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2D Structure
Also known as: 9000-07-1, Zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate, Carrageenan, native, Miv-150/za/cg, Miv-150/zinc acetate carrageenan, Zinc 1-(5-cyano-2-pyridyl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoyl-phenyl)cyclopropyl]urea diacetate
Molecular Formula
C23H23FN4O7Zn
Molecular Weight
551.8  g/mol
InChI Key
UHVMMEOXYDMDKI-JKYCWFKZSA-L

A water-soluble extractive mixture of sulfated polysaccharides from RED ALGAE. Chief sources are the Irish moss CHONDRUS CRISPUS (Carrageen), and Gigartina stellata. It is used as a stabilizer, for suspending COCOA in chocolate manufacture, and to clarify BEVERAGES.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
zinc;1-(5-cyanopyridin-2-yl)-3-[(1S,2S)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate
2.1.2 InChI
InChI=1S/C19H17FN4O3.2C2H4O2.Zn/c1-2-15(25)11-4-5-13(20)17(18(11)26)12-7-14(12)23-19(27)24-16-6-3-10(8-21)9-22-16;2*1-2(3)4;/h3-6,9,12,14,26H,2,7H2,1H3,(H2,22,23,24,27);2*1H3,(H,3,4);/q;;;+2/p-2/t12-,14+;;;/m1.../s1
2.1.3 InChI Key
UHVMMEOXYDMDKI-JKYCWFKZSA-L
2.1.4 Canonical SMILES
CCC(=O)C1=C(C(=C(C=C1)F)C2CC2NC(=O)NC3=NC=C(C=C3)C#N)O.CC(=O)[O-].CC(=O)[O-].[Zn+2]
2.1.5 Isomeric SMILES
CCC(=O)C1=C(C(=C(C=C1)F)[C@@H]2C[C@@H]2NC(=O)NC3=NC=C(C=C3)C#N)O.CC(=O)[O-].CC(=O)[O-].[Zn+2]
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Carrageenin

2. Iota Carrageenan

3. Iota-carrageenan

4. Kappa Carrageenan

5. Kappa-carrageenan

6. Lambda Carrageenan

7. Lambda-carrageenan

2.2.2 Depositor-Supplied Synonyms

1. 9000-07-1

2. Zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate

3. Carrageenan, Native

4. Miv-150/za/cg

5. Miv-150/zinc Acetate Carrageenan

6. Zinc 1-(5-cyano-2-pyridyl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoyl-phenyl)cyclopropyl]urea Diacetate

2.2.3 Other Synonyms

1. Kappa-carrageenan

2. Carrageenan Api

2.3 Create Date
2013-07-09
3 Chemical and Physical Properties
Molecular Weight 551.8 g/mol
Molecular Formula C23H23FN4O7Zn
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count10
Rotatable Bond Count5
Exact Mass550.084219 g/mol
Monoisotopic Mass550.084219 g/mol
Topological Polar Surface Area195 Ų
Heavy Atom Count36
Formal Charge0
Complexity647
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count4
4 Drug and Medication Information
4.1 Therapeutic Uses

Traditional Medicine: ... Used in tuberculosis, coughs, bronchitis, and intestinal problems, usually in the form of a decoction of the seaweed.

Leung, A.Y., Foster, S. Encyclopedia of Common Natural Ingredients Used in Food, Drugs, and Cosmetics. New York, NY. John Wiley & Sons, Inc. 1996., p. 126


Carrageenan, both in the degraded (molecular weight greater than or equal to 20,000) and undegraded forms, has been reported to alleviate peptic and duodenal ulcers in humans.

Leung, A.Y., Foster, S. Encyclopedia of Common Natural Ingredients Used in Food, Drugs, and Cosmetics. New York, NY. John Wiley & Sons, Inc. 1996., p. 125


5 Pharmacology and Biochemistry
5.1 Absorption, Distribution and Excretion

IN GUINEA-PIGS, NATIVE FORM OF CARRAGEENAN WAS NOT ABSORBED; DEGRADED CARRAGEENAN COULD NOT BE DETECTED IN URINE OF ANIMALS @ LEVELS OF ABOUT 0.3 MG/ML AFTER 1.85 G HAD BEEN ADMIN IN DRINKING-WATER OR @ LEVELS OF BETWEEN 0.03-0.3 MG/ML WHEN 4-15 MG/KG BODY WT OF DEGRADED CARRAGEENAN HAD BEEN ADMIN IV.

IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V10 186 (1976)


NATIVE CARRAGEENAN FED TO YOUNG RATS @ LEVELS OF 2-20% IN DIET WAS FOUND TO BE EXCRETED QUANTITATIVELY IN FECES.

IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V10 186 (1976)


NO STORAGE OF CARRAGEENAN WAS FOUND IN RHESUS MONKEYS GIVEN 1% NATIVE CARRAGEENAN IN DRINKING-WATER OVER 7-11 WEEKS, FOLLOWED BY 24-WK RECOVERY PERIOD. IN CONTRAST, DEGRADED CARRAGEENAN, WHICH WAS RETAINED AFTER ABSORPTION IN RETICULOENDOTHELIAL TISSUE, COULD STILL BE FOUND IN KUPFFER CELLS 6 MONTHS AFTER ADMIN.

IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V10 186 (1976)


5.2 Metabolism/Metabolites

Carrageen has inhibitory effects on pepsin activity in vitro. Its degraded form (no viscosity) and forms with low and high viscosities all exhibit antiproteolytic activities in vitro against papain.

Leung, A.Y., Foster, S. Encyclopedia of Common Natural Ingredients Used in Food, Drugs, and Cosmetics. New York, NY. John Wiley & Sons, Inc. 1996., p. 125