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Substance Name: Silibinin [INN]
RN: 22888-70-6
UNII: 33X338MNE4
InChIKey: SEBFKMXJBCUCAI-HKTJVKLFSA-N

Note

  • The major component of flavonoids extracted from seeds of the MILK THISTLE, Silybum marianum; has antineoplastic activity.

Molecular Formula

  • C25-H22-O10

Molecular Weight

  • 482.4388
 

Classification Codes

  • Antioxidants
  • Drug / Therapeutic Agent
  • Natural Product
  • Protective Agents

Names and Synonyms

Name of Substance

  • Silibinin [INN]
  • Silybin

Synonyms

  • 3,5,7-Trihydroxy-2-(3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxan-6-yl)-4-chromanone
  • 7C3MT
  • CCRIS 9378
  • EINECS 245-302-5
  • Flavobin
  • Flavobin Spofa
  • NSC 651520
  • Silibinin
  • Silibinina
  • Silibinina [INN-Spanish]
  • Silibinine
  • Silibinine [INN-French]
  • Silibininum
  • Silibininum [INN-Latin]
  • Silliver
  • Silybine
  • Silymarin I
  • Silymarine I
  • UNII-33X338MNE4

Systematic Names

  • 3,5,7-Trihydroxy-2-(3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxan-6-yl)-4-chromanone
  • 4H-1-Benzopyran-4-one, 2,3-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*)))-
  • Silibinin
  • Silybin (7CI)

Registry Numbers

CAS Registry Number

  • 22888-70-6

FDA UNII

  • 33X338MNE4

Other Registry Numbers

  • 11054-49-2
  • 11076-05-4
  • 11076-06-5
  • 142796-20-1
  • 22888-69-3
  • 27359-03-1
  • 28577-40-4
  • 29832-10-8
  • 37574-50-8
  • 50976-99-3
  • 87725-90-4

System Generated Number

  • 0022888706

Structure Descriptors

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

Smiles

c1([C@@H]2[C@H](Oc3ccc(cc3O2)[C@H]2Oc3c(c(cc(c3)O)O)C([C@@H]2O)=O)CO)cc(c(O)cc1)OC

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 1056mg/kg (1056mg/kg)   Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 18, Pg. 404, 1983.
rabbit LDLo unreported 300mg/kg (300mg/kg)   Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 18, Pg. 404, 1983.