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MedKoo Cat#: 112087 | Name: Silychristin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Silychristin inhibits monocarboxylate transporter 8 and MCT8-dependent uptake of the thyroid hormone 3,3’,5-triiodo-L-thyronine (T3) in MDCK cells and primary mouse astrocytes.

Chemical Structure

Silychristin
Silychristin
CAS#33889-69-9

Theoretical Analysis

MedKoo Cat#: 112087

Name: Silychristin

CAS#: 33889-69-9

Chemical Formula: C25H22O10

Exact Mass: 482.1213

Molecular Weight: 482.44

Elemental Analysis: C, 62.24; H, 4.60; O, 33.16

Price and Availability

Size Price Availability Quantity
5mg USD 360.00 2 Weeks
10mg USD 690.00 2 Weeks
25mg USD 1,150.00 2 Weeks
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Related CAS #
No Data
Synonym
Silychristin; Silychristin A; (+)-Silychristin
IUPAC/Chemical Name
(2R,3R)-3,5,7-trihydroxy-2-((2R,3S)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydrobenzofuran-5-yl)chroman-4-one
InChi Key
BMLIIPOXVWESJG-LMBCONBSSA-N
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
SMILES Code
OC[C@@H]1C2=CC([C@]3(OC4=CC(O)=CC(O)=C4C([C@@H]3O)=O)[H])=CC(O)=C2O[C@]1(C5=CC(OC)=C(O)C=C5)[H]
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Solvent mg/mL mM comments
Solubility
DMF 25.0 51.82
DMSO 25.0 51.82
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 482.44 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Greimel A, Koch H. Silymarin--ein Hemmstoff der Meerretichperoxidase [Silymarin--an inhibitor of horseradish peroxidase (author's transl)]. Experientia. 1977 Nov 15;33(11):1417-8. French. doi: 10.1007/BF01918777. PMID: 923693. 2: Greimel A, Koch H. Hemmung des enzymatischen Abbaus der Indolessigsäure durch Silybin, Silydianin und Silychristin [Inhibition of the enzyme-catalyzed degradation of indole-3-acetic acid by silybin, dilydianin, and Silychristin (author's transl)]. Planta Med. 1977 Dec;32(4):331-41. German. doi: 10.1055/s-0028-1097608. PMID: 594207. 3: Greimel A, Koch H. Peroxidase-Isoenzyme in Kressekeimlingen (Lepidium sativum L.) und ihre Hemmung durch Silybin, Silydianin und Silychristin [Peroxidase isoenzymes in cress seedlings (Lepidium sativum L.) and their inhibition by silybin, silydianin and silychristin]. Experientia. 1977 Dec 15;33(12):1568-9. German. doi: 10.1007/BF01934001. PMID: 590438. 4: Fiebrich F, Koch H. Silymarin, an inhibitor of lipoxygenase. Experientia. 1979 Dec 15;35(12):1548-60. doi: 10.1007/BF01953184. PMID: 118048. 5: Fiebrich F, Koch H. Silymarin, an inhibitor of prostaglandin synthetase. Experientia. 1979 Dec 15;35(12):1550-2. doi: 10.1007/BF01953185. PMID: 118049. 6: Koch HP, Ritschel WA. Bioverfügbarkeit von Silymarin, 1. Mitt. Verteilungsvolumina von Silybin, Silydianin und Silychristin aus In-vitro-Daten [Bioavailability of silymarin, I: Volumes of distribution of silybin, silydianin, and silychristin from in-vitro data (author's transl)]. Arch Pharm (Weinheim). 1981 Jun;314(6):515-7. German. doi: 10.1002/ardp.19813140608. PMID: 7283681. 7: Koch HP, Bachner J, Löffler E. Silymarin: potent inhibitor of cyclic AMP phosphodiesterase. Methods Find Exp Clin Pharmacol. 