Carminic acid | CAS:1260-17-9 | Manufacturer ChemFaces

Carminic acid

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Description:

Carminic acid, the well-known red dyestuff from cochineal insects (Dactylopius spp.), is a potent feeding deterrent to ants. Carminic acid is an antioxidant to protect erythrocytes and DNA against radical‐induced oxidation, it also has antitumor activity.

Targets:

ROS

In vitro:

Science. 1980 May 30;208(4447):1039-42.

Red cochineal dye (carminic acid): Its role in nature.[Pubmed: 17779027]

Carminic acid, the well-known red dyestuff from cochineal insects (Dactylopius spp.), is a potent feeding deterrent to ants. This deterrency may be indicative of the natural function of the compound, which may have evolved in cochineals as a chemical weapon against predation. The behavior of an unusual predator is described-the carnivorous caterpillar of a pyralid moth (Laetilia coccidivora)-which is undeterred by Carminic acid and feeds on cochineals.
CONCLUSIONS:
The animal has the remarkable habit of utilizing the ingested Carminic acid for defensive purposes of its own.

Journal of Physical Organic Chemistry, 2009 , 22 (9) :883-7.

Carminic acid: An antioxidant to protect erythrocytes and DNA against radical-induced oxidation[Reference: WebLink]

This work explored the antioxidant effect of Carminic acid (CarOH) on the oxidation of DNA and erythrocytes induced by 2,2′-azobis(2-amidinopropane hydrochloride) (AAPH).
METHODS AND RESULTS:
The half concentrations (IC50) of CarOH to scavenge radicals were measured by reacting with 2,2′-azinobis(3-ethylbenzothiazoline-6-sulfonate) radical cation (ABTS+•) and 2,2′-diphenyl-1-picrylhydrazyl (DPPH). The values of IC50 were 8.0 and 26.0 µM when CarOH reacted with ABTS+• and DPPH, respectively. CarOH was able to protect DNA against AAPH-induced oxidative damage by decreasing the formation rate of thiobarbituric acid reactive substance (TBARS). In addition, CarOH protected human erythrocytes against AAPH-induced hemolysis concentration dependently, during which one molecule of CarOH can trap almost three radicals. Moreover, quantum calculation revealed that the hydroxyl group at 6-position played major role in trapping radicals.

Carminic acid Description

Source:	From cochineal insects (Dactylopius spp.)
Solvent:	DMSO, Pyridine, Methanol, Ethanol, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Structure Identification:

Bioorganic Chemistry, 1979 , 8 (1) :17-24.

Reactions of the antitumor agent carminic acid and derivatives with DNA[Reference: WebLink]

METHODS AND RESULTS:
The antitumor agent Carminic acid 1a does not bind to DNA but nicks it slowly, more rapidly when reduced in situ, and still more rapidly when prereduced at the quinone moiety. The nicking process requires oxygen and is selectively inhibited by (i) superoxide dismutase, (ii) catalase, and (iii) free radical scavengers indicating the involvement of , and OH., respectively. The intermediacy of OH. was supported by spin trapping with N-t-butyl-α-phenylnitrone and epr of the radical produced via the Carminic acid semiquinone. The single strand scission of DNA by Carminic acid requires two adjacent hydroquinone moieties in the chromophore since reduced methyl tetra-O-methylcarminate 1b is without effect although it binds weakly to DNA. Polarographic redox potentials for the reversible (2e, 2H+) reduction of 1a and 1b are −0.736 ± 0.003 V and −0.56 ± 0.010 V against SCE, respectively.
CONCLUSIONS:
The fact that daunorubicin and adriamycin produce more extensive DNA strand scission than Carminic acid under comparable conditions of prereduction and on a molar basis is largely attributed to the assistance of intercalative binding afforded in the case of the anthracyclines.

Product Name	Carminic acid
Price:	$30 / 20mg
CAS No.:	1260-17-9
Catalog No.:	CFN94408
Molecular Formula:	C₂₂H₂₀O₁₃
Molecular Weight:	492.39 g/mol
Purity:	>=98%
Type of Compound:	Anthraquinones
Physical Desc.:	Powder
Source:	From cochineal insects (Dactylopius spp.)
Solvent:	DMSO, Pyridine, Methanol, Ethanol, etc.
Download:	COA MSDS
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Antioxidants Compound Library Antifeedant Compound Library Pigments Compound Library DNA-protective Compound Library Anthraquinones Compound Library ROS Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.0309 mL	10.1546 mL	20.3091 mL	40.6182 mL	50.7728 mL
5 mM	0.4062 mL	2.0309 mL	4.0618 mL	8.1236 mL	10.1546 mL
10 mM	0.2031 mL	1.0155 mL	2.0309 mL	4.0618 mL	5.0773 mL
50 mM	0.0406 mL	0.2031 mL	0.4062 mL	0.8124 mL	1.0155 mL
100 mM	0.0203 mL	0.1015 mL	0.2031 mL	0.4062 mL	0.5077 mL

CFN92537	2-Anthraquinonecarboxylic acid	117-78-2	252.2	C₁₅H₈O₄
CFN99157	Rhein	478-43-3	284.21	C₁₅H₈O₆
CFN93079	Rhein-8-glucoside	34298-86-7	446.36	C₂₁H₁₈O₁₁
CFN90145	Diacerein	13739-02-1	368.29	C₁₉H₁₂O₈
CFN92701	Ophiohayatone C	84-33-3	268.2	C₁₅H₈O₅
CFN95101	1-Methyl-2,8-dihydroxy-3-carboxy-9,10-anthraquinone	1401414-53-6	298.3	C₁₆H₁₀O₆
CFN98723	Damnacanthal	477-84-9	282.3	C₁₆H₁₀O₅
CFN94408	Carminic acid	1260-17-9	492.39	C₂₂H₂₀O₁₃
CFN00084	Laccaic acid E	14597-16-1	495.40	C₂₄H₁₇NO₁₁
CFN90251	Doxycycline	564-25-0	444.44	C₂₂H₂₄N₂O₈