Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C20H8I4O5 |
| Molecular Weight | 835.8924 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1=C(I)C=C2C(OC3=C(C=C(I)C(O)=C3I)C24OC(=O)C5=CC=CC=C45)=C1I
InChI
InChIKey=OALHHIHQOFIMEF-UHFFFAOYSA-N
InChI=1S/C20H8I4O5/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
| Molecular Formula | C20H8I4O5 |
| Molecular Weight | 835.8924 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
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.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Acute toxicity testing of erythrosine and sodium fluorescein in mice and rats. | 1977 Apr |
|
| Hypersensitivity reactions to food colours with special reference to the natural colour annatto extract (butter colour). | 1978 |
|
| Studies on the toxicity of coal-tar dyes II. Examination of the biological reaction of coal-tar dyes to vital body. | 1979 Aug |
|
| Incidence of bronchoconstriction due to aspirin, azo dyes, non-azo dyes, and preservatives in a population of perennial asthmatics. | 1979 Jul |
|
| A developmental toxicity and psychotoxicity evaluation of FD and C red dye #3 (erythrosine) in rats. | 1983 Aug |
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| Relative refractory period as a measure of peripheral nerve neurotoxicity. | 1983 Dec |
|
| Lifetime toxicity/carcinogenicity study of FD & C Red No. 3 (erythrosine) in rats. | 1987 Oct |
|
| 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 |
|
| Multigeneration study of FD & C Red No. 3 (erythrosine) in Sprague-Dawley rats. | 1990 Dec |
|
| Effects of oral erythrosine (2',4',5',7'-tetraiodofluorescein) on the pituitary-thyroid axis in rats. | 1990 May |
|
| Effects of 60-Hz fields, estradiol and xenoestrogens on human breast cancer cells. | 1996 Oct |
|
| Estrogenic and DNA-damaging activity of Red No. 3 in human breast cancer cells. | 1997 Apr |
|
| A study on the reproductive toxicity of erythrosine in male mice. | 1997 May |
|
| Cancer chemopreventive activity of synthetic colorants used in foods, pharmaceuticals and cosmetic preparations. | 1998 Jul 3 |
|
| Reproductive and neurobehavioural toxicity study of erythrosine administered to mice in the diet. | 2001 May |
|
| Monosodium benzoate hypersensitivity in subjects with persistent rhinitis. | 2004 Feb |
|
| Influence of synthetic and natural food dyes on activities of CYP2A6, UGT1A6, and UGT2B7. | 2005 Aug 27 |
|
| Assessment of genotoxicity of 14 chemical agents used in dental practice: ability to induce chromosome aberrations in Syrian hamster embryo cells. | 2006 Feb 28 |
|
| In vitro screening assay for detecting aromatase activity using rat ovarian microsomes and estrone ELISA. | 2008 Mar |
|
| Toxicity of xanthene food dyes by inhibition of human drug-metabolizing enzymes in a noncompetitive manner. | 2009 |
|
| Validation of an in vitro screening test for predicting the tumor promoting potential of chemicals based on gene expression. | 2010 Apr |
|
| 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 |
|
| Structure-activity relationships of 44 halogenated compounds for iodotyrosine deiodinase-inhibitory activity. | 2013 Dec 6 |
|
| FDA-approved drugs and other compounds tested as inhibitors of human glutathione transferase P1-1. | 2013 Sep 5 |
|
| Identification of new inhibitors for human hematopoietic prostaglandin D2 synthase among FDA-approved drugs and other compounds. | 2015 Mar 5 |
Sample Use Guides
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.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:56:52 UTC 2023
by
admin
on
Fri Dec 15 15:56:52 UTC 2023
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| Record UNII |
1A878FZQ9B
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| Record Status |
Validated (UNII)
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NCI_THESAURUS |
C461
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EPA PESTICIDE CODE |
120902
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| Code System | Code | Type | Description | ||
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328781
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61000
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15905-32-5
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240-046-0
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C87418
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4905
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548-25-4
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3259
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1A878FZQ9B
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DTXSID7044843
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1A878FZQ9B
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