Mono-2-ethylhexyl Phthalate - analytical standard, high purity , CAS No.4376-20-9

Item Number
M114127
Grouped product items
SKUSizeAvailabilityPrice Qty
M114127-100mg
100mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$68.90
M114127-500mg
500mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$240.90

Basic Description

SynonymsCAS-4376-20-9 | rac Mono(ethylhexyl) Phthalate-d4 | 1,2-Benzenedicarboxylic Acid Mono(2-ethylhexyl) Ester | 2-[(2S)-2-ethylhexoxy]carbonylbenzoic acid | FT-0600523 | Phthalic acid hydrogen 1-(2-ethylhexyl) ester | BRD-A18246003-001-01-1 | Monoethylhexyl p
Specifications & Purityanalytical standard
Biochemical and Physiological MechanismsMEHP is a bioactive metabolite of DEHP which inhibits the 17,20 lyase activity of CYP17. MEHP has been shown to modulate the expression of a broad spectrum of genes, including the downregulation of the steroidogenic genes Insl3, expressed in Leydig cells,
Storage TempStore at 2-8°C
Shipped InWet ice
Gradeanalytical standard
Note250mg售完停产,不再备货
Product Description

A bioactive metabolite of DEHP.

Associated Targets(Human)

NR3C1 Tclin Glucocorticoid receptor (14987 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PPARA Tclin Peroxisome proliferator-activated receptor alpha (9197 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NFKB1 Tclin Nuclear factor NF-kappa-B p105 subunit (1459 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UGT1A9 Tbio UDP-glucuronosyltransferase 1-9 (343 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Galc Galactocerebrosidase (11 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Luciferin 4-monooxygenase (66902 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name 2-(2-ethylhexoxycarbonyl)benzoic acid
INCHI InChI=1S/C16H22O4/c1-3-5-8-12(4-2)11-20-16(19)14-10-7-6-9-13(14)15(17)18/h6-7,9-10,12H,3-5,8,11H2,1-2H3,(H,17,18)
InChi Key DJDSLBVSSOQSLW-UHFFFAOYSA-N
Canonical SMILES CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)O
Isomeric SMILES CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)O
PubChem CID 20393
Molecular Weight 278.34

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Find and download the COA for your product by matching the lot number on the packaging.

7 results found

Lot NumberCertificate TypeDateItem
K2208295Certificate of AnalysisAug 23, 2024 M114127
J2326474Certificate of AnalysisOct 08, 2023 M114127
J2326496Certificate of AnalysisOct 08, 2023 M114127
K2117360Certificate of AnalysisAug 09, 2023 M114127
K2117376Certificate of AnalysisAug 09, 2023 M114127
E2129239Certificate of AnalysisMar 10, 2023 M114127
K2208296Certificate of AnalysisSep 12, 2022 M114127

