Structure Database (LMSD)

Systematic Name
(22R,25R)-15α,23α-dihydroxy-5α-spirostane-3,26-dione
Synonyms
LM ID
LMST01080114
Formula
C27H40O6
Exact Mass
Calculate m/z
460.28249
Sum Composition
ST 27:4;O6
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
Solanum nigrum (#4112)
Magnoliopsida (#3398)
Steroidal constituents from Solanum nigrum.,
Fitoterapia, 2023
Pubmed ID: 37421992

String Representations

InChiKey (Click to copy)
QULCUXHAEXZKDY-UYOJODKWSA-N
InChi (Click to copy)
InChI=1S/C27H40O6/c1-13-11-19(29)27(33-24(13)31)14(2)20-23(32-27)22(30)21-17-6-5-15-12-16(28)7-9-25(15,3)18(17)8-10-26(20,21)4/h13-15,17-23,29-30H,5-12H2,1-4H3/t13-,14+,15+,17-,18+,19-,20+,21-,22-,23-,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]5[C@H](O)[C@@]4([H])[C@]3([H])CC[C@@]2([H])CC(=O)C1)[C@H](O)C[C@@]([H])(C)C(=O)O6)C

Other Databases

PubChem CID
171117829

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 6
Aromatic Rings
Rotatable Bonds
Van der Waals Molecular Volume 448.96
Topological Polar Surface Area 97.20
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 6
logP 4.62
Molar Refractivity 121.69

Admin

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