ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-({12-methoxy-17,19-dioxo-5,7,9,20-tetraoxahexacyclo[11.7.0.0²,¹⁰.0³,⁸.0⁴,⁶.0¹⁴,¹⁸]icosa-1(13),2(10),11,14(18)-tetraen-15-yl}oxy)oxane-2-carboxylic acid (CFc000122476)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:47:41 UTC

Chemfont ID

CFc000122476

Molecule Identification

Common Name

3,4,5-trihydroxy-6-({12-methoxy-17,19-dioxo-5,7,9,20-tetraoxahexacyclo[11.7.0.0²,¹⁰.0³,⁸.0⁴,⁶.0¹⁴,¹⁸]icosa-1(13),2(10),11,14(18)-tetraen-15-yl}oxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-({12-methoxy-17,19-dioxo-5,7,9,20-tetraoxahexacyclo[11.7.0.0²,¹⁰.0³,⁸.0⁴,⁶.0¹⁴,¹⁸]icosa-1(13),2(10),11,14(18)-tetraen-15-yl}oxy)oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of (3r,8s)-15-hydroxy-12-methoxy-5,7,9,20-tetraoxahexacyclo[11.7.0.0²,¹⁰.0³,⁸.0⁴,⁶.0¹⁴,¹⁸]icosa-1(13),2(10),11,14(18)-tetraene-17,19-dione. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an alkyl-OH-glucuronidation reaction. This alkyl-OH-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-({12-methoxy-17,19-dioxo-5,7,9,20-tetraoxahexacyclo[11.7.0.0,.0,.0,.0,]icosa-1(13),2(10),11,14(18)-tetraen-15-yl}oxy)oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-({12-methoxy-17,19-dioxo-5,7,9,20-tetraoxahexacyclo[11.7.0.0²,¹⁰.0³,⁸.0⁴,⁶.0¹⁴,¹⁸]icosa-1(13),2(10),11,14(18)-tetraen-15-yl}oxy)oxane-2-carboxylate	Generator

Chemical Formula

C₂₃H₂₀O₁₄

Average Molecular Weight

520.399

Monoisotopic Molecular Weight

520.085305324

IUPAC Name

3,4,5-trihydroxy-6-({12-methoxy-17,19-dioxo-5,7,9,20-tetraoxahexacyclo[11.7.0.0^{2,10}.0^{3,8}.0^{4,6}.0^{14,18}]icosa-1(13),2(10),11,14(18)-tetraen-15-yl}oxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-({12-methoxy-17,19-dioxo-5,7,9,20-tetraoxahexacyclo[11.7.0.0^{2,10}.0^{3,8}.0^{4,6}.0^{14,18}]icosa-1(13),2(10),11,14(18)-tetraen-15-yl}oxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C3C4OC4OC3O2)C2=C1C1=C(C(=O)CC1OC1OC(C(O)C(O)C1O)C(O)=O)C(=O)O2

InChI Identifier

InChI=1S/C23H20O14/c1-31-5-3-7-11(12-17-23(35-17)37-21(12)32-7)16-10(5)9-6(2-4(24)8(9)20(30)34-16)33-22-15(27)13(25)14(26)18(36-22)19(28)29/h3,6,12-15,17-18,21-23,25-27H,2H2,1H3,(H,28,29)

InChI Key

IGBNKWHGZFKUEN-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
Difurocoumarin
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
O-glycosyl compound
Glycosyl compound
Benzopyran
1-benzopyran
Coumaran
Anisole
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Beta-hydroxy acid
Pyranone
Oxane
Hydroxy acid
Meta-dioxane
Benzenoid
Monosaccharide
Pyran
Heteroaromatic compound
Tetrahydrofuran
Ketone
Lactone
Secondary alcohol
Monocarboxylic acid or derivatives
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Organoheterocyclic compound
Acetal
Oxirane
Polyol
Ether
Alcohol
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0142067)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	17.4 g/L	ALOGPS
logP	-0.11	ALOGPS
logP	-0.97	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	2.78	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	200.04 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	110.65 m³·mol⁻¹	ChemAxon
Polarizability	47.85 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0142067

