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CHEBI:48845 - eseroline

ChEBI IDCHEBI:48845
ChEBI Nameeseroline
Stars
DefinitionA pyrroloindole that is 1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole substituted by methyl groups at positions 1, 3a and 8 and a hydroxy group at position 5. It is a metabolite of physostigmine and causes neuronal cell death by a mechanism involving loss of cell ATP.
Last Modified26 February 2016
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC13H18N2O
Net Charge0
Average Mass218.300
Monoisotopic Mass218.14191
SMILES[H][C@]12N(C)CC[C@@]1(C)c1cc(O)ccc1N2C
InChIInChI=1S/C13H18N2O/c1-13-6-7-14(2)12(13)15(3)11-5-4-9(16)8-10(11)13/h4-5,8,12,16H,6-7H2,1-3H3/t12-,13+/m1/s1
InChIKeyHKGWQUVGHPDEBZ-OLZOCXBDSA-N
Wikipedia
Roles Classification
Biological Roles:
opioid analgesic  A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
human xenobiotic metabolite  Any human metabolite produced by metabolism of a xenobiotic compound in humans.
Application:
opioid analgesic  A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
ChEBI Ontology
Outgoing Relation(s)
eseroline (CHEBI:48845) has role human xenobiotic metabolite (CHEBI:76967)
eseroline (CHEBI:48845) has role opioid analgesic (CHEBI:35482)
eseroline (CHEBI:48845) is a phenols (CHEBI:33853)
eseroline (CHEBI:48845) is a pyrroloindole (CHEBI:48133)
Incoming Relation(s)
5-O-[8-(cis-2,6-dimethylmorpholino)octylcarbamoyl]eseroline (CHEBI:43927) has functional parent eseroline (CHEBI:48845)
IUPAC Name 
(3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-ol
Manual XrefsDatabases
EserolineWikipedia
LSM-36457LINCS
Registry NumbersSources
Reaxys:85274Reaxys
CAS:469-22-7ChemIDplus
Citations