2beta-D-(6'-O-vanilloyl)-glucopyranosyloxymethy-4-hydroxy-2(E)-butenenitrile; Ribemanside B

ID: ALA4293440

Chembl Id: CHEMBL4293440

PubChem CID: 145988993

Max Phase: Preclinical

Molecular Formula: C19H23NO10

Molecular Weight: 425.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)OC[C@H]2O[C@@H](OC/C(C#N)=C/CO)[C@H](O)[C@@H](O)[C@@H]2O)ccc1O

Standard InChI:  InChI=1S/C19H23NO10/c1-27-13-6-11(2-3-12(13)22)18(26)28-9-14-15(23)16(24)17(25)19(30-14)29-8-10(7-20)4-5-21/h2-4,6,14-17,19,21-25H,5,8-9H2,1H3/b10-4+/t14-,15-,16+,17-,19-/m1/s1

Standard InChI Key:  PROSVEMSQRWZII-UDEHJMMBSA-N

Alternative Forms

1. Parent:

   

   ALA4293440

   ---

Molecule Features

Natural Product: No

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: 425.39

Molecular Weight (Monoisotopic): 425.1322

AlogP: -1.18

#Rotatable Bonds: 8

Polar Surface Area: 178.93

Molecular Species: NEUTRAL

HBA: 11

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.99

CX Basic pKa: ┄

CX LogP: -0.76

CX LogD: -0.77

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.25

Np Likeness Score: 1.52

References

1. Zhou B, Wang Y, Zhang C, Yang G, Zhang F, Yu B, Chai C, Cao Z..  (2018)  Ribemansides A and B, TRPC6 Inhibitors from Ribes manshuricum That Suppress TGF-β1-Induced Fibrogenesis in HK-2 Cells.,  81  (4): [PMID:29469570] [10.1021/acs.jnatprod.7b01037]

Source

Source(1):

• Scientific Literature