Diamyl phthalate (BioDeep_00001873617)

Main id: BioDeep_00000001129

 

Industrial Pollutants


代谢物信息卡片


Di-n-pentyl phthalate

化学式: C18H26O4 (306.1831)
中文名称: 邻苯二甲酸二正戊酯, 邻苯二甲酸二戊酯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCC
InChI: InChI=1S/C18H26O4/c1-3-5-9-13-21-17(19)15-11-7-8-12-16(15)18(20)22-14-10-6-4-2/h7-8,11-12H,3-6,9-10,13-14H2,1-2H3

描述信息

Dipentyl phthalate is an endocrine-disrupting phthalate plasticizer. Dipentyl phthalate increases AMPK phosphorylation and decreases AKT1 phosphorylation and SIRT1 levels. Dipentyl phthalate reduces adrenocorticotropic hormone levels. Dipentyl phthalate is a testicular toxicant[1].
Dipentyl phthalate is an endocrine-disrupting phthalate plasticizer. Dipentyl phthalate increases AMPK phosphorylation and decreases AKT1 phosphorylation and SIRT1 levels. Dipentyl phthalate reduces adrenocorticotropic hormone levels. Dipentyl phthalate is a testicular toxicant[1].

同义名列表

7 个代谢物同义名

Di-n-pentyl phthalate; Di-n-Amyl phthalate; Dipentyl phthalate; Diamyl phthalate; DAmPA; Di-n-pentyl phthalate; Dipentyl phthalate



数据库引用编号

9 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 9 AKT1, BCL2, HSD3B1, MC2R, NR4A2, POMC, PRKAA2, SCARB1, SIRT1
Peripheral membrane protein 4 CYP11A1, CYP11B1, CYP11B2, CYP21A2
Endoplasmic reticulum membrane 6 BCL2, CYP11B1, CYP21A2, HSD17B3, HSD3B1, HSP90B1
Mitochondrion membrane 2 CYP11A1, CYP11B2
Nucleus 8 AKT1, BCL2, HSP90B1, NR4A2, NR5A1, PPARGC1A, PRKAA2, SIRT1
cytosol 7 AKT1, BCL2, HSP90B1, NR5A1, PPARGC1A, PRKAA2, SIRT1
dendrite 1 PRKAA2
nucleoplasm 6 AKT1, NR4A2, NR5A1, PPARGC1A, PRKAA2, SIRT1
RNA polymerase II transcription regulator complex 1 NR5A1
Cell membrane 3 AKT1, MC2R, SCARB1
lamellipodium 1 AKT1
Multi-pass membrane protein 3 MC2R, SCARB1, TM2D1
cell cortex 1 AKT1
cell surface 1 SCARB1
glutamatergic synapse 1 AKT1
Golgi apparatus 1 PRKAA2
lysosomal membrane 1 SCARB1
mitochondrial inner membrane 4 CYP11A1, CYP11B1, CYP11B2, HSD3B1
neuronal cell body 1 PRKAA2
postsynapse 1 AKT1
smooth endoplasmic reticulum 1 HSP90B1
Lysosome 1 SCARB1
plasma membrane 4 AKT1, MC2R, SCARB1, TM2D1
Membrane 9 AKT1, BCL2, CYP11A1, CYP11B2, CYP21A2, HSP90B1, PRKAA2, SCARB1, TM2D1
axon 1 PRKAA2
caveola 1 SCARB1
extracellular exosome 3 HSP90B1, SCARB1, SHBG
endoplasmic reticulum 4 BCL2, HSD17B3, HSD3B1, HSP90B1
extracellular space 2 INSL3, POMC
perinuclear region of cytoplasm 2 HSP90B1, INSL3
mitochondrion 5 BCL2, CYP11A1, CYP11B1, CYP11B2, SIRT1
protein-containing complex 4 AKT1, BCL2, HSP90B1, NR4A2
intracellular membrane-bounded organelle 3 HSD17B3, HSD3B1, SCARB1
Microsome membrane 1 CYP21A2
chromatin silencing complex 1 SIRT1
Secreted 3 INSL3, POMC, SHBG
extracellular region 4 HSP90B1, INSL3, POMC, SHBG
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 2 BCL2, CYP21A2
mitochondrial outer membrane 1 BCL2
mitochondrial matrix 1 CYP11A1
transcription regulator complex 1 NR4A2
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
microtubule cytoskeleton 1 AKT1
nucleolus 2 HSD3B1, SIRT1
midbody 1 HSP90B1
cell-cell junction 1 AKT1
vesicle 1 AKT1
Mitochondrion inner membrane 3 CYP11A1, CYP11B1, CYP11B2
heterochromatin 1 SIRT1
pore complex 1 BCL2
focal adhesion 1 HSP90B1
spindle 1 AKT1
Nucleus, PML body 2 PPARGC1A, SIRT1
PML body 2 PPARGC1A, SIRT1
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 2 AKT1, HSD3B1
collagen-containing extracellular matrix 1 HSP90B1
secretory granule 1 POMC
nuclear speck 2 NR4A2, PRKAA2
nuclear inner membrane 1 SIRT1
ciliary basal body 1 AKT1
chromatin 4 NR4A2, NR5A1, PPARGC1A, SIRT1
intercellular bridge 1 HSD3B1
fibrillar center 1 SIRT1
nuclear envelope 1 SIRT1
Membrane, caveola 1 SCARB1
Melanosome 1 HSP90B1
cytoplasmic stress granule 1 PRKAA2
euchromatin 1 SIRT1
Smooth endoplasmic reticulum membrane 1 HSD3B1
myelin sheath 1 BCL2
sperm plasma membrane 1 HSP90B1
secretory granule lumen 1 POMC
endoplasmic reticulum lumen 1 HSP90B1
endocytic vesicle membrane 1 SCARB1
Sarcoplasmic reticulum lumen 1 HSP90B1
[Isoform 1]: Nucleus 1 PPARGC1A
eNoSc complex 1 SIRT1
rDNA heterochromatin 1 SIRT1
nucleotide-activated protein kinase complex 1 PRKAA2
endocytic vesicle lumen 1 HSP90B1
endoplasmic reticulum chaperone complex 1 HSP90B1
BAD-BCL-2 complex 1 BCL2
[SirtT1 75 kDa fragment]: Cytoplasm 1 SIRT1
[Isoform B4]: Nucleus 1 PPARGC1A
[Isoform B4-8a]: Cytoplasm 1 PPARGC1A
[Isoform B5]: Nucleus 1 PPARGC1A
[Isoform 9]: Nucleus 1 PPARGC1A


