Echinochrome A | CAS#517-82-8 | Sea urchin pigment

MedKoo Cat#: 463379 | Name: Echinochrome A

Description:

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

Echinochrome A is one of the main pigments of several sea urchin species and is registered in the Russian pharmacopeia as an active drug substance (Histochrome®), used in the fields of cardiology and ophthalmology.

Chemical Structure

Echinochrome A

CAS#517-82-8

Theoretical Analysis

MedKoo Cat#: 463379

Name: Echinochrome A

CAS#: 517-82-8

Chemical Formula: C12H10O7

Exact Mass: 266.0427

Molecular Weight: 266.21

Elemental Analysis: C, 54.14; H, 3.79; O, 42.07

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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Related CAS #

No Data

Synonym

Echinochrome A; Echinochrom;

IUPAC/Chemical Name

2-ethyl-3,5,6,7,8-pentahydroxynaphthalene-1,4-dione

InChi Key

NCFUWNUATANZPH-UHFFFAOYSA-N

InChi Code

InChI=1S/C12H10O7/c1-2-3-6(13)4-5(8(15)7(3)14)10(17)12(19)11(18)9(4)16/h14,16-19H,2H2,1H3

SMILES Code

CCC1=C(C(c2c(C1=O)c(O)c(O)c(O)c2O)=O)O

Appearance

Solid powder

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

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 266.21 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.

