4-Androsten-16alpha-ol-3,17dione

ID: ALA1908014

Cas Number: 63-02-5

PubChem CID: 440574

Product Number: H333255, Order Now?

Max Phase: Preclinical

Molecular Formula: C19H26O3

Molecular Weight: 302.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)[C@H](O)C[C@@H]12

Standard InChI:  InChI=1S/C19H26O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(21)17(19)22/h9,13-16,21H,3-8,10H2,1-2H3/t13-,14+,15+,16-,18+,19+/m1/s1

Standard InChI Key:  SSBCZTXGVMMZOT-NBBHSKLNSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
  -11.4321   -0.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7177    0.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7177    1.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4321    1.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1466    1.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1466    0.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0032    1.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2887    1.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2887    0.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0032   -0.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0032    2.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2888    2.6911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5743    2.2787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5743    1.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7897    1.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3048    1.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7897    2.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5743    3.1037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5347    3.3182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5743    0.6286    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2887    1.8661    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0032    0.6286    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7177    1.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8611   -0.1964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4798    1.8662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  1  1  0
 10  2  1  0
  2  3  1  0
  3  7  1  0
  8  9  1  0
  9 10  1  0
 14  8  1  0
  8  7  1  0
  7 11  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
 16 17  1  0
 13 18  1  1
 17 19  2  0
 14 20  1  6
  8 21  1  1
  7 22  1  6
  3 23  1  1
  6 24  2  0
 16 25  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA1908014

   16α-Hydroxyandrostenedione

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: 302.41

Molecular Weight (Monoisotopic): 302.1882

AlogP: 3.06

#Rotatable Bonds: ┄

Polar Surface Area: 54.37

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.38

CX Basic pKa: ┄

CX LogP: 3.06

CX LogD: 3.06

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.75

Np Likeness Score: 2.53

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]

2. Adhikari N, Baidya SK, Jha T..  (2020)  Effective anti-aromatase therapy to battle against estrogen-mediated breast cancer: Comparative SAR/QSAR assessment on steroidal aromatase inhibitors.,  208  [PMID:33017749] [10.1016/j.ejmech.2020.112845]

Source

Source(1):

• Scientific Literature