Structure Database (LMSD)

Common Name
Limnantheoside B
Systematic Name
3-O-(β-D-Xylopyranosyl)-2β,3β,14α,20R,22R-tetrahydroxy-5β-cholest-7-en-6-one
Synonyms
  • ponasterone A-3-beta-d-xylopyranoside
LM ID
LMST01010567
Formula
C32H52O10
Exact Mass
Calculate m/z
596.35605
Status
Active
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
Limnanthes douglasii (#28973)
Magnoliopsida (#3398)
Ecdysteroid xylosides from Limnanthes douglasii,
Phytochemistry, 1997

String Representations

InChiKey (Click to copy)
YVYGCJBVFDRKJN-FSTURXHNSA-N
InChi (Click to copy)
InChI=1S/C32H52O10/c1-16(2)6-7-25(36)31(5,39)24-9-11-32(40)18-12-20(33)19-13-23(42-28-27(38)26(37)22(35)15-41-28)21(34)14-29(19,3)17(18)8-10-30(24,32)4/h12,16-17,19,21-28,34-40H,6-11,13-15H2,1-5H3/t17-,19-,21-,22+,23+,24-,25+,26-,27+,28-,29+,30+,31+,32+/m0/s1
SMILES (Click to copy)
O([C@@H]1C[C@@]2([C@@]([C@@]3(C([C@]4([C@](CC3)([C@@](CC4)([H])[C@@]([C@@H](CCC(C)C)O)(C)O)C)O)=CC2=O)[H])(C[C@@H]1O)C)[H])[C@H]1[C@H](O)[C@@H](O)[C@H](O)CO1

Other Databases

PubChem CID
102064901

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 5
Aromatic Rings
Rotatable Bonds 7
Van der Waals Molecular Volume 582.98
Topological Polar Surface Area 179.21
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 4.06
Molar Refractivity 156.87

Admin

Created at
17th May 2023
Updated at
18th May 2023