ChemFOnt: Showing chemical card for Caffeic acid 4-O-sulphate (CFc000338095)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:32:20 UTC

Chemfont ID

CFc000338095

Molecule Identification

Common Name

Caffeic acid 4-O-sulphate

Definition

Caffeic acid 4-sulfate, also known as caffeate 4-sulphate or caffeic acid 4-sulphuric acid, is a member of the class of compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. Caffeic acid 4-sulfate is practically insoluble (in water) and an extremely strong acidic compound (based on its pKa). Caffeic acid 4-sulfate can be found primarily in blood and urine. Within the cell, caffeic acid 4-sulfate is primarily located in the cytoplasm. It can also be found in the extracellular space.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Caffeate 4-O-sulfate	Generator
Caffeate 4-O-sulphate	Generator
Caffeic acid 4-O-sulfuric acid	Generator
Caffeic acid 4-O-sulphuric acid	Generator
Caffeate 4-sulfate	HMDB
Caffeate 4-sulphate	HMDB
Caffeic acid 4-sulfuric acid	HMDB
Caffeic acid 4-sulphuric acid	HMDB
(2E)-3-[3-Hydroxy-4-(sulfooxy)phenyl]prop-2-enoate	HMDB
(2E)-3-[3-Hydroxy-4-(sulphooxy)phenyl]prop-2-enoate	HMDB
(2E)-3-[3-Hydroxy-4-(sulphooxy)phenyl]prop-2-enoic acid	HMDB
(2E)-3-[3-Hydroxy-4-(sulfooxy)phenyl]-2-propenoic acid	HMDB
(e)-Caffeic acid 4-O-sulfate	HMDB
(e)-Caffeic acid 4-O-sulphate	HMDB
(e)-Caffeic acid 4-sulfate	HMDB
(e)-Caffeic acid 4-sulphate	HMDB
(e)-Caffeic acid sulfate	HMDB
(e)-Caffeic acid sulphate	HMDB
3-[3-Hydroxy-4-(sulfooxy)phenyl]-2-propenoic acid	HMDB
Caffeic acid 4-O-sulphate	HMDB
Caffeic acid 4-sulfate	HMDB
Caffeic acid 4-sulphate	HMDB
Caffeic acid sulfate	HMDB
Caffeic acid sulphate	HMDB
Caffeic acid-4'-sulfate	HMDB
Caffeic acid-4'-sulphate	HMDB
Caffeic acid-4’-sulfate	HMDB
Caffeic acid-4’-sulphate	HMDB
trans-Caffeic acid 4-O-sulfate	HMDB
trans-Caffeic acid 4-O-sulphate	HMDB
trans-Caffeic acid 4-sulfate	HMDB
trans-Caffeic acid 4-sulphate	HMDB
trans-Caffeic acid sulfate	HMDB
trans-Caffeic acid sulphate	HMDB
Caffeic acid 4-O-sulfate	HMDB

Chemical Formula

C₉H₈O₇S

Average Molecular Weight

260.221

Monoisotopic Molecular Weight

259.9990733

IUPAC Name

(2E)-3-[3-hydroxy-4-(sulfooxy)phenyl]prop-2-enoic acid

Traditional Name

(2E)-3-[3-hydroxy-4-(sulfooxy)phenyl]prop-2-enoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)\C=C\C1=CC(O)=C(OS(O)(=O)=O)C=C1

InChI Identifier

InChI=1S/C9H8O7S/c10-7-5-6(2-4-9(11)12)1-3-8(7)16-17(13,14)15/h1-5,10H,(H,11,12)(H,13,14,15)/b4-2+

InChI Key

SNVAIAITQIIEMQ-DUXPYHPUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Hydroxycinnamic acids

Alternative Parents

Substituents

Cinnamic acid
Coumaric acid or derivatives
Hydroxycinnamic acid
Phenylsulfate
Arylsulfate
Phenoxy compound
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (FooDB: )
Extracellular (FooDB: )

Non-excretory biofluid

Biofluid or Excreta

Blood (FooDB: )

Excreta

Biofluid or Excreta

Urine (FooDB: )

Source

Endogenous

Endogenous (FooDB: )

Plant

Plant (FooDB: )

Exogenous

Food

Food (FooDB: )

Process

Not Available

Role

Biological role

Nutrient (FooDB: )

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.73 g/L	ALOGPS
logP	-0.36	ALOGPS
logP	1.7	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	-2.4	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	121.13 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	57.01 m³·mol⁻¹	ChemAxon
Polarizability	22.62 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

HMDB0041708

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB031320

KNApSAcK ID

Not Available

Chemspider ID

30777608

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21668705

PDB ID

Not Available

ChEBI ID

176485

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Caffeic acid 4-O-sulphate (CFc000338095)

MOL for CFc000338095 (Caffeic acid 4-O-sulphate)

3D MOL for CFc000338095 (Caffeic acid 4-O-sulphate)

3D SDF for CFc000338095 (Caffeic acid 4-O-sulphate)

3D-SDF for CFc000338095 (Caffeic acid 4-O-sulphate)

PDB for CFc000338095 (Caffeic acid 4-O-sulphate)

3D PDB for CFc000338095 (Caffeic acid 4-O-sulphate)

SMILES for CFc000338095 (Caffeic acid 4-O-sulphate)

INCHI for CFc000338095 (Caffeic acid 4-O-sulphate)

Structure for CFc000338095 (Caffeic acid 4-O-sulphate)

3D Structure for CFc000338095 (Caffeic acid 4-O-sulphate)