CARMINIC ACID

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C22H20O13
Molecular Weight	492.3864
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]1(O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C2=C(O)C(O)=C3C(=O)C4=C(C(=O)C3=C2O)C(C)=C(C(O)=O)C(O)=C4

InChI

InChIKey=DGQLVPJVXFOQEV-JNVSTXMASA-N

InChI=1S/C22H20O13/c1-4-8-5(2-6(24)9(4)22(33)34)13(25)10-11(15(8)27)16(28)12(18(30)17(10)29)21-20(32)19(31)14(26)7(3-23)35-21/h2,7,14,19-21,23-24,26,28-32H,3H2,1H3,(H,33,34)/t7-,14-,19+,20-,21+/m1/s1

HIDE SMILES / InChI

Description
Sources: http://pubs.acs.org/doi/abs/10.1021/acs.jchemed.6b00644
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/28250351 | http://onlinelibrary.wiley.com/doi/10.2903/j.efsa.2015.4288/pdf | https://www.ncbi.nlm.nih.gov/pubmed/1385283

Carminic acid is a natural compound extracted from cochineal insects, such as the cochineal, Armenian cochineal, and Polish cochineal. . The chromophore in this molecule is the conjugated pi system extending across the central anthraquinone ring system. Carminic acid can combine with various metals to form the pigment carmine.2 In industry, it is commonly complexed with aluminum to produce a purple/pink precipitate (with calcium as a counterion). Carmine’s color differs depending on the metal it is complexed to. For centuries, carminic acid and carmine have been used as dyes. The source material is cochineal, a blood-like fluid found within the cochineal insect. Currently, carminic acid and carmine have a multitude of applications in the modern world. They are used as nontoxic food additives and biological stains and are finding new uses as electrochemical modifiers and photosensitizers.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Solute carrier organic anion transporter family member 1B1 32 Target ID: CHEMBL1697668 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23571415	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Severe hypertensive reaction to indigo carmine.	1977 Feb	841782
Promoting effects of carminic acid-enriched cochineal extracts on capsular invasive thyroid carcinomas through targeting activation of angiogenesis in rats.	2012	22687987

Patents

Sample Use Guides

In Vivo Use Guide

Acceptable daily intake 5 mg carmine (containing approximately 50 % carminic acid)/kg bw

Route of Administration: Oral

In Vitro Use Guide

In the Salmonella typhimurium reverse mutation test, carminic acid (53.1 % pure) was not mutagenic in strains TA 1535, TA 1537, TA 98 or TA 100 at doses from 125 to 2 000 μg/plate, in the presence and in the absence of S9 at two concentration levels

Name

Type

Language

CARMINIC ACID

Common Name

English

CARMINE 5297

Common Name

English

Carmine component carminic acid

Common Name

English

COCHINEAL CARMINE

Common Name

English

E 120

Code

English

NSC-6196

Code

English

2-ANTHRACENECARBOXYLIC ACID, 7-.BETA.-D-GLUCOPYRANOSYL-9,10-DIHYDRO-3,5,6,8-TETRAHYDROXY-1-METHYL-9,10-DIOXO-

Common Name

English

SUN RED NO. 1

Common Name

English

COCHINEAL RED PWD

Common Name

English

CI 75470 [INCI]

Common Name

English

NATURAL RED 2180

Common Name

English

CI-NATURAL RED 4

Common Name

English

C.I. 75470

Common Name

English

C.I. NATURAL RED 4

Common Name

English

E-120

Code

English

INS-120

Code

English

NSC-326224

Code

English

SAN-EI GEN SAN RED 1

Common Name

English

CI 75470

Official Name

English

CARMINIC ACID [MI]

Common Name

English

NATURAL RED 4

Common Name

English

CI-(1975)-NO.75470

Code

English

CARMINIC ACID [HSDB]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C461