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Haematoxylin information


Haematoxylin
Haematoxylin powder
Skeletal formula of haematoxylin
Ball-and-stick model of the haematoxylin molecule
Names
Preferred IUPAC name
(6aS,11bR)-7,11b-Dihydroindolo[2,1-c] [1]benzopyran-3,4,6a,9,10(6H)-pentol
Other names
Hematoxylin; Natural Black 1; Hematoxyline; Hydroxybrazilin; Hydroxybrasilin; C.I. 75290
Identifiers
CAS Number
  • 517-28-2 checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL477197 checkY
ChemSpider
  • 21106443 checkY
ECHA InfoCard 100.007.490 Edit this at Wikidata
MeSH Hematoxylin
PubChem CID
  • 10603
UNII
  • YKM8PY2Z55 checkY
CompTox Dashboard (EPA)
  • DTXSID8020678 Edit this at Wikidata
InChI
  • InChI=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/t13?,16-/m0/s1 checkY
    Key: WZUVPPKBWHMQCE-VYIIXAMBSA-N checkY
  • InChI=1/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/t13?,16-/m0/s1
    Key: WZUVPPKBWHMQCE-VYIIXAMBBJ
SMILES
  • Oc2cc3C[C@]4(O)COc1c(O)c(O)ccc1C4c3cc2O
Properties
Chemical formula
C16H14O6
Molar mass 302.282 g·mol−1
Melting point 100-120 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Haematoxylin or hematoxylin (/ˌhməˈtɒksɪlɪn/), also called natural black 1 or C.I. 75290, is a compound extracted from heartwood of the logwood tree (Haematoxylum campechianum)[1][2] with a chemical formula of C
16
H
14
O
6
. This naturally derived dye has been used as a histologic stain, as an ink[3][4][5][6] and as a dye in the textile and leather industry.[7][8] As a dye, haematoxylin has been called palo de Campeche,[8] logwood extract,[7] bluewood[9] and blackwood.[9] In histology, haematoxylin staining is commonly followed by counterstaining with eosin.[1][10][11] When paired, this staining procedure is known as H&E staining and is one of the most commonly used combinations in histology.[1][7][12][13][14] In addition to its use in the H&E stain, haematoxylin is also a component of the Papanicolaou stain (or Pap stain) which is widely used in the study of cytology specimens.[1][14]

Although the stain is commonly called haematoxylin, the active colourant is the oxidized form haematein, which forms strongly coloured complexes with certain metal ions (commonly Fe(III) and Al(III) salts).[1][7][8][15][16] In its pure form, haematoxylin is a colourless and crystalline solid,[7][17] although commercial samples are typically light to dark brown based on the level of impurities present.[2][18]

  1. ^ a b c d e Cite error: The named reference Bancroft and Stevens, 1982 was invoked but never defined (see the help page).
  2. ^ a b Cite error: The named reference Lillie, 1977 was invoked but never defined (see the help page).
  3. ^ Cite error: The named reference Mitchell, 1908 was invoked but never defined (see the help page).
  4. ^ Cite error: The named reference Barrow, 1948 was invoked but never defined (see the help page).
  5. ^ Cite error: The named reference Centeno 2016 was invoked but never defined (see the help page).
  6. ^ Cite error: The named reference Neevel, 2003 was invoked but never defined (see the help page).
  7. ^ a b c d e Cite error: The named reference Titford, 2005 was invoked but never defined (see the help page).
  8. ^ a b c Cite error: The named reference Ortiz-Hidalgo and Pina-Oviedo, 2019 was invoked but never defined (see the help page).
  9. ^ a b Cite error: The named reference Ponting, 1973 was invoked but never defined (see the help page).
  10. ^ Cite error: The named reference Chan, 2014 was invoked but never defined (see the help page).
  11. ^ Cite error: The named reference Llewellyn, 2009 was invoked but never defined (see the help page).
  12. ^ Cite error: The named reference Smith, 2006 was invoked but never defined (see the help page).
  13. ^ Cite error: The named reference Kiernan, 2006 was invoked but never defined (see the help page).
  14. ^ a b Cite error: The named reference Dapson and Horobin, 2009 was invoked but never defined (see the help page).
  15. ^ Cite error: The named reference Titford, 2009 was invoked but never defined (see the help page).
  16. ^ Cite error: The named reference Kahr et al., 1998 was invoked but never defined (see the help page).
  17. ^ Cite error: The named reference Bettinger and Zimmermann, 1991 was invoked but never defined (see the help page).
  18. ^ Cite error: The named reference Dapson et al., 2010 was invoked but never defined (see the help page).

and 25 Related for: Haematoxylin information

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Haematoxylin

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Haematoxylin or hematoxylin (/ˌhiːməˈtɒksɪlɪn/), also called natural black 1 or C.I. 75290, is a compound extracted from heartwood of the logwood tree...

