3-hydroxy-1-(3,5-dimethoxy-4-hydroxyphenyl)propan-1-one

ID: ALA1760596

Cas Number: 136196-47-9

PubChem CID: 54353627

Max Phase: Preclinical

Molecular Formula: C11H14O5

Molecular Weight: 226.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)CCO)cc(OC)c1O

Standard InChI:  InChI=1S/C11H14O5/c1-15-9-5-7(8(13)3-4-12)6-10(16-2)11(9)14/h5-6,12,14H,3-4H2,1-2H3

Standard InChI Key:  UHOAHNLBCNGCHE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   11.1069    1.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1057    0.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8206    0.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5370    0.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5341    1.3745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8188    1.7836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3923    1.7832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3909    0.1316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3921    2.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8204   -0.6944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1058   -1.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2471    1.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9631    1.3799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6760    1.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3920    1.3853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2439    2.6147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  8  1  0
  7  9  1  0
  4  5  1  0
  3 10  1  0
  2  3  1  0
 10 11  1  0
  5  6  2  0
  5 12  1  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  1  0
  1  7  1  0
 14 15  1  0
  3  4  2  0
 12 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1760596

   3-Hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)propan-1-one

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: 226.23

Molecular Weight (Monoisotopic): 226.0841

AlogP: 0.97

#Rotatable Bonds: 5

Polar Surface Area: 75.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.70

CX Basic pKa: ┄

CX LogP: 0.33

CX LogD: 0.16

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.73

Np Likeness Score: 0.68

References

1. Kim KH, Moon E, Choi SU, Kim SY, Lee KR..  (2011)  Biological evaluation of phenolic constituents from the trunk of Berberis koreana.,  21  (8): [PMID:21420296] [10.1016/j.bmcl.2011.02.104]

Source

Source(1):

• Scientific Literature