Hydroxyindole acetic acid sulfate (Compound)

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ID	1661
Name	Hydroxyindole acetic acid sulfate
Synonyms	5-Hydroxyindole-3-acetic acid sulfate; 5-HIAA sulfate
Structure	MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure Structure for EE001661 (Hydroxyindole acetic acid sulfate) 3D Structure for EE001661 (Hydroxyindole acetic acid sulfate) 71404288 -OEChem-11292213243D 27 28 0 0 0 0 0 0 0999 V2000 3.1795 0.9558 -0.1000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.7042 -0.3954 0.7055 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9692 3.3559 0.2171 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9378 1.9991 -1.2828 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8096 0.8976 -0.0339 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7852 0.8399 -1.4919 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7551 2.1041 0.6798 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2939 -2.3700 -0.3793 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9238 -0.7486 0.3069 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2665 -0.2824 0.3744 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9690 -2.0609 -0.1686 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0857 -1.3014 -0.0540 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3295 -0.1785 0.6059 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7121 1.0525 0.8225 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1811 -2.8346 -0.3609 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4885 -0.9405 0.4184 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4131 -2.2481 -0.0576 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4878 2.1555 -0.2015 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1601 -1.3642 -0.1574 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6323 -3.2577 -0.7243 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3834 0.8359 0.9892 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1780 1.3327 1.7380 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7842 1.0303 1.0529 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1233 -3.8524 -0.7317 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3229 -2.8270 -0.1984 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8199 4.0612 -0.4483 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2761 1.6442 -0.4779 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 5 1 0 0 0 0 1 6 2 0 0 0 0 1 7 2 0 0 0 0 2 16 1 0 0 0 0 3 18 1 0 0 0 0 3 26 1 0 0 0 0 4 18 2 0 0 0 0 5 27 1 0 0 0 0 8 11 1 0 0 0 0 8 12 1 0 0 0 0 8 20 1 0 0 0 0 9 10 1 0 0 0 0 9 11 2 0 0 0 0 9 13 1 0 0 0 0 10 12 2 0 0 0 0 10 14 1 0 0 0 0 11 15 1 0 0 0 0 12 19 1 0 0 0 0 13 16 2 0 0 0 0 13 21 1 0 0 0 0 14 18 1 0 0 0 0 14 22 1 0 0 0 0 14 23 1 0 0 0 0 15 17 2 0 0 0 0 15 24 1 0 0 0 0 16 17 1 0 0 0 0 17 25 1 0 0 0 0 M END > <PUBCHEM_COMPOUND_CID> 71404288 > <PUBCHEM_CONFORMER_RMSD> 0.6 > <PUBCHEM_CONFORMER_DIVERSEORDER> 1 17 10 19 35 26 9 5 22 24 27 21 28 34 2 29 25 18 7 14 15 4 31 23 12 33 16 11 20 13 6 30 3 32 8 > <PUBCHEM_MMFF94_PARTIAL_CHARGES> 24 1 1.67 10 -0.18 11 -0.15 12 -0.3 13 -0.15 14 0.24 15 -0.15 16 0.08 17 -0.15 18 0.66 19 0.15 2 -0.27 20 0.27 21 0.15 24 0.15 25 0.15 26 0.5 27 0.5 3 -0.65 4 -0.57 5 -0.68 6 -0.65 7 -0.65 8 0.03 > <PUBCHEM_EFFECTIVE_ROTOR_COUNT> 4 > <PUBCHEM_PHARMACOPHORE_FEATURES> 11 1 3 acceptor 1 4 acceptor 1 5 acceptor 1 6 acceptor 1 7 acceptor 1 8 cation 1 8 donor 3 3 4 18 anion 4 1 5 6 7 anion 5 8 9 10 11 12 rings 6 9 11 13 15 16 17 rings > <PUBCHEM_HEAVY_ATOM_COUNT> 18 > <PUBCHEM_ATOM_DEF_STEREO_COUNT> 0 > <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> 04418B0000000001 > <PUBCHEM_MMFF94_ENERGY> 30.3383 > <PUBCHEM_FEATURE_SELFOVERLAP> 56.03 > <PUBCHEM_SHAPE_FINGERPRINT> 10498660 4 18338230591331631469 10608611 8 18338797806124436555 10871710 139 18117572926974057669 11715629 250 18410860953549653910 12173636 292 18412259558025606015 12403259 226 18127690650410748954 13140716 1 18191588536440625427 14614273 12 18411699902523207499 14648413 74 18122066394910629227 16945 1 18271522117079020107 17134986 127 18123190100030771407 1741750 31 18341894043626561768 18186145 218 18060151941910084690 18981168 100 18187927209959536151 20510252 161 18271247247529259241 20671657 1 18050009891525076631 21501502 16 18337946788403869307 21524375 3 18410014359782766202 22889148 1 17345168147439293415 23402539 116 18127124405917199095 23419403 2 15465448218143667970 23557571 272 18337955713414456399 23558518 356 18261395511992280243 23559900 14 17989211448129442714 23598291 2 18114728374903579378 238 59 17033843375807880061 25 1 17402611845080974191 2748010 2 18126568920896551739 3071541 158 17978518524706786910 350125 39 18339368461270513203 5939293 188 17400355646793295697 7097593 13 17825367614524797370 81228 2 17693371552805644426 9862522 239 18262500517009548828 > <PUBCHEM_SHAPE_MULTIPOLES> 334.08 6.25 3.46 0.91 4.65 0.55 -0.16 4.02 -0.09 -2.07 -0.42 0.12 0.26 -0.07 > <PUBCHEM_SHAPE_SELFOVERLAP> 710.087 > <PUBCHEM_SHAPE_VOLUME> 187.8 > <PUBCHEM_COORDINATE_TYPE> 2 5 10 $$$$
Description	Derivative of 5-HIAA, main serotonin metabolite.
Classification	Compounds > Chemical entities > Organic compounds > Organoheterocyclic compounds > Indoles and derivatives > Indolyl carboxylic acids and derivatives > Indole-3-acetic acid derivatives
CAS number
PubChem ID
ChEBI ID
FooDB ID
HMDB ID

