(1R,10S)-8-oxatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-2(7),3,5,12(17),13,15-hexaene-5,6,10,14,15-pentol

• ChemBase ID: 73008
• Molecular Formular: C16H14O6
• Molecular Mass: 302.27876
• Monoisotopic Mass: 302.07903817
• SMILES: [C@]12([C@@H](c3c(OC1)c(c(cc3)O)O)c1c(C2)cc(c(c1)O)O)O
• Canonical SMILES: Oc1cc2C[C@@]3([C@H](c2cc1O)c1ccc(c(c1OC3)O)O)O
• 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
• InChIKey: WZUVPPKBWHMQCE-XJKSGUPXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,10S)-8-oxatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-2(7),3,5,12(17),13,15-hexaene-5,6,10,14,15-pentol; (1R,10S)-8-oxatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-2,4,6,12(17),13,15-hexaene-5,6,10,14,15-pentol; (1R,10S)-8-oxatetracyclo[8.7.0.0^2,^7.0^1^2,^1^7]heptadeca-2(7),3,5,12(17),13,15-hexaene-5,6,10,14,15-pentol; (1R,10S)-8-oxatetracyclo[8.7.0.0^2,^7.0^1^2,^1^7]heptadeca-2(7),3,5,12,14,16-hexaene-5,6,10,14,15-pentol
• IUPAC Traditional name: (+)-hematoxylin; (1R,10S)-8-oxatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-2,4,6,12(17),13,15-hexaene-5,6,10,14,15-pentol
• Synonyms: Hydroxybrazilin; Natural Black 1; Hematoxylin(Hydroxybrazilin); Hematoxylin solution A according to Weigert; Hematoxylin Solution, Gill No. 1; HEMATOXYLIN; Delafield’s hematoxylin; Hematoxylin solution according to Delafield; Hematoxyline; (6aS,11bR)-6,6a,7,11b-tetrahydroindeno[2,1-c]chromene-3,4,6a,9,10-pentaol; Hematoxylin; Hematoxylin Solution, Harris Modified; Hematoxylin Solution, Mayer’s; Hematoxylin; Hematoxylin monohydrate; Weigert 苏木精溶液 A; Delafield 苏木精; Delafield 苏木精溶液; Hematoxylin monohydrate

Database IDs

• CAS Number: 517-28-2
• EC Number: 208-237-3
• MDL Number: MFCD00078111
• Beilstein Number: 91400; 91401
• PubChem SID: 24897407; 24895388; 24859761; 24845630; 24897406; 24897409; 24897405; 24895878; 24873646; 24895554; 24895877; 162037928; 24895880; 24895879; 24895389; 24895860; 24897408; 24895387; 24845629
• PubChem CID: 442514
• Color Index Number: 75290

CALCULATED PROPERTIES

• Lipinski's Rule of Five: true
• Acid pKa: 9.166513
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 1.4732078
• LogD (pH = 7.4): 1.4659489
• Log P: 1.4733008
• Molar Refractivity: 77.4827 cm^3
• Polarizability: 29.463032 Å^3
• Polar Surface Area: 110.38 Å^2
• Rotatable Bonds: 0

PROPERTIES

Physical Property

• Solubility: 95% ethanol: soluble1 mg/mL
• Apperance: orange-red liquid (clear)
• Melting Point: 200 °C (dec.)(lit.)
• Flash Point: 107.6 °F; 12 °C; 14 °C; 42 °C; 53.6 °F; 57.2 °F
• Density: 0.83-0.85 g/mL at 20 °C; 0.84 g/mL at 20 °C; 1.00-1.04 g/mL at 20 °C
• pH: 2.4 (25 °C)

Safety Information

• Storage Condition: -20°C
• RTECS: MH7875000
• European Hazard Symbols: Flammable (F); Toxic (T); Harmful (Xn)
• UN Number: 1170; 1993
• German water hazard class: 1; 2; 3
• Hazard Class: 3
• Packing Group: 2; 3
• Risk Statements: 10-20/21/22-39/23/24/25; 11; 22; 22-36/37/38
• Safety Statements: 16; 26-36; 36/37
• GHS Pictograms: GHS02; GHS05; GHS07; GHS08
• GHS Signal Word: Danger; Warning
• GHS Hazard statements: H225-H315-H319; H226-H302-H370; H302-H315-H319; H302-H315-H319-H335; H302-H318
• GHS Precautionary statements: P210-P305 + P351 + P338; P260-P307 + P311; P261-P305 + P351 + P338; P280-P305 + P351 + P338; P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1170 3/PG 2; UN 1993 3/PG 3

