1-Hydroxypyrene glucuronide (Compound)

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ID	29
Name	1-Hydroxypyrene glucuronide
Synonyms	1-OHPG; 1-Hydroxypyrene beta-D-glucuronide
Structure	MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure Structure for EE000029 (1-Hydroxypyrene glucuronide) 3D Structure for EE000029 (1-Hydroxypyrene glucuronide) 59751652 -OEChem-10201916053D 47 51 0 1 0 0 0 0 0999 V2000 -2.1744 -0.3429 0.1910 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1356 1.5035 -0.7859 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.7704 0.5798 -1.5664 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6730 2.6310 -1.3092 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.6880 -1.2081 0.7234 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9145 -2.9086 1.8387 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8928 -2.8090 0.7905 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7773 0.6281 -0.5408 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4900 1.2304 -1.1046 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.5513 -0.7965 -0.0342 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.3193 1.0356 -0.1407 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3184 -0.8631 0.8583 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2997 0.6043 0.2253 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1148 0.6623 -0.5450 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0290 1.4173 -0.0780 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4056 -0.1542 -0.2327 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9377 -2.2803 1.1399 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3812 1.3028 1.4523 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3241 -0.8528 -1.4598 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5905 -0.2122 0.5374 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1113 2.1050 1.1316 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0524 -0.0363 -1.7581 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2781 2.0490 1.8919 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1420 -0.7837 -2.2094 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5633 1.2337 2.2018 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6530 0.4864 1.7506 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4272 -1.5991 -1.8995 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6763 -0.9672 0.0705 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5940 -1.6550 -1.1390 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1896 1.2634 0.2519 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2580 0.7946 -2.0836 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4598 -1.4877 -0.8812 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4974 1.6207 0.7709 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4520 -0.3486 1.8180 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4245 0.0391 -2.2968 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8774 3.0375 -0.4498 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7773 -0.6081 1.4834 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7142 2.7119 1.4927 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1562 -0.0138 -2.3745 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3199 2.5985 2.8301 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0562 -1.3130 -3.1562 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6491 1.7628 3.1488 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5540 0.4564 2.3600 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3875 -2.1446 -2.8400 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5979 -1.0265 0.6458 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4418 -2.2365 -1.4901 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6839 -3.8422 2.0325 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 1 12 1 0 0 0 0 2 11 1 0 0 0 0 2 15 1 0 0 0 0 3 8 1 0 0 0 0 3 35 1 0 0 0 0 4 9 1 0 0 0 0 4 36 1 0 0 0 0 5 10 1 0 0 0 0 5 37 1 0 0 0 0 6 17 1 0 0 0 0 6 47 1 0 0 0 0 7 17 2 0 0 0 0 8 9 1 0 0 0 0 8 10 1 0 0 0 0 8 30 1 0 0 0 0 9 11 1 0 0 0 0 9 31 1 0 0 0 0 10 12 1 0 0 0 0 10 32 1 0 0 0 0 11 33 1 0 0 0 0 12 17 1 0 0 0 0 12 34 1 0 0 0 0 13 14 1 0 0 0 0 13 16 1 0 0 0 0 13 18 2 0 0 0 0 14 15 2 0 0 0 0 14 22 1 0 0 0 0 15 21 1 0 0 0 0 16 19 1 0 0 0 0 16 20 2 0 0 0 0 18 23 1 0 0 0 0 18 25 1 0 0 0 0 19 24 1 0 0 0 0 19 27 2 0 0 0 0 20 26 1 0 0 0 0 20 28 1 0 0 0 0 21 23 2 0 0 0 0 21 38 1 0 0 0 0 22 24 2 0 0 0 0 22 39 1 0 0 0 0 23 40 1 0 0 0 0 24 41 1 0 0 0 0 25 26 2 0 0 0 0 25 42 1 0 0 0 0 26 43 1 0 0 0 0 27 29 1 0 0 0 0 27 44 1 0 0 0 0 28 29 2 0 0 0 0 28 45 1 0 0 0 0 29 46 1 0 0 0 0 M END > <PUBCHEM_COMPOUND_CID> 59751652 > <PUBCHEM_CONFORMER_RMSD> 0.8 > <PUBCHEM_CONFORMER_DIVERSEORDER> 1 34 2 25 19 36 24 27 35 15 43 7 17 42 13 21 40 29 31 26 37 14 39 6 41 30 38 10 20 4 3 23 9 33 11 32 12 28 18 22 16 8 5 > <PUBCHEM_MMFF94_PARTIAL_CHARGES> 36 1 -0.56 10 0.28 11 0.56 12 0.34 15 0.08 17 0.66 2 -0.36 21 -0.15 22 -0.15 23 -0.15 24 -0.15 25 -0.15 26 -0.15 27 -0.15 28 -0.15 29 -0.15 3 -0.68 35 0.4 36 0.4 37 0.4 38 0.15 39 0.15 4 -0.68 40 0.15 41 0.15 42 0.15 43 0.15 44 0.15 45 0.15 46 0.15 47 0.5 5 -0.68 6 -0.65 7 -0.57 8 0.28 9 0.28 > <PUBCHEM_EFFECTIVE_ROTOR_COUNT> 4.2 > <PUBCHEM_PHARMACOPHORE_FEATURES> 16 1 1 acceptor 1 2 acceptor 1 3 acceptor 1 3 donor 1 4 acceptor 1 4 donor 1 5 acceptor 1 5 donor 1 6 acceptor 1 7 acceptor 3 6 7 17 anion 6 1 8 9 10 11 12 rings 6 13 14 15 18 21 23 rings 6 13 14 16 19 22 24 rings 6 13 16 18 20 25 26 rings 6 16 19 20 27 28 29 rings > <PUBCHEM_HEAVY_ATOM_COUNT> 29 > <PUBCHEM_ATOM_DEF_STEREO_COUNT> 5 > <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> 1 > <PUBCHEM_CONFORMER_ID> 038FBCE400000001 > <PUBCHEM_MMFF94_ENERGY> 99.0289 > <PUBCHEM_FEATURE_SELFOVERLAP> 81.463 > <PUBCHEM_SHAPE_FINGERPRINT> 10076449 9 16916797241618184718 10369192 42 17903633330966855628 10928967 22 17460890732751150211 11045977 3 18342734113818363012 11578080 2 16300324272114155772 117089 54 17483409521816690774 11796584 16 18187364324652306362 11828532 37 18045221785550440843 12236239 1 16370722612789759365 12633257 1 17274830181018468542 13140716 1 17130396156862610200 13402501 40 18342460330806716103 13544653 18 17846501400557568708 13617811 41 17822004273523368773 13726171 33 17825984599614782693 13782708 43 18342177821370796751 13965767 371 14043812952393037659 14294032 229 17460305557217782261 14341114 328 14476965592420237154 14386348 63 18342458144594093447 15183329 4 16588021299617062967 15361156 5 18342455958852028781 17913733 40 17487605562887368352 19377110 9 14836129896582114767 20028762 73 16271918299231936502 20511986 3 16660639678707232420 20554085 129 18116418255877643797 20600515 1 18188197767061509805 20739085 24 17132120147734288184 21033648 29 18200580441232682433 21033650 10 17823424794637383904 21623969 137 17917988382815635852 21792961 116 18130797708032959774 2260408 40 12966011079483030030 23559900 14 18334577966322752740 3004659 81 17676211285698999758 3380486 145 17916579985445152917 4015057 19 17917132984107458425 44062 13 18114186380074593403 508706 21 18334852849004854519 5104073 3 17130140906792893594 57307002 85 18200323125794827526 574716 61 15574715832554202579 602551 16 18187078451475973648 6823239 73 18335702775529253400 9862886 166 18408327670543986870 > <PUBCHEM_SHAPE_MULTIPOLES> 555.72 12.97 2.56 2.06 4.54 0.13 -0.26 -5.28 -0.41 -0.71 -0.79 1.17 -0.49 4.12 > <PUBCHEM_SHAPE_SELFOVERLAP> 1260.695 > <PUBCHEM_SHAPE_VOLUME> 288.9 > <PUBCHEM_COORDINATE_TYPE> 2 5 10 $$$$
Description
Classification	Compounds > Chemical entities > Organic compounds > Benzenoids > Pyrenes
CAS number	154717-05-2
PubChem ID	59751652
ChEBI ID
FooDB ID
HMDB ID	HMDB0059759

