Structure Database (LMSD)

Common Name
Pregn-5-ene-3beta,20alpha-diol
Systematic Name
Pregn-5-en-3β,20S-diol
Synonyms
  • delta5-pregnenediol
LM ID
LMST02030205
Formula
C21H34O2
Exact Mass
Calculate m/z
318.25588
Sum Composition
ST 21:1;O2
Status
Curated
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 graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rattus norvegicus (#10116)
Mammalia (#40674)
Considerations of delta 5-pregnenediol formation in ovarian tissue,
Steroids, 1975
Pubmed ID: 1167431

String Representations

InChiKey (Click to copy)
QAAQQTDJEXMIMF-YZXCLFAISA-N
InChi (Click to copy)
InChI=1S/C21H34O2/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/h4,13,15-19,22-23H,5-12H2,1-3H3/t13-,15-,16-,17+,18-,19-,20-,21+/m0/s1
SMILES (Click to copy)
C1C[C@H](O)CC2=CC[C@]3([H])[C@@]([H])([C@]21C)CC[C@]1(C)[C@@]([H])([C@]([H])(C)O)CC[C@]13[H]

Other Databases

CHEBI ID
166781
PubChem CID
94194

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 4
Aromatic Rings 0
Rotatable Bonds 1
Van der Waals Molecular Volume 337.36
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 4.88
Molar Refractivity 93.90

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Updated at
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