Metabolite Carboxyphosphamide
- Name
- Carboxyphosphamide
- Description
- n 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 )
- Structure
- Synonyms
- Not Available
- UNII
- DP4677AX41
- CAS number
- Not Available
- Weight
- Average: 293.085
Monoisotopic: 292.014648904 - Chemical Formula
- C7H15Cl2N2O4P
- InChI Key
- QLAKAJLYYGOZQL-UHFFFAOYSA-N
- InChI
- InChI=1S/C7H15Cl2N2O4P/c8-2-4-11(5-3-9)16(10,14)15-6-1-7(12)13/h1-6H2,(H2,10,14)(H,12,13)
- IUPAC Name
- 3-({amino[bis(2-chloroethyl)amino]phosphoryl}oxy)propanoic acid
- SMILES
- NP(=O)(OCCC(O)=O)N(CCCl)CCCl
- Reactions
- Cyclophosphamide 4-Hydroxycyclophosphamide
- 4-Hydroxycyclophosphamide 4-Ketocyclophosphamide
- 4-Hydroxycyclophosphamide Aldophosphamide
- Aldophosphamide Carboxyphosphamide
- Carboxyphosphamide Nornitrogen mustard
- Aldophosphamide Alcophosphamide
- Aldophosphamide Carboxyphosphamide
- Aldophosphamide Acrolein
- Acrolein Acrylic Acid
- Aldophosphamide Phosphoramide Mustard
- Phosphoramide Mustard Phosphoramide Aziridinium
- Aldophosphamide Carboxyphosphamide
- Cyclophosphamide 4-Hydroxycyclophosphamide
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 153.9047179 predictedDarkChem Lite v0.1.0 [M-H]- 158.9375179 predictedDarkChem Lite v0.1.0 [M-H]- 152.04263 predictedDeepCCS 1.0 (2019) [M+H]+ 154.6814179 predictedDarkChem Lite v0.1.0 [M+H]+ 158.4482179 predictedDarkChem Lite v0.1.0 [M+H]+ 154.40063 predictedDeepCCS 1.0 (2019) [M+Na]+ 153.7679179 predictedDarkChem Lite v0.1.0 [M+Na]+ 158.2243179 predictedDarkChem Lite v0.1.0 [M+Na]+ 160.82947 predictedDeepCCS 1.0 (2019) - External Links
- Human Metabolome Database
- HMDB0060449
- KEGG Compound
- C07646
- ChemSpider
- 29229
- ChEBI
- 3410
- ChEMBL
- CHEMBL3544547
- Wikipedia
- Carboxycyclophosphamide
- Predicted Properties
Property Value Source Water Solubility 13.6 mg/mL ALOGPS logP 0.37 ALOGPS logP -0.3 Chemaxon logS -1.3 ALOGPS pKa (Strongest Acidic) 4.49 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 92.86 Å2 Chemaxon Rotatable Bond Count 9 Chemaxon Refractivity 61.47 m3·mol-1 Chemaxon Polarizability 25.75 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon