LIPID MAPS

Structure Database (LMSD)

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Common Name

Termitomycamide B

Systematic Name

N-[2-(1H-indol-3-yl)-2-oxoethyl]octadeca-9Z,12Z-dienamide

Synonyms

LM ID

LMFA08020461

Formula

C₂₈H₄₀N₂O₂

Exact Mass

Calculate m/z

436.308978

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)

FBHNNWNMUWXJQO-HZJYTTRNSA-N

InChi (Click to copy)

InChI=1S/C28H40N2O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-21-28(32)30-23-27(31)25-22-29-26-20-18-17-19-24(25)26/h6-7,9-10,17-20,22,29H,2-5,8,11-16,21,23H2,1H3,(H,30,32)/b7-6-,10-9-

SMILES (Click to copy)

C(CCCCCCC/C=C\C/C=C\CCCCC)(=O)NCC(=O)C1=CNC2C=CC=CC1=2