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MedKoo Cat#: 145904 | Name: Ayapin

Description:

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

Ayapin (also known as 2,4,6-trimethoxyphenylthiazole) is a synthetic compound that has demonstrated potential as an anti-inflammatory and anti-cancer agent. It works by inhibiting specific enzymes and signaling pathways involved in inflammation and tumor growth. AYAPIN has been explored for applications in therapeutic areas such as cancer treatment and inflammatory diseases. Its mechanism involves modulating the activity of protein kinases and other cellular pathways that contribute to disease progression.

Chemical Structure

Ayapin
Ayapin
CAS#494-56-4

Theoretical Analysis

MedKoo Cat#: 145904

Name: Ayapin

CAS#: 494-56-4

Chemical Formula: C10H6O4

Exact Mass: 190.0300

Molecular Weight: 190.15

Elemental Analysis: C, 63.16; H, 3.18; O, 33.65

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.
Bulk Inquiry
Related CAS #
No Data
Synonym
Ayapin; Aiapin;
IUPAC/Chemical Name
6H-[1,3]dioxolo[4,5-g]chromen-6-one
InChi Key
MLQTZXHZYMNZJE-UHFFFAOYSA-N
InChi Code
1S/C10H6O4/c11-10-2-1-6-3-8-9(13-5-12-8)4-7(6)14-10/h1-4H,5H2
SMILES Code
O=C1OC2=CC3=C(OCO3)C=C2C=C1
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 190.15 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: WRIGLEY TC. Ayapin, scopoletin and 6,7-dimethoxycoumarin from Dendrobium thyrsiflorum (Reichb. f.). Nature. 1960 Dec 24;188:1108. doi: 10.1038/1881108a0. PMID: 13786838. 2: Liu YY, Yu H, Yuan F, Zhou F, Chen YG. [Study on distributed patterns of scoparone and ayapin in Dendrobium species from Yunnan]. Zhongguo Zhong Yao Za Zhi. 2013 Nov;38(21):3691-5. Chinese. PMID: 24494556. 3: DIETERMAN LJ, LIN CY, ROHRBAUGH LM, WENDER SH. ACCUMULATION OF AYAPIN AND SCOPOLIN IN SUNFLOWER PLANTS TREATED WITH 2,4-DICHLOROPHENOXYACETIC ACID. Arch Biochem Biophys. 1964 Jul 20;106:275-9. doi: 10.1016/0003-9861(64)90188-2. PMID: 14217169. 4: Tal B, Robeson DJ. The metabolism of sunflower phytoalexins ayapin and scopoletin: plant-fungus interactions. Plant Physiol. 1986 Sep;82(1):167-72. doi: 10.1104/pp.82.1.167. PMID: 16664986; PMCID: PMC1056084. 5: Hao Z, Liu M, Liu Z, Lv D. Huperzine A for vascular dementia. Cochrane Database Syst Rev. 2009 Apr 15;(2):CD007365. doi: 10.1002/14651858.CD007365.pub2. PMID: 19370686; PMCID: PMC4171119. 6: Yue J, Dong BR, Lin X, Yang M, Wu HM, Wu T. Huperzine A for mild cognitive impairment. Cochrane Database Syst Rev. 2012 Dec 12;12(12):CD008827. doi: 10.1002/14651858.CD008827.pub2. PMID: 23235666; PMCID: PMC6464949. 7: Scio E, Ribeiro A, Alves TM, Romanha AJ, Dias de Souza Filho J, Cordell GA, Zani CL. Diterpenes from Alomia myriadenia (Asteraceae) with cytotoxic and trypanocidal activity. Phytochemistry. 2003 Nov;64(6):1125-31. doi: 10.1016/s0031-9422(03)00529-6. PMID: 14568079. 8: Jadhav NH, Sakate SS, Rasal NK, Shinde DR, Pawar RA. Heterogeneously Catalyzed Pechmann Condensation Employing the Tailored Zn0.925Ti0.075O NPs: Synthesis of Coumarin. ACS Omega. 2019 May 15;4(5):8522-8527. doi: 10.1021/acsomega.9b00257. PMID: 31459942; PMCID: PMC6648791. 9: Sudan CRC, Pereira LC, Silva AF, Moreira CPS, de Oliveira DS, Faria G, Dos Santos JSC, Leclercq SY, Caldas S, Silva CG, Lopes JCD, de Almeida VL. Biological Activities of Extracts from Ageratum fastigiatum: Phytochemical Study and In Silico Target Fishing Approach. Planta Med. 2021 Oct;87(12-13):1045-1060. doi: 10.1055/a-1576-4080. Epub 2021 Sep 16. PMID: 34530481. 