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

ID: ALA1817804

PubChem CID: 56671758

Max Phase: Preclinical

Molecular Formula: C14H12O3

Molecular Weight: 228.25

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (E)-2,2',5'-Trihydroxystilbene | (E)2,2',5'-Trihydroxystilbene | SCHEMBL5183746|CHEMBL1817804|(E)2,2',5'-Trihydroxystilbene|(E)-2,2',5'-Trihydroxystilbene

Canonical SMILES:  Oc1ccc(O)c(/C=C/c2ccccc2O)c1

Standard InChI:  InChI=1S/C14H12O3/c15-12-7-8-14(17)11(9-12)6-5-10-3-1-2-4-13(10)16/h1-9,15-17H/b6-5+

Standard InChI Key:  MHWWDKYDRGAOCG-AATRIKPKSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    4.7724  -22.8014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4906  -23.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0584  -23.2147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6221  -24.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3361  -24.4589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6221  -23.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2045  -22.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3361  -22.8055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0584  -24.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6283  -21.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9081  -22.8055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1920  -21.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9185  -23.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6325  -22.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9060  -21.5529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9185  -24.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7784  -24.4631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  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 14  2  0
 11  6  1  0
 12  7  1  0
 13  7  2  0
 14 13  1  0
 15 12  2  0
  6  4  2  0
 15 10  1  0
 13 16  1  0
  2  1  2  0
  9 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1817804

   (E)-2,2',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: 8.99

CX Basic pKa: ┄

CX LogP: 3.40

CX LogD: 3.39

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.55

Np Likeness Score: 0.70

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