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MedKoo Cat#: 5981194 | Name: Lac dye

Description:

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

Lac dye is a possible food coloring agent which is completely nontoxic at low doses; lac dye is water soluble constituent of stick lac (commercial lac resin); lac resin is hardened secretion of insect Laccifer lacca (lac insect).

Chemical Structure

Lac dye
Lac dye
CAS#27597-77-9

Theoretical Analysis

MedKoo Cat#: 5981194

Name: Lac dye

CAS#: 27597-77-9

Chemical Formula: C26H35N3O11

Exact Mass: 565.2272

Molecular Weight: 565.57

Elemental Analysis: C, 55.22; H, 6.24; N, 7.43; O, 31.12

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
Lac dye;
IUPAC/Chemical Name
(2S,3R,4S,5R,6R)-2-(((2R,3S,4R,5R,6S)-6-(4-((E)-(4-(dimethylamino)phenyl)diazenyl)phenoxy)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
InChi Key
PKTBUSPVTXIOCN-BXOCVOAYSA-N
InChi Code
InChI=1S/C26H35N3O11/c1-29(2)15-7-3-13(4-8-15)27-28-14-5-9-16(10-6-14)37-25-23(36)21(34)24(18(12-31)39-25)40-26-22(35)20(33)19(32)17(11-30)38-26/h3-10,17-26,30-36H,11-12H2,1-2H3/b28-27+/t17-,18-,19+,20+,21-,22-,23-,24-,25-,26+/m1/s1
SMILES Code
O[C@H]([C@H]([C@@H]([C@@H](CO)O1)O[C@H]2[C@@H]([C@H]([C@H]([C@@H](CO)O2)O)O)O)O)[C@@H]1OC3=CC=C(/N=N/C4=CC=C(N(C)C)C=C4)C=C3
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 565.57 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: Nishizaki Y, Ishizuki K, Akiyama H, Tada A, Sugimoto N, Sato K. Preparation of a Ammonia-Treated Lac Dye and Structure Elucidation of Its Main Component. Shokuhin Eiseigaku Zasshi. 2016;57(6):193-200. doi: 10.3358/shokueishi.57.193. PubMed PMID: 28025453. 2: Shamim G, Ranjan SK, Pandey DM, Sharma KK, Ramani R. Lac dye as a potential anti-neoplastic agent. J Cancer Res Ther. 2016 Apr-Jun;12(2):1033-5. doi: 10.4103/0973-1482.155975. PubMed PMID: 27461693. 3: Divya, Singh RP, Baboo B, Prasad KM. Evaluation of coloring efficacy of lac dye in comminuted meat product. J Food Sci Technol. 2011 Jun;48(3):378-81. doi: 10.1007/s13197-011-0308-1. Epub 2011 Feb 6. PubMed PMID: 23572762; PubMed Central PMCID: PMC3551154. 4: Srivastava S, Chowdhury AR, Maurya S. Antimicrobial Efficacy of Methylated Lac Dye, an Anthraquinone Derivative. Indian J Microbiol. 2017 Dec;57(4):470-476. doi: 10.1007/s12088-017-0682-0. Epub 2017 Oct 24. PubMed PMID: 29151648; PubMed Central PMCID: PMC5671437. 5: 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. 6: Tanaka T. Reproductive and neurobehavioural effects of lac dye administered in the diet to mice. Food Addit Contam. 1997 May-Jun;14(4):373-80. PubMed PMID: 9205566. 7: Oka H, Ito Y, Yamada S, Kagami T, Hayakawa J, Harada K, Atsumi E, Suzuki M, Suzuki M, Odani H, Akahori S, Maeda K, Nakazawa H, Ito Y. Separation of lac dye components by high-speed counter-current chromatography. J Chromatogr A. 1998 Jul 10;813(1):71-7. PubMed PMID: 9697316. 8: 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. 9: Chakravarty I, Roy BR. Evaluation of Lac dye as a possible food colour: studies on hepatic biochemistry. Indian J Public Health. 1981 Jul-Sep;24(3):170-5. PubMed PMID: 7251108. 10: Sriplung H, Kietthubthew S, Boonyaphiphat P. Hematoxylin-lac-curcuma polychrome stain for mucin. J Med Assoc Thai. 1995 Mar;78(3):140-4. PubMed PMID: 7543924. 11: Hirata K, Uematsu Y, Suzuki K, Iida K, Kamata K. [Analysis of lac color in diets and feces of rats for toxicity studies]. Shokuhin Eiseigaku Zasshi. 2002 Apr;43(2):110-3. Japanese. PubMed PMID: 12092412. 12: 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. 13: 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. 14: Puchalska M, Orlińska M, Ackacha MA, Połeć-Pawlak K, Jarosz M. Identification of anthraquinone coloring matters in natural red dyes by electrospray mass spectrometry coupled to capillary electrophoresis. J Mass Spectrom. 2003 Dec;38(12):1252-8. PubMed PMID: 14696204. 15: 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. 16: 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. 17: Sekido C, Nishimura N, Takai M, Hasumi K. Inhibition of plasma hyaluronan-binding protein autoactivation by laccaic acid. Biosci Biotechnol Biochem. 2010;74(11):2320-2. Epub 2010 Nov 7. PubMed PMID: 21071862. 18: Dube DK, Loch-Caruso R, Trosko JE, Chakravarty I, Ghosh A, Loeb LA. Assessment of the carcinogenic potential of a proposed food coloring additive, laccaic acid, using short-term assays. Cell Biol Toxicol. 1984 Oct;1(1):111-25. PubMed PMID: 6401125. 19: Karapanagiotis I, Chryssoulakis Y. Investigation of red natural dyes used in historical objects by HPLC-DAD-MS. Ann Chim. 2006 Jan-Feb;96(1-2):75-84. PubMed PMID: 16736555. 20: Brosseau CL, Gambardella A, Casadio F, Grzywacz CM, Wouters J, Van Duyne RP. Ad-hoc surface-enhanced Raman spectroscopy methodologies for the detection of artist dyestuffs: thin layer chromatography-surface enhanced Raman spectroscopy and in situ on the fiber analysis. Anal Chem. 2009 Apr 15;81(8):3056-62. doi: 10.1021/ac802761v. PubMed PMID: 19317457.