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

Molecular Formula	Na
Molecular Weight	22.9898
Charge	1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	HO
Molecular Weight	17.0073
Charge	-1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C20H7I4O5
Molecular Weight	834.8845
Charge	-1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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
Hypersensitivity reactions to food colours with special reference to the natural colour annatto extract (butter colour).	1978	150265
Incidence of bronchoconstriction due to aspirin, azo dyes, non-azo dyes, and preservatives in a population of perennial asthmatics.	1979 Jul	447949
Relative refractory period as a measure of peripheral nerve neurotoxicity.	1983 Dec	6318389
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
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
FDA-approved drugs and other compounds tested as inhibitors of human glutathione transferase P1-1.	2013 Sep 5	23769903

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.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:09:31 GMT 2023` Edited by `admin` on `Fri Dec 15 16:09:31 GMT 2023`
Record UNII	PN2ZH5LOQY
Record Status	`Validated (UNII)`
Record Version

Download

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