Structure Database (LMSD)

H H H H OH HO
Common Name
Pregnanediol
Systematic Name
5β-Pregnane-3α,20α-diol
Synonyms
LM ID
LMST02030264
Formula
C21H36O2
Exact Mass
Calculate m/z
320.27153
Sum Composition
ST 21:0;O2
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)
YWYQTGBBEZQBGO-BERLURQNSA-N
InChi (Click to copy)
InChI=1S/C21H36O2/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/h13-19,22-23H,4-12H2,1-3H3/t13-,14+,15+,16-,17+,18-,19-,20-,21+/m0/s1
SMILES (Click to copy)
C1C[C@@H](O)C[C@@]2([H])CC[C@@]3([H])[C@]4([H])CC[C@H]([C@H](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)
Crystal data (I) for pregnanediol and some of its isomers,
Acta Cryst, 1963

Other Databases

Wikipedia
Pregnanediol
KEGG ID
C05484
CHEBI ID
8387
PubChem CID
219833

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 4
Aromatic Rings
Rotatable Bonds 1
Van der Waals Molecular Volume 340.00
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 4.96
Molar Refractivity 93.93

Reactions

Filter by species:
ⓘ Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
Click on an edge to display the reaction(s).
Reactions graph legend

Admin

Created at
9th Aug 2022
Updated at
9th Aug 2022