5beta-Pregnan-3beta-ol-20-one

ID: ALA1908049

Cas Number: 128-21-2

PubChem CID: 228491

Product Number: E696523, Order Now?

Max Phase: Preclinical

Molecular Formula: C21H34O2

Molecular Weight: 318.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C21H34O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14-19,23H,4-12H2,1-3H3/t14-,15+,16+,17-,18+,19+,20+,21-/m1/s1

Standard InChI Key:  AURFZBICLPNKBZ-GRWISUQFSA-N

Molfile:  

     RDKit          2D

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   -4.8458   -1.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1338   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1338    0.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4218   -0.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4207   -1.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7097   -1.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9951   -1.2190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7118    0.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9943   -0.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9955    1.2598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7155    0.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2780    0.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2811    0.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4932   -0.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0030    0.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4881    1.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5597   -1.6344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4292    0.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4250   -2.0417    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2833    1.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2303    1.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5774    2.0507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7800    2.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7167   -0.8042    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2875   -0.8083    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0000    0.4333    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
 13 14  1  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  5  9  1  0
  6  7  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 13  1  0
  7  8  1  0
  2 18  1  1
  8 10  1  0
  5 19  1  1
  9 10  1  0
  6 20  1  1
  3  6  1  0
 13 21  1  1
  5  4  1  0
 17 22  1  1
  5  6  1  0
 22 23  2  0
 22 24  1  0
  9 12  1  0
  9 25  1  6
 10 14  1  0
 14 26  1  6
 13 11  1  0
 10 27  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA1908049

   Epipregnanolone

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: 318.50

Molecular Weight (Monoisotopic): 318.2559

AlogP: 4.60

#Rotatable Bonds: 1

Polar Surface Area: 37.30

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.99

CX LogD: 3.99

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.77

Np Likeness Score: 2.21

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