FD&C RED NO. 3

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H6I4O5.2Na.H2O
Molecular Weight	897.8713
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O.[Na+].[Na+].[O-]C(=O)C1=C(C=CC=C1)C2=C3C=C(I)C(=O)C(I)=C3OC4=C2C=C(I)C([O-])=C4I

InChI

InChIKey=IVKWXPBUMQZFCW-UHFFFAOYSA-L

InChI=1S/C20H8I4O5.2Na.H2O/c21-11-5-9-13(7-3-1-2-4-8(7)20(27)28)10-6-12(22)17(26)15(24)19(10)29-18(9)14(23)16(11)25;;;/h1-6,25H,(H,27,28);;;1H2/q;2*+1;/p-2

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21998691

Erythrosine B (also known as Red No. 3), a Food and Drug Administration (FDA)-approved red food dye, is found in cosmetics and food. It is also used as a plasma stain for nerve cells and staining bacteria in soil. It was studied the modulating capabilities of erythrosine B on amyloid-beta peptide (Aβ) aggregation and Aβ-associated impaired neuronal cell function. It is known, that aggregation Aβ is closely linked to the development of Alzheimer's disease pathology.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Potency
Dengue virus 1 5 Target ID: CHEMBL613360 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29288700	Inhibitor 8297	1.2 µM [EC50]
West Nile virus 3 Target ID: CHEMBL613730 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29288700	Inhibitor 8297	0.66 µM [EC50]
Yellow fever virus 4 Target ID: CHEMBL613731 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29288700	Inhibitor 8297	0.57 µM [EC50]
amyloid-beta peptide 3 Target ID: amyloid-beta peptide Sources: https://www.ncbi.nlm.nih.gov/pubmed/21998691	Modulator 828

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Acute toxicity testing of erythrosine and sodium fluorescein in mice and rats.	1977 Apr	265392
Hypersensitivity reactions to food colours with special reference to the natural colour annatto extract (butter colour).	1978	150265
Studies on the toxicity of coal-tar dyes II. Examination of the biological reaction of coal-tar dyes to vital body.	1979 Aug	537126
Incidence of bronchoconstriction due to aspirin, azo dyes, non-azo dyes, and preservatives in a population of perennial asthmatics.	1979 Jul	447949
A developmental toxicity and psychotoxicity evaluation of FD and C red dye #3 (erythrosine) in rats.	1983 Aug	6314928
Relative refractory period as a measure of peripheral nerve neurotoxicity.	1983 Dec	6318389
Lifetime toxicity/carcinogenicity study of FD & C Red No. 3 (erythrosine) in rats.	1987 Oct	2824305
The promoting effects of food dyes, erythrosine (Red 3) and rose bengal B (Red 105), on thyroid tumors in partially thyroidectomized N-bis(2-hydroxypropyl)-nitrosamine-treated rats.	1988 Mar	2836348
Multigeneration study of FD & C Red No. 3 (erythrosine) in Sprague-Dawley rats.	1990 Dec	2177442
Effects of oral erythrosine (2',4',5',7'-tetraiodofluorescein) on the pituitary-thyroid axis in rats.	1990 May	2160137
Effects of 60-Hz fields, estradiol and xenoestrogens on human breast cancer cells.	1996 Oct	8927716
Estrogenic and DNA-damaging activity of Red No. 3 in human breast cancer cells.	1997 Apr	9168006
A study on the reproductive toxicity of erythrosine in male mice.	1997 May	9299211
Cancer chemopreventive activity of synthetic colorants used in foods, pharmaceuticals and cosmetic preparations.	1998 Jul 3	9714339
Reproductive and neurobehavioural toxicity study of erythrosine administered to mice in the diet.	2001 May	11313110
Monosodium benzoate hypersensitivity in subjects with persistent rhinitis.	2004 Feb	14763933
Influence of synthetic and natural food dyes on activities of CYP2A6, UGT1A6, and UGT2B7.	2005 Aug 27	16009655
Assessment of genotoxicity of 14 chemical agents used in dental practice: ability to induce chromosome aberrations in Syrian hamster embryo cells.	2006 Feb 28	16406784
In vitro screening assay for detecting aromatase activity using rat ovarian microsomes and estrone ELISA.	2008 Mar	18310892
Toxicity of xanthene food dyes by inhibition of human drug-metabolizing enzymes in a noncompetitive manner.	2009	20041016
Validation of an in vitro screening test for predicting the tumor promoting potential of chemicals based on gene expression.	2010 Apr	20025956
Involvement of high plasma corticosterone status and activation of brain regional serotonin metabolism in long-term erythrosine-induced rearing motor hyper activity in young adult male rats.	2010 Jul	20465369
Structure-activity relationships of 44 halogenated compounds for iodotyrosine deiodinase-inhibitory activity.	2013 Dec 6	24012475
FDA-approved drugs and other compounds tested as inhibitors of human glutathione transferase P1-1.	2013 Sep 5	23769903
Identification of new inhibitors for human hematopoietic prostaglandin D2 synthase among FDA-approved drugs and other compounds.	2015 Mar 5	25603235

