MedKoo Cat#: 126004 | Name: Tetroquinone dihydrate

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Tetroquinone is cyclohexadiene derivative with four hydroxyl groups and two ketone groups in opposite (para) positions, with potent prooxidant activity.

Chemical Structure

Tetroquinone dihydrate
CAS#5676-48-2 (dihydrate)

Theoretical Analysis

MedKoo Cat#: 126004

Name: Tetroquinone dihydrate

CAS#: 5676-48-2 (dihydrate)

Chemical Formula: C6H8O8

Exact Mass: 208.0219

Molecular Weight: 208.12

Elemental Analysis: C, 34.63; H, 3.87; O, 61.50

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
Tetroquinone dihydrate; Tetrahydroxy-1,4-benzoquinone; tetrahydroxy-p-benzoquinone; tetrahydroxybenzoquinone; NSC 112931; NSC112931; NSC-112931; THQ;
IUPAC/Chemical Name
2,3,5,6-tetrahydroxycyclohexa-2,5-diene-1,4-dione dihydrate
InChi Key
PTIMJXRLFTZAOV-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H4O6.2H2O/c7-1-2(8)4(10)6(12)5(11)3(1)9;;/h7-8,11-12H;2*1H2
SMILES Code
O.O.OC1=C(O)C(=O)C(O)=C(O)C1=O
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 208.12 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Majidi L, Ahmadiparidari A, Shan N, Misal SN, Kumar K, Huang Z, Rastegar S, Hemmat Z, Zou X, Zapol P, Cabana J, Curtiss LA, Salehi-Khojin A. 2D Copper Tetrahydroxyquinone Conductive Metal-Organic Framework for Selective CO2 Electrocatalysis at Low Overpotentials. Adv Mater. 2021 Feb 1:e2004393. doi: 10.1002/adma.202004393. Epub ahead of print. PMID: 33522009. 2: Chen G, Gee LB, Xu W, Zhu Y, Lezama-Pacheco JS, Huang Z, Li Z, Babicz JT Jr, Choudhury S, Chang TH, Reed E, Solomon EI, Bao Z. Valence-Dependent Electrical Conductivity in a 3D Tetrahydroxyquinone-Based Metal-Organic Framework. J Am Chem Soc. 2020 Dec 23;142(51):21243-21248. doi: 10.1021/jacs.0c09379. Epub 2020 Dec 14. PMID: 33315385. 3: Park J, Hinckley AC, Huang Z, Feng D, Yakovenko AA, Lee M, Chen S, Zou X, Bao Z. Synthetic Routes for a 2D Semiconductive Copper Hexahydroxybenzene Metal- Organic Framework. J Am Chem Soc. 2018 Nov 7;140(44):14533-14537. doi: 10.1021/jacs.8b06666. Epub 2018 Oct 30. PMID: 30176142. 4: Lo Cicero M, Della Pia A, Riello M, Colazzo L, Sedona F, Betti MG, Sambi M, De Vita A, Mariani C. A long-range ordered array of copper tetrameric units embedded in an on-surface metal organic framework. J Chem Phys. 2017 Dec 7;147(21):214706. doi: 10.1063/1.5004082. PMID: 29221400. 5: Fouad DM, Ismail NM, El-Gahami MA, Ibrahim SA. Kinetics of the substitution of dehydroacetic acid in tris (dehydroacetato) Fe(III) complex by 8-hydroxyquinoline, di- and tetra-hydroxyquinone. Spectrochim Acta A Mol Biomol Spectrosc. 2007 Jun;67(2):564-7. doi: 10.1016/j.saa.2006.05.039. Epub 2006 Aug 18. PMID: 17049303. 6: Martins Cavagis AD, Ferreira CV, Versteeg HH, Assis CF, Bos CL, Bleuming SA, Diks SH, Aoyama H, Peppelenbosch MP. Tetrahydroxyquinone induces apoptosis of leukemia cells through diminished survival signaling. Exp Hematol. 2006 Feb;34(2):188-96. doi: 10.1016/j.exphem.2005.11.001. PMID: 16459187. 7: Ching R. Tetrahydroxyquinone (THQ): its use in ophthalmology. Eye Ear Nose Throat Mon. 1971 Apr;50(4):144-9. PMID: 5572985. 8: Ching R. Tetrahydroxyquinone (THQ) its use in ophthalmology. I. Eye Ear Nose Throat Mon. 1971 Mar;50(3):101-7 contd. PMID: 5552869. 9: Takeuchi S, Inoue Y. Hypoglycemic actions of tetrahydroxyquinone, rhodizonic acid and trichinoyl in mice and rabbits. Jpn J Pharmacol. 1968 Sep;18(3):312-20. doi: 10.1254/jjp.18.312. PMID: 5304400. 10: Satoh GJ, Kelly EW Jr. Changes in the collagen and acid mucopolysaccharides of rat skin during the calciphylactic calciferol-albumin syndrome and the effect of simultaneous administration of tetrahydroxyquinone. J Invest Dermatol. 1967 Jan;48(1):1-6. doi: 10.1038/jid.1967.1. PMID: 4225134. 11: Keech MK, McCann DS, Boyle AJ, Pinkus H. Effect of ethylenediaminetetraacetic acid (EDTA) and tetrahydroxyquinone on sclerodermatous skin. Histologic and chemical studies. J Invest Dermatol. 1966 Sep;47(3):235-46. doi: 10.1038/jid.1966.136. PMID: 4958819. 12: KELLY EW Jr. TETRAHYDROXYQUINONE (THQ) EFFECTS ON SPONGE IMPLANTS IN THE ALBINO RAT. Arch Pathol. 1964 Mar;77:317-23. PMID: 14095749. 13: KELLY EW Jr. The effects of tetrahydroxyquinone on connective tissue. J Chronic Dis. 1963 Apr;16:335-42. doi: 10.1016/0021-9681(63)90084-5. PMID: 14031813. 14: SERIS JL, BRU A. [The protective effect of tetrahydroxyquinone against the action of x-rays on baker's yeasts]. C R Hebd Seances Acad Sci. 1962 Jul 23;255:791-3. French. PMID: 13910826. 15: PREISLER PW, BERGER L, HILL ES. Oxidation-reduction potentials and ionization constants of the reversible series; hexahydroxybenzene- tetrahydroxyquinone-rhodizonic acid. J Am Chem Soc. 1948 Feb;70(2):871. doi: 10.1021/ja01182a515. PMID: 18933297.