeAmbrosiaSpecies

1 reference

3-Methoxyflavones and coumarins from Artemisia incanescens

Artemisia ludoviciana

1 reference

Flavonoid Aglycones from the Leaf Surfaces of Some Artemisia spp. (Compositae-Anthemideae)

Artemisia molinieri

1 reference

Flavonoid Aglycones from the Leaf Surfaces of Some Artemisia spp. (Compositae-Anthemideae)

Baccharis neaei

1 reference

Secondary Metabolites from Chilean Baccharis species

Picradeniopsis schaffneri

1 reference

The monoterpene 9-hydroxythymol from Bahia schaffneri var. aristata

Balsamorhiza macrophylla

1 reference

Methylated flavonols from Wyethia bolanderi and Balsamorhiza macrophylla

Brickellia cylindracea

1 reference

6-Methoxyflavonols from disjunct populations of Brickellia cylindracea (compositae)

Brickellia veronicaefolia

1 reference

Isolation and hypoglycemic activity of 5, 7,3'-trihydroxy-3,6,4'-trimethoxyflavone from Brickellia veronicaefolia

1 reference

A new C6-C3 compound from Cassia grandis

Centaurea corcubionensis

1 reference

Preliminary study of the potential vasodilator effects on rat aorta of centaurein and centaureidin, two flavonoids from Centaurea corcubionensis

Acanthostyles buniifolius

1 reference

Phenolic compounds with anti-inflammatory activity from Eupatorium buniifolium

Eupatorium cannabinum

1 reference

Exudate flavonoids of Eupatorium cannabinum

Gutierrezia grandis

1 reference

Highly oxygenated flavonoid aglycones from gutierrezia grandis

Haplopappus canescens

1 reference

Flavonoids From Haplopappus foliosus

Chiliadenus montanus

1 reference

Flavonoid aglycones from Jasonia montana

Pericome caudata

1 reference

Internal and external leaf flavonoids of Pericome caudata

Pluchea chingoyo

1 reference

A new sesquiterpene from Pluchea chingoyo

Smallanthus fruticosus

1 reference

Centaureidin, a cytotoxic flavone from Polymnia fruticosa, inhibits tubulin polymerization

Stevia cuzcoensis

1 reference

The Flavonoids of Stevia cuzcoensis, Stevia galeopsidifolia, Stevia serrata, and Stevia soratensis

Stevia galeopsidifolia

1 reference

The Flavonoids of Stevia cuzcoensis, Stevia galeopsidifolia, Stevia serrata, and Stevia soratensis

Stevia monardifolia

1 reference

The Flavonoids of Stevia microchaeta, Stevia monardifolia, and Stevia origanoides

Stevia nepetifolia

1 reference

Flavonoids of Stevia nepetifolia

Stevia suaveolens

1 reference

Flavonoids of Stevia nepetifolia

Stevia origanoides

1 reference

The Flavonoids of Stevia microchaeta, Stevia monardifolia, and Stevia origanoides

1 reference

The Flavonoids of Stevia rebaudiana

Athroisma proteiforme

1 reference

Antiplasmodial and antiproliferative pseudoguaianolides of Athroisma proteiforme from the Madagascar Dry Forest.

Eremophila mitchellii

1 reference

Mitchellenes A–E, Cyclic Sesquiterpenes from the Australian PlantEremophila mitchellii

Anthemis ruthenica

2 references

Bioactivity-guided isolation of cytotoxic sesquiterpenes and flavonoids from Anthemis ruthenica

Sesquiterpene lactones and flavonoids from Anthemis ruthenica growing wild in Serbia

Anthemis altissima

1 reference

Sesquiterpene lactones from Anthemis altissima and their anti-Helicobacter pylori activity

Artemisia incanescens

1 reference

3-Methoxyflavones and coumarins from Artemisia incanescens

Brickellia baccharidea

1 reference

Sulfated and 6-methoxyflavonoids from Brickellia baccharidea (compositae)

