ChemFOnt: Showing chemical card for 7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-(5-sulfanyl-3,4-dihydro-2H-pyrrol-4-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid (CFc000160282)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:48:46 UTC

Chemfont ID

CFc000160282

Molecule Identification

Common Name

7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-(5-sulfanyl-3,4-dihydro-2H-pyrrol-4-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid

Definition

7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-(5-sulfanyl-3,4-dihydro-2H-pyrrol-4-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-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 7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-(5-sulfanyl-3,4-dihydro-2H-pyrrol-4-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
7-[(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-(5-sulfanyl-3,4-dihydro-2H-pyrrol-4-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylate	Generator
7-[(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-(5-sulphanyl-3,4-dihydro-2H-pyrrol-4-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylate	Generator
7-[(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-(5-sulphanyl-3,4-dihydro-2H-pyrrol-4-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid	Generator

Chemical Formula

C₂₂H₂₅N₃O₉S

Average Molecular Weight

507.51

Monoisotopic Molecular Weight

507.131150571

IUPAC Name

7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-(5-sulfanyl-3,4-dihydro-2H-pyrrol-4-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid

Traditional Name

7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-(2-sulfanyl-4,5-dihydro-3H-pyrrol-3-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC1C(O)C(OC2=CC3=C(C=C2)C2=C(N3)C(NC(C2)C(O)=O)C2CCN=C2S)OC(C1O)C(O)=O

InChI Identifier

InChI=1S/C22H25N3O9S/c26-15-16(27)18(21(31)32)34-22(17(15)28)33-7-1-2-8-10-6-12(20(29)30)25-13(9-3-4-23-19(9)35)14(10)24-11(8)5-7/h1-2,5,9,12-13,15-18,22,24-28H,3-4,6H2,(H,23,35)(H,29,30)(H,31,32)

InChI Key

PTYPMGUINCFHPA-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

Harmaline
Phenolic glycoside
O-glucuronide
1-o-glucuronide
Harman
Pyridoindole
Glucuronic acid or derivatives
Beta-carboline
O-glycosyl compound
Glycosyl compound
3-alkylindole
Alpha-amino acid or derivatives
Alpha-amino acid
Indole or derivatives
Indole
Aralkylamine
Beta-hydroxy acid
Benzenoid
Pyran
Oxane
Monosaccharide
Hydroxy acid
Dicarboxylic acid or derivatives
Heteroaromatic compound
Cyclic imidothioic acid
Pyrroline
Pyrrole
Amino acid
Secondary alcohol
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Secondary amine
Polyol
Secondary aliphatic amine
Carboxylic acid
Carboxylic acid derivative
Alkylthiol
Acetal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
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	0.12 g/L	ALOGPS
logP	0.86	ALOGPS
logP	-4.7	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	1.42	ChemAxon
pKa (Strongest Basic)	9.33	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	193.93 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	120.07 m³·mol⁻¹	ChemAxon
Polarizability	50.28 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	No	ChemAxon

External Links

HMDB ID

HMDB0179874

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 7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-(5-sulfanyl-3,4-dihydro-2H-pyrrol-4-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid (CFc000160282)

MOL for CFc000160282 (7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-(5-sulfanyl-3,4-dihydro-2H-pyrrol-4-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid)

3D MOL for CFc000160282 (7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-(5-sulfanyl-3,4-dihydro-2H-pyrrol-4-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid)

3D SDF for CFc000160282 (7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-(5-sulfanyl-3,4-dihydro-2H-pyrrol-4-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid)

3D-SDF for CFc000160282 (7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-(5-sulfanyl-3,4-dihydro-2H-pyrrol-4-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid)

PDB for CFc000160282 (7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-(5-sulfanyl-3,4-dihydro-2H-pyrrol-4-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid)

3D PDB for CFc000160282 (7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-(5-sulfanyl-3,4-dihydro-2H-pyrrol-4-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid)

SMILES for CFc000160282 (7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-(5-sulfanyl-3,4-dihydro-2H-pyrrol-4-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid)

INCHI for CFc000160282 (7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-(5-sulfanyl-3,4-dihydro-2H-pyrrol-4-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid)

Structure for CFc000160282 (7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-(5-sulfanyl-3,4-dihydro-2H-pyrrol-4-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid)

3D Structure for CFc000160282 (7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-(5-sulfanyl-3,4-dihydro-2H-pyrrol-4-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid)