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Merck
CN

43665

Direct Red 80

Synonym(s):

Sirius Red

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About This Item

Empirical Formula (Hill Notation):
C45H26N10Na6O21S6
CAS Number:
2610-10-8
Molecular Weight:
1373.07
EC Number:
220-027-3
PubChem Substance ID:
24866989
UNSPSC Code:
12171500
Beilstein/REAXYS Number:
8185575
Colour Index Number:
35780
MDL number:
MFCD00054389

Key Documents

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InChI

1S/C45H32N10O21S6.6Na/c56-43-33-13-5-27(17-23(33)19-39(81(71,72)73)41(43)54-52-35-15-7-29(21-37(35)79(65,66)67)50-48-25-1-9-31(10-2-25)77(59,60)61)46-45(58)47-28-6-14-34-24(18-28)20-40(82(74,75)76)42(44(34)57)55-53-36-16-8-30(22-38(36)80(68,69)70)51-49-26-3-11-32(12-4-26)78(62,63)64;;;;;;/h1-22,56-57H,(H2,46,47,58)(H,59,60,61)(H,62,63,64)(H,65,66,67)(H,68,69,70)(H,71,72,73)(H,74,75,76);;;;;;/q;6*+1/p-6/b50-48+,51-49+,54-52+,55-53+;;;;;;

InChI key

YIQKLZYTHXTDDT-IJPLDVMMSA-H

SMILES string

[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].Oc1c(\N=N\c2ccc(cc2S([O-])(=O)=O)\N=N\c3ccc(cc3)S([O-])(=O)=O)c(cc4cc(NC(=O)Nc5ccc6c(O)c(\N=N\c7ccc(cc7S([O-])(=O)=O)\N=N\c8ccc(cc8)S([O-])(=O)=O)c(cc6c5)S([O-])(=O)=O)ccc14)S([O-])(=O)=O

suitability

suitable for microscopy

Other Notes

Stain used to demonstrate collagenous septa (picrosirius red technique)
This product has been replaced by 365548-Sigma-Aldrich | Direct Red 80 Dye content 25 %

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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P C Dolber et al.
Stain technology, 62(1), 23-26 (1987-01-01)
When the picrosirius red technique was applied to cardiac muscle sections, intense yellow myocyte staining sometimes obscured thin collagenous septa. The picrosirius red technique was modified to include treatment of the sections in 0.2% (w/v) aqueous phosphomolybdic acid prior to
G E Piérard
Matrix (Stuttgart, Germany), 9(1), 68-71 (1989-01-01)
There are several reports in the literature where the sirius red polarization method is used to identify the molecular type of collagen in tissue sections. We present evidence that such way of interpretation is erroneous. The sirius red polarization method
SIRIUS RED F3BA AS A STAIN FOR CONNECTIVE TISSUE.
F SWEAT et al.
Archives of pathology, 78, 69-72 (1964-07-01)
R W Dapson et al.
Biotechnic & histochemistry : official publication of the Biological Stain Commission, 86(3), 133-139 (2011-03-23)
Sirius red F3B (CI 35780, Direct red 80) is a polyazo dye used principally in staining methods for collagen and amyloid. For certification by the Biological Stain Commission, a sample of the dye must exhibit an absorption spectrum of characteristic
Kandice R Levental et al.
Cell, 139(5), 891-906 (2009-11-26)
Tumors are characterized by extracellular matrix (ECM) remodeling and stiffening. The importance of ECM remodeling to cancer is appreciated; the relevance of stiffening is less clear. We found that breast tumorigenesis is accompanied by collagen crosslinking, ECM stiffening, and increased
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