Structure Database (LMSD)

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

Classification

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

Reactions

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ⓘ 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.
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Reactions graph legend

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

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

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

Admin

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