Structure Database (LMSD)

Common Name
Sitosteryl 3E-pentenoate
Systematic Name
stigmast-5-en-3β-yl (3E-pentenoate)
Synonyms
  • Sitosteryl-3beta-3E-pentenoate
LM ID
LMST01020123
Formula
C34H56O2
Exact Mass
Calculate m/z
496.42803
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Steryl esters [ST0102]
Stigmasterols and C24-ethyl derivatives [ST0104]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rhizophora mucronata (#61149)
Magnoliopsida (#3398)
Lipidomics reveals a remarkable diversity of lipids in human plasma,
J Lipid Res, 2010
Pubmed ID: 20671299

String Representations

InChiKey (Click to copy)
HBXDXNHQHRWGJR-XWHILYAQSA-N
InChi (Click to copy)
InChI=1S/C34H56O2/c1-8-10-11-32(35)36-27-18-20-33(6)26(22-27)14-15-28-30-17-16-29(34(30,7)21-19-31(28)33)24(5)12-13-25(9-2)23(3)4/h8,10,14,23-25,27-31H,9,11-13,15-22H2,1-7H3/b10-8+/t24-,25-,27+,28+,29-,30+,31+,33+,34-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CC[C@@H](CC)C(C)C)CC[C@@]4([H])[C@]3([H])CC=C2C[C@@H](OC(=O)C/C=C/C)C1

Other Databases

PubChem CID
171121125

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 4
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 556.98
Topological Polar Surface Area 26.30
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 2
logP 9.83
Molar Refractivity 152.03

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Created at
13th May 2021
Updated at
13th May 2021