U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C20H11N2O10S3.3Na
Molecular Weight 604.473
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of AMARANTH

SMILES

[Na+].[Na+].[Na+].OC1=C(\N=N\C2=C3C=CC=CC3=C(C=C2)S([O-])(=O)=O)C4=CC=C(C=C4C=C1S([O-])(=O)=O)S([O-])(=O)=O

InChI

InChIKey=WLDHEUZGFKACJH-ZRUFZDNISA-K
InChI=1S/C20H14N2O10S3.3Na/c23-20-18(35(30,31)32)10-11-9-12(33(24,25)26)5-6-13(11)19(20)22-21-16-7-8-17(34(27,28)29)15-4-2-1-3-14(15)16;;;/h1-10,23H,(H,24,25,26)(H,27,28,29)(H,30,31,32);;;/q;3*+1/p-3/b22-21+;;;

HIDE SMILES / InChI

Molecular Formula C20H11N2O10S3
Molecular Weight 535.504
Charge -3
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

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

Description
Curator's Comment: description was created based on several sources, including http://www.ukfoodguide.net/e123.htm

Amaranth is an artificial dark red to purple azo dye. It is also used to color cosmetics. Amaranth is commonly used in fish roe, aperitif wine drinks and Americano. It has been banned in the United States since 1976 by the FDA, because it is a suspected carcinogen. Amaranth (E 123) is an azo dye authorised as a food additive in the EU and has previously been evaluated by the Joint FAO/WHO Expert Committee on Food Additives (JECFA) in 1972, 1975, 1978 and 1984, and by the EU Scientific Committee for Food (SCF) in 1976, 1979 and 1983. Derived from the small herbaceous plant of the same name. A purplish-red (blackcurrant) synthetic coal tar or azo dye found in ice creams, gravy granules, jams, jelly, tinned fruit pie fillings and prawns and packeted cake mixes, soups and trifles. It appears to cause allergic and/or intolerance reactions, similar to nettle rash, particularly amongst those with an aspirin intolerance or asthmatics. can provoke asthma, eczema and hyperactivity; it caused birth defects and foetal deaths in some animal tests, possibly also cancer. Not recommended for consumption by children. It is banned in Norway, United States, Russia and Austria with a very restricted use in France and Italy (caviar only).

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Hypersensitivity reactions to food colours with special reference to the natural colour annatto extract (butter colour).
1978
Toxicity of xanthene food dyes by inhibition of human drug-metabolizing enzymes in a noncompetitive manner.
2009
Effects of maternally exposed coloring food additives on receptor expressions related to learning and memory in rats.
2013 Jun
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:39:35 GMT 2023
Edited
by admin
on Fri Dec 15 15:39:35 GMT 2023
Record UNII
37RBV3X49K
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AMARANTH
MART.  
Common Name English
1-(4-SULFO-1-NAPHTHYLAZO)-2-NAPHTHOL-3,6-DISULFONIC ACID TRISODIUM SALT
Common Name English
TRISODIUM 3-HYDROXY-4-((E)-(4-SULFONATO-1-NAPHTHYL)DIAZENYL)NAPHTHALENE-2,7-DISULFONATE
Common Name English
INS-123
Code English
NSC-215207
Code English
ACID RED 27 [INCI]
Common Name English
AKA2 [INCI]
Common Name English
NAPHTOL ROT S.
Common Name English
C.I. FOOD RED 9
Common Name English
AMARANTH [USP-RS]
Common Name English
CI 16185 [INCI]
Common Name English
AMARANTH [IARC]
Common Name English
AKA2
INCI  
INCI  
Official Name English
TRISODIUM 3-HYDROXY-4-((E)-(4-SULPHONATO-1-NAPHTHYL)DIAZENYL)NAPHTHALENE-2,7-DISULPHONATE
Common Name English
FD&C RED NO. 2 (DELISTED) [II]
Common Name English
AMARANTH (E 123)
Common Name English
CI-FOOD RED 9
Common Name English
CI-(1975)NO.16185
Code English
E-123
Code English
FD&C RED NO. 2 (DELISTED)
II  
Common Name English
3-HYDROXY-4-(2-(4-SULFO-1-NAPHTHALENYL)DIAZENYL)-2,7-NAPHTHALENEDISULFONIC ACID SODIUM SALT (1:3)
Common Name English
AMARANTH DYE [HSDB]
Common Name English
RED NO. 2
Common Name English
C.I. 16185
Common Name English
AMARANTH (DYE)
MI  
Common Name English
C.I. ACID RED 27
Common Name English
CI 16185
INCI  
INCI  
Official Name English
NSC-4300
Code English
ACID RED 27
INCI  
INCI  
Official Name English
AMARANTH [MART.]
Common Name English
2,7-NAPHTHALENEDISULFONIC ACID, 3-HYDROXY-4-((E)-(4-SULFO-1-NAPHTHALENYL)AZO)-, TRISODIUM SALT
Common Name English
AMARANTH (DYE) [MI]
Common Name English
INS NO.123
Code English
B1717 [LANGUAL]
Code English
Classification Tree Code System Code
DSLD 265 (Number of products:165)
Created by admin on Fri Dec 15 15:39:35 GMT 2023 , Edited by admin on Fri Dec 15 15:39:35 GMT 2023
JECFA EVALUATION INS-123
Created by admin on Fri Dec 15 15:39:35 GMT 2023 , Edited by admin on Fri Dec 15 15:39:35 GMT 2023
CODEX ALIMENTARIUS (GSFA) INS-123
Created by admin on Fri Dec 15 15:39:35 GMT 2023 , Edited by admin on Fri Dec 15 15:39:35 GMT 2023
Code System Code Type Description
MERCK INDEX
m1639
Created by admin on Fri Dec 15 15:39:35 GMT 2023 , Edited by admin on Fri Dec 15 15:39:35 GMT 2023
PRIMARY Merck Index
SMS_ID
100000077702
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PRIMARY
NSC
4300
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PRIMARY
NCI_THESAURUS
C71677
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PRIMARY
ChEMBL
CHEMBL1408927
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PRIMARY
EVMPD
SUB12840MIG
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PRIMARY
CAS
915-67-3
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PRIMARY
ECHA (EC/EINECS)
213-022-2
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PRIMARY
HSDB
569
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PRIMARY
EPA CompTox
DTXSID2021232
Created by admin on Fri Dec 15 15:39:35 GMT 2023 , Edited by admin on Fri Dec 15 15:39:35 GMT 2023
PRIMARY
RXCUI
1433189
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PRIMARY
RS_ITEM_NUM
1018607
Created by admin on Fri Dec 15 15:39:35 GMT 2023 , Edited by admin on Fri Dec 15 15:39:35 GMT 2023
PRIMARY
NSC
215207
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PRIMARY
FDA UNII
37RBV3X49K
Created by admin on Fri Dec 15 15:39:35 GMT 2023 , Edited by admin on Fri Dec 15 15:39:35 GMT 2023
PRIMARY
WIKIPEDIA
FD&C Red No. 2
Created by admin on Fri Dec 15 15:39:35 GMT 2023 , Edited by admin on Fri Dec 15 15:39:35 GMT 2023
PRIMARY
DAILYMED
37RBV3X49K
Created by admin on Fri Dec 15 15:39:35 GMT 2023 , Edited by admin on Fri Dec 15 15:39:35 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY