Structure Database (LMSD)

Common Name
Cholesteryl nitrolinoleate
Systematic Name
cholest-5-en-3β-yl (13-nitro-9Z,12Z-octadecadienoate)
Synonyms
LM ID
LMST01020028
Formula
C45H75NO4
Exact Mass
Calculate m/z
693.569609
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Steryl esters [ST0102]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Cholesteryl nitrolinoleate, a nitrated lipid present in human blood plasma and lipoproteins.,
J Lipid Res, 2003
Pubmed ID: 12837858

String Representations

InChiKey (Click to copy)
DBECUTYNMXMLET-QKBQTZBKSA-N
InChi (Click to copy)
InChI=1S/C45H75NO4/c1-7-8-16-22-37(46(48)49)23-17-14-12-10-9-11-13-15-18-24-43(47)50-38-29-31-44(5)36(33-38)25-26-39-41-28-27-40(35(4)21-19-20-34(2)3)45(41,6)32-30-42(39)44/h12,14,23,25,34-35,38-42H,7-11,13,15-22,24,26-33H2,1-6H3/b14-12-,37-23+/t35-,38+,39+,40-,41+,42+,44+,45-/m1/s1
SMILES (Click to copy)
[C@]12(CC=C3C[C@@H](OC(=O)CCCCCCC/C=C\C/C=C(/[N+]([O-])=O)\CCCCC)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCCC(C)C)CC[C@@]21[H])[H]

Other Databases

PubChem CID
24779607

Calculated Physicochemical Properties

Heavy Atoms 50
Rings 4
Aromatic Rings 0
Rotatable Bonds 22
Van der Waals Molecular Volume 770.58
Topological Polar Surface Area 69.44
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 5
logP 13.64
Molar Refractivity 208.73

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Created at
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Updated at
24th Jul 2024