LIPID MAPS

Structure Database (LMSD)

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Common Name

Termitomycamide E

Systematic Name

N-[2-(4-hydroxyphenyl)ethyl]octadeca-9Z,12Z-dienamide

Synonyms

2'-Deoxotermitomycamide A

LM ID

LMFA08020459

Formula

C₂₆H₄₁NO₂

Exact Mass

Calculate m/z

399.313729

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

Biological Context

ndoplasmic reticulum (ER) stress, caused by accumulation of misfolded proteins and a disruption of calcium homeostasis, has been linked to several neuronal diseases including, Parkinson’s, Alzheimer’s, and prion diseases. A screen for protective activity against ER stress-dependent cell death identified termitomycamides, extracts from the fruiting bodies of T. titanicus, a notably large edible mushroom that is cultivated symbiotically in the nests of termites. Termitomycamide B is a fatty acid isolated from T. titanicus that at a dose of 0.1 μg/ml protects against ER stress-dependent cell death in Neuro2a cells induced by tunicamycin.¹

This information has been provided by Cayman Chemical

References

1. Choi, J.H., Maeda, K., Nagai, K., et al. Termitomycamides A to E, fatty acid amides isolated from the mushroom Termitomyces titanicus, suppress endoplasmic reticulum stress. Org. Lett. 12(21), 5012-5015 (2010).

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Termitomyces titanicus (#201775)

Agaricomycetes (#155619)

Termitomycamides A to E, fatty acid amides isolated from the mushroom Termitomyces titanicus, suppress endoplasmic reticulum stress.,
Org Lett, 2010

Pubmed ID: 20936815

DOI: 10.1021/ol102186p

String Representations

InChiKey (Click to copy)

JTSNNDBVDQFVEG-HZJYTTRNSA-N

InChi (Click to copy)

InChI=1S/C26H41NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-26(29)27-23-22-24-18-20-25(28)21-19-24/h6-7,9-10,18-21,28H,2-5,8,11-17,22-23H2,1H3,(H,27,29)/b7-6-,10-9-

SMILES (Click to copy)

C(CCCCCCC/C=C\C/C=C\CCCCC)(=O)NCCC1C=CC(O)=CC=1