Testosterone-17-glucuronide

ID: ALA2074651

Cas Number: 1180-25-2

PubChem CID: 108192

Max Phase: Preclinical

Molecular Formula: C25H36O8

Molecular Weight: 464.56

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H36O8/c1-24-9-7-13(26)11-12(24)3-4-14-15-5-6-17(25(15,2)10-8-16(14)24)32-23-20(29)18(27)19(28)21(33-23)22(30)31/h11,14-21,23,27-29H,3-10H2,1-2H3,(H,30,31)/t14-,15-,16-,17-,18-,19-,20+,21-,23+,24-,25-/m0/s1

Standard InChI Key:  NIKZPECGCSUSBV-HMAFJQTKSA-N

Molfile:  

     RDKit          2D

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  9 36  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA2074651

   Testosterone glucuronide

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: 464.56

Molecular Weight (Monoisotopic): 464.2410

AlogP: 1.80

#Rotatable Bonds: 3

Polar Surface Area: 133.52

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.63

CX Basic pKa: ┄

CX LogP: 1.91

CX LogD: -1.42

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.50

Np Likeness Score: 2.33

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