3,4,6-trihydroxy-1-methyl-xanthen-9-one

ID: ALA4792623

PubChem CID: 162671947

Max Phase: Preclinical

Molecular Formula: C14H10O5

Molecular Weight: 258.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(O)c(O)c2oc3cc(O)ccc3c(=O)c12

Standard InChI:  InChI=1S/C14H10O5/c1-6-4-9(16)13(18)14-11(6)12(17)8-3-2-7(15)5-10(8)19-14/h2-5,15-16,18H,1H3

Standard InChI Key:  WJDKXAMDTHYOLG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   31.5678  -27.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5666  -28.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2747  -28.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2729  -26.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9815  -27.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9803  -28.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6904  -28.5758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6928  -26.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4074  -27.3413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4061  -28.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1155  -28.5722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8265  -28.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8238  -27.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1139  -26.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6928  -26.1082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.1116  -26.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5348  -28.5697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.1151  -29.3894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8586  -28.5704    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  8  1  0
  6  7  1  0
  7 10  1  0
  9  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  8 15  2  0
 14 16  1  0
 12 17  1  0
 11 18  1  0
  2 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4792623

   ---

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: 258.23

Molecular Weight (Monoisotopic): 258.0528

AlogP: 2.37

#Rotatable Bonds: ┄

Polar Surface Area: 90.90

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.29

CX Basic pKa: ┄

CX LogP: 2.56

CX LogD: 2.14

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.43

Np Likeness Score: 1.42

References

1. Rosa GP,Palmeira A,Resende DISP,Almeida IF,Kane-Pagès A,Barreto MC,Sousa E,Pinto MMM.  (2021)  Xanthones for melanogenesis inhibition: Molecular docking and QSAR studies to understand their anti-tyrosinase activity.,  29  [PMID:33242700] [10.1016/j.bmc.2020.115873]

Source

Source(1):

• Scientific Literature