ContaminantDB: Dihydroferulic acid 4-sulfate

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-27 01:35:01 UTC

Update Date

2016-11-09 01:22:30 UTC

Accession Number

CHEM041594

Identification

Common Name

Dihydroferulic acid 4-sulfate

Class

Small Molecule

Description

Dihydroferulic acid 4-O-sulfate is a polyphenol metabolite detected in biological fluids (PMID: 20428313). Dihydroferulic acid 4-O-sulfate was found to be elevated in rat urine after whole rye consumption which makes this compound a potential urinary biomarker of whole grain intake (PMID: 26862900).

Contaminant Sources

FooDB Chemicals
HMDB Contaminants - Urine

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Dihydroferulate 4-O-sulfate	Generator
Dihydroferulate 4-O-sulphate	Generator
Dihydroferulic acid 4-O-sulfuric acid	Generator
Dihydroferulic acid 4-O-sulphuric acid	Generator
Dihydroferulate 4-sulfate	HMDB
Dihydroferulate 4-sulphate	HMDB
Dihydroferulic acid 4-sulfuric acid	HMDB
Dihydroferulic acid 4-sulphuric acid	HMDB
3-[3-Methoxy-4-(sulfooxy)phenyl]propanoate	HMDB
3-[3-Methoxy-4-(sulphooxy)phenyl]propanoate	HMDB
3-[3-Methoxy-4-(sulphooxy)phenyl]propanoic acid	HMDB
3-(3'-Methoxyphenyl)propanoic acid-4'-sulfate	HMDB
3-(3'-Methoxyphenyl)propanoic acid-4'-sulphate	HMDB
3-(3'-Methoxyphenyl)propionic acid-4'-sulfate	HMDB
3-(3'-Methoxyphenyl)propionic acid-4'-sulphate	HMDB
3-(3’-methoxyphenyl)propanoic acid-4’-sulfate	HMDB
3-(3’-methoxyphenyl)propionic acid-4’-sulfate	HMDB
3-(3’-methoxyphenyl)propionic acid-4’-sulphate	HMDB
3-Methoxy-4-(sulfooxy)benzenepropanoic acid	HMDB
3-Methoxy-4-(sulfooxy)benzenepropionic acid	HMDB
Dihydroferulic acid 4-O-sulphate	HMDB
Dihydroferulic acid 4-sulfate	HMDB
Dihydroferulic acid 4-sulphate	HMDB
Dihydroferulic acid sulfate	HMDB
Dihydroferulic acid sulphate	HMDB
Dihydroferulic acid-4'-O-sulfate	HMDB
Dihydroferulic acid-4'-O-sulphate	HMDB
Dihydroferulic acid-4’-O-sulfate	HMDB
Dihydroferulic acid-4’-O-sulphate	HMDB
Dihydroferulic acid 4-O-sulfate	HMDB
3-(3-Methoxyphenyl)propanoic acid-4-sulfate	HMDB

Chemical Formula

C₁₀H₁₂O₇S

Average Molecular Mass

276.263 g/mol

Monoisotopic Mass

276.030 g/mol

CAS Registry Number

Not Available

IUPAC Name

3-[3-methoxy-4-(sulfooxy)phenyl]propanoic acid

Traditional Name

3-[3-methoxy-4-(sulfooxy)phenyl]propanoic acid

SMILES

COC1=C(OS(O)(=O)=O)C=CC(CCC(O)=O)=C1

InChI Identifier

InChI=1S/C10H12O7S/c1-16-9-6-7(3-5-10(11)12)2-4-8(9)17-18(13,14)15/h2,4,6H,3,5H2,1H3,(H,11,12)(H,13,14,15)

InChI Key

UMCDODPBPQMWQP-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfuric acids and derivatives

Sub Class

Arylsulfates

Direct Parent

Phenylsulfates

Alternative Parents

Substituents

3-phenylpropanoic-acid
Phenylsulfate
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Sulfuric acid ester
Sulfuric acid monoester
Sulfate-ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.58 g/L	ALOGPS
logP	-0.55	ALOGPS
logP	1.12	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	-2.2	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	110.13 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	60.4 m³·mol⁻¹	ChemAxon
Polarizability	25.17 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000e-1970000000-6cc4c64a74b82b51aa09	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00ei-9262000000-0bd9a4c279dfb62d17a7	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-056r-0090000000-cfc0ca68bd2691125804	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a7j-1690000000-b472e86868e75290a97c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0059-9730000000-8ce57209ca5ce0fd2ec3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0090000000-71b9edfd02002ddbcabc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004j-0950000000-94d7e60f5d636088e24f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-005a-5910000000-69bd5579082db3a006c2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0090000000-74f0858f8b9dcbe52edb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-05dj-6090000000-29d5ab55dae9a3c81e24	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-9420000000-324696a6c38479884847	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0190000000-f78b731ab4f60f0a71d8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0920000000-242e5be5513f76de1d89	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0019-0900000000-612194f2ccf3122c0263	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0041724

FooDB ID

FDB029890

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

162994

ChEBI ID

174634

PubChem Compound ID

187489

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8.

2. Ounnas F, Prive F, Salen P, Gaci N, Tottey W, Calani L, Bresciani L, Lopez-Gutierrez N, Hazane-Puch F, Laporte F, Brugere JF, Del Rio D, Demeilliers C, de Lorgeril M: Whole Rye Consumption Improves Blood and Liver n-3 Fatty Acid Profile and Gut Microbiota Composition in Rats. PLoS One. 2016 Feb 10;11(2):e0148118. doi: 10.1371/journal.pone.0148118. eCollection 2016.

3. Publications of the University of Eastern Finland. Dissertations in Health Sciences., no 510

Dihydroferulic acid 4-sulfate (CHEM041594)

Structure for CHEM041594: Dihydroferulic acid 4-sulfate