Phenylacetylglutamine (Compound)

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ID	1599
Name	Phenylacetylglutamine
Synonyms	N2-Phenylacetyl-L-glutamine; alpha-N-Phenylacetyl-L-glutamine
Structure	MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure Structure for EE001599 (Phenylacetylglutamine) 3D Structure for EE001599 (Phenylacetylglutamine) 92258 -OEChem-09032121153D 35 35 0 1 0 0 0 0 0999 V2000 2.6975 -2.2871 1.5268 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7493 -1.5767 -1.6243 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1526 -1.8875 -0.1584 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8056 2.8754 -1.3234 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6062 -1.3057 0.2413 N 0 0 0 0 0 0 0 0 0 0 0 0 3.1024 3.4325 0.8901 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8572 -1.1964 -0.4659 C 0 0 1 0 0 0 0 0 0 0 0 0 2.1552 0.2565 -0.8553 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4688 1.1662 0.3359 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7595 -1.5758 0.5768 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6087 -1.4892 -0.4071 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0197 -1.8027 0.3038 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8019 -0.5087 0.3713 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8095 2.5628 -0.1354 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6805 0.7026 1.0376 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8696 -0.7518 -0.4815 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6463 1.6909 0.8473 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8353 0.2366 -0.6720 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7237 1.4579 -0.0076 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7608 -1.7922 -1.3824 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0126 0.2652 -1.5418 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3064 0.6679 -1.4172 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6064 1.2286 1.0090 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3233 0.7876 0.9073 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6286 -1.2243 1.2535 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4039 -1.5418 1.6140 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2107 -2.5700 0.4622 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8436 0.8945 1.7033 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9651 -1.6988 -1.0050 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5590 2.6422 1.3639 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6739 0.0554 -1.3379 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4711 -2.6865 1.9787 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4754 2.2276 -0.1561 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0923 3.1448 1.8635 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3422 4.4003 0.7023 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 1 32 1 0 0 0 0 2 11 2 0 0 0 0 3 12 2 0 0 0 0 4 14 2 0 0 0 0 5 7 1 0 0 0 0 5 11 1 0 0 0 0 5 25 1 0 0 0 0 6 14 1 0 0 0 0 6 34 1 0 0 0 0 6 35 1 0 0 0 0 7 8 1 0 0 0 0 7 12 1 0 0 0 0 7 20 1 0 0 0 0 8 9 1 0 0 0 0 8 21 1 0 0 0 0 8 22 1 0 0 0 0 9 14 1 0 0 0 0 9 23 1 0 0 0 0 9 24 1 0 0 0 0 10 11 1 0 0 0 0 10 13 1 0 0 0 0 10 26 1 0 0 0 0 10 27 1 0 0 0 0 13 15 2 0 0 0 0 13 16 1 0 0 0 0 15 17 1 0 0 0 0 15 28 1 0 0 0 0 16 18 2 0 0 0 0 16 29 1 0 0 0 0 17 19 2 0 0 0 0 17 30 1 0 0 0 0 18 19 1 0 0 0 0 18 31 1 0 0 0 0 19 33 1 0 0 0 0 M END > <PUBCHEM_COMPOUND_CID> 92258 > <PUBCHEM_CONFORMER_RMSD> 0.8 > <PUBCHEM_CONFORMER_DIVERSEORDER> 1 104 110 222 68 179 94 224 73 194 27 96 186 84 215 31 152 132 185 86 208 105 59 184 173 212 217 188 47 8 198 41 225 89 78 156 97 209 219 7 168 123 91 109 108 118 189 153 138 93 76 77 90 161 177 124 216 172 57 158 196 113 178 128 181 37 129 127 211 74 175 33 51 190 9 32 140 72 70 183 201 79 63 35 58 49 134 10 191 142 163 192 115 125 60 92 80 66 11 182 95 200 38 180 143 12 62 170 130 99 145 117 65 4 18 101 43 171 67 133 15 164 114 218 157 71 206 19 100 147 160 36 87 204 119 213 75 17 26 214 135 16 210 167 45 69 149 146 121 20 85 207 202 30 131 126 29 154 169 24 103 162 195 53 40 21 61 137 83 139 148 25 221 159 50 98 120 39 82 102 150 144 14 193 23 42 203 136 176 197 13 64 52 56 46 6 112 220 165 111 48 88 155 199 205 54 141 174 2 3 122 106 81 22 34 151 166 28 187 55 44 116 223 5 107 > <PUBCHEM_MMFF94_PARTIAL_CHARGES> 27 1 -0.65 10 0.2 11 0.57 12 0.66 13 -0.14 14 0.57 15 -0.15 16 -0.15 17 -0.15 18 -0.15 19 -0.15 2 -0.57 25 0.37 28 0.15 29 0.15 3 -0.57 30 0.15 31 0.15 32 0.5 33 0.15 34 0.37 35 0.37 4 -0.57 5 -0.73 6 -0.8 7 0.36 9 0.06 > <PUBCHEM_EFFECTIVE_ROTOR_COUNT> 8 > <PUBCHEM_PHARMACOPHORE_FEATURES> 8 1 1 acceptor 1 2 acceptor 1 3 acceptor 1 4 acceptor 1 5 donor 1 6 donor 3 1 3 12 anion 6 13 15 16 17 18 19 rings > <PUBCHEM_HEAVY_ATOM_COUNT> 19 > <PUBCHEM_ATOM_DEF_STEREO_COUNT> 1 > <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> 4 > <PUBCHEM_CONFORMER_ID> 0001686200000001 > <PUBCHEM_MMFF94_ENERGY> 36.4887 > <PUBCHEM_FEATURE_SELFOVERLAP> 40.658 > <PUBCHEM_SHAPE_FINGERPRINT> 10366900 7 17676494886901000971 10498660 4 18199472254087485953 12166972 35 18059009480203361947 12403260 363 18341607071655967503 12507557 5 18338796715440048787 12616971 3 18201719531790751351 12633257 1 18195818375216831281 13583140 156 18113627742284064403 13590594 115 18263650554764658720 14178342 30 17825670225077528386 14251764 38 18413387618718268945 14466204 15 17973715883485420602 15295992 7 18187660063362925011 15848702 68 18409445856431103060 17492 89 18413108385656919359 17802600 8 18337107848378647661 18335252 114 17904473005820770797 192875 21 18200873955271495977 20281475 54 8502368915287351839 20671657 1 18412828014375091868 20681677 76 18334302010763950931 20715895 44 18053659184326045561 21033648 29 17095517362743139549 21860390 5 18271534095773808238 21864079 5 18200328649228511793 22749437 52 18339082691442693969 22892500 29 18187083923106300126 23559900 14 18342173341171203075 345986 75 17100854241576121082 351380 180 18338795611717804127 474 4 18187925157044256788 5104073 3 18408328787520145747 5895379 119 17559689338518372504 67856867 119 18341322370768434089 84936 182 18269275823587033560 9971528 1 18199466572019943662 9981440 41 18049715514767211962 > <PUBCHEM_SHAPE_MULTIPOLES> 357.57 9.46 3.35 1.15 5.79 2.38 0.05 3.04 0.02 -4.41 -0.29 -0.16 -0.04 -0.9 > <PUBCHEM_SHAPE_SELFOVERLAP> 730.367 > <PUBCHEM_SHAPE_VOLUME> 204.9 > <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 > Amino acids and derivatives > Alpha amino acids and derivatives > N-acyl-alpha amino acids and derivatives > N-acyl-alpha amino acids
CAS number	28047-15-6
PubChem ID	92258
ChEBI ID	17884
FooDB ID	FDB023896
HMDB ID	HMDB0006344

