Structure Database (LMSD)

Common Name
Withalongolide K
Systematic Name
28-O-β-d-glucopyranosyl 22R,26-epoxy-19-norergosta-1,6α-dihydroxy-1,3,5(10),24-tetraene-26-one
Synonyms
  • 28-O-beta-d-glucopyranosyl-1,6alpha-dihydroxy-19-norwitha-1,3,5(10),24-tetraenolide
LM ID
LMST01160077
Formula
C33H46O10
Exact Mass
Calculate m/z
602.3091
Sum Composition
ST 27:6;O5;Hex
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)
QYYMGJGFQVRKJA-RMHZGSCISA-N
InChi (Click to copy)
InChI=1S/C33H46O10/c1-15-17(14-41-32-30(39)29(38)28(37)26(13-34)43-32)11-25(42-31(15)40)16(2)21-7-8-22-20-12-24(36)19-5-4-6-23(35)27(19)18(20)9-10-33(21,22)3/h4-6,16,18,20-22,24-26,28-30,32,34-39H,7-14H2,1-3H3/t16-,18-,20+,21+,22-,24-,25+,26+,28+,29-,30+,32+,33+/m0/s1
SMILES (Click to copy)
OC1=CC=CC2[C@@H](O)C[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)[C@@]5([H])CC(CO[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)=C(C)C(=O)O5)[C@@]4(C)CC[C@]3([H])C=21

Other Databases

CHEBI ID
69115
PubChem CID
56926207

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 6
Aromatic Rings 1
Rotatable Bonds 6
Van der Waals Molecular Volume 569.10
Topological Polar Surface Area 170.28
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 10
logP 4.73
Molar Refractivity 157.60

Admin

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