Quinalizarin
Names
Preferred IUPAC name
1,2,5,8-Tetrahydroxyanthracene-9,10-dione
Identifiers
CAS Number
81-61-8 Y
3D model (JSmol)
ChEMBL
ChEMBL29898 N
ChemSpider
4829 N
ECHA InfoCard
100.001.243
UNII
6D43C3LYSG Y
DTXSID4052558
InChI=1S/C14H8O6/c15-6-3-4-7(16)11-10(6)12(18)5-1-2-8(17)13(19)9(5)14(11)20/h1-4,15-17,19H
N Key: VBHKTXLEJZIDJF-UHFFFAOYSA-N
N InChI=1/C14H8O6/c15-6-3-4-7(16)11-10(6)12(18)5-1-2-8(17)13(19)9(5)14(11)20/h1-4,15-17,19H
Key: VBHKTXLEJZIDJF-UHFFFAOYAM
C1=CC(=C(C2=C1C(=O)C3=C(C=CC(=C3C2=O)O)O)O)O
Properties
Chemical formula
C 14 H 8 O 6
Molar mass
272.212 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound
Quinalizarin or 1,2,5,8-tetrahydroxyanthraquinone is an organic compound with formula C14 H8 O6 . It is one of many tetrahydroxyanthraquinone isomers, formally derived from anthraquinone by replacement of four hydrogen atoms by hydroxyl (OH) groups at the 1, 2, 5, and 8 positions.
Quinalizarin is an inhibitor of the enzyme protein kinase CK2. It is more potent and selective than emodin.[1] It is also a potent catechol O-methyltransferase (COMT) inhibitor.[2] [3]
^ Cozza, G.; Mazzorana, M.; Papinutto, E.; Bain, J.; Elliott, M.; di Maira, G.; Gianoncelli, A.; Pagano, M. A.; Sarno, S.; Ruzzene, M.; Battistutta, R.; Meggio, F.; Moro, S.; Zagotto, G.; Pinna, L. A. (2009). "Quinalizarin as a Potent, Selective and Cell-Permeable Inhibitor of Protein Kinase CK2" (PDF) . The Biochemical Journal . 421 (3): 387–395. doi:10.1042/BJ20090069. PMID 19432557.
^ Schneider J, Huh MM, Bradlow HL, Fishman J (April 1984). "Antiestrogen action of 2-hydroxyestrone on MCF-7 human breast cancer cells". J. Biol. Chem . 259 (8): 4840–5. PMID 6325410.
^ Schütze N, Vollmer G, Knuppen R (April 1994). "Catecholestrogens are agonists of estrogen receptor dependent gene expression in MCF-7 cells". J. Steroid Biochem. Mol. Biol . 48 (5–6): 453–61. doi:10.1016/0960-0760(94)90193-7. PMID 8180106.
Last Update: 2023-06-28T03:43:30Z
Quinalizarin or 1,2,5,8-tetrahydroxyanthraquinone is an organic compound with formula C 14H 8O 6. It is one of many tetrahydroxyanthraquinone isomers,...
Word Count : 215
Last Update: 2024-06-16T18:40:32Z
4-Hydroxyestrone→4-Methoxyestrone Inhibitors: 2-Hydroxyestradiol 2-Hydroxyestrone Entacapone Neluxicapone Nitecapone Opicapone Quinalizarin Tolcapone...
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4-Hydroxyestrone→4-Methoxyestrone Inhibitors: 2-Hydroxyestradiol 2-Hydroxyestrone Entacapone Neluxicapone Nitecapone Opicapone Quinalizarin Tolcapone...
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Last Update: 2024-04-30T07:40:48Z
4-Hydroxyestrone→4-Methoxyestrone Inhibitors: 2-Hydroxyestradiol 2-Hydroxyestrone Entacapone Neluxicapone Nitecapone Opicapone Quinalizarin Tolcapone...
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Last Update: 2023-10-19T16:55:06Z
4-Hydroxyestrone→4-Methoxyestrone Inhibitors: 2-Hydroxyestradiol 2-Hydroxyestrone Entacapone Neluxicapone Nitecapone Opicapone Quinalizarin Tolcapone...
Word Count : 1451
Last Update: 2024-06-12T08:17:47Z
4-Hydroxyestrone→4-Methoxyestrone Inhibitors: 2-Hydroxyestradiol 2-Hydroxyestrone Entacapone Neluxicapone Nitecapone Opicapone Quinalizarin Tolcapone...
