LIPID MAPS

Structure Database (LMSD)

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Common Name

Tigogenin 3-O-beta-D-xylopyranosyl(1->2)-alpha-L-rhamnopyranosyl(1->3)-Beta-D-glucopyranoside

Systematic Name

(25R)-5α-spirostan-3β-yl-β-D-xylopyranosyl(1->2)-α-L-rhamnopyranosyl(1->3)-β-D-glucopyranoside

Synonyms

LM ID

LMST01080110

Formula

C₄₄H₇₂O₁₆

Exact Mass

Calculate m/z

856.48204

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

MMNAXWFCLOOMPP-WXWZIBIBSA-N

InChi (Click to copy)

InChI=1S/C44H72O16/c1-19-8-13-44(54-17-19)20(2)30-28(60-44)15-26-24-7-6-22-14-23(9-11-42(22,4)25(24)10-12-43(26,30)5)56-41-38(59-39-35(51)32(48)27(46)18-53-39)37(33(49)29(16-45)57-41)58-40-36(52)34(50)31(47)21(3)55-40/h19-41,45-52H,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-/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)CO3)[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

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

Other Databases

PubChem CID

171121262

Calculated Physicochemical Properties

Heavy Atoms 60

Rings 9

Aromatic Rings

Rotatable Bonds 7

Van der Waals Molecular Volume 799.16

Topological Polar Surface Area 246.03

Hydrogen Bond Donors 8

Hydrogen Bond Acceptors 16

logP 6.66

Molar Refractivity 218.38

Admin

Created at

12th Jan 2022

Updated at