icariin (Q5985057)

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chemical compound

ieariline

Language	Label	Description	Also known as
English	icariin	chemical compound	ieariline

Statements

type of chemical entity

0 references

8C-substituted flavone

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2-phenylchromane flavonoid

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8C-prenylflavone

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676.237±0 dalton

1 reference

language of work or name

Icariin (English)

8 October 2016

stereoisomer of

5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one

1 reference

based on heuristic

inferred from InChI

5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one

1 reference

based on heuristic

inferred from InChI

chemical formula

C₃₃H₄₀O₁₅

1 reference

language of work or name

Icariin (English)

20 November 2016

canonical SMILES

CC1C(C(C(C(O1)OC2=C(OC3=C(C2=O)C(=CC(=C3CC=C(C)C)OC4C(C(C(C(O4)CO)O)O)O)O)C5=CC=C(C=C5)OC)O)O)O

1 reference

language of work or name

Icariin (English)

20 November 2016

isomeric SMILES

C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=C(C2=O)C(=CC(=C3CC=C(C)C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)C5=CC=C(C=C5)OC)O)O)O

1 reference

language of work or name

Icariin (English)

20 November 2016

Vancouveria hexandra

2 references

Two flavonol glycosides, hexandrasides C and D, from the underground parts of Vancouveria hexandra

Flavonol glycosides production in cell suspension cultures of Vancouveria hexandra

Epimedium sagittatum

6 references

Prenylflavonol, acylated flavonol glycosides and related compounds from Epimedium sagittatum

Flavonol glycosides from Epimedium sagittatum

Determination of flavonol glycosides in Epimedii Herba by high-performance liquid chromatography

Studies on Epimedium Species: Flavonol glycosides and isozymes

Flavonol glycosides from Epimedium sagittatum and their neurite outgrowth activity on PC12h cells

Flavonol glycosides from Epimedium sagittatum

Epimedium acuminatum

2 references

New tetrasaccharide flavonol glycoside from Epimedium acuminatum

New Flavonol Glycoside from Epimedium acuminatum

Epimedium coactum

1 reference

Characterization of flavonoids in extracts from four species of Epimedium by micellar electrokinetic capillary chromatography with diode-array detection

Epimedium pubescens

2 references

Characterization of flavonoids in extracts from four species of Epimedium by micellar electrokinetic capillary chromatography with diode-array detection

Flavonol Glycosides from Epimedium pubescens

Epimedium diphyllum

6 references

Determination of flavonol glycosides in Epimedii Herba by high-performance liquid chromatography

Flavonol glycosides in the roots of Epimedium diphyllum

Flavonol glycoside production in callus cultures of Epimedium diphyllum

Studies on Epimedium Species: Flavonol glycosides and isozymes

A flavonol glycoside from Epimedium diphyllum

Flavonol glycosides in Epimedium species.

Epimedium grandiflorum

5 references

Determination of flavonol glycosides in Epimedii Herba by high-performance liquid chromatography

Studies on Epimedium Species: Flavonol glycosides and isozymes

[Seasonal fluctuation of flavonol glycosides in Epimedium species]

Untersuchungen ueber die Bestandteile von Epimedium-Arten. I. Mitt

Studies on the Constituents of Epimedium. V. Flavonoids of Epimedium grandiflorum MORR. (4)

Epimedium hunanense

2 references

Isolation and immunomodulatory effect of flavonol glycosides from Epimedium hunanense

Characterization of flavonoids in extracts from four species of Epimedium by micellar electrokinetic capillary chromatography with diode-array detection

Epimedium sempervirens

4 references

Determination of flavonol glycosides in Epimedii Herba by high-performance liquid chromatography

Seven prenylated flavonol glycosides from two Epimedium species

Studies on Epimedium Species: Flavonol glycosides and isozymes

[Seasonal fluctuation of flavonol glycosides in Epimedium species]

Epimedium setosum

2 references

Determination of flavonol glycosides in Epimedii Herba by high-performance liquid chromatography

Studies on Epimedium Species: Flavonol glycosides and isozymes

Epimedium sutchuenense

1 reference

Sutchuenoside A: a New Kaempferol Glycoside from the Aerial Parts of Epimedium sutchuenense

Epimedium truncatum

1 reference

Characterization of flavonoids in extracts from four species of Epimedium by micellar electrokinetic capillary chromatography with diode-array detection

