LIPID MAPS

Structure Database (LMSD)

View 3D

Download as... MDLMOL SDF CSV TSV PNG

Common Name

Genipin

Systematic Name

Synonyms

LM ID

LMPR0102070056

Formula

C₁₁H₁₄O₅

Exact Mass

Calculate m/z

226.084125

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

AZKVWQKMDGGDSV-BCMRRPTOSA-N

InChi (Click to copy)

InChI=1S/C11H14O5/c1-15-10(13)8-5-16-11(14)9-6(4-12)2-3-7(8)9/h2,5,7,9,11-12,14H,3-4H2,1H3/t7-,9-,11-/m1/s1

SMILES (Click to copy)

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

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Genipa americana (#58486)

Magnoliopsida (#3398)

Terpenoids. XLVII. The structure of genipin.,
j Org Chem, 1961

DOI: 10.1021/jo01063a052

Other Databases

KEGG ID

C09780

CHEBI ID

5298

PubChem CID

442424

Calculated Physicochemical Properties

Heavy Atoms 16

Rings 2

Aromatic Rings

Rotatable Bonds 3

Van der Waals Molecular Volume 210.17

Topological Polar Surface Area 78.06

Hydrogen Bond Donors 2

Hydrogen Bond Acceptors 5

logP 0.52

Molar Refractivity 54.96

Admin

Created at

8th Jul 2023

Updated at