CHEBI:51686 - haematoxylin

ChEBI IDCHEBI:51686
ChEBI Namehaematoxylin
Stars
DefinitionAn organic heterotetracyclic compound 7,11b-dihydroindeno[2,1-c]chromene carrying five hydroxy substituents at positions 3, 4, 6a, 9 and 10. The most important and most used dye in histology, histochemistry, histopathology and in cytology.
Last Modified27 October 2015
SubmitterKirill Degtyarenko
DownloadsMolfile
FormulaC16H14O6
Net Charge0
Average Mass302.282
Monoisotopic Mass302.07904
SMILESOc1cc2c(cc1O)C1c3ccc(O)c(O)c3OCC1(O)C2
InChIInChI=1S/C16H14O6/c17-10-2-1-8-13-9-4-12(19)11(18)3-7(9)5-16(13,21)6-22-15(8)14(10)20/h1-4,13,17-21H,5-6H2
InChIKeyWZUVPPKBWHMQCE-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Haematoxylum campechianum (ncbitaxon:321551) - PubMed (12751322)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
histological dye  A dye used in microscopic or electron microscopic examination of cells and tissues to give contrast and to highlight particular features of interest, such as nuclei and cytoplasm.
ChEBI Ontology
Outgoing Relation(s)
haematoxylin (CHEBI:51686) has role histological dye (CHEBI:77178)
haematoxylin (CHEBI:51686) has role plant metabolite (CHEBI:76924)
haematoxylin (CHEBI:51686) is a organic heterotetracyclic compound (CHEBI:38163)
haematoxylin (CHEBI:51686) is a oxacycle (CHEBI:38104)
haematoxylin (CHEBI:51686) is a polyphenol (CHEBI:26195)
haematoxylin (CHEBI:51686) is a tertiary alcohol (CHEBI:26878)
Incoming Relation(s)
(+)-haematoxylin (CHEBI:5601) is a haematoxylin (CHEBI:51686)
(−)-haematoxylin (CHEBI:51684) is a haematoxylin (CHEBI:51686)
IUPAC Name 
7,11b-dihydroindeno[2,1-c]chromene-3,4,6a,9,10(6H)-pentol
Synonyms  Source
hematoxylinChemIDplus
HämatoxylinChEBI
hematoxilinaChEBI
hématoxylineChEBI
7,11b-dihydrobenz[b]indeno[1,2-d]pyran-3,4,6a,9,10(6H)-pentolChemIDplus
Natural black 1ChEBI
Registry NumbersSources
Reaxys:91399Reaxys
CAS:17647-60-8ChemIDplus
Citations