5,7,8-trihydroxy-2-(2-hydroxyphenyl)-4H-chromen-4-one

ID: ALA2234876

PubChem CID: 14825647

Max Phase: Preclinical

Molecular Formula: C15H10O6

Molecular Weight: 286.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1cc(-c2ccccc2O)oc2c(O)c(O)cc(O)c12

Standard InChI:  InChI=1S/C15H10O6/c16-8-4-2-1-3-7(8)12-6-10(18)13-9(17)5-11(19)14(20)15(13)21-12/h1-6,16-17,19-20H

Standard InChI Key:  DIJLMQKOVNSDRQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   30.0861  -25.1059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0849  -25.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7930  -26.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7912  -24.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4998  -25.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4986  -25.9275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2087  -26.3388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9246  -25.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9257  -25.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2111  -24.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2111  -23.8713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6272  -26.3399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6236  -27.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3293  -27.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0392  -27.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0388  -26.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3325  -25.9338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7888  -23.8798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3769  -26.3335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7927  -27.1516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3326  -25.1166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  8 12  1  0
  4 18  1  0
  2 19  1  0
  3 20  1  0
 17 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2234876

   5,7,8,2'-Tetrahydroxyflavone

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: 286.24

Molecular Weight (Monoisotopic): 286.0477

AlogP: 2.28

#Rotatable Bonds: 1

Polar Surface Area: 111.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.78

CX Basic pKa: ┄

CX LogP: 2.40

CX LogD: 1.64

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.40

Np Likeness Score: 1.47

References

1. Phosrithong N, Samee W, Ungwitayatorn J.  (2012)  3D-QSAR studies of natural flavonoid compounds as reverse transcriptase inhibitors,  21  (5): [10.1007/s00044-011-9570-z]

Source

Source(1):

• Scientific Literature