23-chloro-2,3-dehydrosilybin

ID: ALA1808151

Chembl Id: CHEMBL1808151

PubChem CID: 56683410

Max Phase: Preclinical

Molecular Formula: C25H19ClO9

Molecular Weight: 498.87

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1cc(C2Oc3cc(-c4oc5cc(O)cc(O)c5c(=O)c4O)ccc3OC2CCl)ccc1O

Standard InChI:  InChI=1S/C25H19ClO9/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/h2-9,20,24,27-29,31H,10H2,1H3

Standard InChI Key:  PJPLYQVVXZAQCW-UHFFFAOYSA-N

Associated Targets(non-human)

Rat1 (211 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 498.87Molecular Weight (Monoisotopic): 498.0718AlogP: 4.41#Rotatable Bonds: 4
Polar Surface Area: 138.82Molecular Species: ACIDHBA: 9HBD: 4
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 6.38CX Basic pKa: CX LogP: 4.32CX LogD: 3.19
Aromatic Rings: 4Heavy Atoms: 35QED Weighted: 0.30Np Likeness Score: 1.58

References

1. Zarrelli A, Sgambato A, Petito V, De Napoli L, Previtera L, Di Fabio G..  (2011)  New C-23 modified of silybin and 2,3-dehydrosilybin: synthesis and preliminary evaluation of antioxidant properties.,  21  (15): [PMID:21737270] [10.1016/j.bmcl.2011.06.049]

Source