CHEBI:90241 - vinflunine

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ChEBI Name vinflunine
ChEBI ID CHEBI:90241
Definition An organic heteropentacyclic compound and an organic heterotetracyclic compound that is vinorelbine in which the tetrahydropyridine moiety of the heterotetracyclic part of the molecule has been redced to the corresponding piperidine, and in which the ethyl group attached to this ring has been replaced by a 1,1-difluoroethyl group.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C45H54F2N4O8
Net Charge 0
Average Mass 816.931
Monoisotopic Mass 816.391
InChI InChI=1S/C45H54F2N4O8/c1-8-42-14-11-16-51-17-15-43(36(42)51)30-19-31(34(56-5)20-33(30)49(4)37(43)45(55,40(54)58-7)38(42)59-25(2)52)44(39(53)57-6)21-26-18-27(41(3,46)47)23-50(22-26)24-29-28-12-9-10-13-32(28)48-35(29)44/h9-14,19-20,26-27,36-38,48,55H,8,15-18,21-24H2,1-7H3/t26-,27+,36-,37+,38+,42+,43+,44-,45-/m0/s1
InChIKey NMDYYWFGPIMTKO-KLCPSUAYSA-N
SMILES N12C[C@@](C[C@H](C1)C[C@](C(=O)OC)(C3=C(C=C4C(=C3)[C@]56[C@@H]7[C@]([C@@]([C@@]([C@@]5(N4C)[H])(C(=O)OC)O)([H])OC(C)=O)(C=CCN7CC6)CC)OC)C=8NC=9C(=CC=CC9)C8C2)(C(C)(F)F)[H]
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.
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ChEBI Ontology
Outgoing vinflunine (CHEBI:90241) has functional parent vinorelbine (CHEBI:480999)
vinflunine (CHEBI:90241) has role antineoplastic agent (CHEBI:35610)
vinflunine (CHEBI:90241) is a acetate ester (CHEBI:47622)
vinflunine (CHEBI:90241) is a methyl ester (CHEBI:25248)
vinflunine (CHEBI:90241) is a organic heteropentacyclic compound (CHEBI:38164)
vinflunine (CHEBI:90241) is a organic heterotetracyclic compound (CHEBI:38163)
vinflunine (CHEBI:90241) is a semisynthetic derivative (CHEBI:72588)
vinflunine (CHEBI:90241) is a vinca alkaloid (CHEBI:27288)
IUPAC Name
methyl (2β,3β,4β,5α,12β,19α)-4-(acetyloxy)-15-[(12S,14S,16R)-16-(1,1-difluoroethyl)-12-(methoxycarbonyl)-1,10-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-3-hydroxy-16-methoxy-1-methyl-6,7-didehydroaspidospermidine-3-carboxylate
INNs Sources
vinflunina WHO MedNet
vinflunine WHO MedNet
vinflunine WHO MedNet
vinfluninum WHO MedNet
Synonyms Sources
20',20'-difluoro-3',4'-dihydrovinorelbine ChEBI
4'-deoxy-20',20'-difluoro-5'-norvincaleukoblastine ChEBI
4'-deoxy-20',20'-difluoro-8'-norvincaleukoblastine ChEBI
Brand Name Source
Javlor ChEBI
Manual Xrefs Databases
3644 DrugCentral
Vinflunine Wikipedia
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Registry Numbers Types Sources
15644716 Reaxys Registry Number Reaxys
162652-95-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
20568834 PubMed citation Europe PMC
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26040470 PubMed citation Europe PMC
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26421462 PubMed citation Europe PMC
Last Modified
22 February 2017