LIPID MAPS

Structure Database (LMSD)

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Common Name

Cer(d20:2(4E,8E)(9Me)/16:1(3E)(2OH[R]))

Systematic Name

N-(2R-hydroxy-3E-hexadecenoyl)-9-methyl-eicosasphinga-4E,8E,dienine

Synonyms

Asperamide A

LM ID

LMSP02010231

Formula

C₃₇H₆₉NO₄

Exact Mass

Calculate m/z

591.52266

Sum Composition

Cer 37:3;O3

Abbrev Chains

Cer 21:2;O2/16:1;O

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Comments

Submitted by B Spenceley & D Campopiano

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Sorangium cellulosum So ce56 (#448385)

Unusual outer membrane lipid composition of the gram-negative, lipopolysaccharide-lacking myxobacterium Sorangium cellulosum So ce56.,
J Biol Chem, 2011

Pubmed ID: 21321121

DOI: 10.1074/jbc.m110.194209

Aspergillus niger (#5061)

Eurotiomycetes (#147545)

New sphingolipids with a previously unreported 9-methyl-C20-sphingosine moiety from a marine algous endophytic fungus Aspergillus niger EN-13.,
Lipids, 2007

Pubmed ID: 17605063

DOI: 10.1007/s11745-007-3079-8

String Representations

InChiKey (Click to copy)

VRIIXNNVXVVXAW-SQQMQPSLSA-N

InChi (Click to copy)

InChI=1S/C37H69NO4/c1-4-6-8-10-12-14-15-16-18-20-22-26-31-36(41)37(42)38-34(32-39)35(40)30-27-23-25-29-33(3)28-24-21-19-17-13-11-9-7-5-2/h26-27,29-31,34-36,39-41H,4-25,28,32H2,1-3H3,(H,38,42)/b30-27+,31-26+,33-29+/t34-,35+,36+/m0/s1

SMILES (Click to copy)

[C@](CO)([H])(NC([C@H](O)/C=C/CCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CC/C=C(\C)/CCCCCCCCCCC