Structure Database (LMSD)

Systematic Name
cholesta-4,6,8(14)-trien-3β-ol
Synonyms
LM ID
LMST01010254
Formula
C27H42O
Exact Mass
Calculate m/z
382.323565
Sum Composition
ST 27:3;O
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
synthetic construct (#32630)
Oxysterols from free radical chain oxidation of 7-dehydrocholesterol: product and mechanistic studies.,
J Am Chem Soc, 2010
Pubmed ID: 20121089

String Representations

InChiKey (Click to copy)
IRWHGBOEXIKZOS-RQZUOROGSA-N
InChi (Click to copy)
InChI=1S/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9-10,17-19,21,23,25,28H,6-8,11-16H2,1-5H3/t19-,21+,23-,25+,26+,27-/m1/s1
SMILES (Click to copy)
C1[C@@]2(C)C(C=CC3[C@]2([H])CC[C@@]2([C@@]([H])([C@H](C)CCCC(C)C)CCC=32)C)=C[C@@H](O)C1

Other Databases

PubChem CID
101497651

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 427.09
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 7.52
Molar Refractivity 119.52

Admin

Created at
-
Updated at
2nd Mar 2021