alvaxanthone

ID: ALA478937

PubChem CID: 12305823

Max Phase: Preclinical

Molecular Formula: C23H24O6

Molecular Weight: 396.44

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Alvaxanthone | alvaxanthone|CHEMBL478937

Canonical SMILES:  C=CC(C)(C)c1c(O)cc2oc3c(O)c(O)cc(CC=C(C)C)c3c(=O)c2c1O

Standard InChI:  InChI=1S/C23H24O6/c1-6-23(4,5)18-13(24)10-15-17(21(18)28)20(27)16-12(8-7-11(2)3)9-14(25)19(26)22(16)29-15/h6-7,9-10,24-26,28H,1,8H2,2-5H3

Standard InChI Key:  IXUNODGMZUQIQP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   -5.1139  -17.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1151  -18.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4003  -18.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4021  -17.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6867  -17.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6879  -18.4956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9749  -18.9086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9726  -17.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2551  -17.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2567  -18.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5444  -18.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8299  -18.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8322  -17.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5451  -17.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9726  -16.4266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5471  -16.4331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1190  -17.2517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5917  -16.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2976  -17.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5354  -16.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1226  -17.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1150  -18.9063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8299  -18.9101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4016  -19.7362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4045  -16.4330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1202  -16.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1227  -15.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8384  -14.7873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4095  -14.7830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  2  0
 14  9  1  0
  1  2  2  0
  8 15  2  0
  5  8  1  0
 14 16  1  0
  6  7  1  0
 13 17  1  0
  7 10  1  0
 17 18  1  0
  9  8  1  0
 17 19  1  0
  5  4  2  0
 17 20  1  0
  4  1  1  0
 19 21  2  0
  9 10  2  0
 12 22  1  0
  3 24  1  0
  5  6  1  0
  2 23  1  0
 10 11  1  0
  4 25  1  0
 11 12  2  0
 25 26  1  0
  2  3  1  0
 26 27  2  0
 12 13  1  0
 27 28  1  0
  3  6  2  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA478937

   ALVAXANTHONE

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: 396.44

Molecular Weight (Monoisotopic): 396.1573

AlogP: 4.74

#Rotatable Bonds: 4

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: 7.09

CX Basic pKa: ┄

CX LogP: 5.81

CX LogD: 5.20

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.29

Np Likeness Score: 2.50

References

1. Hou A, Fukai T, Shimazaki M, Sakagami H, Sun H, Nomura T..  (2001)  Benzophenones and xanthones with isoprenoid groups from Cudrania cochinchinensis.,  64  (1): [PMID:11170668] [10.1021/np000406p]

Source

Source(1):

• Scientific Literature