Compound Summary
Compound Information
silibinin
Compound Name: | silibinin |
Compound CID: | 31553 |
Synonyms: | silibinin Silybin 22888-70-6 Silibinin A Silybin A More... |
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 |
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 |
Canonical Smiles: | COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C(C=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O |
Isomeric 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 |
Molecular Weight: | 482.4 |
Molecular Formula: | C25H22O10 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
silibinin
Molecular Weight: | 482.4 |
Molecular Formula: | C25H22O10 |
Hydrogen Bond Donor Count: | 5 |
Hydrogen Bond Acceptor Count: | 10 |
Rotatable Bond Count: | 4 |
Heavy Atom Count: | 35 |
Complexity: | 750 |
Synonyms
silibinin
| silibinin | silibinin |
|---|---|
silibinin |
Silybin |
22888-70-6 |
Silibinin A |
Silybin A |
Silymarin I |
SILYMARIN |
Flavobin |
Silibinine |
Silliver |
Silybine |
Silibininum |
Silibinina |
Silibinin INN |
Silymarine |
UNII-33X338MNE4 |
Flavobin Spofa |
Silymarine I |
36804-17-8 |
CHEBI:9144 |
(2R,3R)-3,5,7-trihydroxy-2-((2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydrobenzob1,4dioxin-6-yl)chroman-4-one |
33X338MNE4 |
Silibinin (INN) |
NSC651520 |
NSC-651520 |
(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 |
NCGC00091057-01 |
DSSTox_CID_6018 |
DSSTox_RID_77985 |
DSSTox_GSID_26018 |
silybinin |
Silibinine INN-French |
Silibininum INN-Latin |
Silybin (7CI) |
Silibinina INN-Spanish |
Silybin (Mixture of Silybin A and B) |
7C3MT |
(2R,3R)-3,5,7-trihydroxy-2-(2R,3R)-3-(4-hydroxy-3-methoxy-phenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-ylchroman-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 |
(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 |
CAS-22888-70-6 |
EINECS 245-302-5 |
NSC 651520 |
CCRIS 9378 |
MFCD00872186 |
65666-07-1 |
802918-57-6 |
Legalon (TN) |
Silibinin (Silybin) |
Silybin, Technical grade |
Spectrum2_001694 |
Spectrum3_001132 |
Spectrum4_001978 |
Spectrum5_001893 |
SILYBIN (MIXTURE OF SILYBIN A AND SILYBIN B) |
BSPBio_002623 |
KBioGR_002481 |
MLS001304057 |
SCHEMBL324884 |
SPECTRUM1505256 |
SPBio_001648 |
CHEMBL431701 |
MEGxp0_001301 |
DTXSID8026018 |
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 |
AMY28808 |
ZINC2033589 |
Tox21_111070 |
Tox21_200755 |
BDBM50084982 |
CCG-38779 |
MFCD03225424 |
s2357 |
Silybin, mixture of isomers A and B |
Methanone, cyclohexyl-1-pyrrolidinyl- |
AKOS004119918 |
Tox21_111070_1 |
DB09298 |
DS-9661 |
MCULE-6463439345 |
MCULE-8379030042 |
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, 2,3-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)- |
BP-30210 |
HY-13748 |
R765 |
SMR000718776 |
SBI-0207018.P001 |
88S706 |
D08515 |
AB00876265_06 |
Q425702 |
SR-01000799140 |
Q-100291 |
SR-01000799140-2 |
BRD-K80353138-001-02-2 |
BRD-K80353138-001-07-1 |
UNII-4RKY41TBTF component SEBFKMXJBCUCAI-HKTJVKLFSA-N |
(2R,3R)-3,5,7-trihydroxy-2-(3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydrobenzob1,4dioxin-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-benzo1,4dioxin-6-yl-chroman-4-one |
(2R,3R)-3,5,7-Trihydroxy-2-3-(4-hydroxy-3-methoxy-phenyl)-2-hydroxymethyl-2,3-dihydro-benzo1,4dioxin-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-benzo1,4dioxin-6-yl-chroman-4-one |
3,5,7-trihydroxy-2-3-(4-hydroxy-3-methoxyphenyl)-2-hydroxymethyl-(2R,3R)-2,3-dihydrobenzob1,4dioxin-6-yl-(2R,3R)-3,4-dihydro-2H-4-chromenone |
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)- |
NCGC00091057-07!(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 |
Experimental Data
silibinin
| Species | Dosage | Unit | CG Lifespan(AVG/MED days) | TG Lifespan(AVG/MED days) | Lifespan Change(AVG/MED%) | CG Lifespan(MAX days) | TG Lifespan(MAX days) | Lifespan Change(MAX%) | Significant | Strain | Gender | PubMed | Active Label |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caenorhabditis elegans | 10 | umol/L | 21.25 | 22.67 | 0.07 | S | N2 | 28039083 | Active | ||||
| Caenorhabditis elegans | 10 | umol/L | 9.04 | S | N2 | 33683565 | Active | ||||||
| Caenorhabditis elegans | 10 | umol/L | 21.25 | 23.17 | 0.09 | S | N2 | 28039083 | Active |
Experimental Data Visualization
silibinin
Statistics Data
silibinin
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 9.04 | 2 | 3 |
Statistics Data Visualization
silibinin
