5,7-Dihydroxy-3,8-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one

ID: ALA349895

Cas Number: 1570-09-8

PubChem CID: 13916278

Product Number: D727743, Order Now?

Max Phase: Preclinical

Molecular Formula: C18H16O7

Molecular Weight: 344.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2oc3c(OC)c(O)cc(O)c3c(=O)c2OC)cc1

Standard InChI:  InChI=1S/C18H16O7/c1-22-10-6-4-9(5-7-10)15-18(24-3)14(21)13-11(19)8-12(20)16(23-2)17(13)25-15/h4-8,19-20H,1-3H3

Standard InChI Key:  RXQVMRRNRHSOTC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.6292   -3.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1542   -4.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6750   -3.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6375   -3.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6750   -3.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1542   -3.0167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1125   -4.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1125   -3.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5917   -3.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5917   -3.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1917   -3.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1500   -4.8292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1917   -4.2292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7125   -3.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1917   -2.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1042   -4.8292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1042   -2.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0750   -3.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2375   -2.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2292   -3.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7125   -2.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7542   -2.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1917   -4.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6250   -2.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7417   -1.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  1  0
  5  6  1  0
  6  4  1  0
  7  1  2  0
  8  4  2  0
  9 10  2  0
 10  7  1  0
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 12  2  2  0
 13  3  1  0
 14 11  2  0
 15 11  1  0
 16  7  1  0
 17  8  1  0
 18  9  1  0
 19 21  1  0
 20 14  1  0
 21 15  2  0
 22 19  1  0
 23 13  1  0
 24 17  1  0
 25 22  1  0
  8  9  1  0
  3  5  2  0
 20 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA349895

   5，7-Dihydroxy-3，8，4'-trimethoxyflavone

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: 344.32

Molecular Weight (Monoisotopic): 344.0896

AlogP: 2.90

#Rotatable Bonds: 4

Polar Surface Area: 98.36

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.91

CX Basic pKa: ┄

CX LogP: 2.56

CX LogD: 1.93

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.75

Np Likeness Score: 1.30

References

1. De Meyer N, Haemers A, Mishra L, Pandey HK, Pieters LA, Vanden Berghe DA, Vlietinck AJ..  (1991)  4'-Hydroxy-3-methoxyflavones with potent antipicornavirus activity.,  34  (2): [PMID:1847431] [10.1021/jm00106a039]

Source

Source(1):

• Scientific Literature