5-hydroxy-7,8-dimethoxyflavanone

ID: ALA1082119

PubChem CID: 13963770

Max Phase: Preclinical

Molecular Formula: C17H16O5

Molecular Weight: 300.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(O)c2c(c1OC)OC(c1ccccc1)CC2=O

Standard InChI:  InChI=1S/C17H16O5/c1-20-14-9-12(19)15-11(18)8-13(10-6-4-3-5-7-10)22-17(15)16(14)21-2/h3-7,9,13,19H,8H2,1-2H3

Standard InChI Key:  VPGMCCIECGDASG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    6.6871   -5.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6859   -6.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4000   -7.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3982   -5.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1127   -5.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1162   -6.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8345   -7.0663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5541   -6.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5508   -5.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8277   -5.4020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2621   -5.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9774   -5.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6893   -5.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6872   -4.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9672   -4.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2583   -4.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8368   -7.8904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3985   -7.8899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9733   -5.4151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2597   -5.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3957   -4.5905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1081   -4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
 11 12  2  0
  2  3  1  0
 12 13  1  0
  3  6  2  0
 13 14  2  0
  1  2  2  0
 14 15  1  0
  5  4  2  0
 15 16  2  0
 16 11  1  0
  9 11  1  0
  4  1  1  0
  7 17  2  0
  5 10  1  0
  3 18  1  0
  6  7  1  0
  1 19  1  0
  7  8  1  0
 19 20  1  0
  8  9  1  0
  4 21  1  0
  9 10  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1082119

   5-Hydroxy-7,8-dimethoxyflavanone

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: 300.31

Molecular Weight (Monoisotopic): 300.0998

AlogP: 3.12

#Rotatable Bonds: 3

Polar Surface Area: 64.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.19

CX Basic pKa: ┄

CX LogP: 3.13

CX LogD: 3.12

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.94

Np Likeness Score: 1.58

References

1. Lenta BN, Tantangmo F, Devkota KP, Wansi JD, Chouna JR, Soh RC, Neumann B, Stammler HG, Tsamo E, Sewald N..  (2009)  Bioactive constituents of the stem bark of Beilschmiedia zenkeri.,  72  (12): [PMID:19904919] [10.1021/np900341f]

Source

Source(1):

• Scientific Literature