Structure Database (LMSD)

Common Name
Limnantheoside A
Systematic Name
3-O-(β-D-Xylopyranosyl)-2β,3β,14α,20R,22R,25-hexahydroxy-5β-cholest-7-en-6-one
Synonyms
  • 20-hydroxyecdysone-3-beta-d-xylopyranoside
LM ID
LMST01010566
Formula
C32H52O11
Exact Mass
Calculate m/z
612.350965
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)
TWFDWCNWDDFMIA-FTKCGTHVSA-N
InChi (Click to copy)
InChI=1S/C32H52O11/c1-28(2,39)9-8-24(36)31(5,40)23-7-11-32(41)17-12-19(33)18-13-22(43-27-26(38)25(37)21(35)15-42-27)20(34)14-29(18,3)16(17)6-10-30(23,32)4/h12,16,18,20-27,34-41H,6-11,13-15H2,1-5H3/t16-,18-,20-,21+,22+,23-,24+,25-,26+,27-,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)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
102064900

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 5
Aromatic Rings
Rotatable Bonds 7
Van der Waals Molecular Volume 591.77
Topological Polar Surface Area 199.44
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 11
logP 3.47
Molar Refractivity 158.84

Admin

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