LIPID MAPS

Structure Database (LMSD)

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Common Name

Nerizoside

Systematic Name

3β-O-(d-2-O-methyldigitalosyl)-14β-hydroxy-5β-carda-16,20(22)-dienolide

Synonyms

LM ID

LMST01120026

Formula

C₃₁H₄₆O₈

Exact Mass

Calculate m/z

546.31927

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

RICACBKPZFLFFK-VFBKJSQWSA-N

InChi (Click to copy)

InChI=1S/C31H46O8/c1-17-25(33)26(35-4)27(36-5)28(38-17)39-20-8-11-29(2)19(15-20)6-7-23-22(29)9-12-30(3)21(10-13-31(23,30)34)18-14-24(32)37-16-18/h10,14,17,19-20,22-23,25-28,33-34H,6-9,11-13,15-16H2,1-5H3/t17-,19-,20+,22+,23-,25+,26+,27-,28+,29+,30-,31+/m1/s1

SMILES (Click to copy)

O(C)[C@@H]1[C@@H](OC)[C@@H](O)[C@@H](C)O[C@H]1O[C@H]1CC[C@]2(C)[C@@]3([H])CC[C@]4(C)C(C5=CC(=O)OC5)=CC[C@]4(O)[C@]3([H])CC[C@]2([H])C1

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Nerium oleander (#63479)

Magnoliopsida (#3398)

Cardenolides from the methanolic extract of Nerium oleander leaves possessing central nervous system depressant activity in mice.,
J Nat Prod, 1997

Pubmed ID: 9214727

Other Databases

PubChem CID

10816404

Calculated Physicochemical Properties

Heavy Atoms 39

Rings 6

Aromatic Rings

Rotatable Bonds 5

Van der Waals Molecular Volume 533.10

Topological Polar Surface Area 107.82

Hydrogen Bond Donors 2

Hydrogen Bond Acceptors 8

logP 5.97

Molar Refractivity 146.58

Admin

Created at

15th Dec 2021

Updated at