Showing chemical card for 6-({13-acetyl-16,17-dimethoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,15,18,20-heptaen-18-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000143094)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:20:17 UTC

Chemfont ID

CFc000143094

Molecule Identification

Common Name

6-({13-acetyl-16,17-dimethoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,15,18,20-heptaen-18-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-({13-acetyl-16,17-dimethoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,15,18,20-heptaen-18-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid 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. Based on a literature review very few articles have been published on 6-({13-acetyl-16,17-dimethoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,15,18,20-heptaen-18-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

MOL for CFc000143094 (6-({13-acetyl-16,17-dimethoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,15,18,20-heptaen-18-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

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3D MOL for CFc000143094 (6-({13-acetyl-16,17-dimethoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,15,18,20-heptaen-18-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

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3D SDF for CFc000143094 (6-({13-acetyl-16,17-dimethoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,15,18,20-heptaen-18-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

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3D-SDF for CFc000143094 (6-({13-acetyl-16,17-dimethoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,15,18,20-heptaen-18-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

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PDB for CFc000143094 (6-({13-acetyl-16,17-dimethoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,15,18,20-heptaen-18-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

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3D PDB for CFc000143094 (6-({13-acetyl-16,17-dimethoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,15,18,20-heptaen-18-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

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SMILES for CFc000143094 (6-({13-acetyl-16,17-dimethoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,15,18,20-heptaen-18-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

CO[C]1C(OC2OC(C(O)C(O)C2O)C(O)=O)=CC2=CC3=[N](CCC4=CC5=C(OCO5)C=C34)(CC2=C1OC)C(C)=O

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INCHI for CFc000143094 (6-({13-acetyl-16,17-dimethoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,15,18,20-heptaen-18-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

InChI=1S/C28H30NO12/c1-12(30)29-5-4-13-7-18-19(39-11-38-18)9-15(13)17(29)6-14-8-20(25(37-3)24(36-2)16(14)10-29)40-28-23(33)21(31)22(32)26(41-28)27(34)35/h6-9,21-23,26,28,31-33H,4-5,10-11H2,1-3H3,(H,34,35)

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Structure for CFc000143094 (6-({13-acetyl-16,17-dimethoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,15,18,20-heptaen-18-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

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3D Structure for CFc000143094 (6-({13-acetyl-16,17-dimethoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,15,18,20-heptaen-18-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Synonyms

Value	Source
6-({13-acetyl-16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.0,.0,.0,]henicosa-1(13),2,4(8),9,15,18,20-heptaen-18-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator
6-({13-acetyl-16,17-dimethoxy-5,7-dioxa-13λ⁵-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),2,4(8),9,15,18,20-heptaen-18-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₈H₃₀NO₁₂

Average Molecular Weight

572.543

Monoisotopic Molecular Weight

572.17680041

IUPAC Name

6-({13-acetyl-16,17-dimethoxy-5,7-dioxa-13lambda5-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-1(13),2,4(8),9,15,18,20-heptaen-18-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-({13-acetyl-16,17-dimethoxy-5,7-dioxa-13lambda5-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-1(13),2,4(8),9,15,18,20-heptaen-18-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CO[C]1C(OC2OC(C(O)C(O)C2O)C(O)=O)=CC2=CC3=[N](CCC4=CC5=C(OCO5)C=C34)(CC2=C1OC)C(C)=O

InChI Identifier

InChI=1S/C28H30NO12/c1-12(30)29-5-4-13-7-18-19(39-11-38-18)9-15(13)17(29)6-14-8-20(25(37-3)24(36-2)16(14)10-29)40-28-23(33)21(31)22(32)26(41-28)27(34)35/h6-9,21-23,26,28,31-33H,4-5,10-11H2,1-3H3,(H,34,35)

InChI Key

QCPCMBGVSRLEDU-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

Hexoses
O-glycosyl compounds
Dihydroisoquinolines
Benzodioxoles
Beta hydroxy acids and derivatives
Pyrans
Benzenoids
Oxanes
Secondary alcohols
N-acylimines
Acetals
Azacyclic compounds
Propargyl-type 1,3-dipolar organic compounds
Polyols
Monocarboxylic acids and derivatives
Carboxylic acids
Oxacyclic compounds
Organopnictogen compounds
Organic oxides
Hydrocarbon derivatives
Carbonyl compounds

Substituents

1-o-glucuronide
O-glucuronide
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Dihydroisoquinoline
Benzodioxole
Beta-hydroxy acid
Hydroxy acid
Benzenoid
Pyran
Monosaccharide
Oxane
N-acylimine
Secondary alcohol
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Carboxylic acid derivative
Carboxylic acid
Acetal
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Oxacycle
Polyol
Organopnictogen compound
Alcohol
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.38 g/L	ALOGPS
logP	-0.06	ALOGPS
logS	-3.2	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	180.25 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	142.42 m³·mol⁻¹	ChemAxon
Polarizability	57.43 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

HMDB0162686

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