Structure Database (LMSD)

Common Name
Antiaroside C
Systematic Name
α-O-(β-d-glucosyl-(1-4)-α-l-rhamnosyl)-19-oxo-5β,14β-hydroxy-card-20(22)-enolide
Synonyms
LM ID
LMST01120040
Formula
C29H42O10
Exact Mass
Calculate m/z
550.277801
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

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)
HULMNSIAKWANQO-GRURZLBMSA-N
InChi (Click to copy)
InChI=1S/C29H42O10/c1-15-22(32)23(33)24(34)25(38-15)39-17-3-8-27(14-30)19-4-7-26(2)18(16-11-21(31)37-13-16)6-10-29(26,36)20(19)5-9-28(27,35)12-17/h11,14-15,17-20,22-25,32-36H,3-10,12-13H2,1-2H3/t15-,17+,18+,19-,20+,22-,23+,24+,25-,26+,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)[C@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O1

Other Databases

PubChem CID
46872578

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 3.33
Molar Refractivity 139.38

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