mono(5-carboxy-2-ethylpentyl) phthalate - Ontology Report - Rat Genome Database

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The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:	mono(5-carboxy-2-ethylpentyl) phthalate	go back to main search page
Accession:	CHEBI:132611	browse the term
Definition:	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.
Synonyms:	exact_synonym:	2-{[(5-carboxy-2-ethylpentyl)oxy]carbonyl}benzoic acid
	related_synonym:	1,2-benzenedicarboxylic acid, mono(5-carboxy-2-ethylpentyl) ester; 2-ethyl-5-carboxypentyl phthalate; Formula=C16H20O6; InChI=1S/C16H20O6/c1-2-11(6-5-9-14(17)18)10-22-16(21)13-8-4-3-7-12(13)15(19)20/h3-4,7-8,11H,2,5-6,9-10H2,1H3,(H,17,18)(H,19,20); InChIKey=XFGRNAPKLGXDGF-UHFFFAOYSA-N; MECPP; SMILES=C=1C=CC(=C(C1)C(=O)OCC(CC)CCCC(=O)O)C(=O)O; phthalic acid, mono(5-carboxy-2-ethylpentyl) ester
	xref:	CAS:40809-41-4
	xref_mesh:	MESH:C051450
	xref:	PMID:26545148; PMID:26581034; PMID:26608625; PMID:26722670; PMID:27187434

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Genes (18)

mono(5-carboxy-2-ethylpentyl) phthalate

term browser

Symbol

Object Name

Qualifiers

Evidence

Notes

Source

PubMed Reference(s)

RGD Reference(s)

Position

G

ADAM metallopeptidase domain 33

multiple interactions

[[Endocrine Disruptors results in increased abundance of 2-ethyl-5-carboxypentyl phthalate] which results in increased methylation of ADAM33 intron] which results in increased expression of ADAM33 mRNA

NCBI chr 3:118,262,395...118,283,456
Ensembl chr 3:118,271,029...118,283,461

G

anti-Mullerian hormone

decreases secretion

2-ethyl-5-carboxypentyl phthalate results in decreased secretion of AMH protein

NCBI chr 7:8,906,776...8,909,192
Ensembl chr 7:8,906,836...8,909,282

G

coiled-coil domain containing 163

multiple interactions

[mono(2-ethyl-5-hydroxyhexyl) phthalate co-treated with mono-(2-ethylhexyl)phthalate co-treated with mono(2-ethyl-5-oxohexyl)phthalate co-treated with 2-ethyl-5-carboxypentyl phthalate co-treated with mono-isobutyl phthalate co-treated with mono-benzyl phthalate co-treated with monoethyl phthalate co-treated with monobutyl phthalate] affects the expression of CCDC163 mRNA

NCBI chr 5:130,172,014...130,178,934
Ensembl chr 5:130,172,774...130,178,929

G

dephospho-CoA kinase domain containing

multiple interactions

[mono(2-ethyl-5-hydroxyhexyl) phthalate co-treated with mono-(2-ethylhexyl)phthalate co-treated with mono(2-ethyl-5-oxohexyl)phthalate co-treated with 2-ethyl-5-carboxypentyl phthalate co-treated with mono-isobutyl phthalate co-treated with mono-benzyl phthalate co-treated with monoethyl phthalate co-treated with monobutyl phthalate] affects the expression of DCAKD mRNA

NCBI chr10:87,957,738...87,989,002
Ensembl chr10:87,957,740...87,980,054

G

delta like canonical Notch ligand 4

multiple interactions

[Diethylhexyl Phthalate results in increased abundance of 2-ethyl-5-carboxypentyl phthalate] which results in increased expression of DLL4 protein

NCBI chr 3:106,317,114...106,327,004
Ensembl chr 3:106,316,986...106,326,931

G

estrogen receptor 1

multiple interactions

[Diethylhexyl Phthalate results in increased abundance of 2-ethyl-5-carboxypentyl phthalate] which results in decreased expression of ESR1 protein

NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002

G

filaggrin

multiple interactions

[FLG gene polymorphism affects the susceptibility to Diethylhexyl Phthalate] which affects the abundance of 2-ethyl-5-carboxypentyl phthalate

