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CHEBI:66690 - melemeleone B

ChEBI IDCHEBI:66690
ChEBI Namemelemeleone B
Stars
DefinitionA sesquiterpenoid with a quinone and taurine functionality. It is isolated from the sponge Dysidea avara, and exhibits inhibitory activity against tyrosine kinase.
Last Modified7 September 2017
DownloadsMolfile
FormulaC23H33NO5S
Net Charge0
Average Mass435.586
Monoisotopic Mass435.20794
SMILES[H][C@@]12CCC=C(C)[C@@]1(C)CC[C@H](C)[C@@]2(C)CC1=CC(=O)C(NCCS(=O)(=O)O)=CC1=O
InChIInChI=1S/C23H33NO5S/c1-15-6-5-7-21-22(15,3)9-8-16(2)23(21,4)14-17-12-20(26)18(13-19(17)25)24-10-11-30(27,28)29/h6,12-13,16,21,24H,5,7-11,14H2,1-4H3,(H,27,28,29)/t16-,21+,22+,23+/m0/s1
InChIKeyDTNJUMSQZGAJQJ-RAKGIWIYSA-N
Species of MetaboliteComponentSourceComments
Dysidea avara (ncbitaxon:196820) - DOI (10.1021/jo00050a043)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
tyrosine kinase inhibitor  Any protein kinase inhibitor that interferes with the action of tyrosine kinase.
ChEBI Ontology
Outgoing Relation(s)
melemeleone B (CHEBI:66690) has functional parent taurine (CHEBI:15891)
melemeleone B (CHEBI:66690) has role metabolite (CHEBI:25212)
melemeleone B (CHEBI:66690) has role tyrosine kinase inhibitor (CHEBI:38637)
melemeleone B (CHEBI:66690) is a 1,4-benzoquinones (CHEBI:132124)
melemeleone B (CHEBI:66690) is a amino sulfonic acid (CHEBI:37793)
melemeleone B (CHEBI:66690) is a octahydronaphthalenes (CHEBI:138397)
melemeleone B (CHEBI:66690) is a sesquiterpenoid (CHEBI:26658)
IUPAC Name 
2-[(3,6-dioxo-4-{[(1R,2S,4aS,8aS)-1,2,4a,5-tetramethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl]methyl}cyclohexa-1,4-dien-1-yl)amino]ethanesulfonic acid
Registry NumbersSources
Reaxys:5887590Reaxys