7-hydroxy-3-(4-hydroxyphenyl)-8-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-((((2S,3R,4S,5R)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one

ID: ALA5196038

Cas Number: 114240-18-5

PubChem CID: 100990912

Max Phase: Preclinical

Molecular Formula: C26H28O13

Molecular Weight: 548.50

Names and Identifiers

Canonical SMILES:  O=c1c(-c2ccc(O)cc2)coc2c([C@@H]3O[C@H](CO[C@@H]4OC[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)c(O)ccc12

Standard InChI:  InChI=1S/C26H28O13/c27-11-3-1-10(2-4-11)13-7-36-24-12(18(13)30)5-6-14(28)17(24)25-22(34)21(33)20(32)16(39-25)9-38-26-23(35)19(31)15(29)8-37-26/h1-7,15-16,19-23,25-29,31-35H,8-9H2/t15-,16-,19+,20-,21+,22-,23-,25+,26+/m1/s1

Standard InChI Key:  YCFQXQCEEPCZMO-KATYHMCLSA-N

Molfile:  

 
     RDKit          2D

 39 43  0  0  0  0  0  0  0  0999 V2000
   -1.0707    2.6818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3561    3.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3557    2.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3557    1.8571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3543    1.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0707    1.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0703    3.0949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7850    2.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7850    1.8571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0703    1.4444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3543    0.6201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3602    0.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3602   -0.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3543   -1.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0689   -0.6176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0689    0.2076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4996    3.0949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998    3.9201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2127    4.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9276    3.9180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9291    3.0970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2173    2.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0703    3.9201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6422    4.3307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853    1.4408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0749    0.6201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0748   -1.0301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3543   -1.8553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7836   -1.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7836   -1.8553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4982   -2.2679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4982   -3.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2128   -3.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9275   -3.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9275   -2.2679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2129   -1.8553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6422   -3.5057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2128   -4.3308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7836   -3.5057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
  4 10  1  0
 11  5  1  1
 11 12  1  0
 13 12  1  0
 14 13  1  0
 15 14  1  0
 11 16  1  0
 16 15  1  0
 17  8  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 21 20  1  0
 17 22  1  0
 22 21  2  0
  7 23  2  0
 20 24  1  0
  6 25  1  0
 12 26  1  6
 13 27  1  1
 14 28  1  6
 15 29  1  1
 29 30  1  0
 31 30  1  1
 32 31  1  0
 33 32  1  0
 34 33  1  0
 35 34  1  0
 36 35  1  0
 31 36  1  0
 34 37  1  6
 33 38  1  1
 32 39  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA5196038

   Puerarin 6''-O-xyloside

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 548.50

Molecular Weight (Monoisotopic): 548.1530

AlogP: -1.15

#Rotatable Bonds: 5

Polar Surface Area: 219.74

Molecular Species: ACID

HBA: 13

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 6.03

CX Basic pKa: ┄

CX LogP: -1.17

CX LogD: -2.50

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.19

Np Likeness Score: 1.86

References

1. He X, Zhang H, Zhang Y, Ye Y, Wang S, Bai R, Xie T, Ye XY..  (2022)  Drug discovery of histone lysine demethylases (KDMs) inhibitors (progress from 2018 to present).,  231  [PMID:35101649] [10.1016/j.ejmech.2022.114143]

Source

Source(1):

• Scientific Literature