Structure Database (LMSD)

Common Name
Yuccagenone
Systematic Name
(5α,25R)-Spirostan-3-one
Synonyms
  • Tigogenone
  • 3-Dehydrotigogenin
LM ID
LMST01080116
Formula
C27H42O3
Exact Mass
Calculate m/z
414.313395
Sum Composition
ST 27:3;O3
Status
Curated
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
Yucca gloriosa (#1087055)
Magnoliopsida (#3398)
Steroidal constituents from Solanum nigrum.,
Fitoterapia, 2023
Pubmed ID: 37421992

String Representations

InChiKey (Click to copy)
CIBAPVLFORANSS-AIEOQHCFSA-N
InChi (Click to copy)
InChI=1S/C27H42O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-18,20-24H,5-15H2,1-4H3/t16-,17+,18+,20-,21+,22+,23+,24+,25+,26+,27-/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])CC(=O)C1)CC[C@@]([H])(C)CO6)C

Other Databases

PubChem CID
101692

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 6
Aromatic Rings 0
Rotatable Bonds 0
Van der Waals Molecular Volume 425.23
Topological Polar Surface Area 39.67
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 3
logP 6.86
Molar Refractivity 118.24

Admin

Created at
3rd Aug 2023
Updated at
3rd Aug 2023