Page last updated: 2024-12-09

diisononyl phthalate

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

diisononyl phthalate: dielectric (electric insulating) fluid [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

diisononyl phthalate : The diisononyl ester of benzene-1,2-dicarboxylic acid. [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]

Cross-References

ID SourceID
PubMed CID590836
CHEMBL ID1905899
CHEBI ID35459
SCHEMBL ID21592
MeSH IDM0058948

Synonyms (66)

Synonym
BIDD:ER0440
AKOS015838981
1,2-benzenedicarboxylic acid, diisononyl ester
CHEBI:35459 ,
enj 2065
bis(7-methyloctyl) benzene-1,2-dicarboxylate
einecs 271-090-9
diisononyl phthalate, technical grade
ccris 7927
28553-12-0
diisononyl phthalate
dinp
NCGC00163810-01
68515-48-0
diisononylphthalate
bis(7-methyloctyl) phthalate
FT-0667185
FT-0667184
NCGC00163810-02
ec 271-090-9
cas-68515-48-0
NCGC00257365-01
dsstox_cid_2521
dsstox_rid_78653
tox21_303462
dsstox_gsid_28665
NCGC00259845-01
dsstox_rid_76608
tox21_200745
NCGC00258299-01
cas-28553-12-0
dsstox_gsid_22521
tox21_202296
1,2-benzenedicarboxylic acid, 1,2-diisononyl ester
1,2-benzenedicarboxylic acid, bis(7-methyloctyl) ester
20548-62-3
FT-0624987
SCHEMBL21592
mfcd00044119
bis(7-methyloctyl) phthalate #
phthalic acid, bis(7-methyloctyl) ester
W-104664
CHEMBL1905899
FT-0698830
1,2-benzenedicarboxylic acid 1,2-diisononyl ester
bis(7-methyloctyl)??phthalate, analytical standard
diisononyl phthalate, technical
phthalic acid, bis-isononyl ester (technical) 10 microg/ml in cyclohexane
phthalic acid, bis-isononyl ester (technical)
palatinol dinp
diacizer dinp
diisononyl phthalate [hsdb]
vinycizer 90
diisononyl phthalate [inci]
plastomoll dinp
monocizer dinp
dinp [mi]
1,2-benzenedicarboxylic acid,1,2-bis(7-methyloctyl)ester
1,2-benzenedicarboxylic acid, bis(7-methyloctyl) ester (9ci); phthalic acid, bis(7-methyloctyl) ester (7ci,8ci); 1-octanol, 7-methyl-, phthalate (2:1) (8ci); bis(7-methyloctyl) phthalate; diisononyl phthalate; dinp
DTXSID60860420
Q410393
baylectrol 4200;enj 2065;phthalisocizer dinp;
D78402
AS-77000
bis(7-methyloctyl)phthalate
1,2-benzenedicarboxylicacid, di-c8-10-branched alkyl esters, c9-rich

Research Excerpts

Overview

Diisononyl phthalate is an endocrine-disrupting chemical (EDC) in several organisms. It is a rising human toxicant due to its increased use as a DEHP substitute.

