Malaoxon (BioDeep_00000002240)

 

Secondary id: BioDeep_00001867741

human metabolite Endogenous blood metabolite


代谢物信息卡片


1,4-diethyl 2-[(dimethoxyphosphoryl)sulfanyl]butanedioate

化学式: C10H19O7PS (314.0589)
中文名称: 马拉氧磷
谱图信息: 最多检出来源 Homo sapiens(blood) 7.66%

分子结构信息

SMILES: CCOC(=O)CC(C(=O)OCC)SP(=O)(OC)OC
InChI: InChI=1S/C10H19O7PS/c1-5-16-9(11)7-8(10(12)17-6-2)19-18(13,14-3)15-4/h8H,5-7H2,1-4H3

描述信息

Malaoxon is a metabolite of malathion. Malaoxon is a chemical compound with the formula C10H19O7PS. More specifically, it is a phosphorothioate. It is a breakdown product of, and more toxic than, malathion. (Wikipedia)
CONFIDENCE standard compound; EAWAG_UCHEM_ID 3713
D010575 - Pesticides > D007306 - Insecticides
D016573 - Agrochemicals

同义名列表

3 个代谢物同义名

1,4-diethyl 2-[(dimethoxyphosphoryl)sulfanyl]butanedioate; MALAOXON; Malaoxon



数据库引用编号

22 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

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 6 ACE2, ALB, HPGDS, ITPR3, PARVA, PPARG
Peripheral membrane protein 2 ACHE, CYP1B1
Endosome membrane 1 ABCB6
Endoplasmic reticulum membrane 7 ABCB6, CYP1A2, CYP1B1, HMOX1, ITPR3, PNPLA6, PON1
Nucleus 6 ACHE, ALB, HMOX1, NR1I2, PARVA, PPARG
cytosol 7 ABCB6, ALB, HMOX1, HPGDS, PARVA, PNPLA6, PPARG
nuclear body 1 NR1I2
centrosome 1 ALB
nucleoplasm 6 ABCB6, HMOX1, HPGDS, ITPR3, NR1I2, PPARG
RNA polymerase II transcription regulator complex 1 PPARG
Cell membrane 3 ABCB6, ACE2, ACHE
Cytoplasmic side 1 HMOX1
lamellipodium 1 PARVA
Early endosome membrane 1 ABCB6
Multi-pass membrane protein 2 ABCB6, ITPR3
Golgi apparatus membrane 2 ABCB6, NDST3
Synapse 1 ACHE
cell surface 2 ACE2, ACHE
Golgi apparatus 5 ABCB6, ACHE, ALB, ATRN, NDST3
Golgi membrane 2 ABCB6, NDST3
lysosomal membrane 1 ABCB6
neuromuscular junction 1 ACHE
neuronal cell body 1 ITPR3
endosome 1 ABCB6
plasma membrane 9 ABCB6, ACE2, ACHE, ATRN, BCHE, BTC, CSF2, ITPR3, PARVA
Membrane 8 ABCB6, ACE2, ACHE, BTC, CYP1B1, HMOX1, ITPR3, PNPLA6
apical plasma membrane 1 ACE2
brush border 1 ITPR3
extracellular exosome 5 ABCB6, ACE2, ALB, ATRN, PON1
Lysosome membrane 1 ABCB6
endoplasmic reticulum 5 ABCB6, ALB, HMOX1, ITPR3, PNPLA6
extracellular space 10 ACE2, ACHE, ALB, ATRN, BCHE, BTC, CSF2, HMOX1, LOX, PON1
perinuclear region of cytoplasm 3 ACHE, HMOX1, PPARG
mitochondrion 2 ABCB6, CYP1B1
protein-containing complex 1 ALB
intracellular membrane-bounded organelle 5 CSF2, CYP1A2, CYP1B1, HPGDS, PPARG
Microsome membrane 2 CYP1A2, CYP1B1
Single-pass type I membrane protein 2 ACE2, ATRN
Secreted 6 ACE2, ACHE, ALB, BCHE, CSF2, LOX
extracellular region 8 ACE2, ACHE, ALB, BCHE, BTC, CSF2, LOX, PON1
Mitochondrion outer membrane 1 ABCB6
mitochondrial outer membrane 2 ABCB6, HMOX1
[Isoform 2]: Secreted 1 ATRN
Extracellular side 1 ACHE
anchoring junction 1 ALB
transcription regulator complex 1 NR1I2
Cell projection, cilium 1 ACE2
high-density lipoprotein particle 1 PON1
actin cytoskeleton 1 PARVA
Z disc 1 PARVA
nucleolus 1 ITPR3
Melanosome membrane 1 ABCB6
apical part of cell 1 ITPR3
Single-pass type II membrane protein 1 NDST3
Apical cell membrane 1 ACE2
Membrane raft 1 ACE2
Cell junction, focal adhesion 1 PARVA
Cytoplasm, cytoskeleton 1 PARVA
focal adhesion 1 PARVA
extracellular matrix 1 LOX
basement membrane 1 ACHE
collagen trimer 1 LOX
sarcoplasmic reticulum 1 ITPR3
collagen-containing extracellular matrix 1 LOX
nuclear outer membrane 1 ITPR3
receptor complex 2 ITPR3, PPARG
ciliary basal body 1 ALB
cilium 1 ACE2
chromatin 2 NR1I2, PPARG
Late endosome membrane 1 ABCB6
centriole 1 ALB
Secreted, extracellular space 1 LOX
brush border membrane 1 ACE2
spindle pole 1 ALB
blood microparticle 3 ALB, BCHE, PON1
Lipid-anchor, GPI-anchor 1 ACHE
[Isoform 3]: Secreted 1 ATRN
side of membrane 1 ACHE
intermediate filament cytoskeleton 1 NR1I2
Cytoplasm, myofibril, sarcomere, Z line 1 PARVA
multivesicular body membrane 1 ABCB6
secretory granule membrane 1 ITPR3
endoplasmic reticulum lumen 3 ACE2, ALB, BCHE
platelet alpha granule lumen 1 ALB
endocytic vesicle membrane 1 ACE2
Single-pass type III membrane protein 1 PNPLA6
Secreted, extracellular exosome 1 ABCB6
mitochondrial envelope 1 ABCB6
Single-pass type IV membrane protein 1 HMOX1
ATP-binding cassette (ABC) transporter complex 1 ABCB6
nuclear envelope lumen 1 BCHE
clathrin-coated endocytic vesicle membrane 1 BTC
Endosome, multivesicular body membrane 1 ABCB6
platelet dense tubular network membrane 1 ITPR3
synaptic cleft 1 ACHE
endolysosome membrane 1 ABCB6
[Isoform 1]: Cell membrane 1 ATRN
Cytoplasmic vesicle, secretory vesicle membrane 1 ITPR3
granulocyte macrophage colony-stimulating factor receptor complex 1 CSF2
spherical high-density lipoprotein particle 1 PON1
transport vesicle membrane 1 ITPR3
vacuolar membrane 1 ABCB6
cytoplasmic side of endoplasmic reticulum membrane 1 ITPR3
[Isoform H]: Cell membrane 1 ACHE
ciliary transition fiber 1 ALB
[Processed angiotensin-converting enzyme 2]: Secreted 1 ACE2
[Isoform 2]: Apical cell membrane 1 ACE2


