16a-Hydroxyprogesterone

ID: ALA1908005

Cas Number: 438-07-3

PubChem CID: 243761

Product Number: H336075, Order Now?

Max Phase: Preclinical

Molecular Formula: C21H30O3

Molecular Weight: 330.47

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 16A-Hydroxyprogesterone | 16alpha-Hydroxyprogesterone|438-07-3|16alpha-Hydroxy Progesterone|16.alpha.-Hydroxyprogesterone|16-ALPHA-HYDROXYPROGESTERONE|16alpha-hydroxyprogesterone1|Y7JT9A46EO|16alpha-Hydroxypregn-4-ene-3,20-dione|CHEBI:15826|NSC-53910|NSC-523249|(8S,9S,10R,13S,14S,16R,17R)-17-acetyl-16-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one|Pregn-4-ene-3,20-dione, 16.alpha.-hydroxy-|Pregn-4-ene-3,20-dione, 16-hydroxy-, (16.alpha.)-|16a-hydroShow More⌵

Canonical SMILES:  CC(=O)[C@H]1[C@H](O)C[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C

Standard InChI:  InChI=1S/C21H30O3/c1-12(22)19-18(24)11-17-15-5-4-13-10-14(23)6-8-20(13,2)16(15)7-9-21(17,19)3/h10,15-19,24H,4-9,11H2,1-3H3/t15-,16+,17+,18-,19+,20+,21+/m1/s1

Standard InChI Key:  LOVNYFVWYTXDRE-RMWFXKKMSA-N

Molfile:  

     RDKit          2D

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  -11.8962    0.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8962    1.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -11.1818    0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1818    2.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.2653    4.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9063    3.9808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6666    3.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6583    2.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6665    1.1242    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4673    2.3572    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  -11.8962    2.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0397    0.2946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 16 22  1  6
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  8 24  1  1
  7 25  1  6
  4 26  1  1
  1 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1908005

   16α-Hydroxy Progesterone

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: 330.47

Molecular Weight (Monoisotopic): 330.2195

AlogP: 3.69

#Rotatable Bonds: 1

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: ┄

CX Basic pKa: ┄

CX LogP: 2.92

CX LogD: 2.92

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.80

Np Likeness Score: 2.24

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