ExcerptReferenceRelevance
"Diisononyl phthalate (DINP) is a high-molecular-weight phthalate, and has been recently introduced as di-(2-ethyl hexyl) phthalate (DEHP) substitute and commonly used in a large variety of plastic items. "( Promoting differentiation and lipid metabolism are the primary effects for DINP exposure on 3T3-L1 preadipocytes.
Duan, X; Duan, Y; Sun, H; Sun, W; Zhang, L, 2019
)
1.96
"Diisononyl phthalate (DiNP) is a plasticizer used to improve plastic performance in a large variety of items which has been reported as an endocrine-disrupting chemical (EDC) in several organisms. "( Effects of diisononyl phthalate (DiNP) on the endocannabinoid and reproductive systems of male gilthead sea bream (Sparus aurata) during the spawning season.
Calduch-Giner, J; Carnevali, O; Di Marzo, V; Fakriadis, I; Forner-Piquer, I; Mylonas, CC; Papadaki, M; Pérez-Sánchez, J; Piscitelli, F, 2019
)
2.35
"Diisononyl phthalate (DiNP) is a DEHP replacement that is a rising human toxicant due to its increased use as a DEHP substitute."( Subchronic Exposure to Di(2-ethylhexyl) Phthalate and Diisononyl Phthalate During Adulthood Has Immediate and Long-Term Reproductive Consequences in Female Mice.
Chiang, C; Flaws, JA, 2019
)
1.48
"Diisononyl phthalate (DINP) is a widely used industrial plasticizer. "( The potential use of diisononyl phthalate metabolites hair as biomarkers to assess long-term exposure demonstrated by a rat model.
Ho, HH; Hsu, JY; Liao, PC, 2015
)
2.18
"Diisononyl phthalate (DINP) is a synthetic material that has been widely used as a substitute for other plasticizers prohibited due to reproductive toxicity in consumer products. "( Inutero exposure to diisononyl phthalate caused testicular dysgenesis of rat fetal testis.
Bu, T; Chen, Z; Ge, RS; Hu, G; Hu, Y; Li, J; Li, L; Lian, Q; Liang, Y; Shan, Y; Su, H; Xu, R; Zhang, G; Zhu, D, 2015
)
2.18
"Diisononyl phthalate (DINP) is a plasticizer that is frequently used as a substitute for other plasticizers whose use is prohibited in certain products. "( Cognitive deficits and anxiety induced by diisononyl phthalate in mice and the neuroprotective effects of melatonin.
Bornehag, CG; Guo, J; Liu, C; Liu, X; Lu, Y; Ma, P; Nanberg, E; Wu, J; Wu, Y; Yan, B; Yang, X; Zhang, Y, 2015
)
2.12
"Diisononyl phthalate (DINP) is a plasticizer abundantly used in consumer products as a substitute for other plasticizers prohibited in certain products due to reproductive toxicity. "( Reproductive and behavioral effects of diisononyl phthalate (DINP) in perinatally exposed rats.
Axelstad, M; Boberg, J; Christiansen, S; Dalgaard, M; Hass, U; Kledal, TS; Nellemann, C; Vinggaard, AM, 2011
)
2.08
"Diisononyl phthalate (DINP) is a compound widely used as a plasticizer in the production of polyvinyl chloride products. "( Role of the peroxisome proliferator-activated receptor alpha in responses to diisononyl phthalate.
Cannelle, S; Cattley, RC; Corton, JC; Dunn, CS; Laughter, AR; Swanson, CL; Valles, EG, 2003
)
1.99
"Diisononyl phthalate (DINP) is a complex mixture of predominantly nine-carbon branched-chain dialkyl phthalate isomers. "( Oxidative metabolites of diisononyl phthalate as biomarkers for human exposure assessment.
Calafat, AM; Needham, LL; Preau, JL; Reidy, JA; Silva, MJ, 2006
)
2.08

Effects

ExcerptReferenceRelevance
"Diisononyl phthalate (DINP) has been widely used in polyvinyl chloride (PVC) products and is ubiquitous as a substitute; however, its toxicity due to exposure remains to be determined. "( Oral exposure of Kunming mice to diisononyl phthalate induces hepatic and renal tissue injury through the accumulation of ROS. Protective effect of melatonin.
Jiao, M; Liu, C; Liu, X; Ma, P; Wu, J; Wu, Y; Yan, B; Yang, X; Zeng, Q, 2014
)
2.13

Toxicity

ExcerptReferenceRelevance
" No treatment-related effects were noted at cesarean section, nor were there any fetal morphologic observations except for an increased frequency of seventh cervical and rudimentary lumbar ribs at the maternally toxic exposure level of 1000 mg/kg/d."( Developmental toxicity of di-isodecyl and di-isononyl phthalates in rats.
Ambroso, JL; Harris, SB; Keller, LH; Nikiforov, AI; Trimmer, GW; Waterman, SJ,
)
0.13