文献列表

  • Zhou Tong, Yan Shen, DanDan Meng, XiaoTong Yi, MingNa Sun, Xu Dong, Yue Chu, JinSheng Duan. Ecological threat caused by malathion and its chiral metabolite in a honey bee-rape system: Stereoselective exposure risk and the mechanism revealed by proteome. The Science of the total environment. 2023 Mar; 874(?):162585. doi: 10.1016/j.scitotenv.2023.162585. [PMID: 36870510]
  • Li-Wei Meng, Meng-Lan Peng, Meng-Ling Chen, Guo-Rui Yuan, Li-Sha Zheng, Wen-Jie Bai, Guy Smagghe, Jin-Jun Wang. A glutathione S-transferase (BdGSTd9) participates in malathion resistance via directly depleting malathion and its toxic oxide malaoxon in Bactrocera dorsalis (Hendel). Pest management science. 2020 Aug; 76(8):2557-2568. doi: 10.1002/ps.5810. [PMID: 32128980]
  • Haina Sun, Nicolas Buchon, Jeffrey G Scott. Mdr65 decreases toxicity of multiple insecticides in Drosophila melanogaster. Insect biochemistry and molecular biology. 2017 10; 89(?):11-16. doi: 10.1016/j.ibmb.2017.08.002. [PMID: 28803989]
  • Zhiqiang Kong, Minmin Li, Jieying Chen, Yuejing Gui, Yuming Bao, Bei Fan, Qiu Jian, Frédéric Francis, Xiaofeng Dai. Behavior of field-applied triadimefon, malathion, dichlorvos, and their main metabolites during barley storage and beer processing. Food chemistry. 2016 Nov; 211(?):679-86. doi: 10.1016/j.foodchem.2016.05.058. [PMID: 27283683]
  • Rezeda V Shamagsumova, Dmitry N Shurpik, Pavel L Padnya, Ivan I Stoikov, Gennady A Evtugyn. Acetylcholinesterase biosensor for inhibitor measurements based on glassy carbon electrode modified with carbon black and pillar[5]arene. Talanta. 2015 Nov; 144(?):559-68. doi: 10.1016/j.talanta.2015.07.008. [PMID: 26452862]
  • J Von Der Wellen, F Worek, H Thiermann, T Wille. Investigations of kinetic interactions between lipid emulsions, hydroxyethyl starch or dextran and organophosphorus compounds. Clinical toxicology (Philadelphia, Pa.). 2013 Dec; 51(10):918-22. doi: 10.3109/15563650.2013.857025. [PMID: 24199642]
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  • Agustín Basso, Andrés M Attademo, Rafael C Lajmanovich, Paola M Peltzer, Celina Junges, Mariana C Cabagna, Gabriela S Fiorenza, Juan Carlos Sanchez-Hernandez. Plasma esterases in the tegu lizard Tupinambis merianae (Reptilia, Teiidae): impact of developmental stage, sex, and organophosphorus in vitro exposure. Environmental science and pollution research international. 2012 Jan; 19(1):214-25. doi: 10.1007/s11356-011-0549-6. [PMID: 21717171]
  • Najwa Ben Oujji, Idriss Bakas, Georges Istamboulié, Ihya Ait-Ichou, Elhabib Ait-Addi, Régis Rouillon, Thierry Noguer. Acetylcholinesterase immobilized on magnetic beads for pesticides detection: application to olive oil analysis. Sensors (Basel, Switzerland). 2012; 12(6):7893-904. doi: 10.3390/s120607893. [PMID: 22969377]
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  • Yiou Pan, Qingli Shang, Kui Fang, Jing Zhang, Jinghui Xi. Down-regulated transcriptional level of Ace1 combined with mutations in Ace1 and Ace2 of Aphis gossypii are related with omethoate resistance. Chemico-biological interactions. 2010 Dec; 188(3):553-7. doi: 10.1016/j.cbi.2010.07.022. [PMID: 20692243]
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