(E)-3-(3'-Hydroxy-4'-methoxyphenyl)-2-(3,4,5-Trimethoxyphenyl)prop-2-en-1-ol

ID: ALA2285720

PubChem CID: 11078510

Max Phase: Preclinical

Molecular Formula: C19H22O6

Molecular Weight: 346.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C(/CO)c2cc(OC)c(OC)c(OC)c2)cc1O

Standard InChI:  InChI=1S/C19H22O6/c1-22-16-6-5-12(8-15(16)21)7-14(11-20)13-9-17(23-2)19(25-4)18(10-13)24-3/h5-10,20-21H,11H2,1-4H3/b14-7-

Standard InChI Key:  BZHARLORUKYJME-AUWJEWJLSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   25.2505   -5.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0656   -5.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8645   -4.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9466   -5.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5493   -3.5538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3692   -3.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1175   -4.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4974   -4.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3033   -4.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5149   -5.7539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5676   -4.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7525   -4.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6998   -5.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8118   -6.3226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4468   -6.3823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0481   -4.8703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7617   -5.0861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3164   -5.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9017   -6.4759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9976   -6.2874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0151   -7.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6691   -4.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7168   -6.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1672   -2.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6018   -2.1393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4 11  1  0
  5  7  1  0
  6  5  2  0
  7  9  1  0
  8  2  1  0
  9  3  2  0
 10 13  1  0
 11 12  2  0
 12  6  1  0
 13 18  2  0
 14  1  1  0
 15  2  1  0
 16  3  1  0
 17  4  1  0
 18 12  1  0
 19 10  1  0
 20 14  1  0
 21 15  1  0
 22 16  1  0
 23 19  1  0
  8  7  2  0
 10  4  2  0
  5 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2285720

   5-[(E)-3-hydroxy-2-(3,4,5-trimethoxyphenyl)prop-1-enyl]-2-methoxyphenol

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: 346.38

Molecular Weight (Monoisotopic): 346.1416

AlogP: 2.96

#Rotatable Bonds: 7

Polar Surface Area: 77.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.83

CX Basic pKa: ┄

CX LogP: 2.40

CX LogD: 2.40

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.75

Np Likeness Score: 0.69

References

1. Liu Y, Li X, Zhao C, Lu Y, Li W, Liu Z, Feng G, Yang L.  (2013)  Synthesis and insect antifeedant activity of stilbene derivatives against Brontispa longissima Larvae,  22  (5): [10.1007/s00044-012-0212-x]

Source

Source(1):

• Scientific Literature