Bovine Metabolome Database: Showing metabocard for Indoxyl sulfate (BMDB0000682)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:34:49 UTC

Update Date

2020-05-11 20:50:36 UTC

BMDB ID

BMDB0000682

Secondary Accession Numbers

BMDB00682

Metabolite Identification

Common Name

Indoxyl sulfate

Description

Indoxyl sulfate, also known as indican or sulfate, indoxyl, belongs to the class of organic compounds known as arylsulfates. These are organic compounds containing a sulfate group that carries an aryl group through an ether group. Based on a literature review a significant number of articles have been published on Indoxyl sulfate.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
3-Indolyl hydrogen sulfate	ChEBI
3-Indolyl sulfate	ChEBI
3-Indoxyl sulfate	ChEBI
3-Indoxylsulfuric acid	ChEBI
Indican	ChEBI
indol-3-yl Hydrogen sulfate	ChEBI
indol-3-yl Sulfate	ChEBI
indol-3-yl Sulphate	ChEBI
Indoxyl sulfic acid	ChEBI
Indoxyl sulphate	ChEBI
Indoxyl-3-sulphate	ChEBI
Indoxylsulfuric acid	ChEBI
3-Indolyl hydrogen sulfuric acid	Generator
3-Indolyl hydrogen sulphate	Generator
3-Indolyl hydrogen sulphuric acid	Generator
3-Indolyl sulfuric acid	Generator
3-Indolyl sulphate	Generator
3-Indolyl sulphuric acid	Generator
3-Indoxyl sulfuric acid	Generator
3-Indoxyl sulphate	Generator
3-Indoxyl sulphuric acid	Generator
3-Indoxylsulfate	Generator
3-Indoxylsulphate	Generator
3-Indoxylsulphuric acid	Generator
indol-3-yl Hydrogen sulfuric acid	Generator
indol-3-yl Hydrogen sulphate	Generator
indol-3-yl Hydrogen sulphuric acid	Generator
indol-3-yl Sulfuric acid	Generator
indol-3-yl Sulphuric acid	Generator
Indoxyl sulfuric acid	Generator
Indoxyl sulphuric acid	Generator
Indoxyl-3-sulfate	Generator
Indoxyl-3-sulfuric acid	Generator
Indoxyl-3-sulphuric acid	Generator
Indoxylsulfate	Generator
Indoxylsulphate	Generator
Indoxylsulphuric acid	Generator
1H-indol-3-yl Hydrogen sulfate	HMDB
1H-indol-3-yl Hydrogen sulphate	HMDB
indol-3-Ol	HMDB
Indican monosodium salt	HMDB
Monopotassium salt, indican	HMDB
Monosodium salt, indican	HMDB
Sulfate, indoxyl	HMDB
Indican monopotassium salt	HMDB
1H-indol-3-Ol hydrogen sulfate ester	HMDB
3-Sulphooxy-1H-indole	HMDB
Indoxyl sulfate	Generator

Chemical Formula

C₈H₇NO₄S

Average Molecular Weight

213.21

Monoisotopic Molecular Weight

213.009578407

IUPAC Name

(1H-indol-3-yl)oxidanesulfonic acid

Traditional Name

3-sulfooxy-1H-indole

CAS Registry Number

487-94-5

SMILES

OS(=O)(=O)OC1=CNC2=CC=CC=C12

InChI Identifier

InChI=1S/C8H7NO4S/c10-14(11,12)13-8-5-9-7-4-2-1-3-6(7)8/h1-5,9H,(H,10,11,12)

InChI Key

BXFFHSIDQOFMLE-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as arylsulfates. These are organic compounds containing a sulfate group that carries an aryl group through an ether group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfuric acids and derivatives

Sub Class

Arylsulfates

Direct Parent

Arylsulfates

Alternative Parents

Substituents

Arylsulfate
Indole
Indole or derivatives
Substituted pyrrole
Sulfuric acid monoester
Sulfate-ester
Sulfuric acid ester
Benzenoid
Pyrrole
Heteroaromatic compound
Organoheterocyclic compound
Azacycle
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

indoles (CHEBI:43355 )
aryl sulfate (CHEBI:43355 )

Ontology

Status

Detected but not Quantified

Origin

Endogenous

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cytoplasm

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.48	ALOGPS
logP	1.29	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	-1.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	79.39 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	49.12 m³·mol⁻¹	ChemAxon
Polarizability	19.37 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-0fk9-1890000000-1ccefb12c0ecb58cd51f	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-0bu0-1940000000-990f3edaa0f09b455534	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-004i-0790000000-bc45c54af242dc72b9db	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-01q9-1920000000-61513ebc6b785c807016	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)	splash10-03di-2090000000-53c9050daddd26dc4b7f	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)	splash10-001i-9200000000-2fa7a5fde4214df01ed2	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)	splash10-001i-9000000000-c9eec4c054ae464098ed	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-03di-0090000000-3cb045bd6bc8f7f8c2b0	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-03e9-6290000000-83be1b2526f53131a6eb	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-001i-9400000000-13c9487183bfd123ac3b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-001i-9100000000-cf4b2fd59d8e983cb538	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	splash10-001i-9000000000-d0f51465d6c4ede36ea4	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative	splash10-01si-9350000000-7227b62421572ea4e5f7	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-03di-0090000000-8fc92d1f6e32863121d3	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-03e9-6290000000-b9b7292552ce2dcfccff	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-001i-9400000000-7348f8347e517b6e1de2	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-001i-9100000000-e9a190cf92fcef264150	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-001i-9000000000-d0f51465d6c4ede36ea4	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-01si-9350000000-7227b62421572ea4e5f7	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-001i-0900000000-d5c9e813f433f6a44f0f	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-2ada8a129d47cf18cf2f	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-03e9-8190000000-b7fa2468dad04ce9cf7b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0059-9300000000-4ef26d7f6ffd8a0309a8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0290000000-bcbb5c8a331119233939	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0159-0910000000-0d28f0b8a4ef10141bf2	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014i-2900000000-a394015845114b618d01	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0190000000-6917b03dbdcafea36737	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0930000000-6cb7fcdb7b15b9a9e80a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-4900000000-3b57e4454fb97f3e1a1a	View in MoNA
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Kidney
Liver
Placenta
Prostate Tissue
Skeletal Muscle

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Kidney	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Liver	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 31867104	details
Placenta	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Prostate Tissue	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Skeletal Muscle	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details