Chemical and Physical Properties

Refractive Index1.5051

Related Documents

Citations of This Product

1. Bo Xu, Tiantian He, Hong Yang, Wenjie Dai, Ling Liu, Xiaoqian Ma, Jiaxue Ma, Guoqin Yang, Rui Si, Xing Du, Xufeng Fu, Xiuying Pei.  (2023)  Activation of the p62-Keap1-Nrf2 pathway protects against oxidative stress and excessive autophagy in ovarian granulosa cells to attenuate DEHP-induced ovarian impairment in mice.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,  265  (115534).  [PMID:37776821] [10.1016/j.ecoenv.2023.115534]
2. Yifan Hong, Xiazhu Zhou, Qi Li, Jing Chen, Yuexin Wei, Siyuan Wang, Xiangqin Zheng, Jie Zhao, Chengjun Yu, Jun Pei, Jie Zhang, Chunlan Long, Lianju Shen, Shengde Wu, Guanghui Wei.  (2023)  Wnt10a downregulation contributes to MEHP-induced disruption of self-renewal and differentiation balance and proliferation inhibition in GC-1 cells: Insights from multiple transcriptomic profiling.  ENVIRONMENTAL POLLUTION,  333  (122091).  [PMID:37364752] [10.1016/j.envpol.2023.122091]
3. Fan Zhang, Hualong Zhen, Hengshun Cheng, Fengying Hu, Yunfei Jia, Binbin Huang, Minmin Jiang.  (2022)  Di-(2-ethylhexyl) phthalate exposure induces liver injury by promoting ferroptosis via downregulation of GPX4 in pregnant mice.  Frontiers in Cell and Developmental Biology,  10  (1014243).  [PMID:36438553] [10.3389/fcell.2022.1014243]
4. Fang Guo, Yaoyin Lou, Qun Yan, Jianglei Xiong, Jiahao Luo, Chikang Shen, Dimitris V. Vayenas.  (2023)  Insight into the Fe–Ni/biochar composite supported three-dimensional electro-Fenton removal of electronic industry wastewater.  JOURNAL OF ENVIRONMENTAL MANAGEMENT,  325  (116466).  [PMID:36327605] [10.1016/j.jenvman.2022.116466]
5. Xiaofang Zhu, Haowei Fu, Jiahui Sun, Qiannan Di, Qian Xu.  (2022)  N6-methyladenosine modification on Hmbox1 is related to telomere dysfunction in DEHP-induced male reproductive injury.  LIFE SCIENCES,  309  (121005).  [PMID:36174712] [10.1016/j.lfs.2022.121005]
6. Yiwei Fang, Zhiliang Chen, Jinyu Chen, Minqi Zhou, Yuanyao Chen, Rong Cao, Chunyan Liu, Kai Zhao, Min Wang, Huiping Zhang.  (2023)  Dose–response mapping of MEHP exposure with metabolic changes of trophoblast cell and determination of sensitive markers.  SCIENCE OF THE TOTAL ENVIRONMENT,  855  (158924).  [PMID:36152845] [10.1016/j.scitotenv.2022.158924]
