Corticosterone-21-sulfate

ID: ALA2075012

Cas Number: 1105-02-8

PubChem CID: 193324

Max Phase: Preclinical

Molecular Formula: C21H30O7S

Molecular Weight: 426.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2C(=O)COS(=O)(=O)O

Standard InChI:  InChI=1S/C21H30O7S/c1-20-8-7-13(22)9-12(20)3-4-14-15-5-6-16(18(24)11-28-29(25,26)27)21(15,2)10-17(23)19(14)20/h9,14-17,19,23H,3-8,10-11H2,1-2H3,(H,25,26,27)/t14-,15-,16+,17-,19+,20-,21-/m0/s1

Standard InChI Key:  DWEMVKUDQCSHGT-HJTSIMOOSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
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  -14.8205    3.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5350    2.8580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5350    2.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8205    1.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1061    2.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3916    3.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6771    2.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6771    2.0331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3916    1.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3916    4.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -11.4751    5.7483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1161    5.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5327    4.7233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7359    4.9368    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9390    5.1504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9494    5.7337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5223    4.1399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9627    4.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6771    3.6831    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9626    2.4456    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3916    2.4456    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1060    3.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.2495    1.6205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1061    4.5080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
 10  6  1  0
  6  1  1  0
  1  7  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  0
  8  7  1  0
 14  8  1  0
 11 12  1  0
 12 13  1  0
 13 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 17 16  1  0
 17 18  1  1
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 22 25  2  0
 13 26  1  1
  8 27  1  1
 14 28  1  6
  7 29  1  6
  1 30  1  1
  4 31  2  0
 11 32  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA2075012

   Corticosterone sulfate

Molecule Features

Natural Product: No

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: 426.53

Molecular Weight (Monoisotopic): 426.1712

AlogP: 2.49

#Rotatable Bonds: 4

Polar Surface Area: 117.97

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -1.59

CX Basic pKa: ┄

CX LogP: 0.54

CX LogD: -0.30

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.66

Np Likeness Score: 2.14

References

1. Kanai N, Lu R, Bao Y, Wolkoff AW, Vore M, Schuster VL..  (1996)  Estradiol 17 beta-D-glucuronide is a high-affinity substrate for oatp organic anion transporter.,  270  (1): [PMID:8779894] [10.1152/ajprenal.1996.270.2.f326]

Source

Source(1):

• TP-search Transporter Database