mono(2-ethyl-5-hydroxyhexyl) phthalate profile

mono(2-ethyl-5-hydroxyhexyl) phthalate: a metabolite of bis(2-ethylhexyl) phthalate [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

mono(2-ethyl-5-hydroxyhexyl) phthalate : A phthalic acid monoester obtained by formal condensation of one of the carboxy groups of phthalic acid with the primary hydroxy group of 2-ethylhexane-1,5-diol [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

ID Source	ID
PubMed CID	170295
CHEBI ID	132607
SCHEMBL ID	15363960
MeSH ID	M0456617

Synonym
ccris 4282
CHEBI:132607
40321-99-1
phthalic acid mono(2-ethyl-5-hydroxyhexyl) ester
2-{[(2-ethyl-5-hydroxyhexyl)oxy]carbonyl}benzoic acid
mono(2-ethyl-5-hydroxyhexyl) 1,2-benzenedicarboxylate
1,2-benzenedicarboxylic acid, mono(2-ethyl-5-hydroxyhexyl) ester
mono(2-ethyl-5-hydroxyhexyl) phthalate
2-(2-ethyl-5-hydroxyhexoxy)carbonylbenzoic acid
5oh-mehp
mono-2-ethyl-5-hydroxyhexyl phthalate
mehhp
phthalic acid, mono-(2-ethyl-5-hydroxyhexyl) ester
TI25100000
niosh/ti2510000
mono-(2-ethyl-5-hydroxyhexyl) phthalate
FT-0672471
SCHEMBL15363960
AKOS030255997
2-(2-ethyl-5-hydroxy-hexoxy)carbonylbenzoic acid
mono (2-ethyl-5-hydroxyhexyl) phthalate
DTXSID50873160
Q26841242
1,2-benzenedicarboxylic acid, mono(2-ethyl-5-hydroxyhexyl) ester (9ci); mono-2-ethyl-5-hydroxyhexyl phthalate
phthalic acid, mono-2-ethyl-5-hydroxyhexyl ester 100 microg/ml in methyl-tert-butyl ether
mono(2-ethyl-5-hydroxyhexyl) phthalate (mehhp)
mono(2-ethyl-5-hydroxyhexyl)phthalate(mixture of diastereomers)
mono(2-ethyl-5-hydroxyhexyl) phthalate-d4 (mixture of diastereomers)
2-(((2-ethyl-5-hydroxyhexyl)oxy)carbonyl)benzoic acid

Excerpt	Relevance	Reference
"The aim of this study was to investigate the association between di(2-ethylhexyl) phthalate (DEHP) exposure and atopic dermatitis (AD) in Korean children, focusing on the potential dose-response relationship."	( Potential nonmonotonous association between di(2-ethylhexyl) phthalate exposure and atopic dermatitis in Korean children. Choi, WJ; Hong, S; Kim, C; Kim, H; Kim, J; Kim, KS; Kwon, HJ; Lim, WR, 2014)	0.4

