16beta-Hydroxyestrone

ID: ALA1908079

Cas Number: 966-06-3

PubChem CID: 22833517

Max Phase: Preclinical

Molecular Formula: C18H22O3

Molecular Weight: 286.37

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 16Beta-Hydroxyestrone | 16beta-Hydroxyestrone|16b-Hydroxyestrone|CHEBI:87628|3,16-Dihydroxyestra-1,3,5(10)-trien-17-one|966-06-3|SCHEMBL224256|CHEMBL1908079|DTXSID301316033|LMST02010046|3,16-dihydroxy-Estra-1,3,5(10)-trien-17-one|3,16beta-dihydroxyestra-1,3,5(10)-trien-17-one|3,16beta-dihydroxy-estra-1,3,5(10)-trien-17-one|Q27159788|(16beta)-3,16-dihydroxyestra-1,3,5(10)-trien-17-one

Canonical SMILES:  C[C@]12CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1C[C@H](O)C2=O

Standard InChI:  InChI=1S/C18H22O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-16,19-20H,2,4,6-7,9H2,1H3/t13-,14-,15+,16+,18+/m1/s1

Standard InChI Key:  WPOCIZJTELRQMF-LFRCEIEQSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   -5.4563   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7418   -2.6937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7418   -1.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4563   -1.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1708   -1.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1708   -2.6937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0274   -1.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3129   -1.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3129   -2.6936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0274   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0274   -0.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3129   -0.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5985   -0.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5984   -1.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8138   -1.7110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3289   -1.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8138   -0.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5985    0.1939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3129   -1.0436    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5984   -2.2811    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0274   -2.2812    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8853   -3.1062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4013    0.3383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5039   -1.0435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  3  4  2  0
  4  5  1  0
  5  6  2  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
  8 19  1  1
 14 20  1  6
  7 21  1  6
  6 22  1  0
 17 23  2  0
 16 24  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA1908079

   16beta-Hydroxyestrone

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: 286.37

Molecular Weight (Monoisotopic): 286.1569

AlogP: 2.79

#Rotatable Bonds: ┄

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.33

CX Basic pKa: ┄

CX LogP: 3.44

CX LogD: 3.44

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.77

Np Likeness Score: 2.39

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