Name | Hematoxylin |
Synonyms | 517-28-2 Hematoxylin hematoxiline hydroxybrazilin hydroxybrasilin HEMATOXYLIN, GILL II GILLS II HAEMATOXYLIN GILL'S HEMATOXYLIN NO 2 Hematoxylin (C.I. 75290) HEMATOXYLIN STAIN, GILL 2 HEMATOXYLIN SOLUTION GILL NO 2 GILL 2 METHOD HEMATOXYLIN STAIN GILL HEMATOXYLIN SOLUTION NO II GILL'S HEMATOXYLIN SOLUTION NO 2 (6aS,11bS)-7,11b-dihydroindeno[2,1-c]chromene-3,4,6a,9,10(6H)-pentol (6aR,11bS)-7,11b-Dihydroindeno[2,1-c]chromene-3,4,6a,9,10(6H)-pentol cis-(+)-7,11b-dihydrobenz[b]indeno[1,2-d]pyran-3,4,6a,9,10(6H)-pentol benz[b]indeno[1,2-d]pyran-3,4,6a,9,10(6H)-pentol, 7,11b-dihydro-, (6aR,11bS)- |
CAS | 517-28-2 |
EINECS | 208-237-3 |
InChI | 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-/m1/s1 |
InChIKey | WZUVPPKBWHMQCE-UHFFFAOYSA-N |
Molecular Formula | C16H14O6 |
Molar Mass | 302.28 |
Density | 1.2514 (rough estimate) |
Melting Point | 200°C (dec.)(lit.) |
Boling Point | 363.32°C (rough estimate) |
Specific Rotation(α) | +102.4 (H2O). +90.3 (c, 1.04 in MeOH) |
Flash Point | 304.5°C |
Water Solubility | SOLUBLE IN HOT WATER |
Solubility | Insoluble in cold water, ether and glycerin, soluble in hot water and hot alcohol, soluble in alkali, ammonia and borax solutions |
Vapor Presure | 0-0Pa at 20-25℃ |
Appearance | Light brown to brown (Solid) |
Color | Yellow to Brown |
Maximum wavelength(λmax) | ['292nm, 445nm, 560nm'] |
Merck | 14,4637 |
BRN | 91399 |
pKa | 6.7(at 25℃) |
Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
Stability | Stability Stable, but may discolour on exposure to light. Incompatible with strong oxidizing agents. |
Sensitive | Light Sensitive |
Refractive Index | 1.4600 (estimate) |
MDL | MFCD00005394 |
Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
WGK Germany | 2 |
RTECS | MH7875000 |
TSCA | Yes |
HS Code | 32030019 |
Reference Show more | 1. Bai Xuemin, Zhou Li, caoko, jinzhenmu et al. Effect of N-acetylcysteine on airway mucus hypersecretion in chronic obstructive pulmonary disease by regulating EGFR/MAPK signaling pathway [J]. Chinese Journal of Clinical Pharmacology and Therapeutics, 2019 v.24(10):46-53. 2. Ni, Wen, Liu, Jiadong. Expression and clinical significance of aldehyde dehydrogenase -1 and stromal cell-derived factor -1 in gastric cancer [J]. Journal of Hubei Vocational and Technical College, 2020, 23(02):108-112. 3. Li Li, Bao-Sheng Zhu. Expression of Pten gene in placenta of patients with preeclampsia and its clinical value [J]. Chinese Journal of Maternal and Child clinical medicine (Electronic Edition), 2020, 016(002):218-226. 4. Han Wang, Zhi-Chao Wu. Effects of lycopene on immune and inflammatory factors in septic rats [J]. China pharmaceuticals, 2020, 029(011):26-29. 5. Zhang Liwei, Kang Jingjing, Li Yueqin, etc. Histopathological changes of canine uterus with pyometra [J]. Heilongjiang Journal of Animal Husbandry and Veterinary Medicine (second half month), 2020, 000(002):70-71,148-149. 6. Huang Chunyang, si Lifang, di lan, et al. Effects of octylphenol on the development and histological structure of epididymis, seminal vesicle and prostate in mice [J]. Progress in Animal Medicine, 2013, 29 (02):48-51. 7. Fang Xin, Li hailing, Hu Yueling, etc. Mechanism of kidney damage and oxidative stress induced by Di (2-ethylhexyl) phthalate in mice [J]. Chinese Journal of Preventive Medicine, 2014. 8. Zhuang Hong, Zhang Suchuan, Liu Huidi, Xu Yaning, Huang Lu, daitian, Jiang pin. CXCL12 silencing inhibits ox-LDL-induced foaming and apoptosis of murine macrophage RAW264.7 cells [J]. Basic & Clinical Medicine, 2021,41(02):219-224. 9. Jin Zhuhao, Cui Yunqiu, Sun Jingxin, Jin Guangyu, whole Jishan. Preparation and evaluation of liposomes loaded with magnetic iron oxide nanoparticles [J]. Journal of Yanbian University (Natural Science Edition),2020,46(04):326-332. 