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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

enzymes (1) Show 1 protein

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2022-07-12 22:18:27 UTC

Update Date

2022-07-12 23:05:07 UTC

HMDB ID

HMDB0341057

Secondary Accession Numbers

None

Metabolite Identification

Common Name

6-Formyl indolo[3,2-b] carbazole

Description

6-Formyl indolo[3,2-b] carbazole, also known as ficz-carbazole, belongs to the class of organic compounds known as indolocarbazoles. These are polycyclic aromatic compounds containing an indole fused to a carbazole. Based on a literature review very few articles have been published on 6-Formyl indolo[3,2-b] carbazole.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652307132200502D          

 22 26  0  0  0  0            999 V2000
    1.1766   -4.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9217   -4.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4737   -3.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2807   -3.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5356   -4.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9836   -5.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3606   -4.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9126   -5.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7196   -4.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9746   -4.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7996   -4.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3516   -3.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1586   -3.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4135   -4.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8615   -5.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0545   -4.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3871   -5.4568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4225   -3.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6156   -3.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9481   -3.2608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6775   -2.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1254   -2.1765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
  9 17  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  2  0  0  0  0
  7 19  1  0  0  0  0
 19 20  1  0  0  0  0
  4 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0341057

> <DATABASE_NAME>
hmdb

> <SMILES>
O=CC1=C2NC3=CC=CC=C3C2=CC2=C1C1=CC=CC=C1N2

> <INCHI_IDENTIFIER>
InChI=1S/C19H12N2O/c22-10-14-18-12-6-2-4-8-16(12)20-17(18)9-13-11-5-1-3-7-15(11)21-19(13)14/h1-10,20-21H

> <INCHI_KEY>
ZUDXFBWDXVNRKF-UHFFFAOYSA-N

> <FORMULA>
C19H12N2O

> <MOLECULAR_WEIGHT>
284.318

> <EXACT_MASS>
284.094963014

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
31.764803754996795

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5H,11H-indolo[3,2-b]carbazole-6-carbaldehyde

> <ALOGPS_LOGP>
4.47

> <JCHEM_LOGP>
3.921027907333333

> <ALOGPS_LOGS>
-5.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.243376278132022

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.507502790965024

> <JCHEM_PKA_STRONGEST_BASIC>
-7.312598174349363

> <JCHEM_POLAR_SURFACE_AREA>
48.65

> <JCHEM_REFRACTIVITY>
87.47040000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.70e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5H,11H-indolo[3,2-b]carbazole-6-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-JUL-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-22         0                                  
HETATM    1  C   UNK     0       2.196  -9.281   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.720  -7.816   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.751  -6.672   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.257  -6.992   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.733  -8.457   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.703  -9.601   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.273  -8.457   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.304  -9.601   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.810  -9.281   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.286  -7.816   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.826  -7.816   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.856  -6.672   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.363  -6.992   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.839  -8.457   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.808  -9.601   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.302  -9.281   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      10.056 -10.186   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       8.255  -6.672   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.749  -6.992   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       5.503  -6.087   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       8.731  -5.207   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.701  -4.063   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   20                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   19                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9   11   18                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11   17                                                  
CONECT   17   16    9                                                       
CONECT   18   10   19   21                                                  
CONECT   19   18    7   20                                                  
CONECT   20   19    4                                                       
CONECT   21   18   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   52    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5,11-Dihydroindolo(3,2-b)carbazole-6-carbaldehyde	MeSH
6-Formylindolo(3,2-b)carbazole	MeSH
FICZ-carbazole	MeSH

Chemical Formula

C₁₉H₁₂N₂O

Average Molecular Weight

284.318

Monoisotopic Molecular Weight

284.094963014

IUPAC Name

5H,11H-indolo[3,2-b]carbazole-6-carbaldehyde

Traditional Name

5H,11H-indolo[3,2-b]carbazole-6-carbaldehyde

CAS Registry Number

229020-82-0

SMILES

O=CC1=C2NC3=CC=CC=C3C2=CC2=C1C1=CC=CC=C1N2

InChI Identifier

InChI=1S/C19H12N2O/c22-10-14-18-12-6-2-4-8-16(12)20-17(18)9-13-11-5-1-3-7-15(11)21-19(13)14/h1-10,20-21H

InChI Key

ZUDXFBWDXVNRKF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolocarbazoles. These are polycyclic aromatic compounds containing an indole fused to a carbazole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Carbazoles

Direct Parent

Indolocarbazoles

Alternative Parents

Substituents

Indolocarbazole
Indole
Aryl-aldehyde
Benzenoid
Pyrrole
Heteroaromatic compound
Vinylogous amide
Azacycle
Aldehyde
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.47	ALOGPS
logP	3.92	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	13.51	ChemAxon
pKa (Strongest Basic)	-7.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	48.65 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	87.47 m³·mol⁻¹	ChemAxon
Polarizability	31.76 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Kovats Retention Indices

Not Available

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

1793

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1863

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Torti MF, Giovannoni F, Quintana FJ, Garcia CC: The Aryl Hydrocarbon Receptor as a Modulator of Anti-viral Immunity. Front Immunol. 2021 Mar 5;12:624293. doi: 10.3389/fimmu.2021.624293. eCollection 2021. [PubMed:33746961 ]

Enzymes

Enzyme Details

1. Aryl hydrocarbon receptor

General function:: Involved in transcription regulator activity
Specific function:: Ligand-activated transcriptional activator. Binds to the XRE promoter region of genes it activates. Activates the expression of multiple phase I and II xenobiotic chemical metabolizing enzyme genes (such as the CYP1A1 gene). Mediates biochemical and toxic effects of halogenated aromatic hydrocarbons. Involved in cell-cycle regulation. Likely to play an important role in the development and maturation of many tissues
Gene Name:: AHR
Uniprot ID:: P35869
Molecular weight:: 96146.7

Showing metabocard for 6-Formyl indolo[3,2-b] carbazole (HMDB0341057)

MOL for HMDB0341057 (6-Formyl indolo[3,2-b] carbazole)

3D MOL for HMDB0341057 (6-Formyl indolo[3,2-b] carbazole)

3D SDF for HMDB0341057 (6-Formyl indolo[3,2-b] carbazole)

3D-SDF for HMDB0341057 (6-Formyl indolo[3,2-b] carbazole)

PDB for HMDB0341057 (6-Formyl indolo[3,2-b] carbazole)

3D PDB for HMDB0341057 (6-Formyl indolo[3,2-b] carbazole)

SMILES for HMDB0341057 (6-Formyl indolo[3,2-b] carbazole)

INCHI for HMDB0341057 (6-Formyl indolo[3,2-b] carbazole)

Structure for HMDB0341057 (6-Formyl indolo[3,2-b] carbazole)

3D Structure for HMDB0341057 (6-Formyl indolo[3,2-b] carbazole)

Predicted Kovats Retention Indices

Enzymes