(Q27279939)

Isosilibinin A (English)

(2R,3R)-3,5,7-trihydroxy-2-[(2R,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one

14 October 2016

stereoisomer of

2 references

inferred from InChIKey

(2S,3R)-3,5,7-trihydroxy-2-[(2R,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one

inferred from InChI

1 reference

1 reference

(2R,3S)-3,5,7-trihydroxy-2-[(2R,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one

1 reference

inferred from InChI

chemical formula

C₂₅H₂₂O₁₀

1 reference

Isosilibinin A (English)

14 October 2016

canonical SMILES

COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=CC(=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O

1 reference

Isosilibinin A (English)

14 October 2016

isomeric SMILES

COC1=C(C=CC(=C1)[C@@H]2[C@H](OC3=C(O2)C=CC(=C3)[C@@H]4[C@H](C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O

1 reference

A silychristin isomer and variation of flavonolignan levels in milk thistle (Silybum marianum) fruits

Isosilibinin A (English)

14 October 2016

12 references

Evaluation of the silymarin content inSilybum marianum (L.) Gaertn. Cultivated under different agricultural conditions

Separation and characterization of active flavonolignans of Silybum marianum by liquid chromatography connected with hybrid ion-trap and time-of-flight mass spectrometry (LC-MS/IT-TOF)

Milk thistle nomenclature: why it matters in cancer research and pharmacokinetic studies

Complete Isolation and Characterization of Silybins and Isosilybins from Milk Thistle (Silybum marianum).

Molecular Structure and Stereochemistry of Silybin A, Silybin B, Isosilybin A, and Isosilybin B, Isolated fromSilybum marianum(Milk Thistle).

Gram-Scale Purification of Flavonolignan Diastereoisomers from Silybum marianum (Milk Thistle) Extract in Support of Preclinical in vivo Studies for Prostate Cancer Chemoprevention

Complete isolation and characterization of silybins and isosilybins from milk thistle (Silybum marianum).

Molecular Structure and Stereochemistry of Silybin A, Silybin B, Isosilybin A, and Isosilybin B, Isolated from Silybum marianum (Milk Thistle)

Simultaneous determination of abietane-type diterpenes, flavonolignans and phenolic compounds in compound preparations of Silybum marianum and Salvia miltiorrhiza by HPLC-DAD-ESI MS.

Milk thistle and prostate cancer: differential effects of pure flavonolignans from Silybum marianum on antiproliferative end points in human prostate carcinoma cells.

Large-scale isolation of flavonolignans from Silybum marianum extract affords new minor constituents and preliminary structure-activity relationships

Anastatica hierochuntica

1 reference

Melanogenesis inhibitors from the desert plant Anastatica hierochuntica in B16 melanoma cells

Aspergillus iizukae

1 reference

Flavonolignans from Aspergillus iizukae, a fungal endophyte of milk thistle (Silybum marianum).

Identifiers

InChI

InChI=1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-18-7-12(3-5-16(18)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20-,23+,24-,25-/m1/s1

1 reference

Isosilibinin A (English)

14 October 2016

1 reference

Global Substance Registration System

Isosilibinin A (English)

14 October 2016

1 reference

UNII

HHN3Q9H3DK

isosilybin a (English)

14 October 2016

1 reference

iso-Silybin A (English)

14 October 2016

2 references

Isosilibinin A (English)

14 October 2016

ChEBI ID

205528

mapping relation type

exact match

1 reference

International Chemical Identifier

InChI

InChI=1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-18-7-12(3-5-16(18)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20-,23+,24-,25-/m1/s1

1 reference

ISOSILYBIN A (English)

14 October 2016

1 reference

MassBank accession ID

MSBNK-Fiocruz-FIO01024

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-Fiocruz-FIO01026

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-Fiocruz-FIO01027

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-Fiocruz-FIO01029

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-Fiocruz-FIO01030

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-Fiocruz-FIO01031

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-Fiocruz-FIO01033

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-Fiocruz-FIO01025

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-Fiocruz-FIO01028

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-Fiocruz-FIO01032

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

splash10-0udi-0050900000-9bac51dbfbbd003a1eab

0 references

DSSTox substance ID

DTXSID20453675

2 references

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

DSSTOX compound identifier

0 references

2 references

Global Substance Registration System

UNII

HHN3Q9H3DK

isosilybin a (English)

14 October 2016

Natural Product Atlas ID

NPA008799

2 references

inferred from InChIKey

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

0 references

1 reference

15 January 2022