Mono(2-ethyl-5-carboxypentyl) phthalate (MECPP) (Compound)

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ID	1403
Name	Mono(2-ethyl-5-carboxypentyl) phthalate (MECPP)
Synonyms	Mono(2-ethyl-5-carboxypentyl) phthalate; MECPP; 5-cx-MEPP; cx-MEPP
Structure	MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure Structure for EE001403 (Mono(2-ethyl-5-carboxypentyl) phthalate (MECPP)) 3D Structure for EE001403 (Mono(2-ethyl-5-carboxypentyl) phthalate (MECPP)) 148386 -OEChem-10201914103D 42 42 0 1 0 0 0 0 0999 V2000 0.6125 -1.1638 0.5088 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0865 2.6464 -0.5082 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5443 1.6770 1.4727 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5414 -0.6143 2.5421 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5236 1.4378 -1.8255 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2507 2.0530 0.3455 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4600 -2.4194 0.1483 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1665 -1.2850 -0.6351 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7668 -3.4209 -0.8002 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9337 -0.2943 0.2472 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4655 -1.8229 1.1623 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6640 0.7496 -0.5989 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7091 -4.1155 -1.7749 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4586 1.7123 0.2531 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5488 -0.6011 1.3210 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6144 0.0531 0.5202 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3215 1.0892 -0.3666 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9295 -0.3878 0.6676 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3438 1.6844 -1.1059 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9517 0.2074 -0.0716 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6590 1.2433 -0.9583 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9579 1.5717 -0.5435 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2255 -2.9636 0.7173 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4319 -0.7412 -1.2418 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8846 -1.7253 -1.3361 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0196 -2.9166 -1.3748 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2699 -4.1900 -0.1959 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6517 -0.8372 0.8739 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2518 0.2338 0.9217 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0508 -2.6466 1.7582 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9590 -1.1422 1.8629 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3593 0.2530 -1.2847 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9380 1.3274 -1.1816 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5567 -4.5663 -1.2495 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0922 -3.4230 -2.5296 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1766 -4.9122 -2.3047 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1707 -1.1954 1.3541 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6053 3.2745 0.0384 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1323 2.4953 -1.7983 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9757 -0.1360 