Structure Database (LMSD)

Common Name
Antiaroside D
Systematic Name
3β-O-(β-d-glucosyl-(1-4)-α-l-rhamnosyl)-19-oxo-5β,14β-dihydroxy-card-20(22)-enolide
Synonyms
LM ID
LMST01120039
Formula
C35H52O15
Exact Mass
Calculate m/z
712.330625
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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

String Representations

InChiKey (Click to copy)
CAYUJEAJKPLCAV-CXEWPRIPSA-N
InChi (Click to copy)
InChI=1S/C35H52O15/c1-16-29(50-31-27(42)25(40)24(39)22(13-36)49-31)26(41)28(43)30(47-16)48-18-3-8-33(15-37)20-4-7-32(2)19(17-11-23(38)46-14-17)6-10-35(32,45)21(20)5-9-34(33,44)12-18/h11,15-16,18-22,24-31,36,39-45H,3-10,12-14H2,1-2H3/t16-,18+,19+,20-,21+,22+,24+,25-,26-,27+,28+,29-,30-,31-,32+,33-,34-,35-/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)[C@H]1[C@H](O)[C@H](O)[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)[C@H](C)O1

Other Databases

PubChem CID
46872700

Calculated Physicochemical Properties

Heavy Atoms 50
Rings 7
Aromatic Rings
Rotatable Bonds 7
Van der Waals Molecular Volume 651.47
Topological Polar Surface Area 248.34
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 15
logP 2.87
Molar Refractivity 175.07

Admin

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