Pharmacology Properties

• Gene Information: rat ... Adora1(29290), Adora2a(25369)

Product Information

• Purity: 96%
• Concentration: 100 g/L
• Grade: certified by the Biological Stain Commission; for microscopy; for microscopy (Hist.); indicator (pH 5.0-6.0); SAJ special grade
• Salt Data: Free Base
• Impurities: ammonium alum; ethanol; methanol
• Clinical: for in vitro diagnostic use
• Shelf Life: (Expiry date on the label.)
• Quality Level: IVD
• Quality: hematoxylin solution 100 g/l
• Empirical Formula (Hill Notation): C16H14O6 · xH2O
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 05209476

MP Biomedicals Rare Chemical collection

Selleck Chemicals - S2384

Research Area: Cancer
Biological Activity:
Hematoxylin(Hydroxybrazilin) is a compound that forms strongly colored complexes with certain metal ions, notably Fe(III) and Al(III) salts and a kind of stain in histology. It is extracted from the bark of the logwood tree. Metal-haematein complexes are used to stain cell nuclei prior to examination under a microscope. Structures that stain with iron- or aluminium-haematein are often called basophilic, even though the mechanism of the staining is different from that of staining with basic dyes. Haematoxylin and eosin stain is one of the most commonly used stains in histology. [1]

Sigma Aldrich - HHS16

Application
General purpose nuclear stain, regressive type. Used with hematoxylin and eosin staining.
Other Notes
7 g/L certified hematoxylin

Sigma Aldrich - HHS128

Application
General purpose nuclear stain, regressive type. Used with hematoxylin and eosin staining.
Other Notes
7 g/L certified hematoxylin

Sigma Aldrich - GHS132

Application
General purpose nuclear stain, progressive type. Used with hematoxylin and eosin staining.
Other Notes
2 g/L certified hematoxylin

Sigma Aldrich - MHS1

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
General purpose nuclear stain, progressive type. Used with hematoxylin and eosin staining.
General description
Used as a counterstain for procedures such as immunohistochemistry or laser microdissection.
Other Notes
1 g/L certified hematoxylin

Sigma Aldrich - HHS80

Application
General purpose nuclear stain, regressive type. Used with hematoxylin and eosin staining.
Other Notes
7 g/L certified hematoxylin

Sigma Aldrich - MHS32

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
General purpose nuclear stain, progressive type. Used with hematoxylin and eosin staining.
General description
Used as a counterstain for procedures such as immunohistochemistry or laser microdissection.
Other Notes
1 g/L certified hematoxylin

Sigma Aldrich - MHS16

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
General purpose nuclear stain, progressive type. Used with hematoxylin and eosin staining.
General description
Used as a counterstain for procedures such as immunohistochemistry or laser microdissection.
Other Notes
1 g/L certified hematoxylin

Sigma Aldrich - GHS1128

Application
General purpose nuclear stain, progressive type. Used with hematoxylin and eosin staining.
Other Notes
2 g/L certified hematoxylin

Sigma Aldrich - HHS32

Application
General purpose nuclear stain, regressive type. Used with hematoxylin and eosin staining.
Other Notes
7 g/L certified hematoxylin

Sigma Aldrich - MHS80

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
General purpose nuclear stain, progressive type. Used with hematoxylin and eosin staining.
General description
Used as a counterstain for procedures such as immunohistochemistry or laser microdissection.
Other Notes
1 g/L certified hematoxylin

Sigma Aldrich - MHS128

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
General purpose nuclear stain, progressive type. Used with hematoxylin and eosin staining.
General description
Used as a counterstain for procedures such as immunohistochemistry or laser microdissection.
Other Notes
1 g/L certified hematoxylin

Sigma Aldrich - GHS116

Application
General purpose nuclear stain, progressive type. Used with hematoxylin and eosin staining.
Other Notes
2 g/L certified hematoxylin

Sigma Aldrich - H3136

包装
25, 100 g in glass bottle
Suitability
Certified for use in Weigert′s iron hematoxylin, Mayer′s hemalum, Harris hemalum and in Heidenhain′s technique

REFERENCES

• http://en.wikipedia.org/wiki/Haematoxylin