0.0431 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4551 1.7072 -1.5332 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3959 1.7617 -1.9348 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 1 15 1 0 0 0 0 2 14 1 0 0 0 0 2 38 1 0 0 0 0 3 14 2 0 0 0 0 4 15 2 0 0 0 0 5 22 1 0 0 0 0 5 42 1 0 0 0 0 6 22 2 0 0 0 0 7 8 1 0 0 0 0 7 9 1 0 0 0 0 7 11 1 0 0 0 0 7 23 1 0 0 0 0 8 10 1 0 0 0 0 8 24 1 0 0 0 0 8 25 1 0 0 0 0 9 13 1 0 0 0 0 9 26 1 0 0 0 0 9 27 1 0 0 0 0 10 12 1 0 0 0 0 10 28 1 0 0 0 0 10 29 1 0 0 0 0 11 30 1 0 0 0 0 11 31 1 0 0 0 0 12 14 1 0 0 0 0 12 32 1 0 0 0 0 12 33 1 0 0 0 0 13 34 1 0 0 0 0 13 35 1 0 0 0 0 13 36 1 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 16 18 2 0 0 0 0 17 19 2 0 0 0 0 17 22 1 0 0 0 0 18 20 1 0 0 0 0 18 37 1 0 0 0 0 19 21 1 0 0 0 0 19 39 1 0 0 0 0 20 21 2 0 0 0 0 20 40 1 0 0 0 0 21 41 1 0 0 0 0 M END > <PUBCHEM_COMPOUND_CID> 148386 > <PUBCHEM_CONFORMER_RMSD> 1 > <PUBCHEM_CONFORMER_DIVERSEORDER> 1 95 91 23 86 70 47 94 81 59 79 5 83 46 108 111 25 42 104 72 39 67 11 114 74 89 28 96 52 60 92 6 116 17 76 84 99 87 26 101 12 45 8 117 9 58 27 115 102 75 69 66 63 32 7 43 61 71 110 49 29 53 41 65 97 80 103 36 37 68 77 93 31 106 16 18 48 10 88 57 14 50 54 33 22 90 98 34 35 64 2 112 105 21 13 24 51 4 107 82 113 100 73 109 62 55 56 38 19 20 85 30 15 120 118 40 78 3 44 119 > <PUBCHEM_MMFF94_PARTIAL_CHARGES> 23 1 -0.43 11 0.28 12 0.06 14 0.66 15 0.63 16 0.09 17 0.09 18 -0.15 19 -0.15 2 -0.65 20 -0.15 21 -0.15 22 0.63 3 -0.57 37 0.15 38 0.5 39 0.15 4 -0.57 40 0.15 41 0.15 42 0.5 5 -0.65 6 -0.57 > <PUBCHEM_EFFECTIVE_ROTOR_COUNT> 10 > <PUBCHEM_PHARMACOPHORE_FEATURES> 10 1 13 hydrophobe 1 2 acceptor 1 3 acceptor 1 4 acceptor 1 5 acceptor 1 6 acceptor 3 2 3 14 anion 3 5 6 22 anion 5 7 8 9 10 12 hydrophobe 6 16 17 18 19 20 21 rings > <PUBCHEM_HEAVY_ATOM_COUNT> 22 > <PUBCHEM_ATOM_DEF_STEREO_COUNT> 0 > <PUBCHEM_ATOM_UDEF_STEREO_COUNT> 1 > <PUBCHEM_BOND_DEF_STEREO_COUNT> 0 > <PUBCHEM_BOND_UDEF_STEREO_COUNT> 0 > <PUBCHEM_ISOTOPIC_ATOM_COUNT> 0 > <PUBCHEM_COMPONENT_COUNT> 1 > <PUBCHEM_CACTVS_TAUTO_COUNT> 1 > <PUBCHEM_CONFORMER_ID> 000243A200000001 > <PUBCHEM_MMFF94_ENERGY> 50.5028 > <PUBCHEM_FEATURE_SELFOVERLAP> 50.863 > <PUBCHEM_SHAPE_FINGERPRINT> 10382601 240 18044661893117127939 11578080 2 17987509493796847928 12788726 201 18121767585731274475 13583140 156 16987431117651864210 14251751 93 18335703909316333559 1601671 61 18261673683954296424 16752209 62 18270387412821348015 17093844 170 18270968938550302214 18186145 218 16516515763769851826 21524375 3 18408319995548419443 23402539 116 18042400400205755498 23402655 69 18261115218569074972 23557571 272 17552334984381560483 23559900 14 18272374209264188640 23598291 2 18188755253800517890 38695281 34 18340770325995609135 633830 44 17604149332949813074 6438718 38 18337111275404191614 70251023 43 17763180645412042555 7832392 63 18262797488106690842 > <PUBCHEM_SHAPE_MULTIPOLES> 417.53 9.29 3.74 1.58 0.37 3.12 0.34 -7.08 -0.67 5.03 -1.67 -0.25 0.45 -1.8 > <PUBCHEM_SHAPE_SELFOVERLAP> 850.278 > <PUBCHEM_SHAPE_VOLUME> 241 > <PUBCHEM_COORDINATE_TYPE> 2 5 10 $$$$
Description	Metabolite of mono(2-ethylhexyl) phthalate (MEHP); secondary metabolite of di(2-ethylhexyl) phthalate (DEHP).
Classification	Compounds > Chemical entities > Organic compounds > Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
CAS number	40809-41-4
PubChem ID	148386
ChEBI ID
FooDB ID
HMDB ID