1985 Aug;7(8):409-13. PMID: 3001454. 8: Rui YC. Advances in pharmacological studies of silymarin. Mem Inst Oswaldo Cruz. 1991;86 Suppl 2:79-85. doi: 10.1590/s0074-02761991000600020. PMID: 1842018. 9: Bosisio E, Benelli C, Pirola O. Effect of the flavanolignans of Silybum marianum L. on lipid peroxidation in rat liver microsomes and freshly isolated hepatocytes. Pharmacol Res. 1992 Feb-Mar;25(2):147-54. doi: 10.1016/1043-6618(92)91383-r. PMID: 1635893. 10: Gakova N, Mishurova E, Kropachova K. Vliianie flavobiona na nukleinovie kisloty v tkaniakh krys, obluchennykh gamma-luchami [Effects of flavobion on nucleic acids in tissues of rats irradiated with gamma rays]. Biull Eksp Biol Med. 1992 Mar;113(3):275-7. Russian. PMID: 1384778. 11: Sonnenbichler J, Scalera F, Sonnenbichler I, Weyhenmeyer R. Stimulatory effects of silibinin and silicristin from the milk thistle Silybum marianum on kidney cells. J Pharmacol Exp Ther. 1999 Sep;290(3):1375-83. PMID: 10454517. 12: Skottová N, Krecman V, Simánek V. Activities of silymarin and its flavonolignans upon low density lipoprotein oxidizability in vitro. Phytother Res. 1999 Sep;13(6):535-7. doi: 10.1002/(sici)1099-1573(199909)13:6<535::aid- ptr526>3.0.co;2-w. PMID: 10479770. 13: Gupta OP, Sing S, Bani S, Sharma N, Malhotra S, Gupta BD, Banerjee SK, Handa SS. Anti-inflammatory and anti-arthritic activities of silymarin acting through inhibition of 5-lipoxygenase. Phytomedicine. 2000 Mar;7(1):21-4. doi: 10.1016/S0944-7113(00)80017-3. PMID: 10782486. 14: Alikaridis F, Papadakis D, Pantelia K, Kephalas T. Flavonolignan production from Silybum marianum transformed and untransformed root cultures. Fitoterapia. 2000 Aug;71(4):379-84. doi: 10.1016/s0367-326x(00)00134-9. PMID: 10925007. 15: Song EK, Cho H, Kim JS, Kim NY, An NH, Kim JA, Lee SH, Kim YC. Diarylheptanoids with free radical scavenging and hepatoprotective activity in vitro from Curcuma longa. Planta Med. 2001 Dec;67(9):876-7. doi: 10.1055/s-2001-18860. PMID: 11745031. 16: Varga Z, Czompa A, Kakuk G, Antus S. Inhibition of the superoxide anion release and hydrogen peroxide formation in PMNLs by flavonolignans. Phytother Res. 2001 Nov;15(7):608-12. doi: 10.1002/ptr.879. PMID: 11746843. 17: Psotová J, Chlopcíková S, Grambal F, Simánek V, Ulrichová J. Influence of silymarin and its flavonolignans on doxorubicin-iron induced lipid peroxidation in rat heart microsomes and mitochondria in comparison with quercetin. Phytother Res. 2002 Mar;16 Suppl 1:S63-7. doi: 10.1002/ptr.811. PMID: 11933142. 18: Wang P, Cong R, Wang J, Zhang L. [Determination of the active flavonoids in silymarine]. Se Pu. 1998 Nov;16(6):510-2. Chinese. PMID: 11938915. 19: Bilia AR, Bergonzi MC, Gallori S, Mazzi G, Vincieri FF. Stability of the constituents of Calendula, milk-thistle and passionflower tinctures by LC-DAD and LC-MS. J Pharm Biomed Anal. 2002 Oct 15;30(3):613-24. doi: 10.1016/s0731-7085(02)00352-7. PMID: 12367686. 20: Zuber R, Modrianský M, Dvorák Z, Rohovský P, Ulrichová J, Simánek V, Anzenbacher P. Effect of silybin and its congeners on human liver microsomal cytochrome P450 activities. Phytother Res. 2002 Nov;16(7):632-8. doi: 10.1002/ptr.1000. PMID: 12410543.