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Silybin

PubChem CID: 31553

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Compound Synonyms silibinin, Silybin, 22888-70-6, Silybin A, Silibinin A, Silymarin I, Flavobin, Silibinine, SILYMARIN, Silliver, Silybine, Silymarine I, Silibinina, Silibininum, Flavobin Spofa, Silibinin [INN], silybinin, Silibinine [INN-French], Silibininum [INN-Latin], Silibinina [INN-Spanish], 7C3MT, Silymarine, 36804-17-8, EINECS 245-302-5, Silibinin (INN), Silibin, NSC 651520, UNII-33X338MNE4, CCRIS 9378, CHEBI:9144, DTXSID8026018, SILYBIN A [MI], (2R,3R)-3,5,7-trihydroxy-2-((2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)chroman-4-one, (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, NSC-651520, ( inverted exclamation markA)-SILYBIN, DTXCID106018, 33X338MNE4, NSC651520, 1265089-69-7, 802918-57-6, NCGC00091057-01, Silibinine (INN-French), Silibininum (INN-Latin), SILYBIN (USP-RS), SILYBIN [USP-RS], Silibinina (INN-Spanish), SILIBININ (MART.), SILIBININ [MART.], (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-dihydro-4H-chromen-4-one, (2R,3R)-3,5,7-trihydroxy-2-[(2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-3,4-dihydro-2H-1-benzopyran-4-one, 4H-1-Benzopyran-4-one, 2,3-dihydro-2-(2,3-dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxin-6-yl)-3,5,7-trihydroxy-, (2R-(2-alpha,3-beta,6(2R*,3R*)))-, 4H-1-Benzopyran-4-one, 2-(2,3-dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxin-6-yl)-2,3-dihydro-3,5,7-trihydroxy-, (2R-(2alpha,3beta,6(2R*,3R*)))-, 4H-1-Benzopyran-4-one,2-[(2R,3R)-2,3-dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxin-6-yl]-2,3-dihydro-3,5,7-trihydroxy-, (2R,3R)-, durasilymarin, Ardeyhepan, Cefasilymarin, Heparsyx, Heplant, Lagosa, legalon forte, HepaBesch, hepa-loges, Alepa-forte, Hepar-Pasc, MFCD00872186, Silybin (7CI), Hepa-Merz Sil, (2R,3R)-3,5,7-trihydroxy-2-[(2R,3R)-3-(4-hydroxy-3-methoxy-phenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chroman-4-one, 2,3-Dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-6-(3,5,7-trihydroxy-4-oxobenzopyran-2-yl)benzodioxin, 4H-1-Benzopyran-4-one, 2-((2R,3R)-2,3-dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxin-6-yl)-2,3-dihydro-3,5,7-trihydroxy-, (2R,3R)-, CAS-22888-70-6, Silibinin a-silibinin b mixt., UNII-4RKY41TBTF, Silybin, Silibinin A, Silymarin I, (2R)-3,5,7-trihydroxy-2-((2R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl)-2,3-dihydrochromen-4-one, (2R)-3,5,7-trihydroxy-2-[(2R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one, (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-dihydro-4H-chromen-4-one, 4H-1-Benzopyran-4-one, 2-[(2R,3R)-2,3-dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxin-6-yl]-2,3-dihydro-3,5,7-trihydroxy-, (2R,3R)-, 65666-07-1, Legalon (TN), Silibinin (Silybin), Silybin A (Standard), SILYBIN [INCI], SILYBIN [MI], Spectrum2_001694, Spectrum3_001132, Spectrum4_001978, Spectrum5_001893, SILIBININ [WHO-DD], BSPBio_002623, KBioGR_002481, MLS001304057, SCHEMBL324884, SPECTRUM1505256, SPBio_001648, CHEMBL431701, MEGxp0_001301, GTPL12449, KBio3_002123, HMS1922P05, HMS2232P03, 2-[2R,3R-Dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxin-6-yl]-2R,3R-dihydro-3,5,7-trihydroxy-4H-1-benzopyran-4-one, 3,5,7-trihydroxy-2-(3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl)-2,3-dihydrochromen-4-one, 3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one, MSK40325, Tox21_111070, Tox21_200755, BDBM50084982, CCG-38779, HY-13748R, MFCD03225424, s2357, AKOS004119918, Tox21_111070_1, DB09298, DS-9661, SDCCGMLS-0066916.P001, SMP2_000323, NCGC00091057-02, NCGC00091057-03, NCGC00091057-05, NCGC00258309-01, Silybin A (constituent of milk thistle), 3,5,7-Trihydroxy-2-(3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxan-6-yl)-4-chromanone, 4H-1-Benzopyran-4-one, 