Structure Database (LMSD)

Systematic Name
27-nor-22R-hydroxy-5α-cholestan-3,6-dione
Synonyms
LM ID
LMST01010334
Formula
C26H42O3
Exact Mass
Calculate m/z
402.313395
Sum Composition
ST 26:2;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
Cystoseira myrica (#590108)
Phaeophyceae (#2870)
Marine natural products.,
Nat Prod Rep, 2011
Pubmed ID: 21152619

String Representations

InChiKey (Click to copy)
XZSOHMWSWMSLPQ-GPYRGFSRSA-N
InChi (Click to copy)
InChI=1S/C26H42O3/c1-5-6-7-23(28)16(2)19-8-9-20-18-15-24(29)22-14-17(27)10-12-26(22,4)21(18)11-13-25(19,20)3/h16,18-23,28H,5-15H2,1-4H3/t16-,18-,19+,20-,21-,22+,23+,25+,26+/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)[C@H](O)CCCC)CC[C@@]4([H])[C@]3([H])CC(=O)[C@@]2([H])CC(=O)C1

Other Databases

CHEBI ID
187677
PubChem CID
52931343

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 430.01
Topological Polar Surface Area 54.37
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 5.87
Molar Refractivity 115.82

Admin

Created at
-
Updated at
28th Apr 2021