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
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MDLMOL SDF CSV TSV
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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

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Created at
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Updated at
15th Dec 2020