Word Count : 1020
Last Update: 2024-06-19T09:17:06Z
4-Hydroxyestrone→4-Methoxyestrone Inhibitors: 2-Hydroxyestradiol 2-Hydroxyestrone Entacapone Neluxicapone Nitecapone Opicapone Quinalizarin Tolcapone...
Word Count : 10941
Last Update: 2024-05-24T08:41:32Z
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Word Count : 3326
Last Update: 2024-05-31T20:08:44Z
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Word Count : 1526
Last Update: 2024-05-28T05:48:16Z
4-Hydroxyestrone→4-Methoxyestrone Inhibitors: 2-Hydroxyestradiol 2-Hydroxyestrone Entacapone Neluxicapone Nitecapone Opicapone Quinalizarin Tolcapone...
Word Count : 2785
Last Update: 2024-05-15T23:14:57Z
4-Hydroxyestrone→4-Methoxyestrone Inhibitors: 2-Hydroxyestradiol 2-Hydroxyestrone Entacapone Neluxicapone Nitecapone Opicapone Quinalizarin Tolcapone...
Word Count : 4627
Last Update: 2024-02-09T01:33:43Z
4-Hydroxyestrone→4-Methoxyestrone Inhibitors: 2-Hydroxyestradiol 2-Hydroxyestrone Entacapone Neluxicapone Nitecapone Opicapone Quinalizarin Tolcapone...
Word Count : 2016
Last Update: 2024-06-27T14:19:14Z
4-Hydroxyestrone→4-Methoxyestrone Inhibitors: 2-Hydroxyestradiol 2-Hydroxyestrone Entacapone Neluxicapone Nitecapone Opicapone Quinalizarin Tolcapone...
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Last Update: 2024-06-13T07:24:18Z
4-Hydroxyestrone→4-Methoxyestrone Inhibitors: 2-Hydroxyestradiol 2-Hydroxyestrone Entacapone Neluxicapone Nitecapone Opicapone Quinalizarin Tolcapone...
Word Count : 2913
Last Update: 2024-04-02T21:20:18Z
yellow 10 75670 natural 117-39-5 Quercitrin Thujin 75720 natural 522-12-3 Quinalizarin Alizarin bordeaux B Mordant violet 26 58500 anthraquinone 81-61-8 Quinizarin...
Word Count : 67
Last Update: 2024-05-12T19:55:58Z
4-Hydroxyestrone→4-Methoxyestrone Inhibitors: 2-Hydroxyestradiol 2-Hydroxyestrone Entacapone Neluxicapone Nitecapone Opicapone Quinalizarin Tolcapone...
Word Count : 1120
Last Update: 2024-06-24T08:04:37Z
4-Hydroxyestrone→4-Methoxyestrone Inhibitors: 2-Hydroxyestradiol 2-Hydroxyestrone Entacapone Neluxicapone Nitecapone Opicapone Quinalizarin Tolcapone...
Word Count : 575
Last Update: 2024-02-09T01:37:26Z
4-Hydroxyestrone→4-Methoxyestrone Inhibitors: 2-Hydroxyestradiol 2-Hydroxyestrone Entacapone Neluxicapone Nitecapone Opicapone Quinalizarin Tolcapone...
Word Count : 324
Last Update: 2024-03-18T05:56:56Z
4-Hydroxyestrone→4-Methoxyestrone Inhibitors: 2-Hydroxyestradiol 2-Hydroxyestrone Entacapone Neluxicapone Nitecapone Opicapone Quinalizarin Tolcapone...
Word Count : 1257
Last Update: 2024-05-16T08:41:31Z
4-Hydroxyestrone→4-Methoxyestrone Inhibitors: 2-Hydroxyestradiol 2-Hydroxyestrone Entacapone Neluxicapone Nitecapone Opicapone Quinalizarin Tolcapone...
Word Count : 5613
Last Update: 2024-06-28T22:51:59Z
4-Hydroxyestrone→4-Methoxyestrone Inhibitors: 2-Hydroxyestradiol 2-Hydroxyestrone Entacapone Neluxicapone Nitecapone Opicapone Quinalizarin Tolcapone...
Word Count : 5253
Last Update: 2024-03-09T01:13:06Z
4-Hydroxyestrone→4-Methoxyestrone Inhibitors: 2-Hydroxyestradiol 2-Hydroxyestrone Entacapone Neluxicapone Nitecapone Opicapone Quinalizarin Tolcapone...
Word Count : 2140