10. Jayachandran, Muthukumaran, et al. "Isoquercitin ameriorates hyperglycomia and regulatory key enzymes of glucose metabolism via insulin signaling pathway in streptozotocin-induced diabetic rats." European journal of pharmacology 829 (2018): 112-120.https:// 11. [IF = 4.432] Muthukumaran Jayachandran et al."Isoquercetin ameliorates hyperglycemia and regulates key enzymes of glucose metabolism via insulin signaling pathway in streptozotocin-induced diabetic rats."Eur J Pharmacol. 2018 Jun;829:112 12. [IF=1.851] Tianyou Ma et al."Cluster of differentiation 147 is a key molecule during hepatocellular carcinoma cell‑hepatic stellate cell cross‑talk in the rat liver."Mol Med Rep. 2015 Jul;12(1):111-118 13. [IF=1.851] Yongheng Bai et al."Anti‑fibrotic effect of Sedum sarmentosum Bunge extract in kidneys via the hedgehog signaling pathway."Mol Med Rep. 2017 Jul;16(1):737-745 14. [IF=4.361] Yanna Liu et al."Significance of gastrointestinal tract in the therapeutic mechanisms of exercise in depression: Synchronism between brain and intestine through GBA."Prog Neuro-Psychoph. 2020 Dec;103:109971 15. [IF=3.968] Zhengqi Pan et al."Upregulation of HSP72 attenuates tendon adhesion by regulating fibroblast proliferation and collagen production via blockade of the STAT3 signaling pathway."Cell Signal. 2020 Jul;71:109606 16. [IF=3.167] Hongsu Wang et al."Penicillin biosensor based on rhombus-shaped porous carbon/hematoxylin/penicillinase."J Food Sci. 2021 Aug;86(8):3505-3516 |
color index | 75290 |
pH indicator color change ph range | Red (0.0) to yellow (1.0);Pale yellow (5.0) to violet (6.0) |
main applications | Plasma displays, textiles, hair dyes, identifying fresh and stale rice, diag-nosing cancer progression, detecting nosing cancer progression, cervical disease, central nervous system malfunctions, detecting genes, breast cancer, collagen in a tissue sample, apoptosis, demyelinating diseases, antigens, treatment of age-related macular degeneration, burns, prostate cancer, diabetesand obesity, viral diseases, neoplasms, peripheral neural and vascular ailments, skin disorders, biotechnological applications, reference standard materials for cytology, histology andimmunohistochemistry |
LogP | 0.3 at 30℃ and pH6.9 |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
overview | the natural dye hematoxylin is a pigment soaked with ether from the dried branches of hematoxylin (Haematoxylon campechianum) in South America, and is one of the most commonly used dyes. Contains 3 molecules of crystal water, dissolved in its own crystal water at 100~120 ℃. In aqueous solution, especially in alkaline solution, it is easily oxidized to reddish brown hematoxylin. Hematoxylin cannot be directly dyed and must be exposed to a ventilated place to make it become oxidized hematoxylin (also called hematoxylin) before it can be used. This is called "mature". The "maturity" process of hematoxylin takes a long time, and the longer the time after configuration, the stronger the dyeing power. The dyed material must be treated with metal salt as a mordant before it has tinting power. Therefore, mordant should be used when preparing hematoxylin dye. Commonly used mordants include aluminum sulfate, potassium alum and iron alum. Hematoxylin is a light yellow to rusty purple crystal, insoluble in cold water, ether and glycerin, soluble in hot water and hot alcohol, soluble in alkali, ammonia and borax solution, is an excellent material for dyeing the nucleus, he can differentiate different structures in cells into various colors. The color of the tissue during differentiation varies depending on the treatment. It is red after differentiation with an acidic solution (such as hydrochloric acid-alcohol), and it is still blue after washing with water. It is blue after differentiation with an alkaline solution (such as ammonia water), and blue-black after washing. |
hematoxylin-eosin staining | hematoxylin-eosin staining, also known as "hematoxylin-eosin staining" and "HE staining", is one of the most commonly used staining methods in histology. HE staining is an experimental technique based on morphology, combined with chemical techniques to stain tissues and various cells, which is used to study the physiological, pathological and chemical structure of tissue cells. Basic principle: The phosphate groups on the two strands of deoxyribonucleic acid (DNA) are outward, negatively charged, and acidic. It is easy to be stained with positively charged hematoxylin basic dyes by ionic bonds. Hematoxylin is called blue in alkaline solution, so the nucleus is dyed blue. Eosin Y is a chemically synthesized acid dye, which dissociates into negatively charged anions in water, and combines with the amino positively charged cations of the protein to stain the cytoplasm, cytoplasm, red blood cells, muscle, connective tissue, Eosinophilic particles are dyed to varying degrees of red or pink, which is in sharp contrast with the blue nucleus. Eosin is a good dye for cytoplasm. Generally, the thickness of stained tissue sections is about 3 µm, the central nervous system is 6~8 µm, and the standard thickness of 1.5~2 µm is required for glomerular basement membrane staining observation. Staining results: The nucleus was stained blue by hematoxylin. Cytoplasm, red blood cells, muscle, connective tissue, eosinophilic granules, etc. are stained red or pink to varying degrees by eosin Y, which is in sharp contrast with the blue nucleus. The basis of this dyeing method is that the tissue structure has different degrees of binding to different dyes. The dye hematoxylin can dye the basophilic structure to blue-purple, and eosin can dye the acidophilic structure to pink. Basophilic structures usually include parts containing nucleic acids, such as ribosomes, nuclei, and regions rich in ribonucleic acid (RNA) in the cytoplasm. The eosinophilic structure is usually composed of intracellular and intercellular proteins, such as Lewy body, Mallory body, and most of the cytoplasm. Sometimes, yellowish brown also appears in the stained sample, which is caused by the original pigment in the tissue, such as melanin. |
Harris hematoxylin solution | formula hematoxylin 1 g anhydrous ethanol 10 ml distilled water 200 ml potassium alum 20g HgO 0.5g first dissolve hematoxylin in anhydrous ethanol for later use. Put alum into distilled water, heat and dissolve, then add spare hematoxylin, boil for 2 minutes, first add a very small amount of mercury oxide (both red and yellow) to prevent the liquid from boiling and overflowing violently during the oxidation process (it is best to choose a beaker twice the prepared volume, the beaker is less prone to overflow than a triangular flask), stir with glass rods, and then add mercury oxide while stirring. Be sure to pay attention to only a little bit at the beginning until the liquid no longer boils violently, then the amount of addition can be increased until the addition is completed. The time taken to add mercury oxide, the degree of dissolution of mercury oxide, and the power of the electric furnace are the key to this formula, and it is also the reason why the dyeing effect is different from each person. The specific adjustment should be made according to each person's habits, and the heating time should be appropriately changed according to the temperature. The longer the heating time, the faster the oxidation. After adding, immediately move to the ice water, accelerate its cooling, let it stand overnight, and filter. Before use, glacial acetic acid was added at a ratio of 5%. If it takes a long time after preparation, the amount of glacial acetic acid can be added a little more. The amount of glacial acetic acid can directly affect the coloring ability and clarity of hematoxylin. If it is added less, it will cause the core pulp to be stained together and the background is not clean. If you add more, the nuclear coloring ability will decrease. This liquid can be placed for about 3 months to half a year. |
