CHEBI:65840 - emarginatine F

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name emarginatine F
ChEBI ID CHEBI:65840
Definition A 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).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C46H50N2O18
Net Charge 0
Average Mass 918.89180
Monoisotopic Mass 918.30586
InChI InChI=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
InChIKey RQZCESDGZDJIIK-KWTFHFOGSA-N
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
Metabolite of Species Details
Maytenus emarginata (IPNI:148697-3) Found in stem (BTO:0001300). See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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-hydroxyevonine ChemIDplus
Registry Number Type Source
155944-12-0 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
8176403 PubMed citation Europe PMC
Last Modified
22 February 2013