(E)-2',4,5'-Trihydroxystilbene

ID: ALA1817794

PubChem CID: 53379399

Max Phase: Preclinical

Molecular Formula: C14H12O3

Molecular Weight: 228.25

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (E)-2',4,5'-Trihydroxystilbene | (E)2',4,5'-Trihydroxystilbene | CHEMBL1817794|trans-2,4',5-trihydroxystilben|(E)2',4,5'-Trihydroxystilbene|(E)-2',4,5'-Trihydroxystilbene

Canonical SMILES:  Oc1ccc(/C=C/c2cc(O)ccc2O)cc1

Standard InChI:  InChI=1S/C14H12O3/c15-12-5-2-10(3-6-12)1-4-11-9-13(16)7-8-14(11)17/h1-9,15-17H/b4-1+

Standard InChI Key:  ORQPEHPLPTVVDX-DAFODLJHSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    4.4926   -7.3360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2108   -7.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7786   -7.7493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3423   -8.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0563   -8.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3423   -7.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9248   -7.3277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0563   -7.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7786   -8.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3485   -6.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6284   -7.3402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9122   -6.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6387   -7.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3527   -7.3277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6262   -6.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0625   -6.0834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4986   -8.9977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  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
 16 10  1  0
  6  4  2  0
 15 10  1  0
  9 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1817794

   (E)-2',4,5'-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: 8.81

CX Basic pKa: ┄

CX LogP: 3.40

CX LogD: 3.39

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.55

Np Likeness Score: 0.83

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]

3. Uzura S, Sekine-Suzuki E, Nakanishi I, Sonoda M, Tanimori S..  (2016)  A facile and rapid access to resveratrol derivatives and their radioprotective activity.,  26  (16): [PMID:27426305] [10.1016/j.bmcl.2016.07.018]

Source

Source(1):

• Scientific Literature