Record Information
Version1.0
Creation date2017-11-02 08:01:24 UTC
Update date2017-11-02 09:44:45 UTC
FoodComEx IDPC001048
FoodDB RecordNot Available
Chemical Information
Namesilybin A 20-O-sulfate
Descriptionsulfate of the flavolignan silybin
CAS NumberNot Available
Structure
Thumb
Synonyms
SynonymSource
Chemical FormulaC25H23O13S
IUPAC name(2R,3R)-3,5,7-trihydroxy-2-[(2R,3R)-2-(hydroxymethyl)-3-{3-methoxy-4-[(oxosulfonyl)oxy]phenyl}-2,3-dihydro-1,4-benzodioxin-6-yl]-3,4,4a,8a-tetrahydro-2H-1-benzopyran-4-one
InChI IdentifierInChI=1S/C25H23O13S/c1-34-17-6-11(3-5-16(17)38-39(31,32)33)24-20(10-26)35-15-4-2-12(7-18(15)36-24)25-23(30)22(29)21-14(28)8-13(27)9-19(21)37-25/h2-9,19-21,23-28,30H,10H2,1H3/t19?,20-,21?,23+,24-,25-/m1/s1
InChI KeyXMSHPIXSFAXRCZ-CPTVKSKOSA-N
Isomeric SMILESCOC1=C(O[S](=O)(=O)=O)C=CC(=C1)[C@H]1OC2=C(O[C@@H]1CO)C=CC(=C2)[C@H]1OC2C=C(O)C=C(O)C2C(=O)[C@@H]1O
Average Molecular Weight563.51
Monoisotopic Molecular Weight563.085936975
Chemical Taxonomy
Classflavolignan
FamilyNot Available
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP-1.65FoodComEx
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
Silybum marianum, milk thistle (food supplements)
Production Data
Production Methodenzymatic synthesis
Production Method ReferenceMarhol P, Hartog AF, ven der Horst MA, Wever R, Purchartová K, Fuksová K, Kuzma M, Cvacka J and Kren V. 2013. Preparation of silybin and isosilybin sulfates by sulfotransferase from Desulfitobacterium hafniense. Journal of Molecular Catalysis B: Enzymatic. Vol 89, pages 24 – 27. https://doi.org/10.1016/j.molcatb.2012.12.005
Production Method Reference FileNot Available
Quantity Available1 to 10 mg
Delivery TimeNot Available
Storage Formamorphous solid
Storage ConditionsRT
Stabilitymonths
Purity>95%
Spectra
Spectral Data Upon Request1H NMR, 13C NMR, ESI-MS, LC-MS, UV
Provider Information
Contact NameContact InstitutionContact Email
Kateřina ValentováInstitute of Microbiology, Laboratory of Biotransformation, Vídeňská 1083, Prague, CZ, 14220kata.valentova@email.cz