Structure Database (LMSD)

Common Name
Withalongolide E
Systematic Name
5β,6β:22R,26-diepoxyergosta-3βmethoyxy-4β,11β,27-trihydroxy-24-ene-1,26-dione
Synonyms
LM ID
LMST01160071
Formula
C29H42O8
Exact Mass
Calculate m/z
518.28797
Sum Composition
ST 29:5;O8
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Withanolides and derivatives [ST0116]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Physalis longifolia (#161495)
Magnoliopsida (#3398)
Cytotoxic withanolide constituents of Physalis longifolia.,
J Nat Prod, 2011
Pubmed ID: 22098611

String Representations

InChiKey (Click to copy)
JQCUJCHQCVDHTF-OAWRJLTLSA-N
InChi (Click to copy)
InChI=1S/C29H42O8/c1-13-8-20(36-26(34)16(13)12-30)14(2)17-6-7-18-15-9-23-29(37-23)25(33)21(35-5)10-22(32)28(29,4)24(15)19(31)11-27(17,18)3/h14-15,17-21,23-25,30-31,33H,6-12H2,1-5H3/t14-,15-,17+,18-,19-,20+,21-,23+,24+,25-,27+,28+,29-/m0/s1
SMILES (Click to copy)
O1[C@@H]2C[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)[C@@]5([H])CC(C)=C(CO)C(=O)O5)[C@@]4(C)C[C@H](O)[C@]3([H])[C@]3(C(C[C@H](OC)[C@@H]([C@]132)O)=O)C

Other Databases

CHEBI ID
69110
PubChem CID
56926116

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 6
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 498.50
Topological Polar Surface Area 127.89
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 4.18
Molar Refractivity 135.69

Admin

Created at
6th Dec 2023
Updated at
6th Dec 2023