Chemical data

MolDBi data

IUPAC Name	(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(pyren-1-yloxy)oxane-2-carboxylic acid
Traditional IUPAC Name	(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(pyren-1-yloxy)oxane-2-carboxylic acid
Formula	C22H18O7
InChI	InChI=1S/C22H18O7/c23-17-18(24)20(21(26)27)29-22(19(17)25)28-14-9-7-12-5-4-10-2-1-3-11-6-8-13(14)16(12)15(10)11/h1-9,17-20,22-25H,(H,26,27)/t17-,18-,19+,20-,22+/m0/s1
InChI Key	BUCREAQPYGLZLI-SXFAUFNYSA-N
Molecular weight	394.3741
Exact mass	394.10525293
SMILES	O[C@@H]1[C@@H](O)[C@H](OC2=C3C=CC4=CC=CC5=C4C3=C(C=C2)C=C5)O[C@@H]([C@H]1O)C(O)=O

ClassyFire Taxonomy

Description	belongs to the class of organic compounds known as pyrenes. Pyrenes are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system.
Kingdom	Organic compounds
Super Class	Benzenoids
Class	Pyrenes
Sub Class	Not Available
Direct Parent	Pyrenes
Alternative Parents	Phenolic glycosides O-glucuronides Phenanthrenes and derivatives O-glycosyl compounds Naphthalenes Beta hydroxy acids and derivatives Pyrans Oxanes Monosaccharides Secondary alcohols Oxacyclic compounds Acetals Monocarboxylic acids and derivatives Carboxylic acids Polyols Organic oxides Hydrocarbon derivatives Carbonyl compounds

Publications with 1-Hydroxypyrene glucuronide

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 1-Hydroxypyrene glucuronide 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 1-Hydroxypyrene glucuronide 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 1-Hydroxypyrene glucuronide 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 1-Hydroxypyrene glucuronide 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 1-Hydroxypyrene glucuronide 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