Structure Database (LMSD)

HO H HO O H H H H H
Common Name
3beta,4beta-dihydroxycholest-23-one
Systematic Name
3β,4β-dihydroxycholest-23-one
Synonyms
LM ID
LMST01010447
Formula
C27H46O3
Exact Mass
Calculate m/z
418.344695
Sum Composition
ST 27:1;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

String Representations

InChiKey (Click to copy)
JUBCGNPQAFGJOP-TVCLBLDCSA-N
InChi (Click to copy)
InChI=1S/C27H46O3/c1-16(2)14-18(28)15-17(3)20-8-9-21-19-6-7-23-25(30)24(29)11-13-27(23,5)22(19)10-12-26(20,21)4/h16-17,19-25,29-30H,6-15H2,1-5H3/t17-,19+,20-,21+,22+,23+,24+,25-,26-,27-/m1/s1
SMILES (Click to copy)
[C@@]12([H])CC[C@@]3([H])[C@@H](O)[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CC(=O)CC(C)C)CC[C@@]21[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Dysoxylum binectariferum (#693285)
Magnoliopsida (#3398)
Cytotoxic steroids from the leaves of Dysoxylum binectariferum.,
Steroids, 2014
Pubmed ID: 24811265

Other Databases

PubChem CID
171119003

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 449.95
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.19
Molar Refractivity 121.88

Admin

Created at
25th Dec 2020
Updated at
25th Dec 2020