LIPID MAPS

Structure Database (LMSD)

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Common Name

Antiaroside I

Systematic Name

3β-O-(α-l-rhamnosyl)-5β,14β-dihydroxy-19-carboxy-card-20(22)-enolide

Synonyms

PERIPLORHAMNOSIDE

LM ID

LMST01120045

Formula

C₂₉H₄₄O₉

Exact Mass

Calculate m/z

536.298535

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

RAWRNCRYFFPACC-WMURZVBCSA-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-/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)[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

12304978

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