ChemFOnt: Showing chemical card for 6-{5-[(1E)-3-[(26-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}hexacosyl)oxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000111557)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:31:19 UTC

Chemfont ID

CFc000111557

Molecule Identification

Common Name

6-{5-[(1E)-3-[(26-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}hexacosyl)oxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{5-[(1e)-3-[(26-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}hexacosyl)oxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 26-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}hexacosyl 3-(3,4-dihydroxyphenyl)prop-2-enoate. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an aromatic-OH-glucuronidation reaction. This aromatic-OH-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{5-[(1E)-3-[(26-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}hexacosyl)oxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₅₀H₇₄O₁₄

Average Molecular Weight

899.128

Monoisotopic Molecular Weight

898.507857063

IUPAC Name

6-{5-[(1E)-3-[(26-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}hexacosyl)oxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{5-[(1E)-3-[(26-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}hexacosyl)oxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]C(=C([H])C1=CC(O)=C(O)C=C1)C(=O)OCCCCCCCCCCCCCCCCCCCCCCCCCCOC(=O)C(\[H])=C(/[H])C1=CC(OC2OC(C(O)C(O)C2O)C(O)=O)=C(O)C=C1

InChI Identifier

InChI=1S/C50H74O14/c51-39-29-25-37(35-41(39)53)27-31-43(54)61-33-23-21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20-22-24-34-62-44(55)32-28-38-26-30-40(52)42(36-38)63-50-47(58)45(56)46(57)48(64-50)49(59)60/h25-32,35-36,45-48,50-53,56-58H,1-24,33-34H2,(H,59,60)/b31-27?,32-28+

InChI Key

MMDVXWWYHTZPDY-XJDDKJRYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Cinnamic acid ester
Hydroxycinnamic acid or derivatives
Hexose monosaccharide
Fatty alcohol ester
Coumaric acid or derivatives
Cinnamic acid or derivatives
O-glycosyl compound
Tricarboxylic acid or derivatives
Phenoxy compound
Styrene
Phenol ether
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acid ester
Beta-hydroxy acid
Fatty acyl
Benzenoid
Pyran
Oxane
Monosaccharide
Hydroxy acid
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0131148)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00088 g/L	ALOGPS
logP	8.25	ALOGPS
logP	12.05	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	3.13	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	229.74 Å²	ChemAxon
Rotatable Bond Count	36	ChemAxon
Refractivity	244.36 m³·mol⁻¹	ChemAxon
Polarizability	106.4 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

HMDB0131148

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

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 6-{5-[(1E)-3-[(26-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}hexacosyl)oxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000111557)

MOL for CFc000111557 (6-{5-[(1E)-3-[(26-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}hexacosyl)oxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000111557 (6-{5-[(1E)-3-[(26-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}hexacosyl)oxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000111557 (6-{5-[(1E)-3-[(26-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}hexacosyl)oxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000111557 (6-{5-[(1E)-3-[(26-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}hexacosyl)oxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000111557 (6-{5-[(1E)-3-[(26-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}hexacosyl)oxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000111557 (6-{5-[(1E)-3-[(26-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}hexacosyl)oxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000111557 (6-{5-[(1E)-3-[(26-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}hexacosyl)oxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000111557 (6-{5-[(1E)-3-[(26-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}hexacosyl)oxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000111557 (6-{5-[(1E)-3-[(26-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}hexacosyl)oxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000111557 (6-{5-[(1E)-3-[(26-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}hexacosyl)oxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)