Role	Description
human urinary metabolite	Any metabolite (endogenous or exogenous) found in human urine samples.
human xenobiotic metabolite	Any human metabolite produced by metabolism of a xenobiotic compound in humans.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Class	Description
phthalic acid monoester	A dicarboxylic acid monoester resulting from the formal condensation of an alcoholic or aromatic hydroxy group with just one of the two carboxy groups of phthalic acid.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	10 (22.73)	29.6817
2010's	32 (72.73)	24.3611
2020's	2 (4.55)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	3 (6.82%)	5.53%
Reviews	1 (2.27%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	40 (90.91%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Trials	Classes	Roles
phthalic acid phthalic acid: RN given refers to parent cpd; structure in Merck Index, 9th ed, #7178. phthalic acid : A benzenedicarboxylic acid cosisting of two carboxy groups at ortho positions.	6.38	11	0	benzenedicarboxylic acid	human xenobiotic metabolite
butylbenzyl phthalate spatozoate: structure in first source	2.15	1	0	benzyl ester
dibutyl phthalate Dibutyl Phthalate: A plasticizer used in most plastics and found in water, air, soil, plants and animals. It may have some adverse effects with long-term exposure.. dibutyl phthalate : A phthalate ester that is the diester obtained by the formal condensation of the carboxy groups of phthalic acid with two molecules of butan-1-ol. Although used extensively as a plasticiser, it is a ubiquitous environmental contaminant that poses a risk to humans.	4.13	3	0	diester; phthalate ester	EC 3.2.1.20 (alpha-glucosidase) inhibitor; environmental contaminant; metabolite; plasticiser; teratogenic agent
thyroxine Thyroxine: The major hormone derived from the thyroid gland. Thyroxine is synthesized via the iodination of tyrosines (MONOIODOTYROSINE) and the coupling of iodotyrosines (DIIODOTYROSINE) in the THYROGLOBULIN. Thyroxine is released from thyroglobulin by proteolysis and secreted into the blood. Thyroxine is peripherally deiodinated to form TRIIODOTHYRONINE which exerts a broad spectrum of stimulatory effects on cell metabolism.. thyroxine : An iodothyronine compound having iodo substituents at the 3-, 3'-, 5- and 5'-positions.	3.95	3	0	2-halophenol; iodophenol; L-phenylalanine derivative; non-proteinogenic L-alpha-amino acid; thyroxine zwitterion; thyroxine	antithyroid drug; human metabolite; mouse metabolite; thyroid hormone
tetrahydrocortisol [no description available]	2.1	1	0	11beta-hydroxy steroid; 17alpha-hydroxy steroid; 20-oxo steroid; 21-hydroxy steroid; 3alpha-hydroxy steroid; glucocorticoid; primary alpha-hydroxy ketone; tertiary alpha-hydroxy ketone
tetrahydrocortisone [no description available]	2.1	1	0	21-hydroxy steroid
triiodothyronine Triiodothyronine: A T3 thyroid hormone normally synthesized and secreted by the thyroid gland in much smaller quantities than thyroxine (T4). Most T3 is derived from peripheral monodeiodination of T4 at the 5' position of the outer ring of the iodothyronine nucleus. The hormone finally delivered and used by the tissues is mainly T3.. 3,3',5-triiodo-L-thyronine : An iodothyronine compound having iodo substituents at the 3-, 3'- and 5-positions. Although some is produced in the thyroid, most of the 3,3',5-triiodo-L-thyronine in the body is generated by mono-deiodination of L-thyroxine in the peripheral tissues. Its metabolic activity is about 3 to 5 times that of L-thyroxine. The sodium salt is used in the treatment of hypothyroidism.	2.15	1	0	2-halophenol; amino acid zwitterion; iodophenol; iodothyronine	human metabolite; mouse metabolite; thyroid hormone
testosterone propionate Testosterone Propionate: An ester of TESTOSTERONE with a propionate substitution at the 17-beta position.. androgen : A sex hormone that stimulates or controls the development and maintenance of masculine characteristics in vertebrates by binding to androgen receptors.	2.02	1	0	steroid ester
bisphenol a 4,4'-isopropylidene diphenol: stimulates proliferative responses and cytokine productions of murine spleen cells and thymus cells in vitro. bisphenol : By usage, the methylenediphenols, HOC6H4CH2C6H4OH, commonly p,p-methylenediphenol, and their substitution products (generally derived from condensation of two equivalent amounts of a phenol with an aldehyde or ketone). The term also includes analogues in the the methylene (or substituted methylene) group has been replaced by a heteroatom.. bisphenol A : A bisphenol that is 4,4'-methanediyldiphenol in which the methylene hydrogens are replaced by two methyl groups.	2.59	2	0	bisphenol	endocrine disruptor; environmental contaminant; xenobiotic; xenoestrogen
