Structure Database (LMSD)

Common Name
Antiaroside A
Systematic Name
3β-O-(β-d-antiarosyl)-5β,14β-dihydroxy-card-20(22)-enolide
Synonyms
  • periplogenin 3-O-?-antiaropyranoside
  • Periguloside
LM ID
LMST01120037
Formula
C29H44O9
Exact Mass
Calculate m/z
536.298535
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)
RAWRNCRYFFPACC-WYPUDXGVSA-N
InChi (Click to copy)
InChI=1S/C29H44O9/c1-15-22(31)23(32)24(33)25(37-15)38-17-4-8-26(2)19-5-9-27(3)18(16-12-21(30)36-14-16)7-11-29(27,35)20(19)6-10-28(26,34)13-17/h12,15,17-20,22-25,31-35H,4-11,13-14H2,1-3H3/t15-,17+,18-,19+,20-,22+,23-,24-,25+,26-,27-,28+,29+/m1/s1
SMILES (Click to copy)
O([C@H]1[C@H](O)[C@H](O)[C@@H](O)[C@@H](C)O1)[C@H]1CC[C@]2(C)[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

Other Databases

PubChem CID
46872576

Calculated Physicochemical Properties

Heavy Atoms 38
Rings 6
Aromatic Rings
Rotatable Bonds 3
Van der Waals Molecular Volume 509.93
Topological Polar Surface Area 150.05
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 9
logP 4.15
Molar Refractivity 138.99

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