Structure Database (LMSD)

H H H H H O HO OH HO O
Common Name
Kotschyanoside A
Systematic Name
3β,16β,23β-trihydroxy-24β,28β-epoxy-17S-stigmasta-7-one
Synonyms
  • 24,28-epoxy-3,6,16,23-trihydroxystigmastan-7-one
LM ID
LMST01040298
Formula
C29H48O5
Exact Mass
Calculate m/z
476.350175
Sum Composition
ST 29:2;O5
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Stigmasterols and C24-ethyl derivatives [ST0104]

String Representations

InChiKey (Click to copy)
LMEXMUVFAHENIM-HNGUWBBBSA-N
InChi (Click to copy)
InChI=1S/C29H48O5/c1-15(2)29(17(4)34-29)24(33)11-16(3)26-23(32)14-21-25-20(8-10-28(21,26)6)27(5)9-7-19(30)12-18(27)13-22(25)31/h15-21,23-26,30,32-33H,7-14H2,1-6H3/t16-,17-,18-,19+,20+,21+,23+,24+,25-,26-,27+,28+,29+/m1/s1
SMILES (Click to copy)
C1C[C@H](O)C[C@]2([H])CC(=O)[C@@]3([H])[C@@]4([H])[C@@](C)([C@@]([C@H](C)C[C@H](O)[C@]5(O[C@@H]5C)C(C)C)([H])[C@@H](O)C4)CC[C@]3([H])[C@@]12C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Vernonia (#13753)
Magnoliopsida (#3398)
Polyoxygenated Stigmastane-Type Steroids from Vernonia kotschyana Sch. Bip. ex Walp. and Their Chemophenetic Significance.,
Molecules, 2023
Pubmed ID: 37446939

Other Databases

PubChem CID
171117827

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 5
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 489.77
Topological Polar Surface Area 90.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 5.79
Molar Refractivity 133.47

Admin

Created at
21st Dec 2023
Updated at
21st Dec 2023