ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-({14-hydroxy-16,18-dioxo-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1,4,9,11,13(17)-pentaen-11-yl}oxy)oxane-2-carboxylic acid (CFc000106555)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:24:01 UTC

Chemfont ID

CFc000106555

Molecule Identification

Common Name

3,4,5-trihydroxy-6-({14-hydroxy-16,18-dioxo-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1,4,9,11,13(17)-pentaen-11-yl}oxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-({14-hydroxy-16,18-dioxo-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1,4,9,11,13(17)-pentaen-11-yl}oxy)oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 11,14-dihydroxy-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1(12),2(9),4,10,13(17)-pentaene-16,18-dione. 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
3,4,5-Trihydroxy-6-({14-hydroxy-16,18-dioxo-6,8,19-trioxapentacyclo[10.7.0.0,.0,.0,]nonadeca-1,4,9,11,13(17)-pentaen-11-yl}oxy)oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-({14-hydroxy-16,18-dioxo-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1,4,9,11,13(17)-pentaen-11-yl}oxy)oxane-2-carboxylate	Generator

Chemical Formula

C₂₂H₁₈O₁₃

Average Molecular Weight

490.373

Monoisotopic Molecular Weight

490.07474064

IUPAC Name

3,4,5-trihydroxy-6-({14-hydroxy-16,18-dioxo-6,8,19-trioxapentacyclo[10.7.0.0^{2,9}.0^{3,7}.0^{13,17}]nonadeca-1,4,9,11,13(17)-pentaen-11-yl}oxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-({14-hydroxy-16,18-dioxo-6,8,19-trioxapentacyclo[10.7.0.0^{2,9}.0^{3,7}.0^{13,17}]nonadeca-1,4,9,11,13(17)-pentaen-11-yl}oxy)oxane-2-carboxylic acid

CAS Registry Number

None

SMILES

OC1CC(=O)C2=C1C1=C(OC3OC(C(O)C(O)C3O)C(O)=O)C=C3OC4OC=CC4C3=C1OC2=O

InChI Identifier

InChI=1S/C22H18O13/c23-6-3-7(24)12-11(6)13-9(33-22-16(27)14(25)15(26)18(35-22)19(28)29)4-8-10(17(13)34-20(12)30)5-1-2-31-21(5)32-8/h1-2,4-6,14-16,18,21-23,25-27H,3H2,(H,28,29)

InChI Key

SYHKVXMRGATVGA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as difurocoumarocyclopentenones. These are polycyclic aromatic compounds containing a cyclopenten-2-one ring fused to the coumarin moiety of the difurocoumarin skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Difurocoumarocyclopentenones

Alternative Parents

Substituents

Difurocoumarocyclopentenone
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Coumaran
Aryl alkyl ketone
Aryl ketone
Pyranone
Beta-hydroxy acid
Pyran
Benzenoid
Oxane
Hydroxy acid
Monosaccharide
Dihydrofuran
Heteroaromatic compound
Secondary alcohol
Ketone
Lactone
Polyol
Carboxylic acid derivative
Carboxylic acid
Acetal
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0126146)

Plant

Plant (HMDB: HMDB0126146)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	7.12 g/L	ALOGPS
logP	-0.84	ALOGPS
logP	-1.6	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	2.74	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	198.51 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	107.48 m³·mol⁻¹	ChemAxon
Polarizability	44.66 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0126146

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB085021

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

131832589

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3,4,5-trihydroxy-6-({14-hydroxy-16,18-dioxo-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1,4,9,11,13(17)-pentaen-11-yl}oxy)oxane-2-carboxylic acid (CFc000106555)

MOL for CFc000106555 (3,4,5-trihydroxy-6-({14-hydroxy-16,18-dioxo-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1,4,9,11,13(17)-pentaen-11-yl}oxy)oxane-2-carboxylic acid)

3D MOL for CFc000106555 (3,4,5-trihydroxy-6-({14-hydroxy-16,18-dioxo-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1,4,9,11,13(17)-pentaen-11-yl}oxy)oxane-2-carboxylic acid)

3D SDF for CFc000106555 (3,4,5-trihydroxy-6-({14-hydroxy-16,18-dioxo-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1,4,9,11,13(17)-pentaen-11-yl}oxy)oxane-2-carboxylic acid)

3D-SDF for CFc000106555 (3,4,5-trihydroxy-6-({14-hydroxy-16,18-dioxo-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1,4,9,11,13(17)-pentaen-11-yl}oxy)oxane-2-carboxylic acid)

PDB for CFc000106555 (3,4,5-trihydroxy-6-({14-hydroxy-16,18-dioxo-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1,4,9,11,13(17)-pentaen-11-yl}oxy)oxane-2-carboxylic acid)

3D PDB for CFc000106555 (3,4,5-trihydroxy-6-({14-hydroxy-16,18-dioxo-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1,4,9,11,13(17)-pentaen-11-yl}oxy)oxane-2-carboxylic acid)

SMILES for CFc000106555 (3,4,5-trihydroxy-6-({14-hydroxy-16,18-dioxo-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1,4,9,11,13(17)-pentaen-11-yl}oxy)oxane-2-carboxylic acid)

INCHI for CFc000106555 (3,4,5-trihydroxy-6-({14-hydroxy-16,18-dioxo-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1,4,9,11,13(17)-pentaen-11-yl}oxy)oxane-2-carboxylic acid)

Structure for CFc000106555 (3,4,5-trihydroxy-6-({14-hydroxy-16,18-dioxo-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1,4,9,11,13(17)-pentaen-11-yl}oxy)oxane-2-carboxylic acid)

3D Structure for CFc000106555 (3,4,5-trihydroxy-6-({14-hydroxy-16,18-dioxo-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1,4,9,11,13(17)-pentaen-11-yl}oxy)oxane-2-carboxylic acid)