Silybin
Silibinin is a flavonolignan isolated from milk thistle, Silybum marianum, that has been shown to exhibit antioxidant and antineoplastic activities. It has a role as an antioxidant, an antineoplastic agent, a hepatoprotective agent and a plant metabolite.
General
Type : Natural, Polyphenol, Benzodioxin
Chemical_Nomenclature : (2R,3R)-3,5,7-trihydroxy-2-[(2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one
Canonical SMILES : COC1=C(C=CC(=C1)[C@@H]2[C@H](OC3=C(O2)C=C(C=C3)[C@@H]4[C@H](C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O
InChI : InChI=1S\/C25H22O10\/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25\/h2-9,20,23-29,31H,10H2,1H3\/t20-,23+,24-,25-\/m1\/s1
InChIKey : SEBFKMXJBCUCAI-HKTJVKLFSA-N
Other name(s) : Silibinin || Silybin A || Silibinin A || DB09298 || SCHEMBL324884 || CHEMBL431701
MW : 482.4
Formula : C25H22O10
CAS_number : 22888-70-6
PubChem : 31553
UniChem : SEBFKMXJBCUCAI-HKTJVKLFSA-N
Target
Families : Silybin ligand of proteins in family
Pancreatic_lipase
Protein :
human-PNLIP
References (10)
| Title : Effect of Silibinin on Human Pancreatic Lipase Inhibition and Gut Microbiota in Healthy Volunteers: A Randomized Controlled Trial - Ponce Martinez_2024_Int.J.Mol.Sci_25_12853 |
| Author(s) : Ponce Martinez C , Murcia Garcia E , Perez Sanchez H , Milagro FI , Riezu-Boj JI , Ramos Molina B , Gomez Gallego M , Zamora S , Canavate Cutillas R , Hernandez Morante JJ |
| Ref : Int J Mol Sci , 25 :12853 , 2024 |
| Abstract : |
| PubMedSearch : Ponce Martinez_2024_Int.J.Mol.Sci_25_12853 |
| PubMedID: 39684564 |
| Gene_locus related to this paper: human-PNLIP |
| Title : Formulation and Characterization of Silibinin Entrapped Nano-Liquid Crystals for Activity against Abeta(1-42) Neurotoxicity in In-Vivo Model - Singh_2024_AAPS.PharmSciTech_25_149 |
| Author(s) : Singh A , Rakshit D , Kumar A , Mishra A , Shukla R |
| Ref : AAPS PharmSciTech , 25 :149 , 2024 |
| Abstract : |
| PubMedSearch : Singh_2024_AAPS.PharmSciTech_25_149 |
| PubMedID: 38954224 |
| Title : Identification of the thistle milk component Silibinin(A) and Glutathione-disulphide as potential inhibitors of the pancreatic lipase: Potential implications on weight loss - Del Castillo-Santaella_2021_J.Funct.Foods_83_104479 |
| Author(s) : Del Castillo-Santaella T , Hernandez-Morante JJ , Suarez-Olmos J , Maldonado-Valderrama J , Pena-Garca J , Martnez-Cortes C , Perez-Snchez H |
| Ref : Journal of Functional Foods , 83 :104479 , 2021 |
| Abstract : |
| PubMedSearch : Del Castillo-Santaella_2021_J.Funct.Foods_83_104479 |
| PubMedID: |
| Gene_locus related to this paper: human-PNLIP |
| Title : Probing the intermolecular interactions, binding affinity, charge density distribution and dynamics of silibinin in dual targets AChE and BACE1: QTAIM and molecular dynamics perspective - Saravanan_2021_J.Biomol.Struct.Dyn__1 |
| Author(s) : Saravanan K , Sugarthi S , Suganya S , Kumaradhas P |
| Ref : J Biomol Struct Dyn , :1 , 2021 |
| Abstract : |
| PubMedSearch : Saravanan_2021_J.Biomol.Struct.Dyn__1 |
| PubMedID: 34637680 |
| Title : Silibinin rescues learning and memory deficits by attenuating microglia activation and preventing neuroinflammatory reactions in SAMP8 mice - Jin_2016_Neurosci.Lett_629_256 |
| Author(s) : Jin G , Bai D , Yin S , Yang Z , Zou D , Zhang Z , Li X , Sun Y , Zhu Q |
| Ref : Neuroscience Letters , 629 :256 , 2016 |
| Abstract : |
| PubMedSearch : Jin_2016_Neurosci.Lett_629_256 |
| PubMedID: 27276653 |
| Title : Silibinin Regulates Lipid Metabolism and Differentiation in Functional Human Adipocytes - Barbagallo_2015_Front.Pharmacol_6_309 |
| Author(s) : Barbagallo I , Vanella L , Cambria MT , Tibullo D , Godos J , Guarnaccia L , Zappala A , Galvano F , Li Volti G |
| Ref : Front Pharmacol , 6 :309 , 2015 |
| Abstract : |
| PubMedSearch : Barbagallo_2015_Front.Pharmacol_6_309 |
| PubMedID: 26834634 |
| Title : Silibinin inhibits acetylcholinesterase activity and amyloid beta peptide aggregation: a dual-target drug for the treatment of Alzheimer's disease - Duan_2015_Neurobiol.Aging_36_1792 |
| Author(s) : Duan S , Guan X , Lin R , Liu X , Yan Y , Zhang T , Chen X , Huang J , Sun X , Li Q , Fang S , Xu J , Yao Z , Gu H |
| Ref : Neurobiology of Aging , 36 :1792 , 2015 |
| Abstract : |
| PubMedSearch : Duan_2015_Neurobiol.Aging_36_1792 |
| PubMedID: 25771396 |
| Title : Hesperidin and Silibinin Ameliorate Aluminum-Induced Neurotoxicity: Modulation of Antioxidants and Inflammatory Cytokines Level in Mice Hippocampus - Jangra_2015_Biol.Trace.Elem.Res_168_462 |
| Author(s) : Jangra A , Kasbe P , Pandey SN , Dwivedi S , Gurjar SS , Kwatra M , Mishra M , Venu AK , Sulakhiya K , Gogoi R , Sarma N , Bezbaruah BK , Lahkar M |
| Ref : Biol Trace Elem Res , 168 :462 , 2015 |
| Abstract : |
| PubMedSearch : Jangra_2015_Biol.Trace.Elem.Res_168_462 |
| PubMedID: 26018497 |
| Title : Tacrine-silibinin codrug shows neuro- and hepatoprotective effects in vitro and pro-cognitive and hepatoprotective effects in vivo - Chen_2012_J.Med.Chem_55_5231 |
| Author(s) : Chen X , Zenger K , Lupp A , Kling B , Heilmann J , Fleck C , Kraus B , Decker M |
| Ref : Journal of Medicinal Chemistry , 55 :5231 , 2012 |
| Abstract : |
| PubMedSearch : Chen_2012_J.Med.Chem_55_5231 |
| PubMedID: 22624880 |
| Title : Improvement of brain energy metabolism and cholinergic functions contributes to the beneficial effects of silibinin against streptozotocin induced memory impairment - Tota_2011_Behav.Brain.Res_221_207 |
| Author(s) : Tota S , Kamat PK , Shukla R , Nath C |
| Ref : Behavioural Brain Research , 221 :207 , 2011 |
| Abstract : |
| PubMedSearch : Tota_2011_Behav.Brain.Res_221_207 |
| PubMedID: 21382422 |