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Product Name: 1,2-Benzenedicarboxylicacid, 1-(2-ethylhexyl) ester
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4376-20-9

4376-20-9 structure

Name: UNII:FU2EWB60RT
Chemical Name: mono(2-ethylhexyl) phthalate
CAS Number: 4376-20-9
Molecular Formula: C₁₆H₂₂O₄
Molecular Weight: 278.34
Catalog: analytical chemistry Standard Agricultural and environmental standards
Create Date: 2018-09-20 22:31:48
Modify Date: 2026-07-16 16:17:46
Phthalic acid mono-2-ethylhexyl ester (MEHP) is a major bioactive metabolite of diethylhexyl phthalate (DEHP), which inhibits the 17, 20 lyase activity of CYP17[1].

Name	mono(2-ethylhexyl) phthalate
Synonyms	Mono-(2-ethylhexyl) phthalat phthalicacid,2-ethylhexylester PHTHALICACIDMONO-2-ETHYLEXYLESTER Phthalic acid mono-2-ethylhexyl ester, 10 mM in DMSO 2-(2-ethylhexoxycbonyl)benzoic acid mono-ethylhexylphthalate Phthalic acid, mono-2-ethylhexyl ester 100 μg/mL in Acetonitrile 2-(((2-Ethylhexyl)oxy)carbonyl)benzoic acid Mono-2-Ethylhexyl Phthalate (100μg/mL) PHTHALIC ACID MONOOCTYL ESTER PHTHALIC ACID MONO-2-ETHYLHEXYL ESTER 2-ETHYLHEXYL HYDROGEN PHTHALATE rac Mono(ethylhexyl) Phthalate 1,2-Benzenedicboxylicacid, 1-(2-ethylhexyl) ester MONOOCTYL PHTHALATE Monoethylhexyl phthalate (mEHP) Phthalic acid hydrogen 1-(2-ethylhexyl) ester 2-(2-ethylhexoxycarbonyl)benzoic acid 1,2-benzenedicboxylicacid,mono(2-ethylhexyl)ester Phthalic acid 1-hydrogen 2-(2-ethylhexyl) ester 2-Ethylhexyl Hydrogen Phthalate Monooctyl Phthalate Phthalic Acid Mono-2-ethylhexyl Ester Phthalic Acid Monooctyl Ester Phthalic Acid Mono(2-ethylhexyl) Ester (MEHP) Chebi 2-{[(2-Ethylhexyl)oxy]carbonyl}benzoic acid 2-([(2-Ethylhexyl)oxy]carbonyl)benzoic acid 1,2-Benzenedicarboxylic acid, mono(2-ethylhexyl) ester C16178900 PhthaliCacid, mono-2-ethylhexyLes monoethylhexylphthalate phthalicacidmonoethylhexylester Mono-Phthalate-d4 Mono(2-ethyl-1-hexyl) phthalate Monoethylhexyl phthalate (mEHP)@100 μg/mL in AcCN mono-ethylhexyl Mono(2-ethylhexyl)phthalate [MEHP] 2-[[(2S)-2-ethylhexoxy]-oxomethyl]benzoic acid Monoethylhexyl phthalate Solution, 100μg/mL 2-(2-Ethylhexyloxycbonyl)benzoic acid PHTHALICACIDMONOETHYLHEXYL MONO-2-ETHYLHEXYL PHTHALATE EINECS 224-477-1

Description	Phthalic acid mono-2-ethylhexyl ester (MEHP) is a major bioactive metabolite of diethylhexyl phthalate (DEHP), which inhibits the 17, 20 lyase activity of CYP17[1].
Related Catalog	Signaling Pathways >> Others >> Others Research Areas >> Metabolic Disease
References	[1]. Bai J, et al. Mono-2-ethylhexyl phthalate induces the expression of genes involved in fatty acid synthesis in HepG2 cells. Environ Toxicol Pharmacol. 2019 Jul;69:104-111. [2]. Chauvigné F, et al. Mono-(2-ethylhexyl) phthalate directly alters the expression of Leydig cell genes and CYP17 lyase activity in cultured rat fetal testis. PLoS One. 2011;6(11):e27172.

