Silychristin

• CAT Number: R016355
• CAS Number: 33889-69-9
• Molecular Formula: C25H22O10
• Molecular Weight: 482.441
• Purity: ≥95%
• Synonyms: (3R,3aR,6R,7aR,8R)-4-[(2R,3R)-3,4-Dihydro-3,5,7-trihydroxy-4-oxo-2H-1-benzopyran-2-yl]-2,3,3a,7a-tetrahydro-7a-hydroxy-8-(4-hydroxy-3-methoxyphenyl)-3,6-methanobenzofuran-7(6H)-one; 3R-[3α,3aβ,4(2R*,3R*),6α,7aβ,8R*]]-4-(3,4-Dihydro-3,5,7-trihydroxy-4
• Target: Monocarboxylate Transporter
• Storage: Store at RT
• IUPAC Name: (2R,3R)-3,5,7-trihydroxy-2-[(2R,3S)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-5-yl]-2,3-dihydrochromen-4-one
• InChI: 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
• InChIKey: BMLIIPOXVWESJG-LMBCONBSSA-N
• SMILES: COC1=C(C=CC(=C1)C2C(C3=C(O2)C(=CC(=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)O)CO)O

Silychristin (CAS 33889-69-9) is one of the congeners of flavonolignan silybin. It is usually derived from silymarin, which is extracted from the fruits of Silybum marianum (L.) Gaertn, and Asteraceae (Carduus marianus L.; milk thistle).
Silychristin may be used as an analytical reference standard for the determination of silychristin in Herbal extracts, fruit extracts, and seed extracts of Silybum marianum by ultra-high performance liquid chromatography with diode array detection (UHPLC-DAD) and methanol extraction coupled to HPLC equipped with ultraviolet array detection (UVAD).

Reference

1.Marhol, Petr, et al. "Pharmacokinetics of pure silybin diastereoisomers and identification of their metabolites in rat plasma." Journal of Functional Foods 14 (2015): 570-580.
2.Fibigr, Jakub, Dalibor Šatínský, and Petr Solich. "A new approach to the rapid separation of isomeric compounds in a Silybum marianum extract using UHPLC core-shell column with F5 stationary phase." Journal of Pharmaceutical and Biomedical Analysis 134 (2017): 203-213.
3.Cheilari, Antigoni, et al. "Head-to-head comparison of ultra-high-performance liquid chromatography with diode array detection versus quantitative nuclear magnetic resonance for the quantitative analysis of the Silymarin complex in Silybum marianum fruit extracts." Journal of agricultural and food chemistry 64.7 (2016): 1618-1626.
4.Nazir, Nausheen, et al. "Phytochemical analysis, molecular docking and antiamnesic effects of methanolic extract of Silybum marianum (L.) Gaertn seeds in scopolamine induced memory impairment in mice." Journal of ethnopharmacology 210 (2018): 198-208.
5.Mudge, Elizabeth, et al. "Optimization and single-laboratory validation of a method for the determination of flavonolignans in milk thistle seeds by high-performance liquid chromatography with ultraviolet detection." Analytical and bioanalytical chemistry 407.25 (2015): 7657-7666.