Structure Database (LMSD)

Common Name
Trillin
Systematic Name
25R-Spirost-5-en-3β-yl-β-D-glucopyranoside
Synonyms
  • Disogluside
  • Diosgenin glucoside
  • Collettiside I
  • Polygonatoside A, Lilioglycoside A, Melongoside B
  • (25R)-3B-(beta-D-Glucopyranosyloxy)spirost-5-ene
  • Polyphyllin A
  • Funkioside A
  • Prosapogenin D-3
  • Alliumosid A
LM ID
LMST01080094
Formula
C33H52O8
Exact Mass
Calculate m/z
576.36622
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Spirostanols and derivatives [ST0108]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Dioscorea composita (#374975)
Magnoliopsida (#3398)
Spirostanic diosgenin precursors from Dioscorea composita tubers,
Phytochemistry, 1982

String Representations

InChiKey (Click to copy)
WXMARHKAXWRNDM-GAMIEDRGSA-N
InChi (Click to copy)
InChI=1S/C33H52O8/c1-17-7-12-33(38-16-17)18(2)26-24(41-33)14-23-21-6-5-19-13-20(8-10-31(19,3)22(21)9-11-32(23,26)4)39-30-29(37)28(36)27(35)25(15-34)40-30/h5,17-18,20-30,34-37H,6-16H2,1-4H3/t17-,18+,20+,21-,22+,23+,24+,25-,26+,27-,28+,29-,30-,31+,32+,33-/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[C@@](C)([C@@]3([H])CC[C@]4(C)[C@H]5[C@@H]([C@]6(O[C@H]5C[C@@]4([H])[C@]3([H])CC=2)CC[C@@H](C)CO6)C)C1

Other Databases

CHEBI ID
74020
PubChem CID
56940693

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 7
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 560.62
Topological Polar Surface Area 124.05
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 8
logP 6.40
Molar Refractivity 155.41

Admin

Created at
-
Updated at
22nd Mar 2024