METANIL YELLOW

Details

Stereochemistry	ACHIRAL
Molecular Formula	C18H14N3O3S.Na
Molecular Weight	375.377
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[Na+].[O-]S(=O)(=O)C1=CC(=CC=C1)\N=N\C2=CC=C(NC3=CC=CC=C3)C=C2

InChI

InChIKey=NYGZLYXAPMMJTE-ANVLNOONSA-M

InChI=1S/C18H15N3O3S.Na/c22-25(23,24)18-8-4-7-17(13-18)21-20-16-11-9-15(10-12-16)19-14-5-2-1-3-6-14;/h1-13,19H,(H,22,23,24);/q;+1/p-1/b21-20+;

HIDE SMILES / InChI

Molecular Formula	Na
Molecular Weight	22.98976928
Charge	1
Count

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

Molecular Formula	C18H14N3O3S
Molecular Weight	352.387
Charge	-1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28231130 | https://www.ncbi.nlm.nih.gov/pubmed/26862277

Metanil yellow is a yellow azo dye. Due to its toxic effect on the liver, brain and reproductive organs, the use of metanil yellow in the food industry is not permitted. Despite its status, metanil yellow was found in 16.4% of the sampled food products in India. It was used to color bakery goods, cereals, beverages, candies, gelatin, and numerous other commodities. Metanil yellow is used as an adulterant for curcumin in the turmeric powder.

Approval Year

PubMed

Title	Date	PubMed
Metanil yellow impairs the estrous cycle physiology and ovarian folliculogenesis in female rats.	2016-12	26494366
Tumor promotion by metanil yellow and malachite green during rat hepatocarcinogenesis is associated with dysregulated expression of cell cycle regulatory proteins.	2003	12616621
Effect of metanil yellow and malachite green on DNA synthesis in N-nitrosodiethylamine induced preneoplastic rat livers.	2001-09	11831363
Overexpression of G1/S cyclins and PCNA and their relationship to tyrosine phosphorylation and dephosphorylation during tumor promotion by metanil yellow and malachite green.	2000-07-27	10906429

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:06:05 GMT 2025` Edited by `admin` on `Mon Mar 31 18:06:05 GMT 2025`
Record UNII	7SPF5O5BW8
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

METANIL YELLOW

Common Name

English

KI406

Preferred Name

English

EXT. D&C YELLOW NO. 1 (DELISTED)

Common Name

English

BENZENESULFONIC ACID, 3-(2-(4-(PHENYLAMINO)PHENYL)DIAZENYL)-, SODIUM SALT (1:1)

Common Name

English

ACID YELLOW 36

Common Name

English

NSC-7337

Code

English

C.I. 13065

Common Name

English

C.I. ACID YELLOW 36

Common Name

English

METANIL YELLOW [MI]

Common Name

English

NSC-9292

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C461