LIPID MAPS

Structure Database (LMSD)

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Common Name

N-oleoyl alanine

Systematic Name

N-(9Z-octadecenoyl)-alanine

Synonyms

LM ID

LMFA08020124

Formula

C₂₁H₃₉NO₃

Exact Mass

Calculate m/z

353.292994

Sum Composition

NAAla 18:1

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

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)

CHQZBIVWDKADIA-GDWUOILNSA-N

InChi (Click to copy)

InChI=1S/C21H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20(23)22-19(2)21(24)25/h10-11,19H,3-9,12-18H2,1-2H3,(H,22,23)(H,24,25)/b11-10-/t19-/m0/s1

SMILES (Click to copy)

C[C@]([H])(NC(CCCCCCC/C=C\CCCCCCCC)=O)C(=O)O

Other Databases

CHEBI ID

165541

PubChem CID

44423663

Cayman ID

20368

Calculated Physicochemical Properties

Heavy Atoms 25

Rings 0

Aromatic Rings 0

Rotatable Bonds 17

Van der Waals Molecular Volume 401.31

Topological Polar Surface Area 66.40

Hydrogen Bond Donors 2

Hydrogen Bond Acceptors 3

logP 5.90

Molar Refractivity 105.20

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Created at

Updated at

19th Feb 2024