diethyl phthalate diethyl phthalate: structure. diethyl phthalate : The diethyl ester of benzene-1,2-dicarboxylic acid.	3.4	2	0	diester; ethyl ester; phthalate ester	neurotoxin; plasticiser; teratogenic agent
diethylhexyl phthalate Diethylhexyl Phthalate: An ester of phthalic acid. It appears as a light-colored, odorless liquid and is used as a plasticizer for many resins and elastomers.. bis(2-ethylhexyl) phthalate : A phthalate ester that is the bis(2-ethylhexyl) ester of benzene-1,2-dicarboxylic acid.	10.98	37	3	diester; phthalate ester	androstane receptor agonist; apoptosis inhibitor; plasticiser
dimethoxyethyl phthalate [no description available]	3.01	1	0
monobutyl phthalate monobutyl phthalate: RN given refers to parent cpd	5.5	10	0	phthalic acid monoester
2-ethylhexanoic acid 2-ethylhexanoic acid: structure in first source; wood preservative; 2-ethylhexanoic acid is active ingredient in Sinesto B	2.06	1	0	branched-chain fatty acid
dihydrotestosterone Dihydrotestosterone: A potent androgenic metabolite of TESTOSTERONE. It is produced by the action of the enzyme 3-OXO-5-ALPHA-STEROID 4-DEHYDROGENASE.. 17beta-hydroxyandrostan-3-one : A 17beta-hydroxy steroid that is testosterone in which the 4-5 double bond has been reduced to a single bond with unspecified configuration at position 5.. 17beta-hydroxy-5alpha-androstan-3-one : A 17beta-hydroxy steroid that is testosterone in which the 4,5 double bond has been reduced to a single bond with alpha-configuration at position 5.	2.02	1	0	17beta-hydroxy steroid; 17beta-hydroxyandrostan-3-one; 3-oxo-5alpha-steroid	androgen; Daphnia magna metabolite; human metabolite; mouse metabolite
malondialdehyde Malondialdehyde: The dialdehyde of malonic acid.. malonaldehyde : A dialdehyde that is propane substituted by two oxo groups at the terminal carbon atoms respectively. A biomarker of oxidative damage to lipids caused by smoking, it exists in vivo mainly in the enol form.	3	1	0	dialdehyde	biomarker
monomethyl phthalate monomethyl phthalate: structure in first source	3.24	5	0	methyl ester; phthalic acid monoester
mono-(2-ethylhexyl)phthalate mono-(2-ethylhexyl)phthalate: RN given refers to parent cpd. mono(2-ethylhexyl) phthalate : The mono(2-ethylhexyl) ester of benzene-1,2-dicarboxylic acid.	9.7	24	3	phthalic acid monoester
di-(2-ethylhexyl) terephthalate [no description available]	2.21	1	0
deuterium Deuterium: The stable isotope of hydrogen. It has one neutron and one proton in the nucleus.	3.4	1	1	dihydrogen
mono-benzyl phthalate monobenzyl phthalate : A phthalic acid monoester resulting from the formal condensation of one of the carboxy groups of phthalic acid with the hydroxy group of benzyl alcohol. It is a major metabolite of the plasticiser butyl benzyl phthalate (BBP).	2.54	2	0	phthalic acid monoester	xenobiotic metabolite; xenoestrogen
monoethyl phthalate monoethyl phthalate: structure in first source. monoethyl phthalate : A phthalic acid monoester resulting from the condensation of one of the carboxy groups of phthalic acid with ethanol.	3.96	4	0	ethyl ester; phthalic acid monoester	metabolite
allotetrahydrocortisol allotetrahydrocortisol: RN given refers to (3alpha,5alpha,11beta)-isomer	2.1	1	0	corticosteroid hormone
mono(2-ethyl-5-oxohexyl)phthalate mono(2-ethyl-5-oxohexyl)phthalate: structure given in first source. mono(2-ethyl-5-oxohexyl) phthalate : A phthalic acid monoester obtained by formal condensation of one of the carboxy groups of phthalic acid with the hydroxy group of 2-ethyl-5-oxohexan-1-ol.	10.64	34	3	methyl ketone; phthalic acid monoester	human urinary metabolite; human xenobiotic metabolite
2-ethyl-5-carboxypentyl phthalate 2-ethyl-5-carboxypentyl phthalate: urinary metabolite of diethylhexyl phthalate; structure given in first source. mono(5-carboxy-2-ethylpentyl) phthalate : A phthalic acid monoester resulting from the formal condensation of one of the carboxy gruops of phthalic acid with the hydroxy group of 5-(hydroxymethyl)heptanoic acid. It is a urinary metabolite of diethylhexyl phthalate.	3.74	3	0	phthalic acid monoester	xenobiotic
2-methyl-5,6-cyclopentapyrimidine 2-methyl-5,6-cyclopentapyrimidine: structure given in first source; RN given is CAS no. reported in first source	2.21	1	0

