Structure Database (LMSD)

Systematic Name
3α,11β,18,21-tetrahydroxy-5β-pregnan-20-one
Synonyms
  • 5beta-pregnane-3alpha,11beta,18,21-tetraol-20-one
LM ID
LMST02030278
Formula
C21H34O5
Exact Mass
Calculate m/z
366.240625
Sum Composition
ST 21:1;O5
Status
Curated
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)
HCCUWLZXNRCUSV-RXKIGOLRSA-N
InChi (Click to copy)
InChI=1S/C21H34O5/c1-20-7-6-13(24)8-12(20)2-3-14-15-4-5-16(18(26)10-22)21(15,11-23)9-17(25)19(14)20/h12-17,19,22-25H,2-11H2,1H3/t12-,13-,14+,15+,16-,17+,19-,20+,21-/m1/s1
SMILES (Click to copy)
[C@]12(CC[C@]3([H])C[C@H](O)CC[C@]3(C)[C@@]1([H])[C@@H](O)C[C@]1(CO)[C@@H](C(=O)CO)CC[C@@]21[H])[H]

Other Databases

PubChem CID
101680033

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 4
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 363.73
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 2.65
Molar Refractivity 98.12

Admin

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