LIPID MAPS

Structure Database (LMSD)

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Common Name

N-arachidonoyl D-serine

Systematic Name

N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-D-serine

Synonyms

N-arachidonoyl-D-serine

LM ID

LMFA08020004

Formula

C₂₃H₃₇NO₄

Exact Mass

Calculate m/z

391.272259

Sum Composition

NASer 20:4

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

FQUVPTVNRMUOPO-PHFBTNDKSA-N

InChi (Click to copy)

InChI=1S/C23H37NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(26)24-21(20-25)23(27)28/h6-7,9-10,12-13,15-16,21,25H,2-5,8,11,14,17-20H2,1H3,(H,24,26)(H,27,28)/b7-6-,10-9-,13-12-,16-15-/t21-/m1/s1

SMILES (Click to copy)

C(/C/C=C\C/C=C\CCCCC)=C/C/C=C\CCCC(=O)N[C@H](CO)C(=O)O

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

synthetic construct (#32630)

Structural requirements for binding of anandamide-type compounds to the brain cannabinoid receptor.,
J Med Chem, 1997

Pubmed ID: 9057852

Other Databases

CHEBI ID

165528

LIPIDBANK ID

XPR7018

PubChem CID

10548500

Calculated Physicochemical Properties

Heavy Atoms 28

Rings 0

Aromatic Rings 0

Rotatable Bonds 17

Van der Waals Molecular Volume 436.78

Topological Polar Surface Area 86.63

Hydrogen Bond Donors 3

Hydrogen Bond Acceptors 5

logP 5.26

Molar Refractivity 116.06

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Created at

Updated at

19th Feb 2024