Structure Database (LMSD)

Systematic Name
21-Hydroxy-5α-pregnane-3,11,20-trione
Synonyms
  • 5alpha-pregnan-21-ol-3,11,20-trione
LM ID
LMST02030286
Formula
C21H30O4
Exact Mass
Calculate m/z
346.21441
Sum Composition
ST 21:3;O4
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 graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Human steroid biosynthesis, metabolism and excretion are differentially reflected by serum and urine steroid metabolomes: A comprehensive review.,
J Steroid Biochem Mol Biol, 2019
Pubmed ID: 31362062

String Representations

InChiKey (Click to copy)
ZDUVZJUTJOBJHS-RRSMVVDXSA-N
InChi (Click to copy)
InChI=1S/C21H30O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h12,14-16,19,22H,3-11H2,1-2H3/t12-,14-,15-,16+,19+,20-,21-/m0/s1
SMILES (Click to copy)
[C@@]12([H])CC[C@@]3([H])CC(=O)CC[C@]3(C)[C@@]1([H])C(=O)C[C@]1(C)[C@@H](C(=O)CO)CC[C@@]21[H]

Other Databases

PubChem CID
70355236

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 4
Aromatic Rings
Rotatable Bonds 2
Van der Waals Molecular Volume 349.66
Topological Polar Surface Area 71.44
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 3.24
Molar Refractivity 93.20

Admin

Created at
19th Aug 2022
Updated at
19th Aug 2022