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Chlorophyllin

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Chlorophyllin
Structural formula of chlorophyllin, sodium salt
Space-filling model of the chlorophyllin molecule, sodium salt
Names
Other names
Natural green 3, E141
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.031.117
PubChem CID
UNII
  • InChI=1S/C34H36N4O6/c1-7-19-15(3)23-12-25-17(5)21(9-10-29(39)40)32(37-25)22(11-30(41)42)33-31(34(43)44)18(6)26(38-33)14-28-20(8-2)16(4)24(36-28)13-27(19)35-23/h7,12-14,17,21,35-36H,1,8-11H2,2-6H3,(H,39,40)(H,41,42)(H,43,44)/b23-12-,24-13-,25-12-,26-14-,27-13-,28-14-,32-22-,33-22-/t17-,21-/m0/s1 checkY
    Key: OYINILBBZAQBEV-HHGNVTQFSA-N checkY
  • InChI=1/C34H36N4O6/c1-7-19-15(3)23-12-25-17(5)21(9-10-29(39)40)32(37-25)22(11-30(41)42)33-31(34(43)44)18(6)26(38-33)14-28-20(8-2)16(4)24(36-28)13-27(19)35-23/h7,12-14,17,21,35-36H,1,8-11H2,2-6H3,(H,39,40)(H,41,42)(H,43,44)/b23-12-,24-13-,25-12-,26-14-,27-13-,28-14-,32-22-,33-22-/t17-,21-/m0/s1
    Key: OYINILBBZAQBEV-HHGNVTQFBL
  • CCC1=CC2=NC1=CC3=C(C4=C(C(C(=C4[N-]3)C5=NC(=CC6=NC(=C2)C(=C6C)C=C)C(C5CCC(=O)[O-])C)C(=O)[O-])[O-])C.[Cu+2].[Cu+2]
Properties
C34H31CuN4Na3O6
Molar mass 724.159 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Chlorophyllin refers to any one of a group of closely related water-soluble salts that are semi-synthetic derivatives of chlorophyll, differing in the identity of the cations associated with the anion. Its most common form is a sodium/copper derivative used as a food additive and in alternative medicine. As a food coloring agent, copper complex chlorophyllin is known as natural green 3 and has the E number E141.

Uses

Alternative medicine

Chlorophyllin is the active ingredient in a number of internally taken preparations intended to reduce odors associated with incontinence, colostomies, and similar procedures, as well as body odor in general. Also in recent years it has been used as a home remedy to treat acne and skin conditions such as pimples or blackheads, thanks to its antimicrobial effect. It is also available as a topical preparation, purportedly useful for both treatment and odor control of wounds, injuries, radiation burns, and other skin conditions."Chlorophyllin Uses, Side Effects & Warnings". Drugs.com. Retrieved 2020-03-29. Chlorophyllin has been used in alternative medicine as an aid to reduce the odor of urine or feces (bowel movements).

3D printing

Chlorophyllin has been used as a biocompatible photoblocker for generating green colored hydrogels with complex inner structures.

Chemical properties

Chlorophyllin is water-soluble. In vitro, it binds to some environmental mutagens such as the polycyclic aromatic hydrocarbons benzo[a]pyrene and dibenzo[a,i]pyrene. Chlorophyllin also binds to acridine orange.

Biological properties

Chlorophyllin has been validated to exhibit ameliorative effects against food additive induced genotoxicity (elevating the expression of DNA repair proteins p53 and PARP) and mitochondrial dysfunction and may be used as a therapeutic tool for the management of diseases like diabetes and cancer. It has shown to modulate several protein functions including the expression of cytokine proteins NFkβ and IFNγ.

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