(2R,4R,2'R)-2,2'-Bis-(3,4-dihydroxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3,5,7,3',5',7'-hexaol

ID: ALA81753

Chembl Id: CHEMBL81753

PubChem CID: 44318001

Max Phase: Preclinical

Molecular Formula: C30H26O12

Molecular Weight: 578.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1cc(O)c2c(c1)O[C@H](c1ccc(O)c(O)c1)C(O)[C@H]2c1c(O)cc(O)c2c1O[C@H](c1ccc(O)c(O)c1)C(O)C2

Standard InChI:  InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22?,26-,27?,28-,29-/m1/s1

Standard InChI Key:  XFZJEEAOWLFHDH-UKSCCWANSA-N

Alternative Forms

1. Parent:

   

   ALA81753

   (2R)-2-(3,4-dihydroxyphenyl)-8-[(2R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol

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: 578.53

Molecular Weight (Monoisotopic): 578.1424

AlogP: 3.00

#Rotatable Bonds: 3

Polar Surface Area: 220.76

Molecular Species: NEUTRAL

HBA: 12

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.69

CX Basic pKa: ┄

CX LogP: 3.12

CX LogD: 3.09

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.16

Np Likeness Score: 1.93

References

1. Kashiwada Y, Nonaka G, Nishioka I, Ballas LM, Jiang JB, Janzen WP, Lee K.  (1992)  Tannins as selective inhibitors of protein kinase C,  2  (3): [10.1016/S0960-894X(01)81072-6]

Source

Source(1):

• Scientific Literature