Structure Database (LMSD)

OH O H OH HO HO O O HO H O O H H
Common Name
Antiaroside E
Systematic Name
3β-O-(β-d-glucosyl-(1-4)-α-l-rhamnosyl)-14β-hydroxy-19-carboxy-5β-card-20(22)-enolide
Synonyms
LM ID
LMST01120041
Formula
C29H42O10
Exact Mass
Calculate m/z
550.2778
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)
OKJYWYPYIBXZKZ-VGKZWTABSA-N
InChi (Click to copy)
InChI=1S/C29H42O10/c1-14-22(31)23(32)24(33)25(38-14)39-17-5-9-28(26(34)35)16(12-17)3-4-20-19(28)6-8-27(2)18(7-10-29(20,27)36)15-11-21(30)37-13-15/h11,14,16-20,22-25,31-33,36H,3-10,12-13H2,1-2H3,(H,34,35)/t14-,16+,17-,18+,19-,20+,22-,23+,24+,25-,27+,28+,29-/m0/s1
SMILES (Click to copy)
O([C@@H]1C[C@@]2([C@](CC1)([C@@]1([C@@](CC2)([C@@]2([C@](CC1)([C@](CC2)(C1COC(C=1)=O)[H])C)O)[H])[H])C(=O)O)[H])[C@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Antiaris toxicaria (#241857)
Magnoliopsida (#3398)
Cardiac glycosides from Antiaris toxicaria with potent cardiotonic activity.,
J Nat Prod, 2010
Pubmed ID: 20553004

Other Databases

PubChem CID
46872701

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 6
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 516.08
Topological Polar Surface Area 167.12
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 10
logP 3.81
Molar Refractivity 138.98

Admin

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