LIPID MAPS

Structure Database (LMSD)

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Common Name

Isonuatigenin

Systematic Name

22S,25S-Furospirost-5-en-3β,25-diol

Synonyms

LM ID

LMST01090010

Formula

C₂₇H₄₂O₄

Exact Mass

Calculate m/z

430.30831

Sum Composition

ST 27:3;O4

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Solanum sisymbriifolium (#205582)

Magnoliopsida (#3398)

Uber saponine der spirostanolreihe-XI: Nuatigenin, ein cholegenin-analogon des Pflanzenreiches,
Tetrahedron, 1964

DOI: 10.1016/S0040-4020(01)93225-9

String Representations

InChiKey (Click to copy)

NHBDEADLHQSGDF-SGKAZYAESA-N

InChi (Click to copy)

InChI=1S/C27H42O4/c1-16-23-22(31-27(16)12-11-24(2,29)15-30-27)14-21-19-6-5-17-13-18(28)7-9-25(17,3)20(19)8-10-26(21,23)4/h5,16,18-23,28-29H,6-15H2,1-4H3/t16-,18-,19+,20-,21-,22-,23-,24-,25-,26-,27+/m0/s1

SMILES (Click to copy)

C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@H]5[C@@H]([C@]6(OC[C@](O)(C)CC6)O[C@H]5C[C@@]4([H])[C@]3([H])CC=C2C[C@@H](O)C1)C

Other Databases

PubChem CID

12311129

Calculated Physicochemical Properties

Heavy Atoms 31

Rings 6

Aromatic Rings 0

Rotatable Bonds 0

Van der Waals Molecular Volume 434.02

Topological Polar Surface Area 63.06

Hydrogen Bond Donors 2

Hydrogen Bond Acceptors 4

logP 6.26

Molar Refractivity 121.70

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Created at

16th Mar 2021

Updated at