Rhaponticoides africana

1 reference

Phenolic compounds from Centaurea africana

Centaurea phrygia

1 reference

Flavones and other constituents from Centaurea species

Baccharis sarothroides

1 reference

The molecular structure of maniladiol from BacchariS salicina1In memory of Dr Lydia Rodrı́guez-Hahn (1932–1998).1

Artemisia vachanica

2 references

Spasmolytic flavonols from Artemisia abrotanum

Exudate flavonoids in species of Artemisia (Asteraceae—Anthemideae): new results and chemosystematic interpretation

Maclurodendron porteri

1 reference

Antimitotic and cytotoxic flavonols from Zieridium pseudobtusifolium and Acronychia porteri

Centaurea jacea

3 references

Bioactivity-guided isolation of antiproliferative compounds from Centaurea jacea L.

Untersuchungen über die Glykoside von Centaurea jacea L., II. Die Struktur des Centaureins und dessen Synthese aus dem Aglucon und Acetobromglucose

Two flavonoids and other compounds from the aerial parts of Centaurea bracteata from Italy

Centaurea bracteata

3 references

Two flavonoids and other compounds from the aerial parts of Centaurea bracteata from Italy

Bioactivity-guided isolation of antiproliferative compounds from Centaurea jacea L.

A flavonoid sulphate and other compounds from the roots of Centaurea bracteata

Centaurea africana

1 reference

Phenolic compounds from Centaurea africana

Grindelia hirsutula

1 reference

External Flavonoids in Two Grindelia Species

Brickellia microphylla

1 reference

Non 6-methoxyflavonoids from Brickellia coulteri and 6-methoxylated flavonoids from B. microphylla

Achillea clusiana

2 references

Leaf exudate flavonoids of Achillea clusiana Tausch and related species

Antiproliferative effect of flavonoids and sesquiterpenoids from Achillea millefolium s.l. on cultured human tumour cell lines.

Achillea aspleniifolia

1 reference

Leaf flavonoids of the Achillea Millefolium group part II: Distribution patterns of free aglycones in leaf exudates

1 reference

Sesquiterpene lactones from Anthemis altissima and their anti-Helicobacter pylori activity

Identifiers

InChI=1S/C18H16O8/c1-23-11-5-4-8(6-9(11)19)16-18(25-3)15(22)13-12(26-16)7-10(20)17(24-2)14(13)21/h4-7,19-21H,1-3H3

1 reference

language of work or name

Centaureidin (English)

7 October 2016

BZXULYMZYPRZOG-UHFFFAOYSA-N

2 references

language of work or name

Centaureidin (English)

7 October 2016

ChEBI release 2020-09-01

CAS Registry Number

2 references

language of work or name

centaureidin (English)

7 October 2016

CAS Common Chemistry

5 April 2021

https://commonchemistry.cas.org/detail?cas_rn=17313-52-9

BZXULYMZYPRZOG-UHFFFAOYSA-N

1 reference

language of work or name

Centaureidin (English)

7 October 2016

1 reference

language of work or name

Centaureidin (English)

7 October 2016

Reaxys registry number

347389

1 reference

language of work or name

centaureidin (English)

7 October 2016

mapping relation type

1 reference

language of work or name

centaureidin (English)

7 October 2016

1 reference

language of work or name

CENTAUREIDIN (English)

7 October 2016

UniChem compound ID

1 reference

splash10-03di-0149000000-055b38f627ba1eb6563d

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DSSTox substance ID

1 reference

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

DSSTOX compound identifier

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1 reference

based on heuristic

inferred from InChIKey

1 reference

Global Substance Registration System

language of work or name

CENTAUREIDIN (English)

7 October 2016

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Microsoft Academic ID

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Sitelinks

Wikipedia(6 entries)

Wikibooks(0 entries)

Wikinews(0 entries)

Wikiquote(0 entries)

Wikisource(0 entries)

Wikiversity(0 entries)

Wikivoyage(0 entries)

Wiktionary(0 entries)

Multilingual sites(0 entries)

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