Pharmacokinetics

ExcerptReferenceRelevance
"A physiologically based pharmacokinetic (PBPK) model for di-isononyl phthalate (DiNP) was developed by adapting the existing models for di(2-ethylhexyl) phthalate (DEHP) and di-butylphthalate (DBP)."( Development of a physiologically based pharmacokinetic model of diisononyl phthalate (DiNP) in pregnant rat and human.
Anderson, WA; Campbell, JL; Clewell, HJ; Clewell, RA; Longnecker, MP; North, C; Otter, R, 2020
)
0.8

Compound-Compound Interactions

ExcerptReferenceRelevance
" Several studies have suggested a possible link between exposure to DINP and the development of allergic asthma, and the synergistic effect of DINP combined with Ovalbumin (OVA) is a possible way to promote an immune response."( The synergistic or adjuvant effect of DINP combined with OVA as a possible mechanism to promote an immune response.
Lei, F; Li, C; Lu, S; Ma, P; Song, P; Wu, Y; Xu, D; Yang, X; Zheng, G, 2020
)
0.56

Bioavailability

ExcerptReferenceRelevance
" It is very poorly absorbed from the skin, but once absorbed it behaves in the same way as the orally administered material."( Absorption, disposition and metabolism of di-isononyl phthalate (DINP) in F-344 rats.
El-Hawari, M; Lington, AW; McKee, RH; Pallas, F; Stoltz, M,
)
0.13
" In current risk assessment, oral bioavailability from a specific product is considered to be equal to bioavailability found in toxicity studies in which contaminants are usually ingested via liquids or food matrices."( Consumer product in vitro digestion model: Bioaccessibility of contaminants and its application in risk assessment.
Brandon, EF; Oomen, AG; Rompelberg, CJ; Sips, AJ; van Engelen, JG; Versantvoort, CH, 2006
)
0.33
" As accurate as possible exposure assessment data of the oral bioavailability of these compounds are necessary, however only one in vivo study with piglets is available so far."( The oral bioavailability of di-2-ethylhexyl phthalate (DEHP), di-isononyl phthalate (DiNP) and di-(isononyl)-cyclohexane-1,2-dicarboxylate (DINCH®) in house dust.
Fembacher, L; Fromme, H; Nowak, D; Plichta, V; Völkel, W; Wöckner, M, 2022
)
0.72

