This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Indigo
DrugBank Accession Number
DB16862
Background

Not Available

Type
Small Molecule
Groups
Experimental, Investigational
Structure
Weight
Average: 262.268
Monoisotopic: 262.07422757
Chemical Formula
C16H10N2O2
Synonyms
  • D&C Blue No. 6
  • Indigotin
External IDs
  • AO201
  • C.I.73000
  • CI 73000

Pharmacology

Indication

Not Available

Reduce drug development failure rates
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Contraindications & Blackbox Warnings
Avoid life-threatening adverse drug events
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Avoid life-threatening adverse drug events & improve clinical decision support.
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UAryl hydrocarbon receptor
binder
Humans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Classification
Not classified
Affected organisms
Not Available

Chemical Identifiers

UNII
1G5BK41P4F
CAS number
482-89-3
InChI Key
COHYTHOBJLSHDF-BUHFOSPRSA-N
InChI
InChI=1S/C16H10N2O2/c19-15-9-5-1-3-7-11(9)17-13(15)14-16(20)10-6-2-4-8-12(10)18-14/h1-8,17-18H/b14-13+
IUPAC Name
(E)-1H,1'H,3H,3'H-[2,2'-biindolylidene]-3,3'-dione
SMILES
O=C1\C(NC2=C1C=CC=C2)=C1/NC2=C(C=CC=C2)C1=O

References

General References
Not Available
RxNav
1426889

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
4CompletedTreatmentChildhood Acute Promyelocytic Leukemia1
3Not Yet RecruitingTreatmentAcute Promyelocytic Leukemia (APL)1
3RecruitingTreatmentAcute Promyelocytic Leukemia (APL)1
3SuspendedTreatmentLeukemia Chronic Myelogenous Leukemia (CML)1
2CompletedTreatmentAnus Neoplasms1
2CompletedTreatmentAtopic Dermatitis1
2CompletedTreatmentPsoriasis (PsO)1
2CompletedTreatmentPsoriasis Vulgaris (Plaque Psoriasis)2
2RecruitingTreatmentAtopic Dermatitis1
2, 3CompletedTreatmentPsoriasis Nail2

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0405 mg/mLALOGPS
logP2.76ALOGPS
logP2.65ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)8.48ChemAxon
pKa (Strongest Basic)-7.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area58.2 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity80.04 m3·mol-1ChemAxon
Polarizability27.82 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
Not Available

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Binder
General Function
Transcription regulatory region dna binding
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...
Gene Name
AHR
Uniprot ID
P35869
Uniprot Name
Aryl hydrocarbon receptor
Molecular Weight
96146.705 Da
References
  1. Adachi J, Mori Y, Matsui S, Takigami H, Fujino J, Kitagawa H, Miller CA 3rd, Kato T, Saeki K, Matsuda T: Indirubin and indigo are potent aryl hydrocarbon receptor ligands present in human urine. J Biol Chem. 2001 Aug 24;276(34):31475-8. Epub 2001 Jun 25. [Article]
  2. Peter Guengerich F, Martin MV, McCormick WA, Nguyen LP, Glover E, Bradfield CA: Aryl hydrocarbon receptor response to indigoids in vitro and in vivo. Arch Biochem Biophys. 2004 Mar 15;423(2):309-16. [Article]

Drug created at July 26, 2022 15:07 / Updated at August 04, 2022 15:41