Structure Database (LMSD)

H H H H OH O O
Common Name
17alpha-hydroxy-5alpha-dihydroprogesterone
Systematic Name
5α-Pregnan-17α-ol-3,20-dione
Synonyms
  • (5alpha)-17-Hydroxypregnane-3,20-dione
LM ID
LMST02030304
Formula
C21H32O3
Exact Mass
Calculate m/z
332.235145
Sum Composition
ST 21:2;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroids [ST02]
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]

String Representations

InChiKey (Click to copy)
UUOHXXXJRQGPLC-JJFNZWTKSA-N
InChi (Click to copy)
InChI=1S/C21H32O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h14,16-18,24H,4-12H2,1-3H3/t14-,16+,17-,18-,19-,20-,21-/m0/s1
SMILES (Click to copy)
C1CC(=O)C[C@]2([H])CC[C@@]3([H])[C@]4([H])CC[C@](O)(C(C)=O)[C@@]4(C)CC[C@]3([H])[C@@]12C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Role of a disordered steroid metabolome in the elucidation of sterol and steroid biosynthesis.,
Lipids, 2012
Pubmed ID: 21874273

Other Databases

PubChem CID
11889565

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 4
Aromatic Rings
Rotatable Bonds 1
Van der Waals Molecular Volume 343.51
Topological Polar Surface Area 54.37
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 4.20
Molar Refractivity 92.88

Admin

Created at
8th Mar 2023
Updated at
8th Mar 2023