1-(3-hydroxy-5-methoxy-2-methylphenyl)-2-(3-hydroxy-2-methoxyphenyl)ethane

ID: ALA464292

PubChem CID: 636713

Max Phase: Preclinical

Molecular Formula: C17H20O4

Molecular Weight: 288.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(O)c(C)c(CCc2cccc(O)c2OC)c1

Standard InChI:  InChI=1S/C17H20O4/c1-11-13(9-14(20-2)10-16(11)19)8-7-12-5-4-6-15(18)17(12)21-3/h4-6,9-10,18-19H,7-8H2,1-3H3

Standard InChI Key:  XCEKLBSFNZXDES-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    3.7611   -9.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7599  -10.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4747  -10.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1912  -10.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1883   -9.6588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4729   -9.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9012   -9.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6172   -9.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3302   -9.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0446   -9.6515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7570   -9.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7543   -8.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0333   -8.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3238   -8.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0273   -7.1765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4728   -9.6471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4705   -8.4247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1837   -8.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0465   -9.2501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1859   -9.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6062   -8.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
 10 11  1  0
  5  6  2  0
 11 12  2  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  2  0
 14  9  1  0
  5  7  1  0
 13 15  1  0
  3  4  2  0
 11 16  1  0
  7  8  1  0
  6 17  1  0
 17 18  1  0
  8  9  1  0
  1 19  1  0
  4  5  1  0
 16 20  1  0
  9 10  2  0
 14 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA464292

   STILBOSTEMIN F

Molecule Features

Natural Product: Yes

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: 288.34

Molecular Weight (Monoisotopic): 288.1362

AlogP: 3.21

#Rotatable Bonds: 5

Polar Surface Area: 58.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.67

CX Basic pKa: ┄

CX LogP: 4.10

CX LogD: 4.10

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.89

Np Likeness Score: 0.84

References

1. Pacher T, Seger C, Engelmeier D, Vajrodaya S, Hofer O, Greger H..  (2002)  Antifungal stilbenoids from Stemona collinsae.,  65  (6): [PMID:12088422] [10.1021/np0105073]

2. Adams M, Pacher T, Greger H, Bauer R..  (2005)  Inhibition of leukotriene biosynthesis by stilbenoids from Stemona species.,  68  (1): [PMID:15679323] [10.1021/np0497043]

Source

Source(1):

• Scientific Literature