Structure Database (LMSD)

HO H HO OH OH H H H HO
Common Name
beta-Allocortol
Systematic Name
5α-pregnane-3α,11β,17,20R,21-pentol
Synonyms
LM ID
LMST02030233
Formula
C21H36O5
Exact Mass
Calculate m/z
368.256275
Sum Composition
ST 21:0;O5
Status
Active
Show lipids differing only in stereochemistry/bond geometry

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)
FFPUNPBUZDTHJI-MSCBHBOZSA-N
InChi (Click to copy)
InChI=1S/C21H36O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12-18,22-26H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,17+,18+,19-,20-,21-/m0/s1
SMILES (Click to copy)
C1C[C@]2(C)[C@@]3([H])[C@@H](O)C[C@]4(C)[C@@](O)([C@H](O)CO)CC[C@@]4([H])[C@]3([H])CC[C@@]2([H])C[C@@H]1O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Metabolic transformation of hydrocortisone-4-C14 in normal men.,
J Biol Chem, 1960
Pubmed ID: 13825604

Other Databases

CHEBI ID
185195
PubChem CID
12304025

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 4
Aromatic Rings
Rotatable Bonds 2
Van der Waals Molecular Volume 366.37
Topological Polar Surface Area 101.15
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 5
logP 2.88
Molar Refractivity 99.70

Admin

Created at
9th Aug 2019
Updated at
12th Jul 2023