Structure Database (LMSD)

Systematic Name
26-O-β-d-glucopyranosyl-(22S,25S)-furostan-22,25-epoxy-3β,5β,26,27-tetrol-5-O-β-d-glucopyranoside
Synonyms
LM ID
LMST01090015
Formula
C39H64O16
Exact Mass
Calculate m/z
788.41944
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Furospirostanols and derivatives [ST0109]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rohdea chinensis (#927809)
Magnoliopsida (#3398)
Furospirostanol and spirostanol saponins from the rhizome of Tupistra chinensis and their cytotoxic and anti-inflammatory activities,
Tetrahedron, 2016

String Representations

InChiKey (Click to copy)
OSFVDGAHRYADSK-KFUBBPSZSA-N
InChi (Click to copy)
InChI=1S/C39H64O16/c1-18-26-23(53-39(18)11-10-37(16-42,55-39)17-50-33-31(48)29(46)27(44)24(14-40)51-33)12-22-20-5-9-38(54-34-32(49)30(47)28(45)25(15-41)52-34)13-19(43)4-8-36(38,3)21(20)6-7-35(22,26)2/h18-34,40-49H,4-17H2,1-3H3/t18-,19-,20+,21-,22-,23-,24+,25+,26-,27+,28+,29-,30-,31+,32+,33+,34-,35-,36+,37+,38-,39-/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@H]5[C@@H]([C@]6(O[C@@](CO[C@H]7[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O7)(CO)CC6)O[C@H]5C[C@@]4([H])[C@]3([H])CC[C@]2(O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)C[C@@H](O)C1)C

Other Databases

PubChem CID
171118558

Calculated Physicochemical Properties

Heavy Atoms 55
Rings 8
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 725.02
Topological Polar Surface Area 265.96
Hydrogen Bond Donors 10
Hydrogen Bond Acceptors 16
logP 4.08
Molar Refractivity 196.96

Admin

Created at
1st Apr 2021
Updated at
1st Apr 2021