Laccaic acid A

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

MedKoo CAT#: 598195

CAS#: 15979-35-8

Description: Laccaic acid A is a direct, DNA-competitive inhibitor of DNA methyltransferase 1.


Chemical Structure

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Laccaic acid A
CAS# 15979-35-8

Theoretical Analysis

MedKoo Cat#: 598195
Name: Laccaic acid A
CAS#: 15979-35-8
Chemical Formula: C26H19NO12
Exact Mass: 537.0907
Molecular Weight: 537.43
Elemental Analysis: C, 58.11; H, 3.56; N, 2.61; O, 35.72

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: Laccaic acid A;

IUPAC/Chemical Name: 7-(5-(2-acetamidoethyl)-2-hydroxyphenyl)-3,5,6,8-tetrahydroxy-9,10-dioxo-9,10-dihydroanthracene-1,2-dicarboxylic acid

InChi Key: IHLWXZNPOVMUFQ-UHFFFAOYSA-N

InChi Code: InChI=1S/C26H19NO12/c1-8(28)27-5-4-9-2-3-12(29)10(6-9)15-22(33)19-18(24(35)23(15)34)20(31)11-7-13(30)16(25(36)37)17(26(38)39)14(11)21(19)32/h2-3,6-7,29-30,33-35H,4-5H2,1H3,(H,27,28)(H,36,37)(H,38,39)

SMILES Code: O=C1c2c(C(c3c1c(C(O)=O)c(C(O)=O)c(O)c3)=O)c(O)c(O)c(c4cc(CCNC(C)=O)ccc4O)c2O

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: 2934.99.03.00

Preparing Stock Solutions

The following data is based on the product molecular weight 537.43 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

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1: Fagan RL, Cryderman DE, Kopelovich L, Wallrath LL, Brenner C. Laccaic acid A is a direct, DNA-competitive inhibitor of DNA methyltransferase 1. J Biol Chem. 2013 Aug 16;288(33):23858-67. doi: 10.1074/jbc.M113.480517. Epub 2013 Jul 9. PubMed PMID: 23839987; PubMed Central PMCID: PMC3745332.

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6: Sako F, Kobayashi N, Watabe H, Yokosawa N, Taniguchi N. Induction of gamma-glutamyl transpeptidase and glutathione S-transferase in cultured fetal rat hepatocytes by laccaic acid and monascus pigments. Chem Biol Interact. 1983 Apr-May;44(1-2):17-26. PubMed PMID: 6133634.

7: Hirata K, Uematsu Y, Suzuki K, Iida K, Yasuda K, Saito K. [Analysis of main pigments and other ingredients in lac color product]. Shokuhin Eiseigaku Zasshi. 2001 Apr;42(2):109-13. Japanese. PubMed PMID: 11486376.

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9: Kemmochi S, Yamamichi S, Shimamoto K, Onda N, Hasumi K, Suzuki K, Mitsumori K, Shibutani M. Lac color inhibits development of rat thyroid carcinomas through targeting activation of plasma hyaluronan-binding protein. Exp Biol Med (Maywood). 2012 Jun;237(6):728-38. doi: 10.1258/ebm.2012.011319. Epub 2012 Jun 19. PubMed PMID: 22715430.

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15: Yamada S, Noda N, Mikami E, Hayakawa J, Yamada M. Analysis of natural coloring matters in food. III. Application of methylation with diazomethane for the detection of lac color. J Assoc Off Anal Chem. 1989 Jan-Feb;72(1):48-51. PubMed PMID: 2715136.

16: Xu N, Shi YN, Zhong X, Cao Y, Wang L, Jia TZ. A new saikogenin from the roots of Bupleurum bicaule. Chin J Nat Med. 2014 Apr;12(4):305-8. doi: 10.1016/S1875-5364(14)60060-1. PubMed PMID: 24863358.

17: Banerjee TS, Bhaumik G, Yu CL, Swaminathan B, Giri AK, Srivastava S, Bhattacharjee SB. Evaluation of the genotoxicity of lac dye. Food Chem Toxicol. 1984 Aug;22(8):677-9. PubMed PMID: 6381266.

18: Kuramoto Y, Yamada K, Tsuruta O, Sugano M. Effect of natural food colorings on immunoglobulin production in vitro by rat spleen lymphocytes. Biosci Biotechnol Biochem. 1996 Oct;60(10):1712-3. PubMed PMID: 8987673.

19: Maguregui MI, Alonso RM, Barandiaran M, Jimenez RM, García N. Micellar electrokinetic chromatography method for the determination of several natural red dyestuff and lake pigments used in art work. J Chromatogr A. 2007 Jun 22;1154(1-2):429-36. Epub 2007 Mar 30. PubMed PMID: 17452040.

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