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Staining

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as methylene blue. Haematoxylin and eosin staining is frequently used in histology to examine thin tissue sections. Haematoxylin stains cell nuclei blue...

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Eosin

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H&E (haematoxylin and eosin) staining. H&E staining is one of the most commonly used techniques in histology. Tissue stained with haematoxylin and eosin...

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Anatomical pathology

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histological techniques. The standard stains are haematoxylin and eosin, but many others exist. The use of haematoxylin and eosin-stained slides to provide specific...

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Phosphotungstic acid

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histology as a component for staining of cell specimens, often together with haematoxylin as PTAH. It binds to fibrin, collagen, and fibres of connective tissues...

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Basophilic

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section has been stained with a basic dye. The most common such dye is haematoxylin. The name basophilic refers to the characteristic of these structures...

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Mordant

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used in diagnostic histology of animal tissues is Harris' haematoxylin as part of a haematoxylin and eosin (H&E) stain. IUPAC, Compendium of Chemical Terminology...

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Brown adipose tissue

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Micrograph of a hibernoma, a benign tumour thought to arise from brown fat (haematoxylin and eosin stain)...

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Oogonium

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Haematoxylin and eosin staining of sections of human gonads at E16.5. GO/G1 quiescent oogonia are indicated by arrowheads....

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Large intestine

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the cells lining the walls of the crypts) are stained blue-gray with haematoxylin. As seen in panels C and D, crypts are about 75 to about 110 cells long...

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Fabaceae

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is used to produce red and purple dyes. The histological stain called haematoxylin is produced from this species. The wood of the Brazilwood tree (Caesalpinia...

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Lewy body

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of the substantia nigra are visible in the background. Stains used: mouse monoclonal alpha-synuclein antibody; counterstained with Mayer's haematoxylin...

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Chameleon

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guanine crystals with lattice parameter indicated with black arrows. (c) Haematoxylin and eosin staining of a cross-section of white skin showing the epidermis...

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Cartilage

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Histological image of hyaline cartilage stained with haematoxylin and eosin, under polarized light...

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Gas gangrene

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Hemipelvectomy for gas gangrene Muscle biopsy examined under the microscope (haematoxylin-eosin stain, zoom 100×): the large white areas between the muscle fibers...

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Mammary gland

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of a human proliferating mammary gland during estrous cycle. Sprouting gland tissue can be seen in the upper left field (haematoxylin eosin staining)...

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Haematoxylum campechianum

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source of dye. The woodchips are still used as an important source of haematoxylin, which is used in histology for staining. The bark and leaves are also...

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Eosin Y

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red inks. It is commonly used in histology, most notably in the H&E (Haematoxylin and Eosin) stain. Eosin Y is also widely used in the Papanicolaou stain...

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Neuron

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very metabolically active. Basophilic dyes such as aniline or (weakly) haematoxylin highlight negatively charged components, and so bind to the phosphate...

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Counterstain

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stain in the Gimenez staining technique and the eosin counterstain to haematoxylin in the H&E stain. In Gram staining, crystal violet stains only Gram-positive...

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Elastic cartilage

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elastic fibers require special staining since when it is stained using haematoxylin and eosin (H&E) stain it appears the same as hyaline cartilage. Verhoeff...

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Fat embolism syndrome

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indicative of the presence of lipid dissolved during the staining process. Haematoxylin and eosin stain Specialty Orthopedics, traumatology, pulmonology, intensive...

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Fluorescein

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tracers Methylene blue, blue thiazine dye also used as a medication Haematoxylin, natural stain derived from hearthwood and used in histology Laser dyes...

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Hematein

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Hematein (US spelling) or haematein is an oxidized derivative of haematoxylin, used in staining. Haematein should not be confused with haematin, which...

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Actinic elastosis

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fibers that form tangled masses and appear basophilic under routine haematoxylin and eosin staining. These fibers stain black with the Verhoeff stain...

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