Structure Database (LMSD)

Common Name
isoprogesterone
Systematic Name
pregn-5-ene-3,20-dione
Synonyms
LM ID
LMST02030299
Status
Active
Exact Mass
Calculate m/z
314.22458
Formula
C21H30O2
Abbrev
ST 21:3;O2
Show lipids differing only in stereochemistry/bond geometry
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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)
MNRHZPCIEGLWGK-LEKSSAKUSA-N
InChi (Click to copy)
InChI=1S/C21H30O2/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/h4,16-19H,5-12H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1
SMILES (Click to copy)
C1C=C2[C@@](C)([C@@]3([H])CC[C@@]4([C@H](CC[C@@]4([H])[C@]13[H])C(=O)C)C)CCC(=O)C2

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Human placental 3beta-hydroxysteroid dehydrogenase: delta5-isomerase. Demonstration of an intermediate in the conversion of 3beta-hydroxypregn-5-en-20-one to pregn-4-ene-3,20-dione.,
J Biol Chem, 1976
Pubmed ID: 1254588

Other Databases

CHEBI ID
63837
PubChem CID
150901

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 4
Aromatic Rings
Rotatable Bonds 1
Van der Waals Molecular Volume 332.08
Topological Polar Surface Area 34.14
Hydrogen Bond Donors
Hydrogen Bond Acceptors 2
logP 4.72
Molar Refractivity 90.88

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

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Created at
14th Oct 2022
Updated at
14th Oct 2022