Condition	Relationship Strength	Studies
Adenoma, Prostatic [description not available]	2.31	1
Prostatic Hyperplasia Increase in constituent cells in the PROSTATE, leading to enlargement of the organ (hypertrophy) and adverse impact on the lower urinary tract function. This can be caused by increased rate of cell proliferation, reduced rate of cell death, or both.	2.31	1
Familial Precocious Puberty [description not available]	2.21	1
Puberty, Precocious Development of SEXUAL MATURATION in boys and girls at a chronological age that is 2.5 standard deviations below the mean age at onset of PUBERTY in the population. This early maturation of the hypothalamic-pituitary-gonadal axis results in sexual precocity, elevated serum levels of GONADOTROPINS and GONADAL STEROID HORMONES such as ESTRADIOL and TESTOSTERONE.	2.21	1
Allergic Reaction [description not available]	2.25	1
Delayed Effects, Prenatal Exposure [description not available]	4.14	5
Hypersensitivity Altered reactivity to an antigen, which can result in pathologic reactions upon subsequent exposure to that particular antigen.	2.25	1
Pregnancy The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.	4.52	8
ADDH [description not available]	3.4	2
Attention Deficit Disorder with Hyperactivity A behavior disorder originating in childhood in which the essential features are signs of developmentally inappropriate inattention, impulsivity, and hyperactivity. Although most individuals have symptoms of both inattention and hyperactivity-impulsivity, one or the other pattern may be predominant. The disorder is more frequent in males than females. Onset is in childhood. Symptoms often attenuate during late adolescence although a minority experience the full complement of symptoms into mid-adulthood. (From DSM-V)	3.4	2
Insulin Sensitivity [description not available]	4.19	3
Insulin Resistance Diminished effectiveness of INSULIN in lowering blood sugar levels: requiring the use of 200 units or more of insulin per day to prevent HYPERGLYCEMIA or KETOSIS.	4.19	3
Obesity A status with BODY WEIGHT that is grossly above the recommended standards, usually due to accumulation of excess FATS in the body. The standards may vary with age, sex, genetic or cultural background. In the BODY MASS INDEX, a BMI greater than 30.0 kg/m2 is considered obese, and a BMI greater than 40.0 kg/m2 is considered morbidly obese (MORBID OBESITY).	2.17	1
Sterility, Female [description not available]	2.17	1
Infertility, Female Diminished or absent ability of a female to achieve conception.	2.17	1
Aging The gradual irreversible changes in structure and function of an organism that occur as a result of the passage of time.	3	1
Eczema, Atopic [description not available]	2.1	1
Dermatitis, Atopic A chronic inflammatory genetically determined disease of the skin marked by increased ability to form reagin (IgE), with increased susceptibility to allergic rhinitis and asthma, and hereditary disposition to a lowered threshold for pruritus. It is manifested by lichenification, excoriation, and crusting, mainly on the flexural surfaces of the elbow and knee. In infants it is known as infantile eczema.	2.1	1
Complications, Pregnancy [description not available]	2.1	1
Sex Disorders [description not available]	2.1	1
Sexual Dysfunction, Physiological Physiological disturbances in normal sexual performance in either the male or the female.	2.1	1
Overweight A status with BODY WEIGHT that is above certain standards. In the scale of BODY MASS INDEX, overweight is defined as having a BMI of 25.0-29.9 kg/m2. Overweight may or may not be due to increases in body fat (ADIPOSE TISSUE), hence overweight does not equal over fat.	3.04	1
Adolescent Obesity [description not available]	3.04	1
Reproductive Sterility [description not available]	3.06	1
Infertility A reduced or absent capacity to reproduce.	3.06	1
Birth Weight The mass or quantity of heaviness of an individual at BIRTH. It is expressed by units of pounds or kilograms.	2.07	1
Sensitivity and Specificity Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)	5.06	5
Sterility, Male [description not available]	2.03	1
Infertility, Male The inability of the male to effect FERTILIZATION of an OVUM after a specified period of unprotected intercourse. Male sterility is permanent infertility.	2.03	1

mono(2-ethyl-5-hydroxyhexyl) phthalate

Description

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Synonyms (29)

Research Excerpts

Dosage Studied

Roles (2)

Drug Classes (1)

Research

Studies (44)

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Research Demand Index: 20.18

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