Carboxyphosphamide (BioCAD00000008003)

plant natural products

Metabolite Card

Formula: C7H15Cl2N2O4P (292.0146)
SMILES: NP(=O)(OCCC(O)=O)N(CCCl)CCCl

Synonyms [en]

Carboxyphosphamide; carboxycyclophosphamide; carboxyphosphamide, (S)-isomer; 3-((Amino(bis(2-chloroethyl)amino)phosphoryl)oxy)propanoic acid; 3-[amino-[bis(2-chloroethyl)amino]phosphoryl]oxypropanoic acid; carboxyphosphamide, (R)-isomer

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Carboxyphosphamide. 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: BioCAD00000008003). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

In contrast to previous adult studies on urinary metabolites, plasma carboxyphosphamide concentrations did not support the existence of polymorphic metabolism. Plasma concentrations of dechlorethylcyclophosphamide and carboxyphosphamide were correlated in individual patients, suggesting that the activity of both aldehyde dehydrogenase and cytochrome P450 enzyme(s) determine carboxyphosphamide production in vivo. (PMID: 7850793) 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. (PMID: 9394035) A key finding was the detection of a metabolite, most likely carboxyphosphamide, that is formed only by cytosols from cells expressing either class 3 or class 1 ALDH. (PMID: 8662659)

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 106009-86-3
  • CAS Registry Number: 22788-18-7
  • PubChem: 31515
  • ChEBI: ChEBI:3410
  • HMDB: HMDB0060449
  • KEGG: C07646
  • NCBI MeSH: carboxyphosphamide
  • Wikipedia: Carboxycyclophosphamide
  • RefMet: RM0139102
  • Metlin: METLIN_633
  • Coconut NaturalProduct: CNP0076247.0
  • Coconut NaturalProduct: CNP0580720.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R08282 1.2.1.5 carboxyphosphamide:NAD+ oxidoreductase
KEGG:R08283 1.2.1.5 carboxyphosphamide:NADP+ oxidoreductase
KEGG:R08284 C07646<=>C16552
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Organism Source

Taxonomy Source

  1. Inula helenium [ncbi taxid: 55635]

Pathway Synthetic

pathway id name
Reactome:R-BTA-1430728 Metabolism
Reactome:R-BTA-211945 Phase I - Functionalization of compounds
Reactome:R-CEL-211859 Biological oxidations
Reactome:R-DDI-211859 Biological oxidations
Reactome:R-HSA-211859 Biological oxidations
Reactome:R-MMU-1430728 Metabolism
Reactome:R-MMU-211859 Biological oxidations
Reactome:R-RNO-211945 Phase I - Functionalization of compounds
Reactome:R-SSC-211945 Phase I - Functionalization of compounds
Reactome:R-BTA-211859 Biological oxidations
Reactome:R-DRE-211945 Phase I - Functionalization of compounds
Reactome:R-DME-1430728 Metabolism
Reactome:R-DME-211945 Phase I - Functionalization of compounds
Reactome:R-RNO-211859 Biological oxidations
Reactome:R-SCE-1430728 Metabolism
Reactome:R-SCE-211945 Phase I - Functionalization of compounds
Reactome:R-SSC-1430728 Metabolism
Reactome:R-SSC-211859 Biological oxidations
Reactome:R-XTR-211945 Phase I - Functionalization of compounds
Reactome:R-CEL-211945 Phase I - Functionalization of compounds
View All Pathways