Structure Database (LMSD)

Systematic Name
(25S)-26-O-[(3S)-3-hydroxy-3-methylglutaryl]-22,25-epoxy-furost-5-en-3β-yl O-α-L-rhamnopyranosyl-(1-2)-O-[β-D-glucopyranosyl-(1-4)]-β-D-glucopyranoside
Synonyms
LM ID
LMST01090007
Status
Active
Exact Mass
Calculate m/z
1030.49848
Formula
C50H78O22
Show lipids differing only in stereochemistry/bond geometry
Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

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

String Representations

InChiKey (Click to copy)
XNAWKIDGMHWXEJ-HWYHBKQGSA-N
InChi (Click to copy)
InChI=1S/C50H78O22/c1-22-34(56)36(58)38(60)43(65-22)70-42-40(62)41(69-44-39(61)37(59)35(57)30(19-51)67-44)31(20-52)68-45(42)66-24-8-10-48(4)23(14-24)6-7-25-26(48)9-11-49(5)27(25)15-29-28(49)16-50(71-29)13-12-47(3,72-50)21-64-33(55)18-46(2,63)17-32(53)54/h6,22,24-31,34-45,51-52,56-63H,7-21H2,1-5H3,(H,53,54)/t22-,24-,25+,26-,27-,28-,29-,30+,31+,34-,35+,36+,37-,38+,39+,40-,41+,42+,43-,44-,45+,46-,47-,48-,49-,50-/m0/s1
SMILES (Click to copy)
C1C[C@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)[C@H](O)[C@H]2O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)CC2=CC[C@]3([H])[C@@]([H])([C@@]12C)CC[C@@]1([C@@]2([H])C[C@]4(O[C@@](COC(=O)C[C@@](C)(O)CC(=O)O)(C)CC4)O[C@@]2([H])C[C@@]31[H])C

References

Reference
Three novel furospirostanol glycosides and a steroidal alkaloid glycoside from the bulbs of Fritillaria camtschatcensis (L.) Ker Gawl., and their cytotoxicity
Nat Prod Res 2021
DOI: 10.1080/14786419.2021.1897590
PMID: 33715543

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Fritillaria camschatcensis (#61236)
Magnoliopsida (#3398)
Three novel furospirostanol glycosides and a steroidal alkaloid glycoside from the bulbs of Fritillaria camtschatcensis (L.) Ker Gawl., and their cytotoxicity,
Nat Prod Res, 2021
Pubmed ID: 33715543

Calculated Physicochemical Properties

Heavy Atoms 72
Rings 9
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 947.78
Topological Polar Surface Area 350.09
Hydrogen Bond Donors 11
Hydrogen Bond Acceptors 22
logP 5.83
Molar Refractivity 254.18

Admin

Created at
15th Mar 2021
Updated at
16th Mar 2021