5beta-Etiocholanic Acid

ID: ALA1908038

Cas Number: 15173-54-3

PubChem CID: 14561597

Max Phase: Preclinical

Molecular Formula: C20H32O3

Molecular Weight: 320.47

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 5Beta-Etiocholanic Acid | 15173-54-3|5alpha-Androstan-3beta-ol-17beta-carboxylic acid|5Beta-Etiocholanic Acid|SCHEMBL9224565|CHEMBL1908038

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

Standard InChI:  InChI=1S/C20H32O3/c1-19-9-7-13(21)11-12(19)3-4-14-15-5-6-17(18(22)23)20(15,2)10-8-16(14)19/h12-17,21H,3-11H2,1-2H3,(H,22,23)/t12-,13-,14-,15-,16-,17+,19-,20-/m0/s1

Standard InChI Key:  KAYYIYDHRSEWHR-OWAZHJKWSA-N

Molfile:  

     RDKit          2D

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  -13.9794    1.3550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9794    2.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6939    2.5925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.4084    2.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -12.5505    2.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5505    1.3550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2650    0.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2650    3.4175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5505    3.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8361    3.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8360    2.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0514    2.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5665    3.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -11.8361    4.2426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5505    3.0050    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9794    3.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8360    1.7676    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2650    1.7675    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.1228    0.9425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9794    0.5300    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3485    5.0702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9895    4.6287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 15 16  1  0
 17 16  1  0
 17 18  1  1
 13 19  1  1
  8 20  1  1
  3 21  1  1
 14 22  1  6
  7 23  1  6
  6 24  1  1
  2 25  1  6
 18 26  1  0
 18 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1908038

   5alpha-Androstan-3beta-ol-17beta-carboxylic acid

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: 320.47

Molecular Weight (Monoisotopic): 320.2351

AlogP: 4.09

#Rotatable Bonds: 1

Polar Surface Area: 57.53

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.81

CX Basic pKa: ┄

CX LogP: 3.66

CX LogD: 1.11

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.76

Np Likeness Score: 2.17

References

1. Tukey RH, Strassburg CP..  (2000)  Human UDP-glucuronosyltransferases: metabolism, expression, and disease.,  40  (1): [PMID:10836148] [10.1146/annurev.pharmtox.40.1.581]

Source

Source(1):

• Scientific Literature