A flavonolignan with diverse biological activities
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Isomer(s)
24913Isosilybin 10006211Silybin
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Silychristin

Item No. 34658

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R,3R)-2-[(2R,3S)-2,3-dihydro-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-5-benzofuranyl]-2,3-4H-1-benzopyran-4-one
CAS Number
33889-69-9
Synonyms
  • Silychristin A
  • (+)-Silychristin
Molecular Formula
C25H22O10
Formula Weight
482.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMF:PBS (pH 7.2) (1:5): 0.16 mg/mlDMSO: 25 mg/ml
SMILES
OC[C@@H]1C2=CC([C@@]3([H])OC4=CC(O)=CC(O)=C4C([C@@H]3O)=O)=CC(O)=C2O[C@@]1([H])C5=CC(OC)=C(C=C5)O
InChi Code
InChI=1S/C25H22O10/c1-33-18-6-10(2-3-15(18)28)23-14(9-26)13-4-11(5-17(30)25(13)35-23)24-22(32)21(31)20-16(29)7-12(27)8-19(20)34-24/h2-8,14,22-24,26-30,32H,9H2,1H3/t14-,22+,23+,24-/m1/s1
InChi Key
BMLIIPOXVWESJG-LMBCONBSSA-N
Origin
Plant/Silybum marianum
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $196

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    10 mg

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    25 mg

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    Product Description

    Silychristin is a flavonolignan that has been found in S. marianum and has diverse biological activities.1,2,3 It inhibits monocarboxylate transporter 8 (MCT8; IC50 = ~100 nM) and MCT8-dependent uptake of the thyroid hormone 3,3’,5-triiodo-L-thyronine (T3) in MDCK cells and primary mouse astrocytes (IC50s = 170 and 50 nM, respectively).1 Silychristin scavenges DPPH (Item No. 14805) radicals in a cell-free assay (IC50 = 18.97 µM) and inhibits tert-butyl-induced lipid peroxidation in rat liver microsomes (IC50 = 5.45 µM).2 It also inhibits P-glycoprotein (P-gp) in P-gp-containing membranes (IC50 = 21 µM) and LPS-induced production of nitric oxide (NO) in RAW 264.7 cells (IC50 = 65 µM).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Johannes, J., Jayarama-Naidu, R., Meyer, F., et al. Silychristin, a flavonolignan derived from the milk thistle, is a potent inhibitor of the thyroid hormone transporter MCT8. Endocrinology 157(4), 1694-1701 (2016).

    2. Biedermann, D., Buchta, M., Holečková, V., et al. Silychristin: Skeletal alterations and biological activities. J. Nat. Prod. 79(12), 3086-3092 (2016).

    3. Viktorová, J., Dobiasová, S., Řehořová, K., et al. Antioxidant, anti-inflammatory, and multidrug resistance modulation activity of silychristin derivatives. Antioxidants 8(8), 303 (2019).