Structure Database (LMSD)

Common Name
Kotschyanoside C
Systematic Name
16β,23β-dihydroxy-24β,28β-epoxy-17S-stigmasta-7-one 3β-O-β-D-glucopyranoside
Synonyms
  • 24,28-epoxy-3,16,23-trihydroxystigmastan-7-one 3-O-beta-D-glucopyranoside
LM ID
LMST01040296
Formula
C35H58O10
Exact Mass
Calculate m/z
638.403
Sum Composition
ST 29:2;O5;Hex
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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

String Representations

InChiKey (Click to copy)
IYVPINFYGMNYDB-JYUWEWBXSA-N
InChi (Click to copy)
InChI=1S/C35H58O10/c1-16(2)35(18(4)45-35)26(39)11-17(3)28-24(38)14-22-27-21(8-10-34(22,28)6)33(5)9-7-20(12-19(33)13-23(27)37)43-32-31(42)30(41)29(40)25(15-36)44-32/h16-22,24-32,36,38-42H,7-15H2,1-6H3/t17-,18-,19-,20+,21+,22+,24+,25-,26+,27-,28-,29-,30+,31-,32-,33+,34+,35+/m1/s1
SMILES (Click to copy)
C1C[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)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

Other Databases

PubChem CID
171117825

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 6
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 625.16
Topological Polar Surface Area 171.51
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 10
logP 5.33
Molar Refractivity 169.15

Admin

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