ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-[(1-{5-hydroxy-2-oxa-6,11-diazatetracyclo[7.5.2.0⁴,¹⁵.0¹²,¹⁶]hexadeca-1(15),5,9,12(16),13-pentaen-3-yl}-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)oxy]oxane-2-carboxylic acid (CFc000119858)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:43:42 UTC

Chemfont ID

CFc000119858

Molecule Identification

Common Name

3,4,5-trihydroxy-6-[(1-{5-hydroxy-2-oxa-6,11-diazatetracyclo[7.5.2.0⁴,¹⁵.0¹²,¹⁶]hexadeca-1(15),5,9,12(16),13-pentaen-3-yl}-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)oxy]oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-[(1-{5-hydroxy-2-oxa-6,11-diazatetracyclo[7.5.2.0⁴,¹⁵.0¹²,¹⁶]hexadeca-1(15),5,9,12(16),13-pentaen-3-yl}-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)oxy]oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 4-hydroxy-4-{5-hydroxy-2-oxa-6,11-diazatetracyclo[7.5.2.0⁴,¹⁵.0¹²,¹⁶]hexadeca-1(15),5,9,12(16),13-pentaen-3-yl}-2-methoxycyclohexa-2,5-dien-1-one. 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-[(1-{5-hydroxy-2-oxa-6,11-diazatetracyclo[7.5.2.0,.0,]hexadeca-1(15),5,9,12(16),13-pentaen-3-yl}-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)oxy]oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-[(1-{5-hydroxy-2-oxa-6,11-diazatetracyclo[7.5.2.0⁴,¹⁵.0¹²,¹⁶]hexadeca-1(15),5,9,12(16),13-pentaen-3-yl}-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)oxy]oxane-2-carboxylate	Generator

Chemical Formula

C₂₆H₂₆N₂O₁₁

Average Molecular Weight

542.497

Monoisotopic Molecular Weight

542.153659665

IUPAC Name

3,4,5-trihydroxy-6-[(1-{5-hydroxy-2-oxa-6,11-diazatetracyclo[7.5.2.0^{4,15}.0^{12,16}]hexadeca-1(15),5,9,12(16),13-pentaen-3-yl}-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)oxy]oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-[(1-{5-hydroxy-2-oxa-6,11-diazatetracyclo[7.5.2.0^{4,15}.0^{12,16}]hexadeca-1(15),5,9,12(16),13-pentaen-3-yl}-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)oxy]oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(OC2OC(C(O)C(O)C2O)C(O)=O)(C=CC1=O)C1OC2=C3C1C(O)=NCCC1=CNC(C=C2)=C31

InChI Identifier

InChI=1S/C26H26N2O11/c1-36-14-8-26(6-4-12(14)29,39-25-20(32)18(30)19(31)21(38-25)24(34)35)22-17-16-13(37-22)3-2-11-15(16)10(9-28-11)5-7-27-23(17)33/h2-4,6,8-9,17-22,25,28,30-32H,5,7H2,1H3,(H,27,33)(H,34,35)

InChI Key

CJYAWBVPFDUYBD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glucuronides

Alternative Parents

Substituents

1-o-glucuronide
O-glucuronide
Glycosyl compound
O-glycosyl compound
3-alkylindole
Coumaran
Indole
Indole or derivatives
Alkyl aryl ether
Beta-hydroxy acid
Hydroxy acid
Monosaccharide
Oxane
Pyran
Benzenoid
Pyrrole
Cyclic carboximidic acid
Heteroaromatic compound
Secondary alcohol
Cyclic ketone
Ketone
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Carboxylic acid derivative
Carboxylic acid
Ether
Acetal
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Azacycle
Oxacycle
Hydrocarbon derivative
Organic nitrogen compound
Organonitrogen compound
Organopnictogen compound
Alcohol
Carbonyl group
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0139449)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.33 g/L	ALOGPS
logP	0.87	ALOGPS
logP	-1.7	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	2.55	ChemAxon
pKa (Strongest Basic)	5.51	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	200.36 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	131.94 m³·mol⁻¹	ChemAxon
Polarizability	51.41 Å³	ChemAxon
Number of Rings	6	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

HMDB0139449

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-[(1-{5-hydroxy-2-oxa-6,11-diazatetracyclo[7.5.2.0⁴,¹⁵.0¹²,¹⁶]hexadeca-1(15),5,9,12(16),13-pentaen-3-yl}-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)oxy]oxane-2-carboxylic acid (CFc000119858)

MOL for CFc000119858 (3,4,5-trihydroxy-6-[(1-{5-hydroxy-2-oxa-6,11-diazatetracyclo[7.5.2.0⁴,¹⁵.0¹²,¹⁶]hexadeca-1(15),5,9,12(16),13-pentaen-3-yl}-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)oxy]oxane-2-carboxylic acid)

3D MOL for CFc000119858 (3,4,5-trihydroxy-6-[(1-{5-hydroxy-2-oxa-6,11-diazatetracyclo[7.5.2.0⁴,¹⁵.0¹²,¹⁶]hexadeca-1(15),5,9,12(16),13-pentaen-3-yl}-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)oxy]oxane-2-carboxylic acid)

3D SDF for CFc000119858 (3,4,5-trihydroxy-6-[(1-{5-hydroxy-2-oxa-6,11-diazatetracyclo[7.5.2.0⁴,¹⁵.0¹²,¹⁶]hexadeca-1(15),5,9,12(16),13-pentaen-3-yl}-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)oxy]oxane-2-carboxylic acid)

3D-SDF for CFc000119858 (3,4,5-trihydroxy-6-[(1-{5-hydroxy-2-oxa-6,11-diazatetracyclo[7.5.2.0⁴,¹⁵.0¹²,¹⁶]hexadeca-1(15),5,9,12(16),13-pentaen-3-yl}-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)oxy]oxane-2-carboxylic acid)

PDB for CFc000119858 (3,4,5-trihydroxy-6-[(1-{5-hydroxy-2-oxa-6,11-diazatetracyclo[7.5.2.0⁴,¹⁵.0¹²,¹⁶]hexadeca-1(15),5,9,12(16),13-pentaen-3-yl}-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)oxy]oxane-2-carboxylic acid)

3D PDB for CFc000119858 (3,4,5-trihydroxy-6-[(1-{5-hydroxy-2-oxa-6,11-diazatetracyclo[7.5.2.0⁴,¹⁵.0¹²,¹⁶]hexadeca-1(15),5,9,12(16),13-pentaen-3-yl}-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)oxy]oxane-2-carboxylic acid)

SMILES for CFc000119858 (3,4,5-trihydroxy-6-[(1-{5-hydroxy-2-oxa-6,11-diazatetracyclo[7.5.2.0⁴,¹⁵.0¹²,¹⁶]hexadeca-1(15),5,9,12(16),13-pentaen-3-yl}-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)oxy]oxane-2-carboxylic acid)

INCHI for CFc000119858 (3,4,5-trihydroxy-6-[(1-{5-hydroxy-2-oxa-6,11-diazatetracyclo[7.5.2.0⁴,¹⁵.0¹²,¹⁶]hexadeca-1(15),5,9,12(16),13-pentaen-3-yl}-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)oxy]oxane-2-carboxylic acid)

Structure for CFc000119858 (3,4,5-trihydroxy-6-[(1-{5-hydroxy-2-oxa-6,11-diazatetracyclo[7.5.2.0⁴,¹⁵.0¹²,¹⁶]hexadeca-1(15),5,9,12(16),13-pentaen-3-yl}-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)oxy]oxane-2-carboxylic acid)

3D Structure for CFc000119858 (3,4,5-trihydroxy-6-[(1-{5-hydroxy-2-oxa-6,11-diazatetracyclo[7.5.2.0⁴,¹⁵.0¹²,¹⁶]hexadeca-1(15),5,9,12(16),13-pentaen-3-yl}-3-methoxy-4-oxocyclohexa-2,5-dien-1-yl)oxy]oxane-2-carboxylic acid)