10: Stein AC, Alvarez S, Avancini C, Zacchino S, von Poser G. Antifungal activity of some coumarins obtained from species of Pterocaulon (Asteraceae). J Ethnopharmacol. 2006 Aug 11;107(1):95-8. doi: 10.1016/j.jep.2006.02.009. Epub 2006 Feb 28. PMID: 16574360. 11: Vera N, Bardón A, Catalán CA, Gedris TE, Herz W. New coumarins from Pterocaulon polystachyum. Planta Med. 2001 Oct;67(7):674-7. doi: 10.1055/s-2001-17365. PMID: 11582550. 12: da Souza JA, Pozetti GL. Atividade hemocoagulante da Aiapina (6,7-metilen- dioxi-cumarina) obtida da Alomia fastigiata Benth (Compositae) [Blood coagulation activity of the Ayapin, (6,7-metilen-dioxy-coumarin) obtained from Alomia fastigiata Benth (Compositae)]. Rev Fac Farm Odontol Araraquara. 1974 Jul-Dec;8(2):123-7. Portuguese. PMID: 4535879. 13: Prats E, Galindo JC, Bazzalo ME, León A, Macías FA, Rubiales D, Jorrín JV. Antifungal activity of a new phenolic compound from capitulum of a head rot- resistant sunflower genotype. J Chem Ecol. 2007 Dec;33(12):2245-53. doi: 10.1007/s10886-007-9388-9. Epub 2007 Nov 22. PMID: 18034282. 14: Cervi A, Vo Y, Chai CLL, Banwell MG, Lan P, Willis AC. Gold(I)-Catalyzed Intramolecular Hydroarylation of Phenol-Derived Propiolates and Certain Related Ethers as a Route to Selectively Functionalized Coumarins and 2H-Chromenes. J Org Chem. 2021 Jan 1;86(1):178-198. doi: 10.1021/acs.joc.0c02011. Epub 2020 Nov 30. PMID: 33253562. 15: Riveiro ME, Maes D, Vázquez R, Vermeulen M, Mangelinckx S, Jacobs J, Debenedetti S, Shayo C, De Kimpe N, Davio C. Toward establishing structure- activity relationships for oxygenated coumarins as differentiation inducers of promonocytic leukemic cells. Bioorg Med Chem. 2009 Sep 15;17(18):6547-59. doi: 10.1016/j.bmc.2009.08.002. Epub 2009 Aug 8. PMID: 19716307. 16: Zhang G, Zhang F, Yang L, Zhu E, Wang Z, Xu L, Hu Z. Simultaneous analysis of trans- and cis-isomers of 2-glucosyloxycinnamic acids and coumarin derivatives in Dendrobium thyrsiflorum by high-performance liquid chromatography (HPLC)-photodiode array detection (DAD)-electrospray ionization (ESI)-tandem mass spectrometry (MS). Anal Chim Acta. 2006 Jun 30;571(1):17-24. doi: 10.1016/j.aca.2006.04.062. Epub 2006 May 2. PMID: 17723413. 17: Trost BM, Toste FD, Greenman K. Atom economy. Palladium-catalyzed formation of coumarins by addition of phenols and alkynoates via a net C-H insertion. J Am Chem Soc. 2003 Apr 16;125(15):4518-26. doi: 10.1021/ja0286573. PMID: 12683822. 18: Fillion E, Dumas AM, Kuropatwa BA, Malhotra NR, Sitler TC. Yb(OTf)3-catalyzed reactions of 5-alkylidene Meldrum's acids with phenols: one- pot assembly of 3,4-dihydrocoumarins, 4-chromanones, coumarins, and chromones. J Org Chem. 2006 Jan 6;71(1):409-12. doi: 10.1021/jo052000t. PMID: 16388672. 19: Fan X, Lin S, Zhu C, Liu Y, Hu J, Chen X, Wang W, Chen N, Shi J. [Aromatic constituents of Heteroplexis micocephal and their bioactivities]. Zhongguo Zhong Yao Za Zhi. 2011 Jan;36(1):48-56. Chinese. PMID: 21473152. 20: Bi ZM, Wang ZT, Xu LS, Xu GJ. [Studies on the chemical constituents of Dendrobium fimbriatum]. Yao Xue Xue Bao. 2003 Jul;38(7):526-9. Chinese. PMID: 14515799.

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