Chemical data

MolDBi data

IUPAC Name	2-{[(5-carboxy-2-ethylpentyl)oxy]carbonyl}benzoic acid
Traditional IUPAC Name	2-{[(5-carboxy-2-ethylpentyl)oxy]carbonyl}benzoic acid
Formula	C16H20O6
InChI	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)
InChI Key	XFGRNAPKLGXDGF-UHFFFAOYSA-N
Molecular weight	308.3264
Exact mass	308.125988372
SMILES	CCC(CCCC(O)=O)COC(=O)C1=CC=CC=C1C(O)=O

ClassyFire Taxonomy

Description	belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.
Kingdom	Organic compounds
Super Class	Benzenoids
Class	Benzene and substituted derivatives
Sub Class	Benzoic acids and derivatives
Direct Parent	Benzoic acid esters
Alternative Parents	Tricarboxylic acids and derivatives Benzoic acids Benzoyl derivatives Carboxylic acid esters Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds

Publications with Mono(2-ethyl-5-carboxypentyl) phthalate (MECPP)

ID	Title	First author	Authors	Year	Journal	Volume	Issue	Pages	PubMed ID	DOI	Study design	No. of Biomarkers	No. of Intake values	No. of Concentration values	No. of Reproducibility values	No. of Correlation values	No. of Metabolomic associations	No. of Microbiota associations	No. of Cancer associations

Biomarker data

Measurements of Mono(2-ethyl-5-carboxypentyl) phthalate (MECPP) in biospecimens

Concentration values

ID	Parent ID	Depth	Subject group	Population	Country	Cohort	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Measurement size	Detected (nb)	Detected (%)	Detected only?	Arithmethic mean	Arithmethic SD	Geometric mean	Geometric SD	Min	Min (detected)	Percentile_05	Percentile_10	Percentile_25	Median	Percentile_75	Percentile_90	Percentile_95	Max	Interquartile range	Mean 95% CI lower	Mean 95% CI upper	GMean 95% CI lower	GMean 95% CI upper	Unit	Converted arithmetic mean	Converted geometric mean	Converted median	Converted unit	Adjustment type	Adjusted on	Regressed on	Expressed as	Publication

Reproducibility values

ID	Excretion ID	Subject group	Population	Country	Cohort	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Arithmetic mean	Geometric mean	Median	Unit	Adjusted on	Reproducibility size	ICC	ICC 95% CI lower	ICC 95% CI upper	CV% WS	CV% BS	VAR WS	VAR BS	Publication

Associations of Mono(2-ethyl-5-carboxypentyl) phthalate (MECPP) with exposures

Correlation values

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	Intake Time definition	Intake Assessment method	Intake	Intake detail	Supplement intakes included?	Intake Arithmetic mean	Intake Geometric mean	Intake Median	Intake Unit	Intake Adjusted on	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Biomarker Arithmetic mean	Biomarker Geometric mean	Biomarker Median	Biomarker Unit	Biomarker Adjusted on	Correlation size	Correlation type	Correlation value	Correlation 95% CI lower	Correlation 95% CI upper	Correlation p-value	Significant?	Measurement adjustment	Deattenuated?	Covariates	Publication

Metabolomic associations

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	No. of subjects	Intake Assessment method	Intake	Intervention dose	Biospecimen	Analytical method	Biomarker	Structural identification	Feature selection	Area under curve	Sensitivity	Specificity	PLS-DA VIP	Beta coefficient	Beta coefficient p-value	ANOVA p-value	Publication

Microbiota associations

ID	Biomarker	Experimental evidence	Organism	Biospecimen	Antibiotic	Bacterial source	Substrate	Publication

Associations of Mono(2-ethyl-5-carboxypentyl) phthalate (MECPP) with cancer risk

Cancer associations

ID	Excretion ID	Subject group	Population	Country	Cohort	No. of subjects	No. of cases	No. of controls	Biospecimen	Analytical method	Biomarker	Biomarker detail	Cancer	Study design	Publication

Exposure data

Measurements of Mono(2-ethyl-5-carboxypentyl) phthalate (MECPP) exposures in populations

Intake values

ID	Parent ID	Depth	Subject group	Population	Country	Cohort	Intake Time definition	Intake assessment tool	Intake food coverage	Intake time coverage	Intake Assessment method	Intake	Intake detail	Food description	Supplement intakes included?	Measurement size	Detected (nb)	Detected (%)	Detected only?	Arithmethic mean	Arithmethic SD	Geometric mean	Geometric SD	Min	Min (detected)	Percentile_05	Percentile_10	Percentile_25	Median	Percentile_75	Percentile_90	Percentile_95	Max	Interquartile range	Mean 95% CI lower	Mean 95% CI upper	GMean 95% CI lower	GMean 95% CI upper	Unit	Converted arithmetic mean	Converted geometric mean	Converted median	Converted unit	Adjustment type	Adjusted on	Regressed on	Expressed as	Publication

Associations of Mono(2-ethyl-5-carboxypentyl) phthalate (MECPP) exposures with biomarkers

Correlation values

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	Intake Time definition	Intake Assessment method	Intake	Intake detail	Supplement intakes included?	Intake Arithmetic mean	Intake Geometric mean	Intake Median	Intake Unit	Intake Adjusted on	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Biomarker Arithmetic mean	Biomarker Geometric mean	Biomarker Median	Biomarker Unit	Biomarker Adjusted on	Correlation size	Correlation type	Correlation value	Correlation 95% CI lower	Correlation 95% CI upper	Correlation p-value	Significant?	Measurement adjustment	Deattenuated?	Covariates	Publication