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: Mishchenko NP, Krylova NV, Iunikhina OV, Vasileva EA, Likhatskaya GN, Pislyagin EA, Tarbeeva DV, Dmitrenok PS, Fedoreyev SA. Antiviral Potential of Sea Urchin Aminated Spinochromes against Herpes Simplex Virus Type 1. Mar Drugs. 2020 Nov 5;18(11):E550. doi: 10.3390/md18110550. PMID: 33167501. 2: Mishchenko NP, Vasileva EA, Gerasimenko AV, Grigorchuk VP, Dmitrenok PS, Fedoreyev SA. Isolation and Structure Determination of Echinochrome A Oxidative Degradation Products. Molecules. 2020 Oct 18;25(20):4778. doi: 10.3390/molecules25204778. PMID: 33080948; PMCID: PMC7587531. 3: Sazonova EN, Kuznetsova MS, Vasileva EA, Mishchenko NP, Tsimbalist NA, Lebed'ko ОА. Cytoprotective Effect of Echinochrome A in Primary Culture of Pulmonary Fibroblasts from Albino Rats under Conditions of Oxidative Stress. Bull Exp Biol Med. 2020 Aug;169(4):582-585. doi: 10.1007/s10517-020-04933-3. Epub 2020 Sep 10. PMID: 32910387. 4: Hou Y, Carne A, McConnell M, Mros S, Vasileva EA, Mishchenko NP, Burrow K, Wang K, Bekhit AA, Bekhit AEA. PHNQ from Evechinus chloroticus Sea Urchin Supplemented with Calcium Promotes Mineralization in Saos-2 Human Bone Cell Line. Mar Drugs. 2020 Jul 19;18(7):373. doi: 10.3390/md18070373. PMID: 32707634; PMCID: PMC7404214. 5: Artyukov AA, Zelepuga EA, Bogdanovich LN, Lupach NM, Novikov VL, Rutckova TA, Kozlovskaya EP. Marine Polyhydroxynaphthoquinone, Echinochrome A: Prevention of Atherosclerotic Inflammation and Probable Molecular Targets. J Clin Med. 2020 May 15;9(5):1494. doi: 10.3390/jcm9051494. PMID: 32429179; PMCID: PMC7291202. 6: Kim JM, Kim JH, Shin SC, Park GC, Kim HS, Kim K, Kim HK, Han J, Mishchenko NP, Vasileva EA, Fedoreyev SA, Stonik VA, Lee BJ. The Protective Effect of Echinochrome A on Extracellular Matrix of Vocal Folds in Ovariectomized Rats. Mar Drugs. 2020 Jan 24;18(2):77. doi: 10.3390/md18020077. PMID: 31991543; PMCID: PMC7073970. 7: Oh SJ, Seo Y, Ahn JS, Shin YY, Yang JW, Kim HK, Han J, Mishchenko NP, Fedoreyev SA, Stonik VA, Kim HS. Echinochrome A Reduces Colitis in Mice and Induces In Vitro Generation of Regulatory Immune Cells. Mar Drugs. 2019 Oct 31;17(11):622. doi: 10.3390/md17110622. PMID: 31683521; PMCID: PMC6891633. 8: Park GB, Kim MJ, Vasileva EA, Mishchenko NP, Fedoreyev SA, Stonik VA, Han J, Lee HS, Kim D, Jeong JY. Echinochrome A Promotes Ex Vivo Expansion of Peripheral Blood-Derived CD34+ Cells, Potentially through Downregulation of ROS Production and Activation of the Src-Lyn-p110δ Pathway. Mar Drugs. 2019 Sep 9;17(9):526. doi: 10.3390/md17090526. PMID: 31505769; PMCID: PMC6780187. 9: Kim R, Hur D, Kim HK, Han J, Mishchenko NP, Fedoreyev SA, Stonik VA, Chang W. Echinochrome A Attenuates Cerebral Ischemic Injury through Regulation of Cell Survival after Middle Cerebral Artery Occlusion in Rat. Mar Drugs. 2019 Aug 28;17(9):501. doi: 10.3390/md17090501. PMID: 31466244; PMCID: PMC6780833. 10: Park JH, Lee NK, Lim HJ, Mazumder S, Kumar Rethineswaran V, Kim YJ, Jang WB, Ji ST, Kang S, Kim DY, Van LTH, Giang LTT, Kim DH, Ha JS, Yun J, Kim H, Han J, Mishchenko NP, Fedoreyev SA, Vasileva EA, Kwon SM, Baek SH. Therapeutic Cell Protective Role of Histochrome under Oxidative Stress in Human Cardiac Progenitor Cells. Mar Drugs. 2019 Jun 21;17(6):368. doi: 10.3390/md17060368. PMID: 31234277; PMCID: PMC6628112. 11: Yoon CS, Kim HK, Mishchenko NP, Vasileva EA, Fedoreyev SA, Stonik VA, Han J. Spinochrome D Attenuates Doxorubicin-Induced Cardiomyocyte Death via Improving Glutathione Metabolism and Attenuating Oxidative Stress. Mar Drugs. 2018 Dec 20;17(1):2. doi: 10.3390/md17010002. PMID: 30577438; PMCID: PMC6356724. 12: Fedoreyev SA, Krylova NV, Mishchenko NP, Vasileva EA, Pislyagin EA, Iunikhina OV, Lavrov VF, Svitich OA, Ebralidze LK, Leonova GN. Antiviral and Antioxidant Properties of Echinochrome A. Mar Drugs. 2018 Dec 15;16(12):509. doi: 10.3390/md16120509. PMID: 30558297; PMCID: PMC6315383. 13: Mohamed AS, Sadek SA, Hassanein SS, Soliman AM. Hepatoprotective Effect of Echinochrome Pigment in Septic Rats. J Surg Res. 2019 Feb;234:317-324. doi: 10.1016/j.jss.2018.10.004. Epub 2018 Nov 2. PMID: 30527491. 14: Sokolova EV, Menzorova NI, Davydova VN, Kuz'mich AS, Kravchenko AO, Mishchenko NP, Yermak IM. Effects of Carrageenans on Biological Properties of Echinochrome. Mar Drugs. 2018 Nov 1;16(11):419. doi: 10.3390/md16110419. PMID: 30388746; PMCID: PMC6267469. 15: Hou Y, Vasileva EA, Mishchenko NP, Carne A, McConnell M, Bekhit AEA. Extraction, structural characterization and stability of polyhydroxylated naphthoquinones from shell and spine of New Zealand sea urchin (Evechinus chloroticus). Food Chem. 2019 Jan 30;272:379-387. doi: 10.1016/j.foodchem.2018.08.046. Epub 2018 Aug 10. PMID: 30309558. 16: Yermak IM, Gorbach VI, Glazunov VP, Kravchenko AO, Mishchenko NP, Pimenova EA, Davydova VN. Liposomal Form of the Echinochrome-Carrageenan Complex. Mar Drugs. 2018 Sep 10;16(9):324. doi: 10.3390/md16090324. PMID: 30201899; PMCID: PMC6163634. 17: Sayed DA, Soliman AM, Fahmy SR. Echinochrome pigment as novel therapeutic agent against experimentally - induced gastric ulcer in rats. Biomed Pharmacother. 2018 Nov;107:90-95. doi: 10.1016/j.biopha.2018.07.173. Epub 2018 Aug 3. PMID: 30081206. 18: Bernikova OG, Sedova KA, Kharin SN, Azarov YE. Effect of Water-Soluble Echinochrome Analog on Arrhythmia Severity in Experimental Model of Acute Myocardial Ischemia. Bull Exp Biol Med. 2018 Jul;165(3):340-343. doi: 10.1007/s10517-018-4165-z. Epub 2018 Jul 13. PMID: 30006880. 19: Kim HK, Cho SW, Heo HJ, Jeong SH, Kim M, Ko KS, Rhee BD, Mishchenko NP, Vasileva EA, Fedoreyev SA, Stonik VA, Han J. A Novel Atypical PKC-Iota Inhibitor, Echinochrome A, Enhances Cardiomyocyte Differentiation from Mouse Embryonic Stem Cells. Mar Drugs. 2018 Jun 2;16(6):192. doi: 10.3390/md16060192. PMID: 29865255; PMCID: PMC6025622. 20: Coates CJ, McCulloch C, Betts J, Whalley T. Echinochrome A Release by Red Spherule Cells Is an Iron-Withholding Strategy of Sea Urchin Innate Immunity. J Innate Immun. 2018;10(2):119-130. doi: 10.1159/000484722. Epub 2017 Dec 7. PMID: 29212075; PMCID: PMC6757146.