1,2,6-trihydroxy-7,8-dimethoxy-3-methylanthraquinone

ID: ALA479128

PubChem CID: 11131324

Max Phase: Preclinical

Molecular Formula: C17H14O7

Molecular Weight: 330.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(O)cc2c(c1OC)C(=O)c1c(cc(C)c(O)c1O)C2=O

Standard InChI:  InChI=1S/C17H14O7/c1-6-4-7-10(15(22)12(6)19)14(21)11-8(13(7)20)5-9(18)16(23-2)17(11)24-3/h4-5,18-19,22H,1-3H3

Standard InChI Key:  VRTPFKPLZCEFKF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    5.5546   -0.4553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5546    1.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2683    0.7811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2667   -0.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9793   -0.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6941   -0.0444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6917    0.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9785    1.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8409   -0.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8434    0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1312    1.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4159    0.7812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4174   -0.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1301   -0.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5531    2.0257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5558   -1.2823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9765    2.0193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1329    2.0192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7020   -0.4621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4174    2.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6998    1.1948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9836    0.7814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4108   -0.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4066    1.1997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
 11 12  2  0
  1  4  1  0
 12 13  1  0
  5  6  2  0
 13 14  2  0
 14  9  1  0
  3  2  1  0
  2 15  2  0
  6  7  1  0
  1 16  2  0
  8 17  1  0
  7  8  2  0
 11 18  1  0
  8  3  1  0
 13 19  1  0
 10  2  1  0
 18 20  1  0
  3  4  2  0
 12 21  1  0
  9 10  2  0
 21 22  1  0
  9  1  1  0
  6 23  1  0
 10 11  1  0
  7 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA479128

   Vrtpfkplzcefkf-uhfffaoysa-

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: 330.29

Molecular Weight (Monoisotopic): 330.0740

AlogP: 1.90

#Rotatable Bonds: 2

Polar Surface Area: 113.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.57

CX Basic pKa: ┄

CX LogP: 2.86

CX LogD: 2.61

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.61

Np Likeness Score: 1.58

References

1. Lin LC, Chou CJ, Kuo YC..  (2001)  Cytotoxic principles from Ventilago leiocarpa.,  64  (5): [PMID:11374975] [10.1021/np000569d]

Source

Source(1):

• Scientific Literature