Chemical data

MolDBi data

IUPAC Name	2-[5-(sulfooxy)-1H-indol-3-yl]acetic acid
Traditional IUPAC Name	[5-(sulfooxy)-1H-indol-3-yl]acetic acid
Formula	C10H9NO6S
InChI	InChI=1S/C10H9NO6S/c12-10(13)3-6-5-11-9-2-1-7(4-8(6)9)17-18(14,15)16/h1-2,4-5,11H,3H2,(H,12,13)(H,14,15,16)
InChI Key	SMFLXJXCEKSSSB-UHFFFAOYSA-N
Molecular weight	271.24
Exact mass	271.015058188
SMILES	OC(=O)CC1=CNC2=C1C=C(OS(O)(=O)=O)C=C2

ClassyFire Taxonomy

Description	belongs to the class of organic compounds known as indole-3-acetic acid derivatives. Indole-3-acetic acid derivatives are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole.
Kingdom	Organic compounds
Super Class	Organoheterocyclic compounds
Class	Indoles and derivatives
Sub Class	Indolyl carboxylic acids and derivatives
Direct Parent	Indole-3-acetic acid derivatives
Alternative Parents	Arylsulfates 3-alkylindoles Sulfuric acid monoesters Substituted pyrroles Benzenoids Heteroaromatic compounds Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds

Publications with Hydroxyindole acetic acid sulfate

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 Hydroxyindole acetic acid sulfate 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 Hydroxyindole acetic acid sulfate 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 Hydroxyindole acetic acid sulfate 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 Hydroxyindole acetic acid sulfate 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 Hydroxyindole acetic acid sulfate 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