Details
Stereochemistry | ACHIRAL |
Molecular Formula | C16H10N2O2 |
Molecular Weight | 262.2628 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O=C1C2=C(N\C1=C3\NC4=C(C=CC=C4)C3=O)C=CC=C2
InChI
InChIKey=COHYTHOBJLSHDF-BUHFOSPRSA-N
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+
DescriptionSources: http://www.inchem.org/documents/sids/sids/482893.pdfCurator's Comment: description was created based on several sources, including
http://faculty.bennington.edu/~bullock/Chem1/indigo%20lab.pdf
Sources: http://www.inchem.org/documents/sids/sids/482893.pdf
Curator's Comment: description was created based on several sources, including
http://faculty.bennington.edu/~bullock/Chem1/indigo%20lab.pdf
Indigo, or indigotin, is a dyestuff originally extracted from the varieties of the indigo and woad plants. Indigo was known throughout the ancient world for its ability to color fabrics a deep blue. Egyptian artifacts suggest that indigo was employed as early as 1600 B.C. and it has been found in Africa, India, Indonesia, and China. Indigo is unique in its ability to impart surface color while only partially penetrating fibers. When yarn died with indigo is untwisted, it can be seen that the inner layers remain uncolored. The dye also fades to give a characteristic wom look and for this reason it is commonly used to color denim.
Approval Year
PubMed
Title | Date | PubMed |
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Indirubin and indigo are potent aryl hydrocarbon receptor ligands present in human urine. | 2001 Aug 24 |
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Aryl hydrocarbon receptor response to indigoids in vitro and in vivo. | 2004 Mar 15 |
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Growth suppression of Leydig TM3 cells mediated by aryl hydrocarbon receptor. | 2005 Jun 17 |
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Cytochrome P450 1A, 1B, and 1C mRNA induction patterns in three-spined stickleback exposed to a transient and a persistent inducer. | 2011 Jun |
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A novel combinatorial biocatalytic approach for producing antibacterial compounds effective against Mycobacterium tuberculosis (TB). | 2013 Aug |
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NCI_THESAURUS |
C461
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64784-13-0
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100000076182
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1G5BK41P4F
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SUB16081MIG
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1426889
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1G5BK41P4F
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C71644
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482-89-3
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Indigo dye
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5318432
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482-89-3
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C008114
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8645
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m6251
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SUBSTANCE RECORD