Structure Database (LMSD)

Common Name
Allopregnanolone
Systematic Name
3α-hydroxy-5α-pregnane-20-one
Synonyms
  • (3alpha,5alpha)-3-hydroxypregnan-20-one
  • allopregnan-3alpha-ol-20-one
  • brexanolone
LM ID
LMST02030130
Status
Active
Exact Mass
Calculate m/z
318.25588
Formula
C21H34O2
Abbrev
ST 21:1;O2
Show lipids differing only in stereochemistry/bond geometry
View MoNA MS spectra
Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

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)
AURFZBICLPNKBZ-SYBPFIFISA-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/h14-19,23H,4-12H2,1-3H3/t14-,15+,16-,17+,18-,19-,20-,21+/m0/s1
SMILES (Click to copy)
[C@@]12([H])CC[C@@]3([H])C[C@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@H](C(=O)C)CC[C@@]21[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Neurosteroids: endogenous role in the human brain and therapeutic potentials,
Prog Brain Res., 2010
Pubmed ID: 21094889

Other Databases

Wikipedia
Allopregnanolone
KEGG ID
C13712
HMDB ID
HMDB01449
CHEBI ID
50169
PubChem CID
92786
SwissLipids ID
SLM:000485381
Cayman ID
16930

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 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 4.88
Molar Refractivity 92.42

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
-
Updated at
15th Dec 2020