Gill modified hematoxylin solution | formula hematoxylin 2 g anhydrous ethanol 250 ml aluminum sulfate 17.6g distilled water 750 ml sodium iodate 0.2g glacial acetic acid 20 ml first dissolve hematoxylin in anhydrous ethanol, aluminum sulfate in distilled water, then mix the two liquids, add sodium iodate, and finally add glacial acetic acid. This solution is semi-oxidized progressive hematoxylin solution, which does not produce precipitation and has less oxide film. Theoretically, dyeing does not need differentiation, but if it is properly deeply dyed and differentiated, the dyeing effect is better. The key to preparing this dye solution is the amount of sodium iodate. 1., the amount of sodium iodate should be appropriately adjusted according to the change of seasonal temperature. The amount of sodium iodate in the formula is generally only suitable for summer. As the temperature decreases and the oxidation rate decreases, the amount of sodium iodate can be appropriately increased. Attention should be paid to the increase from 0.05g. Excessive sodium iodate can peroxidize hematoxylin, which is not only easy to break, but also nucleated. 2. weighing must be accurate, many units with this dye solution is always unable to dye or dye very slowly, mainly because the accuracy of the balance is poor, it is best to choose a balance with a minimum weighing degree below 10mg. 3. should observe whether sodium iodate is within the validity period and deliquescence. |
Ehrlich hematoxylin solution | formula hematoxylin 2 g absolute ethanol 100 ml glycerol 100 ml glacial acetic acid 10 ml potassium alum 2-3g distilled water 100 ml first dissolve hematoxylin in absolute ethanol, add glycerol and glacial acetic acid for later use. Then dissolve potassium alum in distilled water, then inject hematoxylin semen to be used, stir well with a glass rod, lightly cap the bottle mouth (available cotton), place it in sunlight, often open the bottle mouth and shake it well, about two months later, The color turns brown and can be used. |
Mayer modified hematoxylin solution | formula hematoxylin 2 g absolute ethanol 40 ml aluminum potassium sulfate 100 g distilled water 600 ml sodium iodate 0.4g slightly heated to dissolve aluminum potassium sulfate in distilled water, at the same time hematoxylin is dissolved in absolute ethanol, then the two solutions are mixed, sodium iodate is added, and fully dissolved. This solution is also a progressive hematoxylin solution. Theoretically, dyeing does not require differentiation, but if it is properly deeply dyed and differentiated, the dyeing effect is better. Precautions are the same as Gill's modified hematoxylin liquid phase. |
use | is an excellent material for dyeing nuclei. it can differentiate different structures in cells into different colors. The color of the tissue during differentiation varies depending on the treatment. It is red after differentiation with an acidic solution (such as hydrochloric acid-alcohol), and it is still blue after washing with water. It is blue after differentiation with an alkaline solution (such as ammonia water), and blue-black after washing. Used as a dye for nuclear and chromatin; used for qualitative determination of copper (II), iron (III), molybdate, bismuth (III) and tin (IV), etc.; used for photometric determination of vanadium, Aluminum, tin (IV), fluorine, niobium, tantalum, etc. Ink manufacturing; Used as acid-base indicator, pH 5.0 (yellow) ~ 6.0 (purple), 0.0 (pink) ~ 1.0 (green) chromatin for nucleus and chromatin. Qualitative verification of copper (II), iron (III), molybdate, bismuth (III) and tin (IV), etc. Photometric determination of vanadium, aluminum, tin (IV), fluorine, niobium, tantalum, etc. Ink manufacturing. Acid-base indicator, pH 5.0 (yellow) ~ 6.0 (purple), 0.0 (pink) ~ 1.0 (green). |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |