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Details

Stereochemistry ACHIRAL
Molecular Formula C16H10N2O8S2
Molecular Weight 422.389
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of INDIGOTINDISULFONIC ACID

SMILES

OS(=O)(=O)C1=CC=C2N\C(C(=O)C2=C1)=C3\NC4=CC=C(C=C4C3=O)S(O)(=O)=O

InChI

InChIKey=CFZXDJWFRVEWSR-BUHFOSPRSA-N
InChI=1S/C16H10N2O8S2/c19-15-9-5-7(27(21,22)23)1-3-11(9)17-13(15)14-16(20)10-6-8(28(24,25)26)2-4-12(10)18-14/h1-6,17-18H,(H,21,22,23)(H,24,25,26)/b14-13+

HIDE SMILES / InChI

Molecular Formula C16H10N2O8S2
Molecular Weight 422.389
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Indigotindisulfonic acid (also known as Indigo carmine) is a synthetic dye discovered in 18th century. It is used in many countiries as a food colorant and a pH indicator. In medicine the dye is used to localize ureteral orifices during cystoscopy and ureteral catheterization. In June 2014 the FDA announced the shortage of indigotindisulfonic acid.

CNS Activity

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
INDIGO CARMINE

PubMed

Sample Use Guides

In Vivo Use Guide
Indigotindisulfonic acid (Indigo Carmine) solution is injected either by the intravenous or intramuscular route, and its appearance at the ureteral orifices is watched with the cystoscope in place.
Route of Administration: Other
In Vitro Use Guide
Human chondrocytes grown on 6-well plates to 80% subconfluence were incubated with different concentrations of indigotindisulfonic acid (1, 10 and 100% solution) for 5 and 10 minutes. Human chondrocytes treated with solutions of 100% solution showed increased number of cells with defect cell structure. Chondrocytes showed loss of cell contacts after an incubation time of 10 minutes as revealed by light microscopy.
Substance Class Chemical
Record UNII
X7OI7JF73P
Record Status Validated (UNII)
Record Version