LIPID MAPS

Structure Database (LMSD)

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Common Name

N-oleoyl tryptophan

Systematic Name

N-(9Z-octadecenoyl)-tryptophan

Synonyms

LM ID

LMFA08020096

Formula

C₂₉H₄₄N₂O₃

Exact Mass

Calculate m/z

468.335193

Sum Composition

NATrp 18:1

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

Rattus norvegicus (#10116)

Mammalia (#40674)

Identification of endogenous acyl amino acids based on a targeted lipidomics approach.,
J Lipid Res, 2010

Pubmed ID: 19584404

DOI: 10.1194/jlr.M900198-JLR200

String Representations

InChiKey (Click to copy)

XAKJNQLDKZLAKM-ZDQMOETHSA-N

InChi (Click to copy)

InChI=1S/C29H44N2O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-21-28(32)31-27(29(33)34)22-24-23-30-26-20-18-17-19-25(24)26/h9-10,17-20,23,27,30H,2-8,11-16,21-22H2,1H3,(H,31,32)(H,33,34)/b10-9-/t27-/m0/s1

SMILES (Click to copy)

C1NC2C=CC=CC=2C=1C[C@]([H])(NC(CCCCCCC/C=C\CCCCCCCC)=O)C(=O)O

Other Databases

CHEBI ID

165547

PubChem CID

52922061

Calculated Physicochemical Properties

Heavy Atoms 34

Rings 2

Aromatic Rings 2

Rotatable Bonds 19

Van der Waals Molecular Volume 493.63

Topological Polar Surface Area 82.19

Hydrogen Bond Donors 3

Hydrogen Bond Acceptors 5

logP 7.45

Molar Refractivity 141.47

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Created at

Updated at

19th Feb 2024