ChemFOnt: Showing chemical card for Sinapic acid 4-O-sulfate (CFc000040487)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:42:00 UTC

Chemfont ID

CFc000040487

Molecule Identification

Common Name

Sinapic acid 4-O-sulfate

Definition

Sinapic acid 4-O-sulfate is an endogenous phenolic acid metabolite. Sinapic 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 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Sinapate 4-O-sulfate	Generator
Sinapate 4-O-sulphate	Generator
Sinapic acid 4-O-sulfuric acid	Generator
Sinapic acid 4-O-sulphuric acid	Generator
(2E)-3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenoic acid sulfate	HMDB
(2E)-3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenoic acid sulphate	HMDB
(e)-3,5-Dimethoxy-4-hydroxycinnamic acid sulfate	HMDB
(e)-3,5-Dimethoxy-4-hydroxycinnamic acid sulphate	HMDB
(e)-3-(4-Hydroxy-3,5-dimethoxyphenyl)acrylic acid sulfate	HMDB
(e)-3-(4-Hydroxy-3,5-dimethoxyphenyl)acrylic acid sulphate	HMDB
(e)-Sinapic acid sulfate	HMDB
(e)-Sinapic acid sulphate	HMDB
3,5-Dimethoxy-4-hydroxy-trans-cinnamic acid sulfate	HMDB
3,5-Dimethoxy-4-hydroxy-trans-cinnamic acid sulphate	HMDB
3,5-Dimethoxy-4-hydroxycinnamic acid sulfate	HMDB
3,5-Dimethoxy-4-hydroxycinnamic acid sulphate	HMDB
3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenoic acid sulfate	HMDB
3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenoic acid sulphate	HMDB
4-Hydroxy-3,5-dimethoxycinnamic acid sulfate	HMDB
4-Hydroxy-3,5-dimethoxycinnamic acid sulphate	HMDB
e-Sinapinic acid sulfate	HMDB
e-Sinapinic acid sulphate	HMDB
Sinapic acid sulfate	HMDB
Sinapic acid sulphate	HMDB
Sinapic acid-4'-O-sulfate	HMDB
Sinapic acid-4'-O-sulphate	HMDB
Sinapic acid-4-O-sulfate	HMDB
Sinapic acid-4-O-sulphate	HMDB
Sinapic acid-4’-O-sulfate	HMDB
Sinapic acid-4’-O-sulphate	HMDB
Sinapinic acid sulfate	HMDB
Sinapinic acid sulphate	HMDB
Synapitic acid sulfate	HMDB
Synapitic acid sulphate	HMDB
trans-4-Hydroxy-3,5-dimethoxycinnamic acid sulfate	HMDB
trans-4-Hydroxy-3,5-dimethoxycinnamic acid sulphate	HMDB
trans-Sinapic acid sulfate	HMDB
trans-Sinapic acid sulphate	HMDB
trans-Sinapinic acid sulfate	HMDB
trans-Sinapinic acid sulphate	HMDB

Chemical Formula

C₁₁H₁₂O₈S

Average Molecular Weight

304.27

Monoisotopic Molecular Weight

304.02528852

IUPAC Name

(2E)-3-[3,5-dimethoxy-4-(sulfooxy)phenyl]prop-2-enoic acid

Traditional Name

(2E)-3-[3,5-dimethoxy-4-(sulfooxy)phenyl]prop-2-enoic acid

CAS Registry Number

2283338-09-8

SMILES

[H]\C(=C(\[H])C1=CC(OC)=C(OS(O)(=O)=O)C(OC)=C1)C(O)=O

InChI Identifier

InChI=1S/C11H12O8S/c1-17-8-5-7(3-4-10(12)13)6-9(18-2)11(8)19-20(14,15)16/h3-6H,1-2H3,(H,12,13)(H,14,15,16)/b4-3+

InChI Key

KJWQVTFGBFEXMV-ONEGZZNKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acids and derivatives

Alternative Parents

Substituents

Cinnamic acid
Coumaric acid or derivatives
Phenylsulfate
Arylsulfate
M-dimethoxybenzene
Dimethoxybenzene
Anisole
Methoxybenzene
Styrene
Phenol ether
Phenoxy compound
Alkyl aryl ether
Benzenoid
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Monocyclic benzene moiety
Organic sulfuric acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Ether
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Excreta

Biofluid or Excreta

Urine (PMID: 22827565)

Source

Endogenous

Endogenous (HMDB: HMDB0060020)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.33 g/L	ALOGPS
logP	-0.13	ALOGPS
logP	1.04	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	-2.3	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	119.36 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	67.96 m³·mol⁻¹	ChemAxon
Polarizability	27.44 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0060020

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB093756

KNApSAcK ID

Not Available

Chemspider ID

28554517

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102354829

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Sinapic acid 4-O-sulfate (CFc000040487)

MOL for CFc000040487 (Sinapic acid 4-O-sulfate)

3D MOL for CFc000040487 (Sinapic acid 4-O-sulfate)

3D SDF for CFc000040487 (Sinapic acid 4-O-sulfate)

3D-SDF for CFc000040487 (Sinapic acid 4-O-sulfate)

PDB for CFc000040487 (Sinapic acid 4-O-sulfate)

3D PDB for CFc000040487 (Sinapic acid 4-O-sulfate)

SMILES for CFc000040487 (Sinapic acid 4-O-sulfate)

INCHI for CFc000040487 (Sinapic acid 4-O-sulfate)

Structure for CFc000040487 (Sinapic acid 4-O-sulfate)

3D Structure for CFc000040487 (Sinapic acid 4-O-sulfate)