Structure Database (LMSD)

Common Name
Vernoglabrosterol
Systematic Name
16β,23β-dihydroxy-24β,28β-epoxy-stigmasta-3,7-dione
Synonyms
  • 16beta,23S-dihydroxy-24R,28R-epoxy-5-alpha-stigmasta-3,7-dione
LM ID
LMST01040293
Formula
C29H46O5
Exact Mass
Calculate m/z
474.334525
Sum Composition
ST 29:3;O5
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
Linzia glabra (#82756)
Magnoliopsida (#3398)
Antibacterial stigmastane-type steroids and other constituents from the leaves of Vernonia glabra (Steetz) Vatke (Asteraceae).,
Nat Prod Res, 2023
Pubmed ID: 37955140

String Representations

InChiKey (Click to copy)
GRECWELAYDXKCK-BVTVOEDVSA-N
InChi (Click to copy)
InChI=1S/C29H46O5/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/h15-18,20-21,23-26,32-33H,7-14H2,1-6H3/t16-,17-,18-,20+,21+,23+,24+,25-,26+,27+,28+,29+/m1/s1
SMILES (Click to copy)
C1CC(=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

Other Databases

PubChem CID
171117822

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 5
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 487.13
Topological Polar Surface Area 87.13
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 5.71
Molar Refractivity 131.96

Admin

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