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Erythrosine sodium

HCID 27872
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Basic information

CAS
16423-68-0
Standard SMILES
O=C([O-])c1ccccc1-c1c2cc(I)c(=O)c(I)c-2oc2c(I)c([O-])c(I)cc12.[Na+].[Na+]
InChIKey
IINNWAYUJNWZRM-UHFFFAOYSA-L
Molecular formula
C20H6I4Na2O5
Average molar mass
879.9 g/mol

Overview

Erythrosin B is an organic sodium salt that is the disodium salt of 2-(2,4,5,7-tetraiodo-6-oxido-3-oxo-8a,10a-dihydroxanthen-9-yl)benzoic acid. It has a role as a fluorescent dye. It contains an erythrosin(2-).

Names & identifiers

Preferred name
Erythrosine sodium
IUPAC
disodium;2-(2,4,5,7-tetraiodo-3-oxido-6-oxoxanthen-9-yl)benzoate
English name
ERYTHROSIN B
Molecular formula
C20H8I4O5.2Na
Molecular weight
881.87

Names & synonyms

Erythrosine sodiumDTXSID901015598RefChem:1084261DTXCID601233Benzoic acid, 2-(6-hydroxy-2,4,5,7-tetraiodo-3-oxo-3H-xanthen-9-yl)-, disodium saltC.I. Acid Red 51E 127Erythrosine BSFood Red No. 3568-63-8Acid red 51C.I. 45430
Show more names
ebsERYTHROSINEERYTHROSINE BTETRAIODOFLUORESCEIN2',4',5',7'-TETRAIODOFLUORESCEIN DISODIUM SALTE12745430Red No. 3ERYTHROCIN BLAKE ERYTHROSINE
disodium;2-(2,4,5,7-tetraiodo-3-oxido-6-oxoxanthen-9-yl)benzoateCHEMBL20281872-(6-hydroxy-2,4,5,7-tetraiodo-3-oxoxanthen-9-yl)benzoic acid, sodium salt, so dium saltIodoeosine Sodium SaltERYTHROSINE [MI]Erythrosine sodium anhydrousSCHEMBL22294SCHEMBL29381889

Database identifiers

CAS
16423-68-0、568-63-8

Properties

Computed structural properties

Topological polar surface area
89.5 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
5
Rotatable bonds
1
Heavy atoms
31
Formal charge
0
Complexity
796

Experimental & physicochemical properties

CosmeticsHair dyeing
Animal DrugsPharmaceuticals -> UK Veterinary Medicines Directorate List

Physicochemical properties

Melting point
142 · 142~144℃
Density
0.98 · 0.98
bulk density
470 kg/m3 · 470kg/m3
vapor pressure
0 Pa · 0Pa at 25℃
Flash point
285 ℃ · 285℃
storage temp.
room temp
solubility
100 g/l · 100g/l
Colour Index
45430 · 45430
pka
4.1 · 4.1(at 25℃)
form
Fine Powder
color
Deep red to brown
PH
6 · 6-7 (10g/l, H2O, 20℃)
PH Range
0 · 0(yellow)-3.6(red)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory InformationErythrosine sodium: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazard Classes and CategoriesAcute Tox. 4 (100%)

Toxicology

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Safety data

wgk
3
tsca
TSCA listed
rtecs
LM5950000
ridadr
UN3077
hs_code
32129000
Toxicity
LD50 in male, female mice, male, female rats (g/kg): 0.40, 0.32, 0.34, 0.37 i.p.; 6.7, 6.9, 7.4, 6.8 orally (Butterworth); LD50 in mice, rats (mg/kg): 2558, 2891 orally (Yankell)
risk_code
22
Signal word
Warning
Symbol(GHS)

Chemistry & industry

Uses & manufacturing

Use ClassificationCosmetics -> Hair dyeing
Applications · 6 items

DescriptionFD & C Red No. 3 is principally the disodium salt of the monohydrate of 9(ocarboxyphenyl)-6-hydroxy-2,4,5,7-tetraiodo-3H- xanthen-3-one.The colorant is a brown powder that dissolves in water to give a solution red at neutrality, with a yellow-brown precipitate in acid, and with a red precipitate in base. When dissolved in concentrated sulfuric acid, it yields a brown-yellow solution that evolves iodine and a precipitate of the free acid when heated.FD & C Red No. 3 is used in dietary supplements, confectionery products, dairy products, cherries, jellies, jams, dessert powders, canned fruit and vegetable products, fish products, condiment sauces and bakery goods.1 .

Usesantibacterial

UsesErythrosin B (FD&C Red #3) is a colorant. It is not recommended for use below ph 5.0, being insoluble at ph 3–5 but being stable at ph 7 and 8. It has a solubility in water of 9 g/100 ml at 25°c. It has fair stability to oxidation and poor to fair stability to light, while having good stability in 10% sugar systems. It has exceptional clarity and brilliance, having a bluish pink hue with very good tinctorial strength. It has poor compatibility with food components and is used in candies and confections as well as cherry dyeing. The common name is erythrosine.

UsesErythrosine B is a derivative of fluorone and is used as a cherry-pink synthetic colour additives used on food products.

UsesBiological stain; color additive.

