ChemFOnt: Showing chemical card for ({4,5,6-trihydroxy-3-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-2-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-3-en-1-yl}(3,4,5-trihydroxyoxan-2-yl)methoxy)sulfonic acid (CFc000108672)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:27:06 UTC

Chemfont ID

CFc000108672

Molecule Identification

Common Name

({4,5,6-trihydroxy-3-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-2-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-3-en-1-yl}(3,4,5-trihydroxyoxan-2-yl)methoxy)sulfonic acid

Definition

({4,5,6-trihydroxy-3-[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]-2-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-3-en-1-yl}(3,4,5-trihydroxyoxan-2-yl)methoxy)sulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3,4,5-trihydroxy-6-[hydroxy(3,4,5-trihydroxyoxan-2-yl)methyl]-2-[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-2-en-1-one. It is generated by Sulfotransferase family cytosolic 2B member 1 (O00204) and Sulfotransferase enzymes via a sulfation-of-secondary-alcohol reaction. This sulfation-of-secondary-alcohol occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
({4,5,6-trihydroxy-3-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-2-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-3-en-1-yl}(3,4,5-trihydroxyoxan-2-yl)methoxy)sulfonate	Generator
({4,5,6-trihydroxy-3-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-2-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-3-en-1-yl}(3,4,5-trihydroxyoxan-2-yl)methoxy)sulphonate	Generator
({4,5,6-trihydroxy-3-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-2-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-3-en-1-yl}(3,4,5-trihydroxyoxan-2-yl)methoxy)sulphonic acid	Generator

Chemical Formula

C₂₇H₃₄O₁₉S

Average Molecular Weight

694.61

Monoisotopic Molecular Weight

694.141500049

IUPAC Name

({4,5,6-trihydroxy-3-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-2-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-3-en-1-yl}(3,4,5-trihydroxyoxan-2-yl)methoxy)sulfonic acid

Traditional Name

{4,5,6-trihydroxy-3-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-2-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-3-en-1-yl}(3,4,5-trihydroxyoxan-2-yl)methoxysulfonic acid

CAS Registry Number

None

SMILES

[H]\C(=C(\[H])C1=CC=C(O)C=C1)C(=O)C1=C(O)C(O)(C(O)C(C(OS(O)(=O)=O)C2OCC(O)C(O)C2O)C1=O)C1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C27H34O19S/c28-7-13-17(33)19(35)21(37)26(45-13)27(40)24(38)14(11(30)6-3-9-1-4-10(29)5-2-9)18(34)15(25(27)39)22(46-47(41,42)43)23-20(36)16(32)12(31)8-44-23/h1-6,12-13,15-17,19-23,25-26,28-29,31-33,35-40H,7-8H2,(H,41,42,43)/b6-3+

InChI Key

CDQOEDNXMJRLOJ-ZZXKWVIFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) 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 and derivatives

Alternative Parents

Substituents

Hydroxycinnamic acid or derivatives
C-glycosyl compound
Glycosyl compound
Monosaccharide sulfate
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Cyclohexenone
Monosaccharide
Oxane
Monocyclic benzene moiety
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Sulfuric acid ester
Benzenoid
Acryloyl-group
Tertiary alcohol
Vinylogous acid
Organic sulfuric acid or derivatives
Enone
Alpha,beta-unsaturated ketone
Ketone
Secondary alcohol
Cyclic ketone
Dialkyl ether
Enol
Oxacycle
Ether
Organoheterocyclic compound
Polyol
Alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Carbonyl group
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0128263)

Plant

Plant (HMDB: HMDB0128263)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	14.7 g/L	ALOGPS
logP	-0.45	ALOGPS
logP	-6.6	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	-1.9	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	338.73 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	151.11 m³·mol⁻¹	ChemAxon
Polarizability	64.3 Å³	ChemAxon
Number of Rings	4	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

HMDB0128263

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB087119

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for ({4,5,6-trihydroxy-3-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-2-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-3-en-1-yl}(3,4,5-trihydroxyoxan-2-yl)methoxy)sulfonic acid (CFc000108672)

MOL for CFc000108672 (({4,5,6-trihydroxy-3-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-2-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-3-en-1-yl}(3,4,5-trihydroxyoxan-2-yl)methoxy)sulfonic acid)

3D MOL for CFc000108672 (({4,5,6-trihydroxy-3-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-2-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-3-en-1-yl}(3,4,5-trihydroxyoxan-2-yl)methoxy)sulfonic acid)

3D SDF for CFc000108672 (({4,5,6-trihydroxy-3-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-2-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-3-en-1-yl}(3,4,5-trihydroxyoxan-2-yl)methoxy)sulfonic acid)

3D-SDF for CFc000108672 (({4,5,6-trihydroxy-3-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-2-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-3-en-1-yl}(3,4,5-trihydroxyoxan-2-yl)methoxy)sulfonic acid)

PDB for CFc000108672 (({4,5,6-trihydroxy-3-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-2-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-3-en-1-yl}(3,4,5-trihydroxyoxan-2-yl)methoxy)sulfonic acid)

3D PDB for CFc000108672 (({4,5,6-trihydroxy-3-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-2-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-3-en-1-yl}(3,4,5-trihydroxyoxan-2-yl)methoxy)sulfonic acid)

SMILES for CFc000108672 (({4,5,6-trihydroxy-3-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-2-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-3-en-1-yl}(3,4,5-trihydroxyoxan-2-yl)methoxy)sulfonic acid)

INCHI for CFc000108672 (({4,5,6-trihydroxy-3-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-2-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-3-en-1-yl}(3,4,5-trihydroxyoxan-2-yl)methoxy)sulfonic acid)

Structure for CFc000108672 (({4,5,6-trihydroxy-3-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-2-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-3-en-1-yl}(3,4,5-trihydroxyoxan-2-yl)methoxy)sulfonic acid)

3D Structure for CFc000108672 (({4,5,6-trihydroxy-3-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-2-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-3-en-1-yl}(3,4,5-trihydroxyoxan-2-yl)methoxy)sulfonic acid)