Carboxyphosphamide (BioDeep_00000006565)

 

Secondary id: BioDeep_00001869140

human metabolite


代谢物信息卡片


3-({amino[bis(2-chloroethyl)amino]phosphoryl}oxy)propanoic acid

化学式: C7H15Cl2N2O4P (292.0146)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(otcml) 35.92%

分子结构信息

SMILES: C(COP(=O)(N)N(CCCl)CCCl)C(=O)O
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)

描述信息

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)
D000970 - Antineoplastic Agents > D018906 - Antineoplastic Agents, Alkylating > D009588 - Nitrogen Mustard Compounds
D000970 - Antineoplastic Agents > D018906 - Antineoplastic Agents, Alkylating > D010752 - Phosphoramide Mustards

同义名列表

6 个代谢物同义名

3-({amino[bis(2-chloroethyl)amino]phosphoryl}oxy)propanoic acid; Carboxyphosphamide, (R)-isomer; Carboxyphosphamide, (S)-isomer; Carboxycyclophosphamide; Carboxyphosphamide; Carboxyphosphamide



数据库引用编号

13 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(3)

BioCyc(0)

PlantCyc(0)

代谢反应

47 个相关的代谢反应过程信息。

Reactome(45)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(2)

PharmGKB(0)

1 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表
Cytoplasm 12 AFP, ALB, ALDH1A1, ALDH1A2, ALDH1A3, ALDH3A1, CASP3, CYP2B6, CYP2C9, CYP3A4, NOTCH2, PRPH
Peripheral membrane protein 4 CYP1B1, CYP27A1, CYP2B6, HSD17B6
Endoplasmic reticulum membrane 5 CYP1B1, CYP2B6, CYP2C9, CYP3A4, NOTCH2
Mitochondrion membrane 1 CYP27A1
Nucleus 3 ALB, CASP3, NOTCH2
cytosol 7 ALB, ALDH1A1, ALDH1A2, ALDH1A3, ALDH1B1, ALDH3A1, CASP3
trans-Golgi network 1 PCSK5
centrosome 1 ALB
nucleoplasm 3 ALDH1B1, CASP3, NOTCH2
Cell membrane 1 SLC38A5
Cell projection, axon 2 ALDH1A1, PRPH
Early endosome membrane 1 HSD17B6
Multi-pass membrane protein 2 PRPH, SLC38A5
Synapse 1 ALDH1A1
cell surface 1 NOTCH2
glutamatergic synapse 1 CASP3
Golgi apparatus 2 ALB, PCSK5
Golgi membrane 2 NOTCH2, PCSK5
mitochondrial inner membrane 1 CYP27A1
neuronal cell body 1 CASP3
Cytoplasm, cytosol 1 ALDH1A1
plasma membrane 5 ALDH3A1, CYP2C9, NOTCH2, PRPH, SLC38A5
Membrane 6 CYP1B1, CYP3A4, NOTCH2, PCSK5, PRPH, SLC38A5
axon 2 ALDH1A1, PRPH
extracellular exosome 5 ALB, ALDH1A1, ALDH1A3, ALDH2, PRPH
Lumenal side 1 HSD17B6
endoplasmic reticulum 3 ALB, ALDH3A1, HSD17B6
extracellular space 5 AFP, ALB, ALDH3A1, INHBE, PCSK5
perinuclear region of cytoplasm 1 ALDH1A2
mitochondrion 4 ALDH1B1, ALDH2, CYP1B1, CYP27A1
protein-containing complex 1 ALB
intracellular membrane-bounded organelle 5 CYP1B1, CYP2B6, CYP2C9, CYP3A4, HSD17B6
Microsome membrane 5 CYP1B1, CYP2B6, CYP2C9, CYP3A4, HSD17B6
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 NOTCH2
Secreted 3 AFP, ALB, INHBE
extracellular region 3 ALB, NOTCH2, PCSK5
Mitochondrion matrix 1 ALDH2
mitochondrial matrix 3 ALDH1B1, ALDH2, CYP27A1
anchoring junction 1 ALB
photoreceptor inner segment 1 PRPH
photoreceptor outer segment 1 PRPH
perikaryon 1 PRPH
Mitochondrion inner membrane 1 CYP27A1
Cytoplasm, cytoskeleton 1 PRPH
collagen-containing extracellular matrix 1 INHBE
intermediate filament 1 PRPH
receptor complex 1 NOTCH2
ciliary basal body 1 ALB
cilium 1 NOTCH2
centriole 1 ALB
Cell projection, cilium, photoreceptor outer segment 1 PRPH
spindle pole 1 ALB
blood microparticle 1 ALB
Golgi lumen 1 PCSK5
endoplasmic reticulum lumen 2 AFP, ALB
platelet alpha granule lumen 1 ALB
death-inducing signaling complex 1 CASP3
type III intermediate filament 1 PRPH
ciliary transition fiber 1 ALB
[Notch 2 extracellular truncation]: Cell membrane 1 NOTCH2
[Notch 2 intracellular domain]: Nucleus 1 NOTCH2


文献列表

  • Girish Chinnaswamy, Julie Errington, Annabel Foot, Alan V Boddy, Gareth J Veal, Michael Cole. Pharmacokinetics of cyclophosphamide and its metabolites in paediatric patients receiving high-dose myeloablative therapy. European journal of cancer (Oxford, England : 1990). 2011 Jul; 47(10):1556-63. doi: 10.1016/j.ejca.2011.03.008. [PMID: 21482104]
  • S Murray Yule, Lisa Price, Alex D McMahon, Andrew D J Pearson, Alan V Boddy. Cyclophosphamide metabolism in children with non-Hodgkin's lymphoma. Clinical cancer research : an official journal of the American Association for Cancer Research. 2004 Jan; 10(2):455-60. doi: 10.1158/1078-0432.ccr-0844-03. [PMID: 14760065]
  • S M Yule, A V Boddy, M Cole, L Price, R Wyllie, M J Tasso, A D Pearson, J R Idle. Cyclophosphamide metabolism in children. Cancer research. 1995 Feb; 55(4):803-9. doi: . [PMID: 7850793]
  • G Momerency, K Van Cauwenberghe, P H Slee, A T Van Oosterom, E A De Bruijn. The determination of cyclophosphamide and its metabolites in blood plasma as stable trifluoroacetyl derivatives by electron capture chemical ionization gas chromatography/mass spectrometry. Biological mass spectrometry. 1994 Mar; 23(3):149-58. doi: 10.1002/bms.1200230306. [PMID: 8148406]
  • A H Hadidi, C E Coulter, J R Idle. Phenotypically deficient urinary elimination of carboxyphosphamide after cyclophosphamide administration to cancer patients. Cancer research. 1988 Sep; 48(18):5167-71. doi: . [PMID: 3409242]
  • U Bahr, H R Schulten. Isolation, identification and determination of cyclophosphamide and two of its metabolites in urine of a multiple sclerosis patient by high pressure liquid chromatography and field desorption mass spectrometry. Biomedical mass spectrometry. 1981 Nov; 8(11):553-7. doi: 10.1002/bms.1200081106. [PMID: 7317569]
  • T Wagner, D Heydrich, G Voelcker, H J Hohorst. [Blood level and urinary excretion of activated cyclophosphamide and its deactivation products in man (author's transl)]. Journal of cancer research and clinical oncology. 1980 Jan; 96(1):79-92. doi: 10.1007/bf00412899. [PMID: 7358774]