ChemFOnt: Showing chemical card for [(2-{[6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)methoxy]sulfonic acid (CFc000106013)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:23:13 UTC

Chemfont ID

CFc000106013

Molecule Identification

Common Name

[(2-{[6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)methoxy]sulfonic acid

Definition

[(2-{[6-({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)methoxy]sulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of (6-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate. It is generated by Sulfotransferase family cytosolic 2B member 1 (O00204) and Sulfotransferase enzymes via a sulfation-of-primary-alcohol reaction. This sulfation-of-primary-alcohol occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
[(2-{[6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)methoxy]sulfonate	Generator
[(2-{[6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)methoxy]sulphonate	Generator
[(2-{[6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)methoxy]sulphonic acid	Generator

Chemical Formula

C₂₁H₂₈O₁₇S

Average Molecular Weight

584.5

Monoisotopic Molecular Weight

584.104720616

IUPAC Name

[(2-{[6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)methoxy]sulfonic acid

Traditional Name

(2-{[6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)methoxysulfonic acid

CAS Registry Number

None

SMILES

[H]\C(=C(\[H])C1=CC(O)=C(O)C=C1)C(=O)OCC1OC(OC2(COS(O)(=O)=O)OC(CO)C(O)C2O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C21H28O17S/c22-6-12-16(27)19(30)21(37-12,8-35-39(31,32)33)38-20-18(29)17(28)15(26)13(36-20)7-34-14(25)4-2-9-1-3-10(23)11(24)5-9/h1-5,12-13,15-20,22-24,26-30H,6-8H2,(H,31,32,33)/b4-2+

InChI Key

VXXJOZZVWUTJBA-DUXPYHPUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as disaccharide sulfates. These are disaccharides carrying one or more sulfate group on a sugar unit.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Disaccharide sulfates

Alternative Parents

Substituents

Disaccharide sulfate
Cinnamic acid or derivatives
Hydroxycinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid ester
C-glycosyl compound
O-glycosyl compound
Glycosyl compound
Catechol
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Ketal
Phenol
Fatty acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Sulfuric acid ester
Benzenoid
Fatty acyl
Oxane
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Organic sulfuric acid or derivatives
Secondary alcohol
Carboxylic acid ester
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Polyol
Alcohol
Carbonyl group
Hydrocarbon derivative
Primary alcohol
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0125604)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	16.7 g/L	ALOGPS
logP	-1	ALOGPS
logP	-3.8	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	-1.9	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	279.43 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	122.3 m³·mol⁻¹	ChemAxon
Polarizability	53.25 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0125604

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB084482

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131832075

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for [(2-{[6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)methoxy]sulfonic acid (CFc000106013)

MOL for CFc000106013 ([(2-{[6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)methoxy]sulfonic acid)

3D MOL for CFc000106013 ([(2-{[6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)methoxy]sulfonic acid)

3D SDF for CFc000106013 ([(2-{[6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)methoxy]sulfonic acid)

3D-SDF for CFc000106013 ([(2-{[6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)methoxy]sulfonic acid)

PDB for CFc000106013 ([(2-{[6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)methoxy]sulfonic acid)

3D PDB for CFc000106013 ([(2-{[6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)methoxy]sulfonic acid)

SMILES for CFc000106013 ([(2-{[6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)methoxy]sulfonic acid)

INCHI for CFc000106013 ([(2-{[6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)methoxy]sulfonic acid)

Structure for CFc000106013 ([(2-{[6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)methoxy]sulfonic acid)

3D Structure for CFc000106013 ([(2-{[6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)methoxy]sulfonic acid)