2,7-dihydroxy-1-methoxy-9H-xanthen-9-one

ID: ALA4085362

PubChem CID: 11623029

Max Phase: Preclinical

Molecular Formula: C14H10O5

Molecular Weight: 258.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(O)ccc2oc3ccc(O)cc3c(=O)c12

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

Standard InChI Key:  NMIUUTLHKYHOBS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   20.3747   -3.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3736   -3.8571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0816   -4.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0798   -2.6287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7884   -3.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7918   -3.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5042   -4.2666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4974   -2.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2144   -3.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2172   -3.8530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9319   -4.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6441   -3.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6373   -3.0176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9221   -2.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4929   -1.7990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9157   -1.7960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6202   -1.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3414   -2.6030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6669   -2.6292    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
 16 17  1  0
 13 18  1  0
  1 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4085362

   2,7-Dihydroxy-1-methoxyxanthen-9-one

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: 258.23

Molecular Weight (Monoisotopic): 258.0528

AlogP: 2.37

#Rotatable Bonds: 1

Polar Surface Area: 79.90

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.00

CX Basic pKa: ┄

CX LogP: 2.19

CX LogD: 2.18

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.65

Np Likeness Score: 1.40

References

1. Wang Q, Ma C, Ma Y, Li X, Chen Y, Chen J..  (2017)  Structure-activity relationships of diverse xanthones against multidrug resistant human tumor cells.,  27  (3): [PMID:28065566] [10.1016/j.bmcl.2016.12.045]

Source

Source(1):

• Scientific Literature