7. Jianqiang Sun, Haofeng Zhu, Xindong Yang, Yan Zheng, Tianchi Sun, Honglei Xu, Jiaqi Meng, Anping Zhang.  (2022)  Carboxylesterase and lipase-catalyzed degradation of phthalate esters in soil and water: Congener structure selectivity and specificity.  Environmental Technology & Innovation,  28  (102571).  [PMID:] [10.1016/j.eti.2022.102571]
8. Yue Leng, Li Ren, Shu Niu, Tiehua Zhang, Jie Zhang.  (2021)  In vitro and in silico investigations of endocrine disruption induced by metabolites of plasticizers through glucocorticoid receptor.  FOOD AND CHEMICAL TOXICOLOGY,  155  (112413).  [PMID:34273429] [10.1016/j.fct.2021.112413]
9. Jianying Bai, Zhen He, Yaofu Li, Xuexia Jiang, Hongmei Yu, Qing Tan.  (2019)  Mono-2-ethylhexyl phthalate induces the expression of genes involved in fatty acid synthesis in HepG2 cells.  ENVIRONMENTAL TOXICOLOGY AND PHARMACOLOGY,  69  (104).  [PMID:31004931] [10.1016/j.etap.2019.04.004]
10. Hai-Ming Zhao, Rui-Wen Hu, Xue-Xue Chen, Xue-Bin Chen, Huixiong Lü, Yan-Wen Li, Hui Li, Ce-Hui Mo, Quan-Ying Cai, Ming-Hung Wong.  (2018)  Biodegradation pathway of di-(2-ethylhexyl) phthalate by a novel Rhodococcus pyridinivorans XB and its bioaugmentation for remediation of DEHP contaminated soil.  SCIENCE OF THE TOTAL ENVIRONMENT,  640-641  (1121).  [PMID:30021277] [10.1016/j.scitotenv.2018.05.334]
11. Zhao Hai-Ming, Hu Rui-Wen, Huang He-Biao, Wen Hong-Fei, Du Huan, Li Yan-Wen, Li Hui, Cai Quan-Ying, Mo Ce-Hui, Liu Jie-Sheng, Wong Ming-Hung.  (2017)  Enhanced dissipation of DEHP in soil and simultaneously reduced bioaccumulation of DEHP in vegetable using bioaugmentation with exogenous bacteria.  BIOLOGY AND FERTILITY OF SOILS,  53  (6): (663-675).  [PMID:] [10.1007/s00374-017-1208-y]
12. Hai-Ming Zhao, Huan Du, Jing Lin, Xue-Bin Chen, Yan-Wen Li, Hui Li, Quan-Ying Cai, Ce-Hui Mo, Hua-Ming Qin, Ming-Hung Wong.  (2016)  Complete degradation of the endocrine disruptor di-(2-ethylhexyl) phthalate by a novel Agromyces sp. MT-O strain and its application to bioremediation of contaminated soil.  SCIENCE OF THE TOTAL ENVIRONMENT,  562  (170).  [PMID:27099998] [10.1016/j.scitotenv.2016.03.171]
13. Jiarong Qiu,Yueqi Zhang,Yaning Shi,Junwei Jiang,Shenglu Wu,Longxiang Li,Yuting Shao,Zhihong Xin.  (2020-01-09)  Identification and characterization of a novel phthalate-degrading hydrolase from a soil metagenomic library..  Ecotoxicology and environmental safety,  190  (110148-110148).  [PMID:31911388]

