LIPID MAPS

Structure Database (LMSD)

View 3D

Download as... MDLMOL SDF CSV TSV PNG

Common Name

Gardenoside

Systematic Name

Synonyms

LM ID

LMPR0102070059

Formula

C₁₇H₂₄O₁₁

Exact Mass

Calculate m/z

404.131865

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Genipa americana (#58486)

Magnoliopsida (#3398)

Iridoid glucosides from the fruit of Genipa americana.,
Chem Pharm Bull (Tokyo), 2005

Pubmed ID: 16204999

String Representations

InChiKey (Click to copy)

XJMPAUZQVRGFRE-AYDWLWLASA-N

InChi (Click to copy)

InChI=1S/C17H24O11/c1-25-14(23)8-5-26-15(10-7(8)2-3-17(10,24)6-19)28-16-13(22)12(21)11(20)9(4-18)27-16/h2-3,5,7,9-13,15-16,18-22,24H,4,6H2,1H3/t7-,9-,10-,11-,12+,13-,15+,16+,17-/m1/s1

SMILES (Click to copy)

[C@@]12([H])[C@@](O)(C=C[C@]1([H])C(C(=O)OC)=CO[C@H]2O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)CO

Other Databases

PubChem CID

442423

Calculated Physicochemical Properties

Heavy Atoms 28

Rings 3

Aromatic Rings

Rotatable Bonds 6

Van der Waals Molecular Volume 354.35

Topological Polar Surface Area 179.51

Hydrogen Bond Donors 6

Hydrogen Bond Acceptors 11

logP -0.68

Molar Refractivity 92.54

Admin

Created at

25th Jul 2023

Updated at