Density	1.1±0.1 g/cm3
Boiling Point	408.9±28.0 °C at 760 mmHg
Melting Point	25-27ºC
Molecular Formula	C₁₆H₂₂O₄
Molecular Weight	278.34
Flash Point	144.1±17.5 °C
Exact Mass	278.151794
PSA	63.60000
LogP	4.66
Vapour Pressure	0.0±1.0 mmHg at 25°C
Index of Refraction	1.517
Storage condition	Refrigerator

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TI2500000

CHEMICAL NAME :: Phthalic acid, mono-(2-ethylhexyl) ester

CAS REGISTRY NUMBER :: 4376-20-9

LAST UPDATED :: 199712

DATA ITEMS CITED :: 40

MOLECULAR FORMULA :: C16-H22-O4

MOLECULAR WEIGHT :: 278.38

WISWESSER LINE NOTATION :: QVR BVO1Y4&2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1340 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 415 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 150 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 240 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 208 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 7 gm/kg/14D-I

TOXIC EFFECTS :: Liver - changes in liver weight Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - dehydrogenases Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - other transferases

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 8400 mg/kg/1W-C

TOXIC EFFECTS :: Liver - changes in liver weight Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Biochemical - Metabolism (Intermediary) - lipids including transport

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 168 mg/kg/28D-C

TOXIC EFFECTS :: Blood - pigmented or nucleated red blood cells Blood - changes in leukocyte (WBC) count

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 675 mg/kg/90D-C

TOXIC EFFECTS :: Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - dehydrogenases

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 6825 mg/kg/26W-C

TOXIC EFFECTS :: Liver - changes in liver weight

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - hamster

DOSE/DURATION :: 7 gm/kg/14D-I

TOXIC EFFECTS :: Liver - changes in liver weight Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - hepatic microsomal mixed oxidase (dealkylation, hydroxylation, etc.) Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - other transferases

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 4500 mg/kg

SEX/DURATION :: female 6-15 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Newborn - other neonatal measures or effects

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 6320 ug/kg

SEX/DURATION :: male 7 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - testes, epididymis, sperm duct

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 3750 mg/kg

SEX/DURATION :: male 5 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 1 gm/kg

SEX/DURATION :: male 20 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 500 mg/kg

SEX/DURATION :: male 10 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - other effects on male

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 4360 mg/kg

SEX/DURATION :: female 6-13 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 100 mg/kg

SEX/DURATION :: female 7 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 350 mg/kg

SEX/DURATION :: male 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 100 mg/kg

SEX/DURATION :: female 8 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - musculoskeletal system

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 1241 mg/kg

SEX/DURATION :: female 1-17 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Effects on Embryo or Fetus - other effects to embryo

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 9 gm/kg

SEX/DURATION :: male 9 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - testes, epididymis, sperm duct

TYPE OF TEST :: Specific locus test

TYPE OF TEST :: Morphological transformation

TYPE OF TEST :: Cytogenetic analysis

MUTATION DATA

TYPE OF TEST :: Mutation in mammalian somatic cells

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 750 mg/L

REFERENCE :: ESKGA2 Eisei Kagaku. Hygienic Chemistry. (Nippon Yakugakkai, 2-12-15 Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1953- Volume(issue)/page/year: 28,P36,1982

Hazard Codes	Xi
Risk Phrases	R36/37/38
Safety Phrases	26-36/37/39
RTECS	TI2500000
HS Code	2922509090

85-44-9

104-76-7

4376-20-9

Literature: Environmental Science and Technology, , vol. 35, # 18 p. 3757 - 3763

117-81-7

4376-20-9

Literature: Biological and Pharmaceutical Bulletin, , vol. 20, # 7 p. 749 - 751

85-44-9

104-76-7

~0%

117-81-7

4376-20-9

Detail

Literature: Collection of Czechoslovak Chemical Communications, , vol. 49, # 1 p. 253 - 266

110-86-1

85-44-9

104-76-7

4376-20-9

Literature: Journal of the Chemical Society, , p. 637

Precursor 4
85-44-9 104-76-7 117-81-7 110-86-1
DownStream 1
117-81-7

HS Code	2922509090
Summary	2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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