(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-(2,4,6-trihydroxyphenyl)chroman-3,5,7-triol

ID: ALA1223837

Chembl Id: CHEMBL1223837

PubChem CID: 14009028

Max Phase: Preclinical

Molecular Formula: C21H18O9

Molecular Weight: 414.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1cc(O)c([C@H]2c3c(O)cc(O)cc3O[C@H](c3ccc(O)c(O)c3)[C@@H]2O)c(O)c1

Standard InChI:  InChI=1S/C21H18O9/c22-9-4-13(26)17(14(27)5-9)19-18-15(28)6-10(23)7-16(18)30-21(20(19)29)8-1-2-11(24)12(25)3-8/h1-7,19-29H/t19-,20+,21+/m0/s1

Standard InChI Key:  OKJJBTUOKCQSPH-PWRODBHTSA-N

Alternative Forms

1. Parent:

   

   ALA1223837

   Prodelphinidin B6

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 414.37

Molecular Weight (Monoisotopic): 414.0951

AlogP: 2.25

#Rotatable Bonds: 2

Polar Surface Area: 171.07

Molecular Species: NEUTRAL

HBA: 9

HBD: 8

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.77

CX Basic pKa: ┄

CX LogP: 2.38

CX LogD: 2.36

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.29

Np Likeness Score: 1.68

References

1. Dutta S, Basak A, Dasgupta S..  (2010)  Synthesis and ribonuclease A inhibition activity of resorcinol and phloroglucinol derivatives of catechin and epicatechin: Importance of hydroxyl groups.,  18  (17): [PMID:20692173] [10.1016/j.bmc.2010.06.077]

Source

Source(1):

• Scientific Literature