Dosage Studied

ExcerptRelevanceReference
" A fifth group received clofibrate at a dosage of 500 mg/kg/day to provide a positive Control for liver peroxisome activity."( Effects of di-isononyl phthalate (DINP) on peroxisomal markers in the marmoset-DINP is not a peroxisome proliferator.
Hall, M; Harling, R; Matthews, A; Webley, L, 1999
)
0.3
" This result is also consistent with the dose-response observations in rat and mouse chronic studies."( Comparative in vivo hepatic effects of Di-isononyl phthalate (DINP) and related C7-C11 dialkyl phthalates on gap junctional intercellular communication (GJIC), peroxisomal beta-oxidation (PBOX), and DNA synthesis in rat and mouse liver.
Ackley, D; Isenberg, JS; Kamendulis, LM; Klaunig, JE; Lington, AW; Pugh, G; Smith, JH, 2000
)
0.31
" Adjuvant effect was accepted to be present if a statistical increase in antibody production occurred in a test group as compared to an ovalbumin control group together with the fulfillment of dose-response relationships."( Adjuvant effect of di-n-butyl-, di-n-octyl-, di-iso-nonyl- and di-iso-decyl phthalate in a subcutaneous injection model using BALB/c mice.
Larsen, ST; Lund, RM; Nielsen, GD; Poulsen, OM; Thygesen, P, 2002
)
0.31
"We previously performed dose-response studies of genistein, diisononyl phthalate, 4-nonylphenol, methoxychlor (MXC), and bisphenol A to examine the impact of maternal dietary exposure from gestational day 15 to postnatal day 10 on the development of rat reproductive system in later life."( Alteration of pituitary hormone-immunoreactive cell populations in rat offspring after maternal dietary exposure to endocrine-active chemicals.
Hirose, M; Lee, KY; Masutomi, N; Shibutani, M; Takagi, H; Uneyama, C, 2004
)
0.57
" Controlled dosing data reporting the urinary excretion fractions of major DINP metabolites following administration of labeled DINP are reviewed, and BE values corresponding to the available exposure guidance values are derived assuming chronic, steady-state intake and excretion at those exposure values."( Biomonitoring equivalents for di-isononyl phthalate (DINP).
Aylward, LL; Hays, SM; Kirman, CR; Krishnan, K; Nong, A, 2011
)
0.37
" Adult female CD-1 mice (39-40 days) were orally dosed with vehicle control (corn oil), DEHP (20 µg/kg/day-200 mg/kg/day), or DiNP (20 µg/kg/day-200 mg/kg/day) for 10 days."( Subchronic Exposure to Di(2-ethylhexyl) Phthalate and Diisononyl Phthalate During Adulthood Has Immediate and Long-Term Reproductive Consequences in Female Mice.
Chiang, C; Flaws, JA, 2019
)
0.76
" Female CD-1 mice (age 39-40 days) were dosed with either vehicle control, DEHP (20 μg/kg/day-200 mg/kg/day), or DiNP (20 μg/kg/day-200 mg/kg/day) for 10 days and breeding trials were conducted at 12 and 15 months post-dosing."( Late-life consequences of short-term exposure to di(2-ethylhexyl) phthalate and diisononyl phthalate during adulthood in female mice.
Borkowski, G; Chiang, C; Flaws, JA; Lewis, LR, 2020
)
0.79
" Female CD-1 mice aged 39-40 days were orally dosed with either vehicle control (corn oil), DEHP (20 μg/kg/day-200 mg/kg/day), or DiNP (20 μg/kg/day-200 mg/kg/day) for 10 days."( Exposure to di(2-ethylhexyl) phthalate and diisononyl phthalate during adulthood disrupts hormones and ovarian folliculogenesis throughout the prime reproductive life of the mouse.
Borkowski, G; Chiang, C; Flaws, JA; Lewis, LR, 2020
)
0.82
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
plasticiserAny compound that is used as an additive to increase the plasticity or fluidity of a substance, particularly but not exclusively to synthetic polymers.
[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]

Drug Classes (2)

ClassDescription
phthalate ester
diesterA diester is a compound containing two ester groups.
[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]

Protein Targets (8)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
RAR-related orphan receptor gammaMus musculus (house mouse)Potency1.93510.006038.004119,952.5996AID1159521
GLI family zinc finger 3Homo sapiens (human)Potency0.96980.000714.592883.7951AID1259369
AR proteinHomo sapiens (human)Potency9.73640.000221.22318,912.5098AID743042; AID743054; AID743063
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency61.19270.003041.611522,387.1992AID1159552
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency19.35080.001530.607315,848.9004AID1224841; AID1224849
estrogen nuclear receptor alphaHomo sapiens (human)Potency5.49880.000229.305416,493.5996AID743075
thyroid hormone receptor beta isoform aHomo sapiens (human)Potency0.39810.010039.53711,122.0200AID588545
nuclear factor erythroid 2-related factor 2 isoform 1Homo sapiens (human)Potency3.06380.000627.21521,122.0200AID720636
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (133)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's9 (6.77)18.2507
2000's25 (18.80)29.6817
2010's70 (52.63)24.3611
2020's29 (21.80)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 63.84

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index63.84 (24.57)
Research Supply Index4.97 (2.92)
Research Growth Index5.15 (4.65)
Search Engine Demand Index104.98 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (63.84)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials2 (1.42%)5.53%
Reviews10 (7.09%)6.00%
Case Studies1 (0.71%)4.05%
Observational0 (0.00%)0.25%
Other128 (90.78%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]