General DescriptionErythrosin B (C.I. 45430)for microscopy Certistain, is a dry dye for microscopy that is often used as a counterstain, vizualising proteins, connective tissues, fibers and keratin in sample material of human origin. Depending on user requirements and personal preferences, it can be used for the preparation of the commonly used aqueous or alcoholic Erythrosin B staining solutions. As the dye belongs to the portfolio of Certistain dyes, it is chemically analyzed according to strict specifications before release (CE marked and IVD product) and a high staining quality, with reliable staining results is guaranteed. For more details, please see instructions for use (IFU). The IFU can be downloaded from this webpage.

Related reactions

2 records
New reaction record
HRID 570859 reaction equation
HRID 570859As reactantuspto-grants-2015_05
HRID 2163431 reaction equation
HRID 2163431As reactantuspto-grants-1979_01

Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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PubChem CID
27872
DTXSID
DTXSID901015598
ChEMBL
CHEMBL2028187
ChEBI
CHEBI:61000
UNII
8TL7LH93FM
EC Number
629-600-6
Nikkaji
J77.650E
Water Solubility
Soluble in water
ε(extinction coefficient)
13000 at · ≥13000 at 308-312nm≥32000 at 259-263nm
λmax
525 nm · 525nm
Merck
14 · 14,3693
BRN
1443945 · 1443945
Henry's Law Constant
3.9 · 3.9×1013 mol/(m3Pa) at 25℃, Zhang et al. (2010)
Stability
Stable. Incompatible with strong oxidizing agents.
Biological Applications
Detecting gene expression,phosphoproteins,protease,stress biomarkers; treating age-related macular degeneration,arteriosclerosis,bone metabolic diseases,burns,cancer,diabetes,human immunodeficiency virus infection,obesity
Major Application
color filter, light emitting diodes, nanosensors, imaging materials, inks, paints, colored bubbles, detergents, cleaners, cosmetics, oral care agent, hair dyes, antiseptic, treatment of burns, diabetes, obesity, cancer, viral diseases, radio chemotheray, photodynamic therapy
Cosmetics Ingredients Functions
HAIR DYEINGCOLORANT
InChI
1S/C20H8I4O5.2Na/c21-11-5-9-17(13(23)15(11)25)28-18-10(6-12(22)16(26)14(18)24)20(9)8-4-2-1-3-7(8)19(27)29-20;;/h1-6,25-26H;;/q;2*+1/p-2
InChIKey
RAGZEDHHTPQLAI-UHFFFAOYSA-L
SMILES
[Na+].[Na+].[O-]c1c(I)cc2c(Oc3c(I)c([O-])c(I)cc3C24OC(=O)c5ccccc45)c1I
LogP
-1.163 at · -1.163 at 25℃
Substances Added to Food (formerly EAFUS)
3 · FD&C RED NO. 3
FDA 21 CFR
74.1303 · 74.1303; 74.303
CAS DataBase Reference
16423 · 16423-68-0
FDA UNII
8 TL7LH93FM · 8TL7LH93FM
EPA Substance Registry System
Erythrosine B (16423-68-0)
UNSPSC Code
85151701 · 85151701
NACRES
47 · NA.47
Symbol(GHS)
7 · GHS07,GHS09
Signal word
Warning
Hazard statements
302 · H302-H411
Precautionary statements
264 · P264-P270-P273-P301+P312-P391-P501
Hazard Codes
Xn
Risk Statements
22 · 22
Safety Statements
36 · 36
RIDADR
3077 · UN3077
WGK Germany
3 · 3
RTECS
5950000 · LM5950000
TSCA
TSCA listed
HazardClass
9 · 9
HS Code
32129000 · 32129000
Storage Class
11 · 11 - Combustible Solids
Hazard Classifications
4 OralAquatic · Acute Tox. 4 OralAquatic Chronic 2
Hazardous Substances Data
16423 · 16423-68-0(Hazardous Substances Data)
Toxicity
50 in · LD50 in male, female mice, male, female rats (g/kg): 0.40, 0.32, 0.34, 0.37 i.p.; 6.7, 6.9, 7.4, 6.8 orally (Butterworth); LD50 in mice, rats (mg/kg): 2558, 2891 orally (Yankell)
REACH Registrations
Active
Limited Quantities
5 kg · 5.0 kg (11 lbs) (solid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
GHS07,GHS09
hazard_code
Xn
safety_code
36
hazard_class
9
Storage Class
11 - Combustible Solids
Hazard statements
H302-H411
Limited Quantities
5.0 kg (11 lbs) (solid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations
Active
Hazard Classifications
Acute Tox. 4 OralAquatic Chronic 2
Precautionary statements
P264-P270-P273-P301+P312-P391-P501
Hazardous Substances Data
16423-68-0(Hazardous Substances Data)

Preparation methods

Preparationfluorescent element (C.I. Acid Yellow 73, C.I. 45350) or ethanol in aqueous solution of the four iodine, then into sodium salt.

Upstream & downstream products

Upstream raw materials

Erythrosine aluminium lakeZinc chlorideFerric chlorideResorcinolPotassium dichromateAcid Red 51BenzaldehydePhthalic anhydrideFluoresceinAluminum sulfate3-AminophenolAluminum hydroxideSodium carbonate

Additional notes

DefinitionChEBI: An organic sodium salt that is the disodium salt of 2-(2,4,5,7-tetraiodo-6-oxido-3-oxo-8a,10a-dihydroxanthen-9-yl)benzoic acid.