Epimedium wushanense

3 references

Flavonol glycosides fromEpimedium wushanense

Flavonoids from Epimedium wanshanense

Chemical constituents from roots of Ixeris chinensis

Campanula medium

2 references

Untersuchungen ueber die Bestandteile von Epimedium-Arten. I. Mitt

Studies on the Constituents of Epimedium. V. Flavonoids of Epimedium grandiflorum MORR. (4)

1 reference

Icariin attenuates LPS-induced acute inflammatory responses: involvement of PI3K/Akt and NF-kappaB signaling pathway

Epimedium brevicornu

3 references

Potent inhibition of human phosphodiesterase-5 by icariin derivatives.

Osteoblastic proliferative activity of Epimedium brevicornum Maxim

Characterization of flavonoids in extracts from four species of Epimedium by micellar electrokinetic capillary chromatography with diode-array detection

1 reference

Effects of icariin combined with Panax notoginseng saponins on ischemia reperfusion-induced cognitive impairments related with oxidative stress and CA1 of hippocampal neurons in rat.

0 references

Identifiers

InChI=1S/C33H40O15/c1-13(2)5-10-17-19(45-33-28(42)26(40)23(37)20(12-34)46-33)11-18(35)21-24(38)31(48-32-27(41)25(39)22(36)14(3)44-32)29(47-30(17)21)15-6-8-16(43-4)9-7-15/h5-9,11,14,20,22-23,25-28,32-37,39-42H,10,12H2,1-4H3/t14-,20+,22-,23+,25+,26-,27+,28+,32-,33+/m0/s1

1 reference

language of work or name

Icariin (English)

20 November 2016

TZJALUIVHRYQQB-XLRXWWTNSA-N

2 references

language of work or name

Icariin (English)

20 November 2016

ChEBI release 2020-09-01

CAS Registry Number

2 references

Global Substance Registration System

language of work or name

icariin (English)

20 November 2016

TZJALUIVHRYQQB-XLRXWWTNSA-N

CAS Common Chemistry

9 April 2021

https://commonchemistry.cas.org/detail?cas_rn=489-32-7

1 reference

language of work or name

Icariin (English)

20 November 2016

1 reference

language of work or name

Icariin (English)

20 November 2016

Reaxys registry number

76280

1 reference

language of work or name

icariin (English)

8 October 2016

mapping relation type

1 reference

language of work or name

ICARIIN (English)

20 November 2016

1 reference

language of work or name

ICARIIN (English)

20 November 2016

UniChem compound ID

1 reference

MassBank accession ID

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MSBNK-Univ_Toyama-TY000037

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MSBNK-Univ_Toyama-TY000207

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MSBNK-Univ_Toyama-TY000209

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MSBNK-Univ_Toyama-TY000210

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DSSTox substance ID

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DSSTOX compound identifier

DTXCID301391843

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610-440-0

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

27 December 2018

4H-1-Benzopyran-4-one, 3-[(6-deoxy-α-L-mannopyranosyl)oxy]-7-(β-D-glucopyranosyloxy)-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-buten-1-yl)- (English)

CAS no.: 489-32-7 (English)

ECHA Substance Infocard ID

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

27 December 2018

4H-1-Benzopyran-4-one, 3-[(6-deoxy-α-L-mannopyranosyl)oxy]-7-(β-D-glucopyranosyloxy)-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-buten-1-yl)- (English)

CAS no.: 489-32-7 (English)

MeSH descriptor ID

subject named as

icariin

0 references

1 reference

Global Substance Registration System

language of work or name

icariin (English)

20 November 2016

1 reference

language of work or name

Icariin (English)

publication date

3 July 2018

1 reference

Global Substance Registration System

language of work or name

icariin (English)

20 November 2016

Probes And Drugs ID

0 references

1 reference

language of work or name

icariin (English)

8 October 2016

0 references

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Microsoft Academic ID

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1 reference

26 January 2022

https://docs.openalex.org/download-snapshot/snapshot-data-format

1 reference

based on heuristic

inferred by common MeSH mappings on source and on Wikidata

25 May 2023

Sitelinks

Wikipedia(7 entries)

enwiki Icariin
fawiki ایکارئین
itwiki Icariina
jawiki イカリイン
plwiki Ikariin
shwiki Ikarin
srwiki Ikarin

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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