CHEBI:4027 - cyclophosphamide

ChEBI IDCHEBI:4027
ChEBI Namecyclophosphamide
Stars
DefinitionA phosphorodiamide that is 1,3,2-oxazaphosphinan-2-amine 2-oxide substituted by two 2-chloroethyl groups at the amino nitrogen atom.
Last Modified22 February 2017
DownloadsMolfile
FormulaC7H15Cl2N2O2P
Net Charge0
Average Mass261.089
Monoisotopic Mass260.02482
SMILESO=P1(N(CCCl)CCCl)NCCCO1
InChIInChI=1S/C7H15Cl2N2O2P/c8-2-5-11(6-3-9)14(12)10-4-1-7-13-14/h1-7H2,(H,10,12)
InChIKeyCMSMOCZEIVJLDB-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
environmental contaminant  Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Roles:
carcinogenic agent  A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
alkylating agent  Highly reactive chemical that introduces alkyl radicals into biologically active molecules and thereby prevents their proper functioning. It could be used as an antineoplastic agent, but it might be very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. It could also be used as a component of poison gases.
xenobiotic  A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
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.
drug allergen  Any drug which causes the onset of an allergic reaction.
alkylating agent  Highly reactive chemical that introduces alkyl radicals into biologically active molecules and thereby prevents their proper functioning. It could be used as an antineoplastic agent, but it might be very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. It could also be used as a component of poison gases.
Applications:
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.
drug allergen  Any drug which causes the onset of an allergic reaction.
antirheumatic drug  A drug used to treat rheumatoid arthritis.
ChEBI Ontology
Outgoing Relation(s)
cyclophosphamide (CHEBI:4027) has role alkylating agent (CHEBI:22333)
cyclophosphamide (CHEBI:4027) has role antineoplastic agent (CHEBI:35610)
cyclophosphamide (CHEBI:4027) has role antirheumatic drug (CHEBI:35842)
cyclophosphamide (CHEBI:4027) has role carcinogenic agent (CHEBI:50903)
cyclophosphamide (CHEBI:4027) has role drug allergen (CHEBI:88188)
cyclophosphamide (CHEBI:4027) has role environmental contaminant (CHEBI:78298)
cyclophosphamide (CHEBI:4027) has role immunosuppressive agent (CHEBI:35705)
cyclophosphamide (CHEBI:4027) has role xenobiotic (CHEBI:35703)
cyclophosphamide (CHEBI:4027) is a nitrogen mustard (CHEBI:37598)
cyclophosphamide (CHEBI:4027) is a organochlorine compound (CHEBI:36683)
cyclophosphamide (CHEBI:4027) is a phosphorodiamide (CHEBI:35467)
Incoming Relation(s)
cyclophosphamide hydrate (CHEBI:4026) has part cyclophosphamide (CHEBI:4027)
IUPAC Name 
N,N-bis(2-chloroethyl)-1,3,2-oxazaphosphinan-2-amine 2-oxide
Synonyms  Source
2-[Bis(2-chloroethylamino)]-tetrahydro-2H-1,3,2-oxazaphosphorine-2-oxideNIST Chemistry WebBook
Bis(2-chloroethyl)phosphoramide cyclic propanolamide esterChemIDplus
(+-)-CyclophosphamideChemIDplus
Cyclophosphamide anhydrousKEGG COMPOUND
N,N-bis(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin-2-amine 2-oxideIUPAC
(RS)-CyclophosphamideChemIDplus
Manual XrefsDatabases
758DrugCentral
C07888KEGG COMPOUND
CyclophosphamideWikipedia
D07760KEGG DRUG
DB00531DrugBank
HMDB0014672HMDB
LSM-4961LINCS
Registry NumbersSources
Reaxys:11744Reaxys
CAS:50-18-0KEGG COMPOUND
CAS:50-18-0ChemIDplus
CAS:50-18-0NIST Chemistry WebBook
Citations