2,4,3'-trihydroxydihydrostilbene

ID: ALA4445400

PubChem CID: 10220199

Max Phase: Preclinical

Molecular Formula: C14H12O3

Molecular Weight: 228.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1cccc(/C=C/c2ccc(O)cc2O)c1

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

Standard InChI Key:  NAAOQSKJMNPWMU-SNAWJCMRSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   13.1516   -4.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8697   -4.6386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4376   -4.6469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0013   -5.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7153   -5.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0013   -4.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5836   -4.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7153   -4.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4376   -5.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0073   -3.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7153   -6.7177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5711   -3.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2976   -4.6386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0115   -4.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2850   -2.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7214   -2.9820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8518   -2.9911    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  5  1  0
 12  7  1  0
 13  7  2  0
 14 13  1  0
 15 12  2  0
  4  6  2  0
 10 15  1  0
 10 16  1  0
 12 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4445400

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

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

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: 8.62

CX Basic pKa: ┄

CX LogP: 3.40

CX LogD: 3.38

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.69

Np Likeness Score: 0.78

References

1. Pillaiyar T, Namasivayam V, Manickam M, Jung SH..  (2018)  Inhibitors of Melanogenesis: An Updated Review.,  61  (17): [PMID:29763564] [10.1021/acs.jmedchem.7b00967]

Source

Source(1):

• Scientific Literature