Toxyloxanthone B

ID: ALA4459191

PubChem CID: 155526583

Max Phase: Preclinical

Molecular Formula: C19H16O5

Molecular Weight: 324.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C)C=Cc2c(c(O)cc3c2C(=O)c2c(O)cc(O)cc2C3)O1

Standard InChI:  InChI=1S/C19H16O5/c1-19(2)4-3-12-15-10(7-14(22)18(12)24-19)5-9-6-11(20)8-13(21)16(9)17(15)23/h3-4,6-8,20-22H,5H2,1-2H3

Standard InChI Key:  AVINGVPVQUQCOO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   30.7685   -6.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5857   -6.9791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1807   -6.2694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4000   -9.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4000   -7.7881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1053   -8.2008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1037   -9.0162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8079   -9.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5142   -9.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5118   -8.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8070   -7.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6947   -9.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6972   -8.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2881   -9.0191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9925   -9.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2867   -8.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9915   -7.7962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9936   -6.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2926   -6.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5840   -7.7970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5813   -9.4292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3985   -6.9709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.2223   -9.4244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.8050   -6.9772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
 13  5  1  0
 12  4  1  0
  4  7  1  0
  6  5  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
 12 13  2  0
 13 17  1  0
 16 14  1  0
 14 15  2  0
 15 12  1  0
 16 17  2  0
 16 20  1  0
 17 18  1  0
 18 19  2  0
 19  2  1  0
  2 20  1  0
 14 21  1  0
  5 22  2  0
  9 23  1  0
 11 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4459191

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 324.33

Molecular Weight (Monoisotopic): 324.0998

AlogP: 3.12

#Rotatable Bonds: ┄

Polar Surface Area: 86.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.77

CX Basic pKa: ┄

CX LogP: 4.19

CX LogD: 4.03

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.59

Np Likeness Score: 2.39

References

1. Sukandar ER, Kaennakam S, Rassamee K, Ersam T, Siripong P, Tip-Pyang S..  (2019)  Tetrandraxanthones A-I, Prenylated and Geranylated Xanthones from the Stem Bark of Garcinia tetrandra.,  82  (5): [PMID:30978023] [10.1021/acs.jnatprod.9b00046]

Source

Source(1):

• Scientific Literature