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 3,4,5-trihydroxy-6-({12-methoxy-17,19-dioxo-5,7,9,20-tetraoxahexacyclo[11.7.0.0²,¹⁰.0³,⁸.0⁴,⁶.0¹⁴,¹⁸]icosa-1(13),2(10),11,14(18)-tetraen-15-yl}oxy)oxane-2-carboxylic acid (CFc000122476)

MOL for CFc000122476 (3,4,5-trihydroxy-6-({12-methoxy-17,19-dioxo-5,7,9,20-tetraoxahexacyclo[11.7.0.0²,¹⁰.0³,⁸.0⁴,⁶.0¹⁴,¹⁸]icosa-1(13),2(10),11,14(18)-tetraen-15-yl}oxy)oxane-2-carboxylic acid)

3D MOL for CFc000122476 (3,4,5-trihydroxy-6-({12-methoxy-17,19-dioxo-5,7,9,20-tetraoxahexacyclo[11.7.0.0²,¹⁰.0³,⁸.0⁴,⁶.0¹⁴,¹⁸]icosa-1(13),2(10),11,14(18)-tetraen-15-yl}oxy)oxane-2-carboxylic acid)

3D SDF for CFc000122476 (3,4,5-trihydroxy-6-({12-methoxy-17,19-dioxo-5,7,9,20-tetraoxahexacyclo[11.7.0.0²,¹⁰.0³,⁸.0⁴,⁶.0¹⁴,¹⁸]icosa-1(13),2(10),11,14(18)-tetraen-15-yl}oxy)oxane-2-carboxylic acid)

3D-SDF for CFc000122476 (3,4,5-trihydroxy-6-({12-methoxy-17,19-dioxo-5,7,9,20-tetraoxahexacyclo[11.7.0.0²,¹⁰.0³,⁸.0⁴,⁶.0¹⁴,¹⁸]icosa-1(13),2(10),11,14(18)-tetraen-15-yl}oxy)oxane-2-carboxylic acid)

PDB for CFc000122476 (3,4,5-trihydroxy-6-({12-methoxy-17,19-dioxo-5,7,9,20-tetraoxahexacyclo[11.7.0.0²,¹⁰.0³,⁸.0⁴,⁶.0¹⁴,¹⁸]icosa-1(13),2(10),11,14(18)-tetraen-15-yl}oxy)oxane-2-carboxylic acid)

3D PDB for CFc000122476 (3,4,5-trihydroxy-6-({12-methoxy-17,19-dioxo-5,7,9,20-tetraoxahexacyclo[11.7.0.0²,¹⁰.0³,⁸.0⁴,⁶.0¹⁴,¹⁸]icosa-1(13),2(10),11,14(18)-tetraen-15-yl}oxy)oxane-2-carboxylic acid)

SMILES for CFc000122476 (3,4,5-trihydroxy-6-({12-methoxy-17,19-dioxo-5,7,9,20-tetraoxahexacyclo[11.7.0.0²,¹⁰.0³,⁸.0⁴,⁶.0¹⁴,¹⁸]icosa-1(13),2(10),11,14(18)-tetraen-15-yl}oxy)oxane-2-carboxylic acid)

INCHI for CFc000122476 (3,4,5-trihydroxy-6-({12-methoxy-17,19-dioxo-5,7,9,20-tetraoxahexacyclo[11.7.0.0²,¹⁰.0³,⁸.0⁴,⁶.0¹⁴,¹⁸]icosa-1(13),2(10),11,14(18)-tetraen-15-yl}oxy)oxane-2-carboxylic acid)

Structure for CFc000122476 (3,4,5-trihydroxy-6-({12-methoxy-17,19-dioxo-5,7,9,20-tetraoxahexacyclo[11.7.0.0²,¹⁰.0³,⁸.0⁴,⁶.0¹⁴,¹⁸]icosa-1(13),2(10),11,14(18)-tetraen-15-yl}oxy)oxane-2-carboxylic acid)

3D Structure for CFc000122476 (3,4,5-trihydroxy-6-({12-methoxy-17,19-dioxo-5,7,9,20-tetraoxahexacyclo[11.7.0.0²,¹⁰.0³,⁸.0⁴,⁶.0¹⁴,¹⁸]icosa-1(13),2(10),11,14(18)-tetraen-15-yl}oxy)oxane-2-carboxylic acid)