Structure Database (LMSD)

Common Name
Secosterol-B
Systematic Name
3β,5β-dihydroxy-b-norcholestan-6β-carboxaldehyde
Synonyms
  • 3,5-dihydroxy-B-norcholestane-6-carboxaldehyde
  • Atheronal-B
LM ID
LMST01010125
Formula
C27H46O3
Exact Mass
Calculate m/z
418.344695
Sum Composition
ST 27:1;O3
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Cholesterol, reactive oxygen species, and the formation of biologically active mediators.,
J Biol Chem, 2008
Pubmed ID: 18285330

String Representations

InChiKey (Click to copy)
XILGKUFKDWNZBF-FUARUQEFSA-N
InChi (Click to copy)
InChI=1S/C27H46O3/c1-17(2)7-6-8-18(3)20-9-10-21-24-22(12-13-25(20,21)4)26(5)14-11-19(29)15-27(26,30)23(24)16-28/h16-24,29-30H,6-15H2,1-5H3/t18-,19+,20-,21+,22+,23-,24+,25-,26-,27-/m1/s1
SMILES (Click to copy)
[C@@]12([H])[C@@H](C=O)[C@]3(O)C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCCC(C)C)CC[C@@]21[H]

Other Databases

PubChem CID
6398885

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
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
-
Updated at
1st Mar 2021