NCBI chr 2:178,884,793...178,912,986

G

Janus kinase 3

multiple interactions

[Diethylhexyl Phthalate results in increased abundance of 2-ethyl-5-carboxypentyl phthalate] which results in increased expression of JAK3 mRNA

NCBI chr16:18,386,330...18,398,542
Ensembl chr16:18,386,405...18,398,536

G

LUC7-like 3 pre-mRNA splicing factor

affects expression

2-ethyl-5-carboxypentyl phthalate affects the expression of LUC7L3 mRNA

NCBI chr10:79,240,050...79,276,555
Ensembl chr10:79,240,563...79,276,538

G

matrix metallopeptidase 1

increases expression

2-ethyl-5-carboxypentyl phthalate results in increased expression of MMP1 protein

NCBI chr 8:4,658,588...4,679,099
Ensembl chr 8:4,658,588...4,679,097

G

matrix metallopeptidase 2

increases expression

2-ethyl-5-carboxypentyl phthalate results in increased expression of MMP2 protein

NCBI chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870

G

neurofilament light chain

multiple interactions

[Diethylhexyl Phthalate results in increased abundance of 2-ethyl-5-carboxypentyl phthalate] which results in increased expression of NEFL protein

NCBI chr15:42,301,920...42,305,793
Ensembl chr15:42,301,916...42,305,793

G

NK2 homeobox 1

multiple interactions

[Diethylhexyl Phthalate results in increased abundance of 2-ethyl-5-carboxypentyl phthalate] which results in increased expression of NKX2-1 mRNA

NCBI chr 6:73,996,601...74,001,483
Ensembl chr 6:73,996,601...73,999,791

G

phosphoribosylformylglycinamidine synthase

multiple interactions

[mono(2-ethyl-5-hydroxyhexyl) phthalate co-treated with mono-(2-ethylhexyl)phthalate co-treated with mono(2-ethyl-5-oxohexyl)phthalate co-treated with 2-ethyl-5-carboxypentyl phthalate co-treated with mono-isobutyl phthalate co-treated with mono-benzyl phthalate co-treated with monoethyl phthalate co-treated with monobutyl phthalate] affects the expression of PFAS mRNA

NCBI chr10:53,690,301...53,711,811
Ensembl chr10:53,691,626...53,708,420

G

peroxisome proliferator-activated receptor gamma

multiple interactions

[Diethylhexyl Phthalate results in increased abundance of 2-ethyl-5-carboxypentyl phthalate] which results in decreased methylation of PPARG promoter

NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468

G

scavenger receptor class B, member 1

multiple interactions

[Diethylhexyl Phthalate results in increased abundance of 2-ethyl-5-carboxypentyl phthalate] which results in increased expression of SCARB1 mRNA

NCBI chr12:31,296,143...31,362,649
Ensembl chr12:31,296,156...31,362,647

G

thyroglobulin

multiple interactions

[Diethylhexyl Phthalate results in increased abundance of 2-ethyl-5-carboxypentyl phthalate] which results in increased expression of TG mRNA

NCBI chr 7:98,418,293...98,603,210
Ensembl chr 7:98,418,293...98,603,210

G

tumor necrosis factor

increases expression

2-ethyl-5-carboxypentyl phthalate results in increased expression of TNF mRNA

NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629

Term paths to the root

Path 1
Term	Annotations
CHEBI ontology	19917
role	19887
biological role	19885
xenobiotic	18762
mono(5-carboxy-2-ethylpentyl) phthalate	18
Path 2
Term	Annotations
CHEBI ontology	19917
subatomic particle	19915
composite particle	19915
hadron	19915
baryon	19915
nucleon	19915
atomic nucleus	19915
atom	19915
main group element atom	19855
p-block element atom	19855
carbon group element atom	19774
carbon atom	19790
organic molecular entity	19790
heteroorganic entity	19549
organochalcogen compound	19309
organooxygen compound	19204
carbon oxoacid	18689
carboxylic acid	18686
aromatic carboxylic acid	12711
benzoic acids	12688
benzenedicarboxylic acid	8697
phthalic acid	8462
phthalate ester	8462
phthalic acid monoester	2541
mono(5-carboxy-2-ethylpentyl) phthalate	18

paths to the root