文献列表

  • Haiqiong Chen, Xiu Xin, Miaoqing Liu, Feifei Ma, Yige Yu, Jie Huang, Haipeng Dai, Zhongrong Li, Ren-Shan Ge. In utero exposure to dipentyl phthalate disrupts fetal and adult Leydig cell development. Toxicology and applied pharmacology. 2021 05; 419(?):115514. doi: 10.1016/j.taap.2021.115514. [PMID: 33798595]
  • Nuria Vela, May Calín, María J Yáñez-Gascón, Isabel Garrido, Gabriel Pérez-Lucas, José Fenoll, Simón Navarro. Photocatalytic oxidation of six endocrine disruptor chemicals in wastewater using ZnO at pilot plant scale under natural sunlight. Environmental science and pollution research international. 2018 Dec; 25(35):34995-35007. doi: 10.1007/s11356-018-1716-9. [PMID: 29558788]
  • Anika Engel, Thorsten Buhrke, Francine Imber, Sönke Jessel, Albrecht Seidel, Wolfgang Völkel, Alfonso Lampen. Agonistic and antagonistic effects of phthalates and their urinary metabolites on the steroid hormone receptors ERα, ERβ, and AR. Toxicology letters. 2017 Aug; 277(?):54-63. doi: 10.1016/j.toxlet.2017.05.028. [PMID: 28571686]
  • Leon Earl Gray, Johnathan Furr, Katoria R Tatum-Gibbs, Christy Lambright, Hunter Sampson, Bethany R Hannas, Vickie S Wilson, Andrew Hotchkiss, Paul M D Foster. Establishing the "Biological Relevance" of Dipentyl Phthalate Reductions in Fetal Rat Testosterone Production and Plasma and Testis Testosterone Levels. Toxicological sciences : an official journal of the Society of Toxicology. 2016 Jan; 149(1):178-91. doi: 10.1093/toxsci/kfv224. [PMID: 26454885]
  • Yanling Chen, David H Reese. Disruption of Retinol (Vitamin A) Signaling by Phthalate Esters: SAR and Mechanism Studies. PloS one. 2016; 11(8):e0161167. doi: 10.1371/journal.pone.0161167. [PMID: 27532513]
  • Manori J Silva, Johnathan Furr, Ella Samandar, James L Preau, L Earl Gray, Larry L Needham, Antonia M Calafat. Urinary and serum metabolites of di-n-pentyl phthalate in rats. Chemosphere. 2011 Jan; 82(3):431-6. doi: 10.1016/j.chemosphere.2010.09.052. [PMID: 20951405]
  • Kejun Liu, Kim P Lehmann, Madhabananda Sar, S Stanley Young, Kevin W Gaido. Gene expression profiling following in utero exposure to phthalate esters reveals new gene targets in the etiology of testicular dysgenesis. Biology of reproduction. 2005 Jul; 73(1):180-92. doi: 10.1095/biolreprod.104.039404. [PMID: 15728792]
  • NULL. Reproductive toxicology. Di-n-pentylphthalate. Environmental health perspectives. 1997 Feb; 105 Suppl 1(?):255-6. doi: NULL. [PMID: 9114312]
  • N P Moore, D M Creasy, T J Gray, J A Timbrell. Urinary creatine profiles after administration of cell-specific testicular toxicants to the rat. Archives of toxicology. 1992; 66(6):435-42. doi: 10.1007/bf02035135. [PMID: 1332651]
  • P Lindström, M Harris, M Ross, J C Lamb, R E Chapin. Comparison of changes in serum androgen binding protein with germinal epithelial damage and infertility induced by di-n-pentyl phthalate. Fundamental and applied toxicology : official journal of the Society of Toxicology. 1988 Oct; 11(3):528-39. doi: 10.1016/0272-0590(88)90117-0. [PMID: 3220221]
  • D M Creasy, L M Beech, T J Gray, W H Butler. The ultrastructural effects of di-n-pentyl phthalate on the testis of the mature rat. Experimental and molecular pathology. 1987 Jun; 46(3):357-71. doi: 10.1016/0014-4800(87)90056-6. [PMID: 3595805]