Chemical data

MolDBi data

IUPAC Name	(2S)-4-carbamoyl-2-(2-phenylacetamido)butanoic acid
Traditional IUPAC Name	phenylacetylglutamine
Formula	C13H16N2O4
InChI	InChI=1S/C13H16N2O4/c14-11(16)7-6-10(13(18)19)15-12(17)8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H2,14,16)(H,15,17)(H,18,19)/t10-/m0/s1
InChI Key	JFLIEFSWGNOPJJ-JTQLQIEISA-N
Molecular weight	264.2771
Exact mass	264.11100701
SMILES	NC(=O)CC[C@H](NC(=O)CC1=CC=CC=C1)C(O)=O

ClassyFire Taxonomy

Description	belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.
Kingdom	Organic compounds
Super Class	Organic acids and derivatives
Class	Carboxylic acids and derivatives
Sub Class	Amino acids, peptides, and analogues
Direct Parent	N-acyl-alpha amino acids
Alternative Parents	Benzene and substituted derivatives Propargyl-type 1,3-dipolar organic compounds Monocarboxylic acids and derivatives Carboxylic acids Carboximidic acids Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds

Publications with Phenylacetylglutamine

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 Phenylacetylglutamine 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 Phenylacetylglutamine 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 Phenylacetylglutamine 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 Phenylacetylglutamine 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 Phenylacetylglutamine 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