Structure Database (LMSD)

HO HO OH O HO OH H H O O
Common Name
Trillenogenin
Systematic Name
(25S)-15-oxo-18-nor-spirost-5,13-dien-1β,3β,21,23S,24R-pentol
Synonyms
  • (23S,24R,25S)-1beta,3beta,21,23,24-Pentahydroxy-18-norspirosta-5,13-dien-15-one
LM ID
LMST01080047
Formula
C26H36O8
Exact Mass
Calculate m/z
476.24102
Sum Composition
ST 26:5;O8
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
BIKUIZPELKRTDU-LIFKQPTISA-N
InChi (Click to copy)
InChI=1S/C26H36O8/c1-11-10-33-26(24(32)21(11)30)17(9-27)20-15-5-6-16-14(19(15)22(31)23(20)34-26)4-3-12-7-13(28)8-18(29)25(12,16)2/h3,11,13-14,16-18,20-21,23-24,27-30,32H,4-10H2,1-2H3/t11-,13+,14+,16-,17-,18+,20-,21+,23+,24-,25-,26-/m0/s1
SMILES (Click to copy)
C1[C@H](O)CC2[C@@](C)([C@@]3([H])CCC4[C@H]5[C@@H]([C@]6(O[C@H]5C(=O)C=4[C@]3([H])CC=2)[C@@H](O)[C@H](O)[C@@H](C)CO6)CO)[C@@H]1O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Trillium (#49674)
Magnoliopsida (#3398)
Steroid saponins,
Phytochemistry, 1982

Other Databases

PubChem CID
52931447

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 6
Aromatic Rings 0
Rotatable Bonds 1
Van der Waals Molecular Volume 446.60
Topological Polar Surface Area 140.82
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 8
logP 2.74
Molar Refractivity 123.15

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Created at
-
Updated at
3rd Sep 2021