4,5,4'-trihydroxy-3,3'-dimethoxybibenzyl

ID: ALA5179576

Chembl Id: CHEMBL5179576

PubChem CID: 86288255

Max Phase: Preclinical

Molecular Formula: C16H18O5

Molecular Weight: 290.31

Names and Identifiers

Canonical SMILES:  COc1cc(CCc2cc(O)c(O)c(OC)c2)ccc1O

Standard InChI:  InChI=1S/C16H18O5/c1-20-14-8-10(5-6-12(14)17)3-4-11-7-13(18)16(19)15(9-11)21-2/h5-9,17-19H,3-4H2,1-2H3

Standard InChI Key:  DAQVNMKZMKBKOF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5179576

   3',5-Dimethoxybibenzyl-3,4,4'-triol

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 290.31

Molecular Weight (Monoisotopic): 290.1154

AlogP: 2.61

#Rotatable Bonds: 5

Polar Surface Area: 79.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.58

CX Basic pKa:

CX LogP: 3.28

CX LogD: 3.28

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.74

Np Likeness Score: 0.95

References

1. Khine HEE, Sungthong R, Sritularak B, Prompetchara E, Chaotham C..  (2022)  Untapped Pharmaceutical Potential of 4,5,4'-Trihydroxy-3,3'-dimethoxybibenzyl for Regulating Obesity: A Cell-Based Study with a Focus on Terminal Differentiation in Adipogenesis.,  85  (6.0): [PMID:35679136] [10.1021/acs.jnatprod.2c00213]

2. He L, Su Q, Bai L, Li M, Liu J, Liu X, Zhang C, Jiang Z, He J, Shi J, Huang S, Guo L..  (2020)  Recent research progress on natural small molecule bibenzyls and its derivatives in Dendrobium species.,  204  [PMID:32711292] [10.1016/j.ejmech.2020.112530]

Source

Source(1):

• Scientific Literature