Structure Database (LMSD)

Common Name
Cortolonic acid
Systematic Name
3α,17α,20α-trihydroxy-11-oxopregnan-21-oic acid
Synonyms
  • 5beta-pregnane-3alpha,17alpha,20alpha-11-triol-11-one-21-oic acid
LM ID
LMST02030300
Formula
C21H32O6
Exact Mass
Calculate m/z
380.21989
Sum Composition
ST 21:2;O6
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]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Studies in the biotransformation of cortisol to the cortoic acids in man. II. The central role of tetrahydrocortisol and tetrahydrocortisone as intermediates.,
J Clin Endocrinol Metab, 1977
Pubmed ID: 849978

String Representations

InChiKey (Click to copy)
WSGDQTSOKWCQOM-MLKYROJOSA-N
InChi (Click to copy)
InChI=1S/C21H32O6/c1-19-7-5-12(22)9-11(19)3-4-13-14-6-8-21(27,17(24)18(25)26)20(14,2)10-15(23)16(13)19/h11-14,16-17,22,24,27H,3-10H2,1-2H3,(H,25,26)/t11-,12-,13+,14+,16-,17+,19+,20+,21+/m1/s1
SMILES (Click to copy)
C1C[C@@H](O)C[C@@]2([H])CC[C@@]3([H])[C@]4([H])CC[C@](O)([C@H](C(O)=O)O)[C@@]4(C)CC(=O)[C@]3([H])[C@@]12C

Other Databases

PubChem CID
162664

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 4
Aromatic Rings
Rotatable Bonds 2
Van der Waals Molecular Volume 369.88
Topological Polar Surface Area 115.06
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 2.60
Molar Refractivity 98.25

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Created at
7th Mar 2023
Updated at
7th Mar 2023