Structure Database (LMSD)

Common Name
Stigmasteryl glucoside
Systematic Name
3-O-(β-D-glucopyranosyl)-stigmast-5,22E-dien-3β-ol
Synonyms
  • Stigmasteryl beta-D-glucoside
  • (3beta)-stigmast-5,22E-dien-3-yl D-glucopyranoside
  • Stigmasterol glucoside
LM ID
LMST01040204
Formula
C35H58O6
Exact Mass
Calculate m/z
574.42334
Sum Composition
ST 29:2;O;Hex
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Arabidopsis thaliana (#3702)
Magnoliopsida (#3398)
Quantification of sterol lipids in plants by quadrupole time-of-flight mass spectrometry.,
J Lipid Res, 2011
Pubmed ID: 21382968

String Representations

InChiKey (Click to copy)
VWDLOXMZIGUBKM-AUGXRQBFSA-N
InChi (Click to copy)
InChI=1S/C35H58O6/c1-7-22(20(2)3)9-8-21(4)26-12-13-27-25-11-10-23-18-24(14-16-34(23,5)28(25)15-17-35(26,27)6)40-33-32(39)31(38)30(37)29(19-36)41-33/h8-10,20-22,24-33,36-39H,7,11-19H2,1-6H3/b9-8+/t21-,22-,24+,25+,26-,27+,28+,29-,30-,31+,32-,33-,34+,35-/m1/s1
SMILES (Click to copy)
C1[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)CC2=CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@@]([H])(/C=C/[C@@H](CC)C(C)C)C)[C@@]4(C)CC[C@]3([H])[C@@]2(C)C1

Other Databases

CHEBI ID
68383
PubChem CID
6602508

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 5
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 599.72
Topological Polar Surface Area 101.45
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 7.63
Molar Refractivity 164.32

Admin

Created at
-
Updated at
5th Feb 2021