2-(2,3-dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxin-6-yl)-2,3-dihydro-3,5,7-trihydroxy-, BP-30210, DA-57872, HY-13748, SMR000718776, SBI-0207018.P001, HY-139637, CS-0226432, Silybin ASilibinin A, Silybin A, Silymarin I, D08515, E82516, AB00876265_06, Q425702, SR-01000799140, SR-01000799140-2, BRD-K80353138-001-02-2, BRD-K80353138-001-07-1, BRD-K80353138-001-12-1, BRD-K80353138-001-13-9, SILYBIN A (CONSTITUENT OF MILK THISTLE) [DSC], (2R,3R)-3,5,7-trihydroxy-2-(3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)chroman-4-one, (2R,3R)-3,5,7-Trihydroxy-2-[(2R,3R)-3-(4-hydroxy-3-methoxy-phenyl)-2-hydroxymethyl-2,3-dihydro-benzo[1,4]dioxin-6-yl]-chroman-4-one, (2R,3R)-3,5,7-Trihydroxy-2-[3-(4-hydroxy-3-methoxy-phenyl)-2-hydroxymethyl-2,3-dihydro-benzo[1,4]dioxin-6-yl]-chroman-4-one, 3,5,7-Trihydroxy-2-(3-(4-hydroxy-3-methoxyphenyl)- 2-(hydroxymethyl)-1,4-benzodioxan-6-yl)-4-chromanone, 3,5,7-Trihydroxy-2-[3-(4-hydroxy-3-methoxy-phenyl)-2-hydroxymethyl-2,3-dihydro-benzo[1,4]dioxin-6-yl]-chroman-4-one, 3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-hydroxymethyl-(2R,3R)-2,3-dihydrobenzo[b][1,4]dioxin-6-yl]-(2R,3R)-3,4-dihydro-2H-4-chromenone
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 155.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC(C2CCC3CCC(C4CCCCC4)CC3C2)CC2CCCCC12
Np Classifier Class Dihydroflavonols, Flavonolignans
Deep Smiles OC[C@H]Occcccc6O[C@@H]%10cccccc6)OC)))O)))))))))[C@H]OcccO)ccc6C=O)[C@@H]%10O))))O
Heavy Atom Count 35.0
Classyfire Class Flavonolignans
Scaffold Graph Node Level OC1CC(C2CCC3OCC(C4CCCCC4)OC3C2)OC2CCCCC12
Isotope Atom Count 0.0
Molecular Complexity 750.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Uniprot Id O42713, P02545, Q99714, Q9NUW8, P16473, P25779, P00352, P16050, P15917, P08684, P04062, Q9UIF8, P11473, P19793, P03372, P10275, P10828, Q9UNA4, Q03181, P37231, P84022, Q96RI1, P25094, Q16236, O94925, O75496, Q9R1A7, P10145, P51449, n.a., P27695, P63092, Q9Y6L6, Q9NPD5, O94956, P11712, P14142, P0DTD1, P08238
Iupac Name (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
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Lignans, neolignans and related compounds
Target Id NPT483, NPT149, NPT50, NPT210, NPT94, NPT792, NPT109, NPT73, NPT72, NPT622, NPT212
Xlogp 2.4
Gsk 4 400 Rule False
Molecular Formula C25H22O10
Scaffold Graph Node Bond Level O=C1CC(c2ccc3c(c2)OC(c2ccccc2)CO3)Oc2ccccc21
Prediction Swissadme 0.0
Inchi Key SEBFKMXJBCUCAI-HKTJVKLFSA-N
Silicos It Class Moderately soluble
Fcsp3 0.24
Logs -4.837
Rotatable Bond Count 4.0
Logd 2.416
Synonyms silibinin, silybin, silymarin (flavanol lignin mixture)
Esol Class Moderately soluble
Functional Groups CO, cC(C)=O, cO, cOC
Compound Name Silybin
Prediction Hob Swissadme 0.0
Exact Mass 482.121
Formal Charge 0.0
Monoisotopic Mass 482.121
Hydrogen Bond Acceptor Count 10.0
Molecular Weight 482.4
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -4.14470562857143
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
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
Nring 5.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Lignans, Flavonoids

  • 1. Outgoing r'ship FOUND_IN to/from Beta Vulgaris (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/15283459
  • 2. Outgoing r'ship FOUND_IN to/from Folium Digitalis (Plant) Rel Props:Reference:
  • 3. Outgoing r'ship FOUND_IN to/from Hedychium Coronarium (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/19043243
  • 4. Outgoing r'ship FOUND_IN to/from Nigella Sativa (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/9650643
  • 5. Outgoing r'ship FOUND_IN to/from Panax Ginseng (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/15266218
  • 6. Outgoing r'ship FOUND_IN to/from Senna Tora (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/2740460
  • 7. Outgoing r'ship FOUND_IN to/from Silybum Marianum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all