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

CAS: 4376-20-9 Cat. No.: M114127 Peso molecular: 278.34 Número EC: 224-477-1
Disponible para pedir
GRADE & PURITY Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods.
Synonyms
CAS-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
Storage
Store at 2-8°C
Shipped In
Wet ice
 ·  off list, applied to all prices below.
Size
Estado
Price
Qty
100mg
M114127-100mg
5
35,90US$
500mg
M114127-500mg
2
131,90US$
1g
M114127-1g
3
195,90US$
5g
M114127-5g
2
479,90US$
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Why this grade

analytical standard Analytical standard for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at 2-8°C Ships Wet ice Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 18 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

A bioactive metabolite of DEHP.

Specifications

Sinónimos
CAS-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
Especificaciones y pureza
analytical standard
Mecanismos bioquímicos y fisiológicos
MEHP 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,
Condiciones de almacenamiento de almacenamiento
Store at 2-8°C
Enviado en
Wet ice
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Grado
Analytical standard
Nombres e identificadores
Sonrisas canónicasCCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)O
IUPAC Name2-(2-ethylhexoxycarbonyl)benzoic acid
InChIKeyDJDSLBVSSOQSLW-UHFFFAOYSA-N
INCHI1S/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)
Isómeros SMILES CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)O
Peso molecular 278.34
Reaxy-Rn 3206630
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3206630&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassBenzenoids
ClaseBenzene and substituted derivatives
SubclassBenzoic acids and derivatives
Intermediate Tree Nodes Not available
Direct ParentBenzoic acid esters
Alternative Parents Benzoic acids  Benzoyl derivatives  Dicarboxylic acids and derivatives  Carboxylic acid esters  Carboxylic acids  Organooxygen compounds  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAromatic homomonocyclic compounds
Substituents Benzoate ester - Benzoic acid - Benzoyl - Dicarboxylic acid or derivatives - Carboxylic acid ester - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound
DescripciónThis compound belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.
External Descriptors dicarboxylic acid monoester - phthalate ester
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
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
Objetivos asociados (no humanos)
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
Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

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

14 results found

Lot NumberCertificate TypeFechaArticulo
K2208295Certificate of AnalysisMay 09, 2026 M114127
G2529375Certificate of AnalysisJul 22, 2025 M114127
G2529392Certificate of AnalysisJul 22, 2025 M114127
G2529393Certificate of AnalysisJul 22, 2025 M114127
G2529394Certificate of AnalysisJul 22, 2025 M114127
L2518042Certificate of AnalysisJul 22, 2025 M114127
J2326496Certificate of AnalysisJul 10, 2025 M114127
L2425426Certificate of AnalysisApr 13, 2024 M114127
L2425428Certificate of AnalysisApr 13, 2024 M114127
J2326474Certificate 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

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Propiedades químicas y físicas
Índice de refracción1.5051
Peso molecular278.340 g/mol
XLogP34.000
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count9
Exact Mass278.152 Da
Monoisotopic Mass278.152 Da
Topological Polar Surface Area63.600 Ų
Heavy Atom Count20
Formal Charge0
Complexity314.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
Referencias
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,      [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,      [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,      [PMID:36438553] [10.3389/fcell.2022.1014243]
4. Fang Guo, Yaoyin Lou, Qun Yan, Jianglei Xiong, Jiahao Luo, Chikang Shen, Dimitris V. Vayenas.  (2022)  Insight into the Fe–Ni/biochar composite supported three-dimensional electro-Fenton removal of electronic industry wastewater.  JOURNAL OF ENVIRONMENTAL MANAGEMENT,      [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,      [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.  (2022)  Dose–response mapping of MEHP exposure with metabolic changes of trophoblast cell and determination of sensitive markers.  SCIENCE OF THE TOTAL ENVIRONMENT,      [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,      [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,      [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,      [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,      [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,      [PMID:27099998] [10.1016/j.scitotenv.2016.03.171]
13. Bo Xu, Zhen Zhang, Hong Yang, Liyang Ding, Wenjie Dai, Ling Liu, Xing Du, Xufeng Fu, Xiuying Pei.  (2024)  A novel perspective on di-hexyl phthalate (2-ethylhexyl)-induced reproductive toxicity in females: Lipopolysaccharide synergizes with mono-2-ethylhexyl ester to cause inflammatory apoptosis rather than autophagy in ovarian granulosa cells.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,      [PMID:38615642] [10.1016/j.ecoenv.2024.116319]
14. Ning Wang, Nan Zhang, Mei-Ling Sun, Yan Sun, Qing-Yu Dong, Yu Wang, Zeng-Tian Gu, Hai-Tao Ding, Qi-Long Qin, Yong Jiang, Xiu-Lan Chen, Yu-Zhong Zhang, Chao Gao, Chun-Yang Li.  (2024)  Molecular insights into the catalytic mechanism of a phthalate ester hydrolase.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:39013318] [10.1016/j.jhazmat.2024.135191]
15. Yao Yao, Yunshan Zhang, Binqing Xue, Weihua Chu.  (2025)  Attenuation of MEHP-induced hepatotoxicity and gut microbiota dysbiosis by Lactobacillus brevis Lb-0401 in Carassius auratus.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:40876271] [10.1016/j.scitotenv.2025.180328]
16. Zhen Zhang, Yitong Shang, Hong Yang, Liyang Ding, Yu Deng, Bo Xu, Xufeng Fu.  (2025)  Lycium barbarum Polysaccharide Improves Iron Homeostasis in Spermatocytes and Sertoli Cells via NRF2 to Alleviate DEHP-Induced Male Reproductive Toxicity in Mice.  Toxics,  13  (8): (677).  [PMID:40863953] [10.3390/toxics13080677]
17. Yi-bo Wang, Jing-wei Li, Xiao-long Liu, Xin-fei Jiang, Yin-he Lin, Zhi Tian, Jun-jie Yin, Bing-qing Huang, Jia-xin Yang, Chen-xuan Wang, Zi-wang Wu, Shi-xing Ma, Lei Man, Cun-bo Bu, Da-ya Wang.  (2025)  Separation and recovery of iron from vanadium extraction tailing slag by P204-P507 mixture collector flotation process.  Journal of Environmental Chemical Engineering,      [PMID:] [10.1016/j.jece.2025.119059]
18. Yuxing Liao, Huiqiong Liang, Hongmei Huang, Shuangyan Su, Zilin Li, Lijin Huang, Ziyan Yang, Cuixiang Zhang, Han Wang, Guihua Wang, Guiyuan Chen, Xueying Li.  (2026)  A novel metabolic gene signature induced by Di-(2-ethylhexyl) phthalate and Mono-(2-ethylhexyl) phthalate exposure predicts prognosis in breast cancer: An integrative bioinformatics and experimental study.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,      [PMID:41616689] [10.1016/j.ecoenv.2026.119814]
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