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

In order to determine the detrimental effects of rythrosine B (ER)-induced amyloid-beta peptide (Aβ) aggregates on cellular functions, it was chosen the cellular MTT reducing activity of Human neuroblastoma SH-SY5Y cells. Cells were adminstered Aβ aggregates preformed in the absence or presence of ER. Preformed Aβ aggregates were prepared by incubating 50 µM Aβ monomers in the absence or presence of various concentrations of ER (1x to 10x) at 37°C for the specified time duration. SH-SY5Y cells were incubated with 5 µM preformed aggregates for 48 hours, and subsequently MTT reducing activity was determined. The results suggested that ER mitigated Aβ-associated damage to the cellular function by blocking specific sequence of low molecular weight Aβ species that confers damages to neuronal cells. However, even at 10x ER the protofibrils formed are A11- and OC-reactive, suggesting that ER binding sites on the Aβ do not overlap with the epitope of either A11 or OC antibody.

Name

Type

Language

FD&C RED NO. 3

Common Name

English

ERYTHROSINE B

Common Name

English

Erythrosine [WHO-DD]

Common Name

English

C.I. FOOD RED 14

Common Name

English

F D & C RED #3 ALUMINUM LAKE [VANDF]

Common Name

English

RED 1799

Common Name

English

FD&C RED NO. 3 [II]

Common Name

English

ERYTHROSINE

Common Name

English

CI 45430 [INCI]

Common Name

English

FD&C RED NO. 3 [FCC]

Common Name

English

C.I. 45430

Common Name

English

FOOD RED 14

Common Name

English

FD&C RED 3

Common Name

English

F D & C RED #3 [VANDF]

Common Name

English

INS NO.127

Code

English

F D & C RED NO. 3

Common Name

English

9- (O- CARBOXYPHENYL)-6-HYDROXY - 2,4,5,7-TETRAIODO- MONOHYDRATE

Common Name

English

SPIRO(ISOBENZOFURAN-1(3H),9'-(9H)XANTHEN)-3-ONE, 3',6'-DIHYDROXY-2',4',5',7'-TETRAIODO-, DISODIUM SALT, MONOHYDRATE

Common Name

English

2',4',5',7'-TETRAIODOFLUORESCEIN DISODIUM SALT MONOHYDRATE

Common Name

English

CI 45430

Official Name

English

ERYTHROSINE SODIUM

Common Name

English

E127

Common Name

English

INS-127

Code

English

AKA3 [INCI]

Common Name

English

ERYTHROSINE [FCC]

Common Name

English

C.I.(1975)NO.45430

Code

English

ACID RED 51

Official Name

English

ERYTHROSINE SODIUM [USP IMPURITY]

Common Name

English

FLUORESCEIN, 2',4',5',7'-TETRAIODO-, DISODIUM SALT

Common Name

English

ERYTHROSINE [MART.]

Common Name

English

E-127

Code

English

RED 3

Common Name

English

ACID RED 51 [INCI]

Common Name

English

YELLOW NO. 201

Common Name

English

AKA3	Locators: INCI Naming Organization: INCI Sources:

Official Name

English

DYE FDC RED #3 [VANDF]

Common Name

English

JAPAN RED 3

Common Name

English

DISODIUM 2-(2,4,5,7-TETRAIODO-6-OXIDO-3-OXOXANTHEN-9-YL)BENZOATE

Systematic Name

English

ERYTHROSINE, SODIUM MONOHYDRATE

Common Name

English

C.I. ACID RED 51

Common Name

English

Classification Tree Code System Code

CFR

21 CFR 74.303