References

1. Bo Xu, Tiantian He, Hong Yang, Wenjie Dai, Ling Liu, Xiaoqian Ma, Jiaxue Ma, Guoqin Yang, Rui Si, Xing Du, Xufeng Fu, Xiuying Pei.  (2023)  Activation of the p62-Keap1-Nrf2 pathway protects against oxidative stress and excessive autophagy in ovarian granulosa cells to attenuate DEHP-induced ovarian impairment in mice.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,  265  (115534).  [PMID:37776821] [10.1016/j.ecoenv.2023.115534]
2. Yifan Hong, Xiazhu Zhou, Qi Li, Jing Chen, Yuexin Wei, Siyuan Wang, Xiangqin Zheng, Jie Zhao, Chengjun Yu, Jun Pei, Jie Zhang, Chunlan Long, Lianju Shen, Shengde Wu, Guanghui Wei.  (2023)  Wnt10a downregulation contributes to MEHP-induced disruption of self-renewal and differentiation balance and proliferation inhibition in GC-1 cells: Insights from multiple transcriptomic profiling.  ENVIRONMENTAL POLLUTION,  333  (122091).  [PMID:37364752] [10.1016/j.envpol.2023.122091]
3. Fan Zhang, Hualong Zhen, Hengshun Cheng, Fengying Hu, Yunfei Jia, Binbin Huang, Minmin Jiang.  (2022)  Di-(2-ethylhexyl) phthalate exposure induces liver injury by promoting ferroptosis via downregulation of GPX4 in pregnant mice.  Frontiers in Cell and Developmental Biology,  10  (1014243).  [PMID:36438553] [10.3389/fcell.2022.1014243]
4. Fang Guo, Yaoyin Lou, Qun Yan, Jianglei Xiong, Jiahao Luo, Chikang Shen, Dimitris V. Vayenas.  (2023)  Insight into the Fe–Ni/biochar composite supported three-dimensional electro-Fenton removal of electronic industry wastewater.  JOURNAL OF ENVIRONMENTAL MANAGEMENT,  325  (116466).  [PMID:36327605] [10.1016/j.jenvman.2022.116466]
5. Xiaofang Zhu, Haowei Fu, Jiahui Sun, Qiannan Di, Qian Xu.  (2022)  N6-methyladenosine modification on Hmbox1 is related to telomere dysfunction in DEHP-induced male reproductive injury.  LIFE SCIENCES,  309  (121005).  [PMID:36174712] [10.1016/j.lfs.2022.121005]
6. Yiwei Fang, Zhiliang Chen, Jinyu Chen, Minqi Zhou, Yuanyao Chen, Rong Cao, Chunyan Liu, Kai Zhao, Min Wang, Huiping Zhang.  (2023)  Dose–response mapping of MEHP exposure with metabolic changes of trophoblast cell and determination of sensitive markers.  SCIENCE OF THE TOTAL ENVIRONMENT,  855  (158924).  [PMID:36152845] [10.1016/j.scitotenv.2022.158924]
7. Jianqiang Sun, Haofeng Zhu, Xindong Yang, Yan Zheng, Tianchi Sun, Honglei Xu, Jiaqi Meng, Anping Zhang.  (2022)  Carboxylesterase and lipase-catalyzed degradation of phthalate esters in soil and water: Congener structure selectivity and specificity.  Environmental Technology & Innovation,  28  (102571).  [PMID:] [10.1016/j.eti.2022.102571]
8. Yue Leng, Li Ren, Shu Niu, Tiehua Zhang, Jie Zhang.  (2021)  In vitro and in silico investigations of endocrine disruption induced by metabolites of plasticizers through glucocorticoid receptor.  FOOD AND CHEMICAL TOXICOLOGY,  155  (112413).  [PMID:34273429] [10.1016/j.fct.2021.112413]
9. Jianying Bai, Zhen He, Yaofu Li, Xuexia Jiang, Hongmei Yu, Qing Tan.  (2019)  Mono-2-ethylhexyl phthalate induces the expression of genes involved in fatty acid synthesis in HepG2 cells.  ENVIRONMENTAL TOXICOLOGY AND PHARMACOLOGY,  69  (104).  [PMID:31004931] [10.1016/j.etap.2019.04.004]
10. Hai-Ming Zhao, Rui-Wen Hu, Xue-Xue Chen, Xue-Bin Chen, Huixiong Lü, Yan-Wen Li, Hui Li, Ce-Hui Mo, Quan-Ying Cai, Ming-Hung Wong.  (2018)  Biodegradation pathway of di-(2-ethylhexyl) phthalate by a novel Rhodococcus pyridinivorans XB and its bioaugmentation for remediation of DEHP contaminated soil.  SCIENCE OF THE TOTAL ENVIRONMENT,  640-641  (1121).  [PMID:30021277] [10.1016/j.scitotenv.2018.05.334]
11. Zhao Hai-Ming, Hu Rui-Wen, Huang He-Biao, Wen Hong-Fei, Du Huan, Li Yan-Wen, Li Hui, Cai Quan-Ying, Mo Ce-Hui, Liu Jie-Sheng, Wong Ming-Hung.  (2017)  Enhanced dissipation of DEHP in soil and simultaneously reduced bioaccumulation of DEHP in vegetable using bioaugmentation with exogenous bacteria.  BIOLOGY AND FERTILITY OF SOILS,  53  (6): (663-675).  [PMID:] [10.1007/s00374-017-1208-y]
12. Hai-Ming Zhao, Huan Du, Jing Lin, Xue-Bin Chen, Yan-Wen Li, Hui Li, Quan-Ying Cai, Ce-Hui Mo, Hua-Ming Qin, Ming-Hung Wong.  (2016)  Complete degradation of the endocrine disruptor di-(2-ethylhexyl) phthalate by a novel Agromyces sp. MT-O strain and its application to bioremediation of contaminated soil.  SCIENCE OF THE TOTAL ENVIRONMENT,  562  (170).  [PMID:27099998] [10.1016/j.scitotenv.2016.03.171]
13. Jiarong Qiu,Yueqi Zhang,Yaning Shi,Junwei Jiang,Shenglu Wu,Longxiang Li,Yuting Shao,Zhihong Xin.  (2020-01-09)  Identification and characterization of a novel phthalate-degrading hydrolase from a soil metagenomic library..  Ecotoxicology and environmental safety,  190  (110148-110148).  [PMID:31911388]

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