(E)-2',3,5'-Trihydroxystilbene

ID: ALA1817800

PubChem CID: 56657904

Max Phase: Preclinical

Molecular Formula: C14H12O3

Molecular Weight: 228.25

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (E)-2',3,5'-Trihydroxystilbene | (E)2',3,5'-Trihydroxystilbene | CHEMBL1817800|(E)2',3,5'-Trihydroxystilbene|(E)-2',3,5'-Trihydroxystilbene

Canonical SMILES:  Oc1cccc(/C=C/c2cc(O)ccc2O)c1

Standard InChI:  InChI=1S/C14H12O3/c15-12-3-1-2-10(8-12)4-5-11-9-13(16)6-7-14(11)17/h1-9,15-17H/b5-4+

Standard InChI Key:  PPSQOMIGLYTONI-SNAWJCMRSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   -2.6931  -18.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9749  -19.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4070  -19.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8433  -19.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1293  -20.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8433  -19.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2609  -18.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1293  -18.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4070  -19.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1628  -17.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2734  -17.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5469  -19.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1670  -18.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5595  -17.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5581  -18.6189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8842  -19.0162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6871  -20.2752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  5  9  2  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
  6 15  1  0
  2  1  2  0
 13 16  1  0
  3  1  1  0
  9 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1817800

   (E)-2',3,5'-Trihydroxystilbene

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: 228.25

Molecular Weight (Monoisotopic): 228.0786

AlogP: 2.97

#Rotatable Bonds: 2

Polar Surface Area: 60.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.76

CX Basic pKa: ┄

CX LogP: 3.40

CX LogD: 3.38

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.55

Np Likeness Score: 0.80

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]

2. Csuk R, Albert S, Siewert B, Schwarz S..  (2012)  Synthesis and biological evaluation of novel (E) stilbene-based antitumor agents.,  54  [PMID:22749392] [10.1016/j.ejmech.2012.06.015]

Source

Source(1):

• Scientific Literature