CHEBI:27375 - vincaleukoblastine

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ChEBI Name vincaleukoblastine
ChEBI ID CHEBI:27375
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:46447, CHEBI:27287, CHEBI:9983
Supplier Information eMolecules:1934501
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Formula C46H58N4O9
Net Charge 0
Average Mass 810.97410
Monoisotopic Mass 810.42038
InChI InChI=1S/C46H58N4O9/c1-8-42(54)23-28-24-45(40(52)57-6,36-30(15-19-49(25-28)26-42)29-13-10-11-14-33(29)47-36)32-21-31-34(22-35(32)56-5)48(4)38-44(31)17-20-50-18-12-16-43(9-2,37(44)50)39(59-27(3)51)46(38,55)41(53)58-7/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-20,23-26H2,1-7H3/t28-,37+,38-,39-,42+,43-,44-,45+,46+/m1/s1
InChIKey JXLYSJRDGCGARV-XQKSVPLYSA-N
SMILES [H][C@@]12N3CC[C@@]11c4cc(c(OC)cc4N(C)[C@@]1([H])[C@](O)([C@H](OC(C)=O)[C@]2(CC)C=CC3)C(=O)OC)[C@]1(C[C@@H]2CN(CCc3c1[nH]c1ccccc31)C[C@](O)(CC)C2)C(=O)OC
Metabolite of Species Details
Catharanthus roseus (NCBI:txid4058) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): microtubule-destabilising agent
Any substance that interacts with tubulin to inhibit polymerisation of microtubules.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
immunosuppressive agent
An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
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.
immunosuppressive agent
An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
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ChEBI Ontology
Outgoing vincaleukoblastine (CHEBI:27375) has role antineoplastic agent (CHEBI:35610)
vincaleukoblastine (CHEBI:27375) has role immunosuppressive agent (CHEBI:35705)
vincaleukoblastine (CHEBI:27375) has role microtubule-destabilising agent (CHEBI:61951)
vincaleukoblastine (CHEBI:27375) has role plant metabolite (CHEBI:76924)
vincaleukoblastine (CHEBI:27375) is a acetate ester (CHEBI:47622)
vincaleukoblastine (CHEBI:27375) is a indole alkaloid fundamental parent (CHEBI:38482)
vincaleukoblastine (CHEBI:27375) is a methyl ester (CHEBI:25248)
vincaleukoblastine (CHEBI:27375) is a organic heteropentacyclic compound (CHEBI:38164)
vincaleukoblastine (CHEBI:27375) is a organic heterotetracyclic compound (CHEBI:38163)
vincaleukoblastine (CHEBI:27375) is a tertiary alcohol (CHEBI:26878)
vincaleukoblastine (CHEBI:27375) is a tertiary amino compound (CHEBI:50996)
vincaleukoblastine (CHEBI:27375) is a vinca alkaloid (CHEBI:27288)
Incoming vincaleukoblastine sulfate (CHEBI:9984) has functional parent vincaleukoblastine (CHEBI:27375)
vindesine (CHEBI:36373) has functional parent vincaleukoblastine (CHEBI:27375)
vincristine (CHEBI:28445) has parent hydride vincaleukoblastine (CHEBI:27375)
IUPAC Name
vincaleukoblastine
INNs Sources
vinblastina WHO MedNet
vinblastine WHO MedNet
vinblastine WHO MedNet
vinblastinum WHO MedNet
Synonyms Sources
(+)-vinblastine ChEBI
(2ALPHA,2'BETA,3BETA,4ALPHA,5BETA)-VINCALEUKOBLASTINE PDBeChem
VLB ChemIDplus
Manual Xrefs Databases
2823 DrugCentral
C00001781 KNApSAcK
C07201 KEGG COMPOUND
D08675 KEGG DRUG
DB00570 DrugBank
HMDB0014710 HMDB
Vinblastine Wikipedia
VLB PDBeChem
View more database links
Registry Numbers Types Sources
4779207 Beilstein Registry Number Beilstein
865-21-4 CAS Registry Number KEGG COMPOUND
865-21-4 CAS Registry Number ChemIDplus
Citations Types Sources
11878966 PubMed citation Europe PMC
15917812 PubMed citation Europe PMC
20394103 PubMed citation Europe PMC
22868758 PubMed citation Europe PMC
25586069 PubMed citation Europe PMC
26660762 PubMed citation Europe PMC
27518442 PubMed citation Europe PMC
35404502 PubMed citation Europe PMC
Last Modified
12 July 2022