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CHEBI:65840 - emarginatine F

ChEBI IDCHEBI:65840
ChEBI Nameemarginatine F
Stars
DefinitionA sesquiterpene alkaloid that is a macrolide incorporating a substituted dihydroagarofuran and a pyrindine ring. Isolated from Maytenus emarginata, it exhibits strong cytotoxicity against human epidermoid carcinoma of the nasopharynx (KB), ileocecal adenocarcinoma (HCT-8), melanoma (RPMI-7951) and medulloblastoma (TE-671) tumor cells, and against murine leukemia (P-388).
Last Modified22 February 2013
DownloadsMolfile
FormulaC46H50N2O18
Net Charge0
Average Mass918.902
Monoisotopic Mass918.30586
SMILES[H]C1OC(=O)c2cccnc2[C@@]([H])(C)[C@@]([H])(C)C(=O)O[C@@]2([H])[C@H](OC(=O)c3ccc(=O)n(C)c3)[C@H](OC(=O)c3ccccc3)[C@@]3(COC(C)=O)[C@H](OC(C)=O)[C@@H](O)[C@]4([H])[C@@H](OC(C)=O)[C@]3(O[C@@]14C)[C@@]2(C)O
InChIInChI=1S/C46H50N2O18/c1-22-23(2)39(54)64-37-34(63-41(56)28-16-17-30(52)48(8)19-28)38(65-40(55)27-13-10-9-11-14-27)45(21-59-24(3)49)36(62-26(5)51)33(53)31-35(61-25(4)50)46(45,44(37,7)58)66-43(31,6)20-60-42(57)29-15-12-18-47-32(22)29/h9-19,22-23,31,33-38,53,58H,20-21H2,1-8H3/t22-,23+,31+,33-,34-,35+,36+,37-,38-,43-,44-,45+,46-/m0/s1
InChIKeyRQZCESDGZDJIIK-KWTFHFOGSA-N
Species of MetaboliteComponentSourceComments
Maytenus emarginata (IPNI:148697-3) stem (BTO:0001300) PubMed (2380715)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
emarginatine F (CHEBI:65840) has functional parent evonine (CHEBI:35934)
emarginatine F (CHEBI:65840) has role antineoplastic agent (CHEBI:35610)
emarginatine F (CHEBI:65840) has role metabolite (CHEBI:25212)
emarginatine F (CHEBI:65840) is a acetate ester (CHEBI:47622)
emarginatine F (CHEBI:65840) is a benzoate ester (CHEBI:36054)
emarginatine F (CHEBI:65840) is a dihydroagarofuran sesquiterpenoid (CHEBI:71548)
emarginatine F (CHEBI:65840) is a macrolide (CHEBI:25106)
emarginatine F (CHEBI:65840) is a methylpyridines (CHEBI:25340)
emarginatine F (CHEBI:65840) is a pyridine alkaloid (CHEBI:26416)
emarginatine F (CHEBI:65840) is a pyridone (CHEBI:38183)
emarginatine F (CHEBI:65840) is a sesquiterpene alkaloid (CHEBI:26657)
Synonym  Source
(8β)-1-O-benzoyl-1-O-2-O-dideacetyl-8-deoxo-2-O-[(1,6-dihydro-1-methyl-6-oxo-3-pyridinyl)carbonyl]-8-hydroxyevonineChemIDplus
Registry NumbersSources
CAS:155944-12-0ChemIDplus
Citations