Skatole (Compound)

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ID	1913
Name	Skatole
Synonyms	3-Methylindole; beta-Methylindole; 3-Methyl-4,5-benzopyrrole; 3-Methyl-1H-indole
Structure	MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure Structure for EE001913 (Skatole) 3D Structure for EE001913 (Skatole) 6736 -OEChem-09232115493D 19 20 0 0 0 0 0 0 0999 V2000 -0.8227 1.7267 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.2141 -0.4196 0.0001 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2707 0.8901 0.0001 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6348 -0.3390 0.0001 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9786 0.9932 0.0001 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7088 -1.4843 0.0001 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6377 1.1895 -0.0001 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5805 -1.4737 -0.0002 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0793 -1.1999 0.0001 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5343 0.1171 -0.0001 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7776 2.7363 -0.0002 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9405 1.4869 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3700 -2.5165 0.0001 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9930 2.2145 -0.0003 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4329 -2.0970 -0.8883 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4324 -2.0978 0.8870 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6206 -1.1313 0.0002 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7957 -2.0172 0.0001 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6031 0.3152 -0.0002 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 5 1 0 0 0 0 1 11 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 2 6 2 0 0 0 0 3 7 2 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 12 1 0 0 0 0 6 9 1 0 0 0 0 6 13 1 0 0 0 0 7 10 1 0 0 0 0 7 14 1 0 0 0 0 8 15 1 0 0 0 0 8 16 1 0 0 0 0 8 17 1 0 0 0 0 9 10 2 0 0 0 0 9 18 1 0 0 0 0 10 19 1 0 0 0 0 M END > <PUBCHEM_COMPOUND_CID> 6736 > <PUBCHEM_CONFORMER_RMSD> 0.4 > <PUBCHEM_CONFORMER_DIVERSEORDER> 1 > <PUBCHEM_MMFF94_PARTIAL_CHARGES> 15 1 0.03 10 -0.15 11 0.27 12 0.15 13 0.15 14 0.15 18 0.15 19 0.15 3 -0.15 4 -0.18 5 -0.3 6 -0.15 7 -0.15 8 0.18 9 -0.15 > <PUBCHEM_EFFECTIVE_ROTOR_COUNT> 0 > <PUBCHEM_PHARMACOPHORE_FEATURES> 4 1 1 cation 1 1 donor 5 1 2 3 4 5 rings 6 2 3 6 7 9 10 rings > <PUBCHEM_HEAVY_ATOM_COUNT> 10 > <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> 00001A5000000001 > <PUBCHEM_MMFF94_ENERGY> 15.7555 > <PUBCHEM_FEATURE_SELFOVERLAP> 20.389 > <PUBCHEM_SHAPE_FINGERPRINT> 10857977 72 18339912813851642474 11206711 2 18408325492483715828 12423570 1 11255017041348591370 12524768 44 18124880057845008631 12897270 3 18410009952876898854 14128692 85 18411987965879426086 16945 1 18266740169010072548 18185500 45 18265051319244838642 19973954 147 18411139099916173644 21040471 1 18050286959991929024 23402655 69 18268412565668706477 23552423 10 18260833687124643726 241688 4 18408323259121989592 2748010 2 18411134744682120652 29004967 10 18337112366346717483 369184 2 17168425965262885642 5084963 1 18272374195613882634 528886 8 18411132515604637017 > <PUBCHEM_SHAPE_MULTIPOLES> 200.81 3.46 1.79 0.61 0.17 0.02 0 -0.71 0 0.24 0 -0.01 -0.01 0 > <PUBCHEM_SHAPE_SELFOVERLAP> 440.256 > <PUBCHEM_SHAPE_VOLUME> 111.2 > <PUBCHEM_COORDINATE_TYPE> 2 5 10 $$$$
Description	Microbial metabolite identified in gut (table 1 from Donia 2015). Gut microbiota metabolite of tryptophan (Fig 1, pmid:30120222).
Classification	Compounds > Chemical entities > Organic compounds > Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles > 3-methylindoles
CAS number	83-34-1
PubChem ID	6736
ChEBI ID	9171
FooDB ID	FDB004302
HMDB ID	HMDB0000466

Chemical data

MolDBi data

IUPAC Name	3-methyl-1H-indole
Traditional IUPAC Name	scatole
Formula	C9H9N
InChI	InChI=1S/C9H9N/c1-7-6-10-9-5-3-2-4-8(7)9/h2-6,10H,1H3
InChI Key	ZFRKQXVRDFCRJG-UHFFFAOYSA-N
Molecular weight	131.1745
Exact mass	131.073499293
SMILES	CC1=CNC2=CC=CC=C12

ClassyFire Taxonomy

Description	belongs to the class of organic compounds known as 3-methylindoles. These are aromatic heterocyclic compounds that contain an indole moiety substituted at the 3-position with a methyl group.
Kingdom	Organic compounds
Super Class	Organoheterocyclic compounds
Class	Indoles and derivatives
Sub Class	Indoles
Direct Parent	3-methylindoles
Alternative Parents	Substituted pyrroles Benzenoids Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives

Publications with Skatole

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 Skatole 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 Skatole 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 Skatole 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 Skatole 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 Skatole 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