LIPID MAPS

Structure Database (LMSD)

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Common Name

p-coumaroyl-homoserine lactone

Systematic Name

N-(4-coumaroyl)-L-homoserine lactone

Synonyms

LM ID

LMFA08030044

Formula

C₁₃H₁₃NO₄

Exact Mass

Calculate m/z

247.084459

Status

Active

Show lipids differing only in stereochemistry/bond geometry

No other lipid differing only in stereochemistry/bond geometry found

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Rhodopseudomonas palustris (#1076)

Alphaproteobacteria (#28211)

A new class of homoserine lactone quorum-sensing signals.,
Nature, 2008

Pubmed ID: 18563084

String Representations

InChiKey (Click to copy)

CCIXZFJYFQJTGK-GQOHGMTASA-N

InChi (Click to copy)

InChI=1S/C13H13NO4/c15-10-4-1-9(2-5-10)3-6-12(16)14-11-7-8-18-13(11)17/h1-6,11,15H,7-8H2,(H,14,16)/b6-3+/t11-/m0/s1

SMILES (Click to copy)

C(=C/C1=CC=C(O)C=C1)\C(=O)N[C@@H]1C(=O)OCC1

Other Databases

PubChem CID

71311837

Calculated Physicochemical Properties

Heavy Atoms 18

Rings 2

Aromatic Rings 1

Rotatable Bonds 3

Van der Waals Molecular Volume 228.16

Topological Polar Surface Area 77.70

Hydrogen Bond Donors 2

Hydrogen Bond Acceptors 5

logP 1.41

Molar Refractivity 65.65

Admin

Created at

20th Nov 2020

Updated at