Polystachyol

ID: ALA4459465

PubChem CID: 92016157

Max Phase: Preclinical

Molecular Formula: C22H28O8

Molecular Weight: 420.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc([C@H]2c3c(cc(OC)c(O)c3OC)C[C@H](CO)[C@H]2CO)cc(OC)c1O

Standard InChI:  InChI=1S/C22H28O8/c1-27-15-7-12(8-16(28-2)20(15)25)18-14(10-24)13(9-23)5-11-6-17(29-3)21(26)22(30-4)19(11)18/h6-8,13-14,18,23-26H,5,9-10H2,1-4H3/t13-,14-,18-/m1/s1

Standard InChI Key:  ZDVZKBOFCHOPLM-HBUWYVDXSA-N

Molfile:  

 
     RDKit          2D

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   30.2324  -10.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2313  -10.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9460  -11.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9442   -9.7543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6596  -10.1634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6584  -10.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3714  -11.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0901  -10.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0912  -10.1655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3737   -9.7479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3676  -12.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6504  -12.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6477  -13.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3616  -13.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0796  -13.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0787  -12.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3604  -14.7011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7943  -13.8732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7949  -14.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9320  -13.8710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9293  -14.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9477  -12.2323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2341  -12.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5164  -11.4063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5178   -9.7547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5176   -8.9298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8066   -9.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5201  -10.1689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8033  -11.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5190  -10.9979    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 10  1  0
  7  6  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  7 11  1  1
 14 17  1  0
 15 18  1  0
 18 19  1  0
 13 20  1  0
 20 21  1  0
  3 22  1  0
 22 23  1  0
  2 24  1  0
  1 25  1  0
 25 26  1  0
  9 27  1  6
 27 28  1  0
  8 29  1  1
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4459465

   (6S,7S,8S)-8-(4-hydroxy-3,5-dimethoxyphenyl)-6,7-bis(hydroxymethyl)-1,3-dimethoxy-5,6,7,8-tetrahydronaphthalen-2-ol

Molecule Features

Natural Product: Yes

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: 420.46

Molecular Weight (Monoisotopic): 420.1784

AlogP: 2.04

#Rotatable Bonds: 7

Polar Surface Area: 117.84

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.24

CX Basic pKa: ┄

CX LogP: 1.47

CX LogD: 1.46

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.54

Np Likeness Score: 1.69

References

1. Thao NP, Luyen BT, Vinh le B, Lee JY, Kwon YI, Kim YH..  (2016)  Rat intestinal sucrase inhibited by minor constituents from the leaves and twigs of Archidendron clypearia (Jack.) Nielsen.,  26  (17): [PMID:27481560] [10.1016/j.bmcl.2016.07.044]

Source

Source(1):

• Scientific Literature