Structure Database (LMSD)

H HO H H H O O HO OH
Common Name
5alpha-Dihydrocortisol
Systematic Name
5α-pregnane-11β,17α,21-triol-3,20-dione
Synonyms
  • Hydrallostane
LM ID
LMST02030272
Formula
C21H32O5
Exact Mass
Calculate m/z
364.224975
Sum Composition
ST 21:2;O5
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)
ACSFOIGNUQUIGE-SERXDUEGSA-N
InChi (Click to copy)
InChI=1S/C21H32O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12,14-16,18,22,24,26H,3-11H2,1-2H3/t12-,14-,15-,16-,18+,19-,20-,21-/m0/s1
SMILES (Click to copy)
[C@@]12([H])CC[C@](O)(C(CO)=O)[C@@]1(C)C[C@H](O)[C@]1([H])[C@@]3(C)CCC(=O)C[C@]3([H])CC[C@@]21[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
5 alpha-dihydrocortisol in human aqueous humor and metabolism of cortisol by human lenses in vitro.,
Invest Ophthalmol Vis Sci, 1991
Pubmed ID: 2055703

Other Databases

CHEBI ID
167505
PubChem CID
12816693

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 4
Aromatic Rings
Rotatable Bonds 2
Van der Waals Molecular Volume 361.09
Topological Polar Surface Area 94.83
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 2.72
Molar Refractivity 96.68

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

Admin

Created at
10th Aug 2022
Updated at
16th Aug 2022