1,3,5,6-Tetramethoxy-4-phenyl-9H-xanthen-9-one

ID: ALA2436161

PubChem CID: 73351016

Max Phase: Preclinical

Molecular Formula: C23H20O6

Molecular Weight: 392.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(=O)c3c(OC)cc(OC)c(-c4ccccc4)c3oc2c1OC

Standard InChI:  InChI=1S/C23H20O6/c1-25-15-11-10-14-20(24)19-17(27-3)12-16(26-2)18(13-8-6-5-7-9-13)23(19)29-21(14)22(15)28-4/h5-12H,1-4H3

Standard InChI Key:  ICZOJAIVELMTCG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.9279   -1.9162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6328   -2.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6328   -3.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9278   -3.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2188   -3.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5097   -3.5506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0956   -3.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5097   -1.0990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9278   -4.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6328   -4.7764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.9278   -6.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2188   -4.7764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6774   -3.5506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9725   -3.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0956   -4.3678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3865   -4.7764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3419   -3.5506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0469   -3.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9279   -1.0990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6328   -0.6904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  2  0
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  9 14  2  0
  1 14  1  0
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 19 20  2  0
 20 21  1  0
 16 21  2  0
  6 16  1  0
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 11 22  1  0
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 10 24  1  0
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  5 26  1  0
 28 29  1  0
  3 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2436161

   1,3,5,6-Tetramethoxy-4-phenylxanthen-9-one

Molecule Features

Natural Product: No

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: 392.41

Molecular Weight (Monoisotopic): 392.1260

AlogP: 4.65

#Rotatable Bonds: 5

Polar Surface Area: 67.13

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.98

CX LogD: 3.98

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: 0.80

References

1. Dai M, Yuan X, Kang J, Zhu ZJ, Yue RC, Yuan H, Chen BY, Zhang WD, Liu RH, Sun QY..  (2013)  Synthesis and biological evaluation of phenyl substituted polyoxygenated xanthone derivatives as anti-hepatoma agents.,  69  [PMID:24013415] [10.1016/j.ejmech.2013.08.020]

Source

Source(1):

• Scientific Literature