gamma-Glutamylisoleucine (Compound)

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ID	1605
Name	gamma-Glutamylisoleucine
Synonyms	L-gamma-Glutamyl-L-isoleucine; N-gamma-L-Glutamyl-L-isoleucine; gamma-L-Glu-L-Ile; gamma-Glu-Ile
Structure	MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure Structure for EE001605 (gamma-Glutamylisoleucine) 3D Structure for EE001605 (gamma-Glutamylisoleucine) 22885096 -OEChem-11292213203D 38 37 0 1 0 0 0 0 0999 V2000 2.7245 -1.8210 1.7278 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0020 -0.6373 -1.9231 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4919 -1.5980 0.3348 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6379 0.3875 2.0486 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5969 1.6133 0.3996 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0362 -0.5723 0.1537 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0299 -0.7090 -1.0206 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9483 0.8534 -0.5749 C 0 0 2 0 0 0 0 0 0 0 0 0 2.3993 -0.5724 -0.3245 C 0 0 1 0 0 0 0 0 0 0 0 0 2.6773 1.7497 0.6530 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3992 1.4761 -1.8660 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3671 -0.5868 0.0761 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5892 -0.6225 -0.8440 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0593 -0.6052 -0.6969 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3075 3.1321 0.5500 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3154 -1.3698 0.5954 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9129 -0.6778 -0.0732 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.1042 0.5601 0.7842 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0367 0.7808 -0.7052 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4072 -1.1294 -1.2711 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5995 1.8812 0.8064 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0710 1.2644 1.5543 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4941 0.7797 -2.7055 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9569 2.3792 -2.1336 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3453 1.7526 -1.7636 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8813 -0.5369 1.1575 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3709 0.3233 0.6862 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3797 -1.4516 0.7500 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5159 -1.4954 -1.5063 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5673 0.2635 -1.4935 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3816 3.0607 0.3520 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8455 3.7274 -0.2428 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1724 3.6761 1.4905 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9641 -1.5711 0.5592 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9410 -1.5243 -1.6260 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9054 -0.8287 -0.5121 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3472 -2.3315 2.2880 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7519 1.1951 2.5935 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 1 37 1 0 0 0 0 2 14 2 0 0 0 0 3 16 2 0 0 0 0 4 18 1 0 0 0 0 4 38 1 0 0 0 0 5 18 2 0 0 0 0 6 9 1 0 0 0 0 6 14 1 0 0 0 0 6 26 1 0 0 0 0 7 17 1 0 0 0 0 7 35 1 0 0 0 0 7 36 1 0 0 0 0 8 9 1 0 0 0 0 8 10 1 0 0 0 0 8 11 1 0 0 0 0 8 19 1 0 0 0 0 9 16 1 0 0 0 0 9 20 1 0 0 0 0 10 15 1 0 0 0 0 10 21 1 0 0 0 0 10 22 1 0 0 0 0 11 23 1 0 0 0 0 11 24 1 0 0 0 0 11 25 1 0 0 0 0 12 13 1 0 0 0 0 12 14 1 0 0 0 0 12 27 1 0 0 0 0 12 28 1 0 0 0 0 13 17 1 0 0 0 0 13 29 1 0 0 0 0 13 30 1 0 0 0 0 15 31 1 0 0 0 0 15 32 1 0 0 0 0 15 33 1 0 0 0 0 17 18 1 0 0 0 0 17 34 1 0 0 0 0 M END > <PUBCHEM_COMPOUND_CID> 22885096 > <PUBCHEM_CONFORMER_RMSD> 0.8 > <PUBCHEM_CONFORMER_DIVERSEORDER> 1 28 125 156 114 51 95 126 168 149 150 171 61 155 42 102 4 110 141 147 96 72 151 16 8 75 20 65 3 84 144 11 54 26 123 55 122 82 124 97 107 79 10 139 39 67 62 46 91 5 32 12 98 140 45 159 70 146 135 143 41 83 9 48 112 153 38 128 7 85 44 47 73 132 99 35 57 92 158 116 111 21 66 52 103 68 29 93 136 142 90 56 27 59 165 88 166 40 108 17 60 78 34 148 69 50 127 37 138 106 172 145 113 121 89 33 13 161 163 169 18 157 74 129 86 137 115 49 160 154 104 25 81 30 87 117 63 173 14 130 131 19 162 31 167 133 77 64 23 170 36 120 43 100 119 2 109 58 134 71 164 152 101 22 76 15 105 24 94 118 80 53 6 > <PUBCHEM_MMFF94_PARTIAL_CHARGES> 18 1 -0.65 12 0.06 14 0.57 16 0.66 17 0.33 18 0.66 2 -0.57 26 0.37 3 -0.57 35 0.36 36 0.36 37 0.5 38 0.5 4 -0.65 5 -0.57 6 -0.73 7 -0.99 9 0.36 > <PUBCHEM_EFFECTIVE_ROTOR_COUNT> 9 > <PUBCHEM_PHARMACOPHORE_FEATURES> 12 1 1 acceptor 1 11 hydrophobe 1 15 hydrophobe 1 2 acceptor 1 3 acceptor 1 4 acceptor 1 5 acceptor 1 6 donor 1 7 cation 1 7 donor 3 1 3 16 anion 3 4 5 18 anion > <PUBCHEM_HEAVY_ATOM_COUNT> 18 > <PUBCHEM_ATOM_DEF_STEREO_COUNT> 3 > <PUBCHEM_ATOM_UDEF_STEREO_COUNT> 0 > <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> 2 > <PUBCHEM_CONFORMER_ID> 015D32E800000001 > <PUBCHEM_MMFF94_ENERGY> 21.5153 > <PUBCHEM_FEATURE_SELFOVERLAP> 61.017 > <PUBCHEM_SHAPE_FINGERPRINT> 10382601 240 18336258055051203688 10498660 4 17632585963260800569 11089746 13 18263353716784557717 11552529 35 17751101278094561019 12507557 5 18272647914022250601 12616971 3 18272093781953017147 12633257 1 18129669595374064065 12670546 56 18409161121679501917 13533116 47 18260547831877812627 13583140 156 18336549438242711603 13590594 115 18339085874440832520 13675066 3 16732706056201447023 14178342 30 17899694854107501082 14252887 29 16008753523886476750 14289901 80 17895481431097298359 14739800 52 17416105395342965824 15527383 91 18260825978122467062 18186145 218 18040434386703796623 19078846 21 18271808982139038192 20645477 70 17894904122762966127 21033648 29 17458613524126679669 21503847 285 18411139121554527656 21864079 5 18059869375906536681 23532345 12 18060698368723547498 23557571 272 15985103020035581955 23559900 14 15647052646721774870 239999 70 14201411481778243886 268830 7 18413105070036332629 474 4 18120933068994957476 5104073 3 18409452501114580779 5281201 14 16486713423219912045 58051976 378 11383822775527232470 5895379 119 16988298481749435528 633830 44 18131075939243608559 7615 1 17987782124749892103 88987 49 16414904391945430158 9971528 1 18129944473360051094 > <PUBCHEM_SHAPE_MULTIPOLES> 331.12 10.18 2.24 1.55 9.77 1.38 0.1 1.34 -1.79 -3.19 -0.65 0.04 0.02 -1.32 > <PUBCHEM_SHAPE_SELFOVERLAP> 639.659 > <PUBCHEM_SHAPE_VOLUME> 199.8 > <PUBCHEM_COORDINATE_TYPE> 2 5 10 $$$$
Description
Classification	Compounds > Chemical entities > Organic compounds > Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
CAS number	23632-83-9
PubChem ID	14253342
ChEBI ID	68434
FooDB ID	FDB000482
HMDB ID	HMDB0011170

