ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{7-hydroxy-1-[5-(hydroxymethyl)furan-2-yl]-9H-pyrido[3,4-b]indole-3-carbonyloxy}oxane-2-carboxylic acid (CFc000142311)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:19:04 UTC

Chemfont ID

CFc000142311

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{7-hydroxy-1-[5-(hydroxymethyl)furan-2-yl]-9H-pyrido[3,4-b]indole-3-carbonyloxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{7-hydroxy-1-[5-(hydroxymethyl)furan-2-yl]-9H-pyrido[3,4-b]indole-3-carbonyloxy}oxane-2-carboxylic acid belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-{7-hydroxy-1-[5-(hydroxymethyl)furan-2-yl]-9H-pyrido[3,4-b]indole-3-carbonyloxy}oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{7-hydroxy-1-[5-(hydroxymethyl)furan-2-yl]-9H-pyrido[3,4-b]indole-3-carbonyloxy}oxane-2-carboxylate	Generator

Chemical Formula

C₂₃H₂₀N₂O₁₁

Average Molecular Weight

500.416

Monoisotopic Molecular Weight

500.106709472

IUPAC Name

3,4,5-trihydroxy-6-{7-hydroxy-1-[5-(hydroxymethyl)furan-2-yl]-9H-pyrido[3,4-b]indole-3-carbonyloxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{7-hydroxy-1-[5-(hydroxymethyl)furan-2-yl]-9H-pyrido[3,4-b]indole-3-carbonyloxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OCC1=CC=C(O1)C1=C2NC3=C(C=CC(O)=C3)C2=CC(=N1)C(=O)OC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C23H20N2O11/c26-7-9-2-4-14(34-9)16-15-11(10-3-1-8(27)5-12(10)24-15)6-13(25-16)22(33)36-23-19(30)17(28)18(29)20(35-23)21(31)32/h1-6,17-20,23-24,26-30H,7H2,(H,31,32)

InChI Key

BPDBCXRSWHTWQW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Harmala alkaloids

Sub Class

Not Available

Direct Parent

Harmala alkaloids

Alternative Parents

Substituents

O-glucuronide
1-o-glucuronide
Harman
Beta-carboline
Pyridoindole
Glucuronic acid or derivatives
Hydroxyindole
Indole or derivatives
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Indole
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monosaccharide
Pyridine
Oxane
Pyran
Hydroxy acid
Dicarboxylic acid or derivatives
Pyrrole
Furan
Heteroaromatic compound
Secondary alcohol
Carboxylic acid ester
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Azacycle
Organoheterocyclic compound
Polyol
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Aromatic alcohol
Primary alcohol
Alcohol
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	0.77 g/L	ALOGPS
logP	0.87	ALOGPS
logP	-0.089	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.43	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	215.8 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	116.33 m³·mol⁻¹	ChemAxon
Polarizability	49.59 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0161903

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-{7-hydroxy-1-[5-(hydroxymethyl)furan-2-yl]-9H-pyrido[3,4-b]indole-3-carbonyloxy}oxane-2-carboxylic acid (CFc000142311)

MOL for CFc000142311 (3,4,5-trihydroxy-6-{7-hydroxy-1-[5-(hydroxymethyl)furan-2-yl]-9H-pyrido[3,4-b]indole-3-carbonyloxy}oxane-2-carboxylic acid)

3D MOL for CFc000142311 (3,4,5-trihydroxy-6-{7-hydroxy-1-[5-(hydroxymethyl)furan-2-yl]-9H-pyrido[3,4-b]indole-3-carbonyloxy}oxane-2-carboxylic acid)

3D SDF for CFc000142311 (3,4,5-trihydroxy-6-{7-hydroxy-1-[5-(hydroxymethyl)furan-2-yl]-9H-pyrido[3,4-b]indole-3-carbonyloxy}oxane-2-carboxylic acid)

3D-SDF for CFc000142311 (3,4,5-trihydroxy-6-{7-hydroxy-1-[5-(hydroxymethyl)furan-2-yl]-9H-pyrido[3,4-b]indole-3-carbonyloxy}oxane-2-carboxylic acid)

PDB for CFc000142311 (3,4,5-trihydroxy-6-{7-hydroxy-1-[5-(hydroxymethyl)furan-2-yl]-9H-pyrido[3,4-b]indole-3-carbonyloxy}oxane-2-carboxylic acid)

3D PDB for CFc000142311 (3,4,5-trihydroxy-6-{7-hydroxy-1-[5-(hydroxymethyl)furan-2-yl]-9H-pyrido[3,4-b]indole-3-carbonyloxy}oxane-2-carboxylic acid)

SMILES for CFc000142311 (3,4,5-trihydroxy-6-{7-hydroxy-1-[5-(hydroxymethyl)furan-2-yl]-9H-pyrido[3,4-b]indole-3-carbonyloxy}oxane-2-carboxylic acid)

INCHI for CFc000142311 (3,4,5-trihydroxy-6-{7-hydroxy-1-[5-(hydroxymethyl)furan-2-yl]-9H-pyrido[3,4-b]indole-3-carbonyloxy}oxane-2-carboxylic acid)

Structure for CFc000142311 (3,4,5-trihydroxy-6-{7-hydroxy-1-[5-(hydroxymethyl)furan-2-yl]-9H-pyrido[3,4-b]indole-3-carbonyloxy}oxane-2-carboxylic acid)

3D Structure for CFc000142311 (3,4,5-trihydroxy-6-{7-hydroxy-1-[5-(hydroxymethyl)furan-2-yl]-9H-pyrido[3,4-b]indole-3-carbonyloxy}oxane-2-carboxylic acid)