ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-({16-hydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadeca-10,12-dien-4-yl}oxy)oxane-2-carboxylic acid (CFc000142414)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:19:13 UTC

Chemfont ID

CFc000142414

Molecule Identification

Common Name

3,4,5-trihydroxy-6-({16-hydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadeca-10,12-dien-4-yl}oxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-({16-hydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadeca-10,12-dien-4-yl}oxy)oxane-2-carboxylic acid belongs to the class of organic compounds known as anagyrine-type alkaloids. These are lupin alkaloids with a structure based on the anagyrine skeleton. Anagyrine is a tetracyclic ketone containing a quinolizidine, and two pyridine rings fused together to form dipyrido[1,2-a:1',2'-e][1,5]diazocin-4-one. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-({16-hydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadeca-10,12-dien-4-yl}oxy)oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-({16-hydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0,.0,]heptadeca-10,12-dien-4-yl}oxy)oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-({16-hydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadeca-10,12-dien-4-yl}oxy)oxane-2-carboxylate	Generator

Chemical Formula

C₂₁H₂₈N₂O₉

Average Molecular Weight

452.46

Monoisotopic Molecular Weight

452.17948049

IUPAC Name

3,4,5-trihydroxy-6-({16-hydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadeca-10,12-dien-4-yl}oxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-({16-hydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadeca-10,12-dien-4-yl}oxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC1C(O)C(OC2CCN3CC4CC(C(O)N5C(=O)C=CC=C45)C3C2)OC(C1O)C(O)=O

InChI Identifier

InChI=1S/C21H28N2O9/c24-14-3-1-2-12-9-6-11(19(28)23(12)14)13-7-10(4-5-22(13)8-9)31-21-17(27)15(25)16(26)18(32-21)20(29)30/h1-3,9-11,13,15-19,21,25-28H,4-8H2,(H,29,30)

InChI Key

OFDGIHLBOBZQCK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anagyrine-type alkaloids. These are lupin alkaloids with a structure based on the anagyrine skeleton. Anagyrine is a tetracyclic ketone containing a quinolizidine, and two pyridine rings fused together to form dipyrido[1,2-a:1',2'-E][1,5]diazocin-4-one.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Lupin alkaloids

Sub Class

Anagyrine-type alkaloids

Direct Parent

Anagyrine-type alkaloids

Alternative Parents

Substituents

Anagyrine-type alkaloid
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
O-glycosyl compound
Glycosyl compound
Quinolizidine
Beta-hydroxy acid
Aralkylamine
Pyridinone
Oxane
Hydroxy acid
Piperidine
Monosaccharide
Pyran
Pyridine
Heteroaromatic compound
Tertiary amine
Tertiary aliphatic amine
Lactam
Amino acid or derivatives
Amino acid
Secondary alcohol
Acetal
Alkanolamine
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Polyol
Amine
Alcohol
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Carbonyl group
Organooxygen 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	33.8 g/L	ALOGPS
logP	-0.76	ALOGPS
logP	-5	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	3.13	ChemAxon
pKa (Strongest Basic)	8.35	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	160.23 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	108.72 m³·mol⁻¹	ChemAxon
Polarizability	45.03 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0162006

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-({16-hydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadeca-10,12-dien-4-yl}oxy)oxane-2-carboxylic acid (CFc000142414)

MOL for CFc000142414 (3,4,5-trihydroxy-6-({16-hydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadeca-10,12-dien-4-yl}oxy)oxane-2-carboxylic acid)

3D MOL for CFc000142414 (3,4,5-trihydroxy-6-({16-hydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadeca-10,12-dien-4-yl}oxy)oxane-2-carboxylic acid)

3D SDF for CFc000142414 (3,4,5-trihydroxy-6-({16-hydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadeca-10,12-dien-4-yl}oxy)oxane-2-carboxylic acid)

3D-SDF for CFc000142414 (3,4,5-trihydroxy-6-({16-hydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadeca-10,12-dien-4-yl}oxy)oxane-2-carboxylic acid)

PDB for CFc000142414 (3,4,5-trihydroxy-6-({16-hydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadeca-10,12-dien-4-yl}oxy)oxane-2-carboxylic acid)

3D PDB for CFc000142414 (3,4,5-trihydroxy-6-({16-hydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadeca-10,12-dien-4-yl}oxy)oxane-2-carboxylic acid)

SMILES for CFc000142414 (3,4,5-trihydroxy-6-({16-hydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadeca-10,12-dien-4-yl}oxy)oxane-2-carboxylic acid)

INCHI for CFc000142414 (3,4,5-trihydroxy-6-({16-hydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadeca-10,12-dien-4-yl}oxy)oxane-2-carboxylic acid)

Structure for CFc000142414 (3,4,5-trihydroxy-6-({16-hydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadeca-10,12-dien-4-yl}oxy)oxane-2-carboxylic acid)

3D Structure for CFc000142414 (3,4,5-trihydroxy-6-({16-hydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadeca-10,12-dien-4-yl}oxy)oxane-2-carboxylic acid)