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CHEBI:567361 - cladribine

ChEBI IDCHEBI:567361
ChEBI Namecladribine
Stars
Definition2'-Deoxyadenosine in which the hydrogen at position 2 on the purine ring has been substituted by chlorine. It inhibits the synthesis and repair of DNA, particularly in lymphocytes and monocytes, and is used as an antimetabolite antineoplastic drug for the treatment of lymphoid malignancies including hairy-cell leukaemia and chronic lymphocytic leukaemia.
Secondary ChEBI IDsCHEBI:31407, CHEBI:568373
Last Modified22 February 2017
DownloadsMolfile
FormulaC10H12ClN5O3
Net Charge0
Average Mass285.691
Monoisotopic Mass285.06287
SMILESNc1nc(Cl)nc2c1ncn2[C@H]1C[C@H](O)[C@@H](CO)O1
InChIInChI=1S/C10H12ClN5O3/c11-10-14-8(12)7-9(15-10)16(3-13-7)6-1-4(18)5(2-17)19-6/h3-6,17-18H,1-2H2,(H2,12,14,15)/t4-,5+,6+/m0/s1
InChIKeyPTOAARAWEBMLNO-KVQBGUIXSA-N
Wikipedia
Roles Classification
Biological Role:
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.
Applications:
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.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
cladribine (CHEBI:567361) has role antineoplastic agent (CHEBI:35610)
cladribine (CHEBI:567361) has role immunosuppressive agent (CHEBI:35705)
cladribine (CHEBI:567361) is a organochlorine compound (CHEBI:36683)
cladribine (CHEBI:567361) is a purine 2'-deoxyribonucleoside (CHEBI:19254)
IUPAC Name 
2-chloro-2'-deoxyadenosine
INNs  Source
cladribineChemIDplus
cladribinaChEBI
cladribinumChEBI
Synonyms  Source
CladribineKEGG COMPOUND
2-chloro-deoxyadenosineChEMBL
2-chloro-2'-deoxy-β-adenosineChemIDplus
2-CdAChemIDplus
2-chlorodeoxyadenosineChemIDplus
2ClAdoChEBI
Manual XrefsDatabases
D01370KEGG DRUG
DB00242DrugBank
EP173059Patent
US4760137Patent
CladribineWikipedia
LSM-5976LINCS
667DrugCentral
Registry NumbersSources
Beilstein:624220Beilstein
CAS:4291-63-8KEGG DRUG
CAS:4291-63-8ChemIDplus
Citations