Structure Database (LMSD)

Common Name
Tigogenin 3-O-alpha-L-rhamnopyranosyl(1->3)-beta-D -glalactopyranosyll(1->2)-Beta-D-glucopyranoside
Systematic Name
(25R)-5α-spirostan-3β-yl-α-L-rhamnopyranosyl(1->3)-β-D -glalactopyranosyll(1->2)-β-D-glucopyranoside
Synonyms
LM ID
LMST01080111
Formula
C45H74O17
Exact Mass
Calculate m/z
886.492605
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
Agave (#39509)
Magnoliopsida (#3398)
Structural characterization of three cytotoxic steroidal saponins from the leaves of Agave desmetiana hort.,
Phytochemistry, 2021
Pubmed ID: 34942559

String Representations

InChiKey (Click to copy)
GVSGITAPQDRRJB-QOAJGUSZSA-N
InChi (Click to copy)
InChI=1S/C45H74O17/c1-19-8-13-45(55-18-19)20(2)30-27(62-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)57-42-39(61-41-37(54)35(52)32(49)28(16-46)58-41)38(33(50)29(17-47)59-42)60-40-36(53)34(51)31(48)21(3)56-40/h19-42,46-54H,6-18H2,1-5H3/t19-,20+,21+,22+,23+,24-,25+,26+,27+,28-,29-,30+,31+,32+,33-,34-,35+,36-,37-,38+,39-,40+,41+,42-,43+,44+,45-/m1/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@H]5C[C@@]4([H])[C@]3([H])CC[C@@]2([H])C[C@@H](O[C@H]2[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O3)[C@@H](O[C@H]3[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O3)[C@H](O)[C@@H](CO)O2)C1)CC[C@@H](C)CO6)C

Other Databases

PubChem CID
171121260

Calculated Physicochemical Properties

Heavy Atoms 62
Rings 9
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 825.25
Topological Polar Surface Area 266.26
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 17
logP 6.30
Molar Refractivity 224.90

Admin

Created at
12th Jan 2022
Updated at
12th Jan 2022