(E)-4-Methoxy-2',3,5'-trihydroxystilbene

ID: ALA1817808

PubChem CID: 56657906

Max Phase: Preclinical

Molecular Formula: C15H14O4

Molecular Weight: 258.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/c2cc(O)ccc2O)cc1O

Standard InChI:  InChI=1S/C15H14O4/c1-19-15-7-3-10(8-14(15)18)2-4-11-9-12(16)5-6-13(11)17/h2-9,16-18H,1H3/b4-2+

Standard InChI Key:  XDRRBFSAHVUUON-DUXPYHPUSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   -2.1962   -1.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4781   -2.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9102   -2.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3465   -2.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6325   -3.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3465   -2.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7641   -1.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6325   -1.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9102   -2.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6597   -0.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7766   -0.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0501   -2.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6639   -1.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0626   -0.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1902   -3.4070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0612   -1.7507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3812   -2.1480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3738   -0.4937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0916   -0.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  8  1  0
  7  2  1  0
  8  3  2  0
  9  3  1  0
 10 13  2  0
 11  7  1  0
 12  7  2  0
 13 12  1  0
 14 11  2  0
  6  4  2  0
 14 10  1  0
  9 15  1  0
  2  1  2  0
  6 16  1  0
  3  1  1  0
 13 17  1  0
  4  5  1  0
 10 18  1  0
  5  9  2  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1817808

   2-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,4-diol

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: 258.27

Molecular Weight (Monoisotopic): 258.0892

AlogP: 2.98

#Rotatable Bonds: 3

Polar Surface Area: 69.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.00

CX Basic pKa: ┄

CX LogP: 3.24

CX LogD: 3.23

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.58

Np Likeness Score: 0.95

References

1. Albert S, Horbach R, Deising HB, Siewert B, Csuk R..  (2011)  Synthesis and antimicrobial activity of (E) stilbene derivatives.,  19  (17): [PMID:21803587] [10.1016/j.bmc.2011.07.015]

Source

Source(1):

• Scientific Literature