Structure Database (LMSD)

Common Name
Isofucosterol
Systematic Name
24Z-ethylidene-cholest-5-en-3β-ol
Synonyms
  • Delta5-avenasterol
LM ID
LMST01040145
Formula
C29H48O
Exact Mass
Calculate m/z
412.370516
Sum Composition
ST 29:2;O
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum
View studies deposited in Metabolomics Workbench in which this molecule has been identified

Classification

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

Biological Context

Δ5-Avenasterol is a phytosterol that has been found in various plant extracts, including D. metel, D. innoxia, D. stramonium, D. tatula, H. muticus, and H. niger.1

This information has been provided by Cayman Chemical

References

1. Ramadan, M.F., Zayed, R., and El-Shamy, H. Screening of bioactive lipids and radical scavenging potential of some solanaceae plants. Food Chem. 103(3), 885-890 (2007).

String Representations

InChiKey (Click to copy)
OSELKOCHBMDKEJ-WGMIZEQOSA-N
InChi (Click to copy)
InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,10,19-20,23-27,30H,8-9,11-18H2,1-6H3/b21-7-/t20-,23+,24+,25-,26+,27+,28+,29-/m1/s1
SMILES (Click to copy)
C1C[C@]2([H])[C@@]3(C)CC[C@H](O)CC3=CC[C@@]2([H])[C@]2([H])CC[C@]([H])([C@@](C)([H])CC/C(=C/C)/C(C)C)[C@@]12C

Other Databases

KEGG ID
C08821
HMDB ID
HMDB0002374
CHEBI ID
28604
LIPIDBANK ID
SST9070
PubChem CID
5281326
Cayman ID
30154

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 464.33
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 8.23
Molar Refractivity 128.70

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Updated at
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