Metabolite Card
Formula: C7H15Cl2N2O3P (276.0197)
SMILES: NP(=O)(OCCC=O)N(CCCl)CCCl
Synonyms [en]
Aldophosphamide; cyclophosphamide-mustard; Cyp-mustard; UNII-7AM2ILM9FI; 7AM2ILM9FI; 3-Oxopropyl N,N-bis(2-chloroethyl)phosphorodiamidate
Last reviewed on 2024-06-28.
Cite this Page
Aldophosphamide. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000006067). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Detoxification of cyclophosphamide is effected, in part, by hepatic class 1 aldehyde dehydrogenase (ALDH-1)-catalyzed oxidation of aldophosphamide, a pivotal aldehyde intermediate, to the nontoxic metabolite, carboxyphosphamide. Detoxification of aldophosphamide may also be effected by enzymes, viz. Thus, NAD-linked oxidation and NADPH-linked reduction of aldophosphamide catalyzed by relevant erythrocyte enzymes were quantified. (PMID: 9394035) Class 1 aldehyde dehydrogenases (ALDH-1) function as drug resistance gene products by catalyzing the irreversible conversion of aldophosphamide, an active metabolite of cyclophosphamide, to an inert compound. (PMID: 9322086)
DBLinks
- CAS Registry Number: 35144-64-0
- PubChem CID: 107744
- ChEBI: 2560
- HMDB: HMDB0060433
- LipidMaps:
- KEGG: C07645
- BioCyc:
- NCBI MeSH: aldophosphamide
- Wikipedia: Cyclophosphamide
Other DBLinks
- CAS Registry Number: 35144-64-0
- PubChem: 107744
- ChEBI: ChEBI:2560
- HMDB: HMDB0060433
- KEGG: C07645
- NCBI MeSH: aldophosphamide
- Wikipedia: Cyclophosphamide
- Metlin: METLIN_632
Class / Ontology
- WishartLab ClassyFire: [Nitrogen mustard compounds] Nitrogen mustard compounds
- ChEBI: [CHEBI:2560] Aldophosphamide
| ID | EC Number | Name |
|---|---|---|
| KEGG:R08278 | C07643<=>C07645 | |
| KEGG:R08279 | C07645<=>C07647 + C01471 | |
| KEGG:R08280 | 2.5.1.18 | 4-glutathionyl cyclophosphamide hydrolase |
| KEGG:R08281 | 1.1.1.1 | alcophosphamide:NAD+ oxidoreductase |
| KEGG:R08282 | 1.2.1.5 | carboxyphosphamide:NAD+ oxidoreductase |
| KEGG:R08283 | 1.2.1.5 | carboxyphosphamide:NADP+ oxidoreductase |
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| PathBank:SMP0000447 | Cyclophosphamide Action Pathway |
| PathBank:SMP0000604 | Cyclophosphamide Metabolism Pathway |