Structure Database (LMSD)

H O OH HO H O O O H O HO O O
Common Name
Strebloside
Systematic Name
3β-O-(d-2-O-methyldigitalosyl)-5β,14β-dihydroxy-19-oxo-card-20(22)-enolide
Synonyms
LM ID
LMST01120035
Formula
C31H46O10
Exact Mass
Calculate m/z
578.3091
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cardanolides and derivatives [ST0112]

String Representations

InChiKey (Click to copy)
BGGIZHKHJBQRTI-HJKWRMQUSA-N
InChi (Click to copy)
InChI=1S/C31H46O10/c1-17-24(34)25(37-3)26(38-4)27(40-17)41-19-5-10-29(16-32)21-6-9-28(2)20(18-13-23(33)39-15-18)8-12-31(28,36)22(21)7-11-30(29,35)14-19/h13,16-17,19-22,24-27,34-36H,5-12,14-15H2,1-4H3/t17-,19+,20-,21+,22-,24+,25+,26-,27+,28-,29+,30+,31+/m1/s1
SMILES (Click to copy)
O(C)[C@@H]1[C@@H](OC)[C@@H](O)[C@@H](C)O[C@H]1O[C@H]1CC[C@]2(C=O)[C@@]3([H])CC[C@]4(C)[C@@]([H])(C5=CC(=O)OC5)CC[C@]4(O)[C@]3([H])CC[C@]2(O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Streblus asper (#648879)
Magnoliopsida (#3398)
Plant anticancer agents, XLI. Cardiac glycosides from Streblus asper.,
J Nat Prod, 1985
Pubmed ID: 4093781

Other Databases

PubChem CID
21123718

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 6
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 550.68
Topological Polar Surface Area 145.12
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 10
logP 4.63
Molar Refractivity 148.96

Admin

Created at
16th Dec 2021
Updated at
17th Dec 2021