Chemical data

MolDBi data

IUPAC Name	(2S,3S)-2-[(4S)-4-amino-4-carboxybutanamido]-3-methylpentanoic acid
Traditional IUPAC Name	(2S,3S)-2-[(4S)-4-amino-4-carboxybutanamido]-3-methylpentanoic acid
Formula	C11H20N2O5
InChI	InChI=1S/C11H20N2O5/c1-3-6(2)9(11(17)18)13-8(14)5-4-7(12)10(15)16/h6-7,9H,3-5,12H2,1-2H3,(H,13,14)(H,15,16)(H,17,18)/t6-,7-,9-/m0/s1
InChI Key	SNCKGJWJABDZHI-ZKWXMUAHSA-N
Molecular weight	260.29
Exact mass	260.137221752
SMILES	CC[C@H](C)[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O

ClassyFire Taxonomy

Description	belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
Kingdom	Organic compounds
Super Class	Organic acids and derivatives
Class	Carboxylic acids and derivatives
Sub Class	Amino acids, peptides, and analogues
Direct Parent	Dipeptides
Alternative Parents	Gamma-glutamyl amino acids Glutamine and derivatives Isoleucine and derivatives N-acyl-L-alpha-amino acids L-alpha-amino acids Methyl-branched fatty acids N-acyl amines Dicarboxylic acids and derivatives Secondary carboxylic acid amides Amino acids Carboxylic acids Monoalkylamines Organic oxides Hydrocarbon derivatives Organopnictogen compounds Carbonyl compounds

Publications with gamma-Glutamylisoleucine

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 gamma-Glutamylisoleucine 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 gamma-Glutamylisoleucine 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 gamma-Glutamylisoleucine 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 gamma-Glutamylisoleucine 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 gamma-Glutamylisoleucine 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