Isosilybin
Modify Date: 2025-08-21 14:26:02
Isosilybin structure
|
Common Name | Isosilybin | ||
|---|---|---|---|---|
| CAS Number | 72581-71-6 | Molecular Weight | 482.436 | |
| Density | 1.5±0.1 g/cm3 | Boiling Point | 793.0±60.0 °C at 760 mmHg | |
| Molecular Formula | C25H22O10 | Melting Point | N/A | |
| MSDS | N/A | Flash Point | 274.5±26.4 °C | |
Use of IsosilybinIsosilybin (Isosilybinin) is a flavonoid from milk thistle; inhibits CYP3A4 induction with an IC50 of 74 μM. |
| Name | isosilybin |
|---|---|
| Synonym | More Synonyms |
| Description | Isosilybin (Isosilybinin) is a flavonoid from milk thistle; inhibits CYP3A4 induction with an IC50 of 74 μM. |
|---|---|
| Related Catalog | |
| Target |
IC50: 74 μM (CYP3A4)[1] |
| In Vitro | The reporter gene assay shows that milk thistle’s components silybin and isosilybin are responsible for the inhibition of PXR-mediated CYP3A4 induction by milk thistle. Compared with silybin, its isomer isosilybin is a stronger inhibitor of PXR-mediated CYP3A4 induction. A solution of 89, 133, and 200 μM isosilybin significantly inhibits CYP3A4 induction by 64, 82, and 88%, respectively. Isosilybin inhibits CYP3A4 induction with an IC50 of 74 μM[1]. Isosilybin B and isosilybin A, two diastereoisomers isolated from silymarin, have anti-prostate cancer (PCA) activity that is mediated via cell cycle arrest and apoptosis induction. Isosilybin B and isosilybin A treatment results in growth inhibition and cell death together with a strong G(1) arrest and apoptosis in human prostate cancer LNCaP and 22Rv1 cells[2]. Isosilybin B causes increased phosphorylation of Akt (Ser-473 and Thr-308) and Mdm2 (Ser-166), which is linked with androgen receptor degradation as pretreatment with PI3K inhibitor (LY294002)-restored androgen receptor level. Isosilybin B treatment enhances the formation of complex between Akt, Mdm2 and AR, which promotes phosphorylation-dependent AR ubiquitination and its degradation by proteasome[3]. Isosilybin A is able to significantly activate PPARγ at a concentration of 30 μM (2.08±0.48 fold, p<0.01). Isosilybin A causes transactivation of a PPARγ-dependent luciferase reporter in a concentration-dependent manner. In silico docking studies suggests a binding mode for 3 distinct from that of the inactive silymarin constituents, with one additional hydrogen bond to Ser342 in the entrance region of the ligand-binding domain of the receptor[4]. |
| Cell Assay | LNCaP cells and 22Rv1 cells are plated and treated at 40–50% confluency with different doses of isosilybin B and isosilybin A (10–90 μM in medium) dissolved originally in Dimethyl sulfoxide (DMSO) for the desired time periods (24–48 h) in serum condition. An equal amount of DMSO (vehicle) is present in each treatment, including control; DMSO concentration did not exceed 0.1% (v/v) in any treatment. At the end of desired treatments, total cell number is determined by counting each sample in duplicate using a hemocytometer under an inverted microscope. Cell viability is determined using trypan blue exclusion method[2]. |
| References |
| Density | 1.5±0.1 g/cm3 |
|---|---|
| Boiling Point | 793.0±60.0 °C at 760 mmHg |
| Molecular Formula | C25H22O10 |
| Molecular Weight | 482.436 |
| Flash Point | 274.5±26.4 °C |
| Exact Mass | 482.121307 |
| PSA | 155.14000 |
| LogP | 2.59 |
| Vapour Pressure | 0.0±2.9 mmHg at 25°C |
| Index of Refraction | 1.684 |
| (2R,3R)-3,5,7-Trihydroxy-2-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-4H-chromen-4-one |
| 4H-1-Benzopyran-4-one, 2-(2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-1,4-benzodioxin-6-yl)-2,3-dihydro-3,5,7-trihydroxy- |
| Isosilybin |
| isosilibinin |
| 4H-1-Benzopyran-4-one, 2-[2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-1,4-benzodioxin-6-yl]-2,3-dihydro-3,5,7-trihydroxy-, (2R,3R)- |
| 3,5,7-Trihydroxy-2-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-4H-chromen-4-one |
| 4H-1-Benzopyran-4-one, 2-[2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-1,4-benzodioxin-6-yl]-2,3-dihydro-3,5,7-trihydroxy- |
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- Shanghai Nianxing Industrial Co., Ltd
- China
- Product Name: Isosilybin
- Price: Check
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- Shanghai Jizhi Biochemical Technology Co., Ltd
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- DC Chemicals Limited
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- Product Name: Isosilybin
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- Purity: 98.0%
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- ShangHai DC Chemicals Co.,Ltd
- China
- Product Name: Isosilybin
- Price: ￥Inquiry/1g
- Purity: 98.9%
- Delivery: 1 Day
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- Dayang Chem (Hangzhou) Co., Ltd.
- China
- Product Name: Isosilybin
- Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
- Purity: 98.0%
- Delivery: Inquiry
- Contact: Ms Wang
- Email: enquiry@dycnchem.com
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Price: $357/10mM*1mLinDMSO
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