Structure Database (LMSD)

Common Name
Vernoglabroside C
Systematic Name
24S,28-epoxy-3β,6α,16β,23R-tetrahydroxystigmastan-7-one 3-O-β-d-glucopyranoside
Synonyms
LM ID
LMST01040311
Formula
C35H58O11
Exact Mass
Calculate m/z
654.397916
Sum Composition
ST 29:2;O6;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
Linzia glabra (#82756)
Magnoliopsida (#3398)
Polyoxygenated Stigmastane-Type Steroids from the Whole Plant of <i>Vernonia glabra</i> (Steetz) Vatke (Asteraceae) and Their Antibacterial and Antioxidant Activities.,
J Nat Prod, 2025
Pubmed ID: 40630019

String Representations

InChiKey (Click to copy)
PMPZWMLJIOVXJA-BPQFHIFRSA-N
InChi (Click to copy)
InChI=1S/C35H58O11/c1-15(2)35(17(4)46-35)24(38)11-16(3)26-22(37)13-20-25-19(8-10-34(20,26)6)33(5)9-7-18(12-21(33)27(39)29(25)41)44-32-31(43)30(42)28(40)23(14-36)45-32/h15-28,30-32,36-40,42-43H,7-14H2,1-6H3/t16-,17?,18+,19+,20+,21-,22+,23-,24-,25-,26+,27-,28-,30+,31-,32-,33-,34+,35-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@]([C@H](C)C[C@@H](O)[C@@]5(OC5C)C(C)C)([H])[C@@H](O)C[C@@]4([H])[C@]3([H])C(=O)[C@H](O)[C@@]2([H])C[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)C1

Calculated Physicochemical Properties

Heavy Atoms 46
Rings 6
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 633.95
Topological Polar Surface Area 191.74
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 11
logP 4.59
Molar Refractivity 171.05

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Created at
11th Jul 2025
Updated at
11th Jul 2025