Artocarpesin | CAS#3162-09-2 | flavone

MedKoo Cat#: 145610 | Name: Artocarpesin

Description:

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

Artocarpesin is a 6-prenylated flavone. ARTOCARPESIN is considered a possible drug candidate targeting chronic microbial infections.

Chemical Structure

Artocarpesin

CAS#3162-09-2

Theoretical Analysis

MedKoo Cat#: 145610

Name: Artocarpesin

CAS#: 3162-09-2

Chemical Formula: C20H18O6

Exact Mass: 354.1100

Molecular Weight: 354.36

Elemental Analysis: C, 67.79; H, 5.12; O, 27.09

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

Artocarpesin;

IUPAC/Chemical Name

2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

InChi Key

YWUVFGZTDLJVCR-UHFFFAOYSA-N

InChi Code

1S/C20H18O6/c1-10(2)3-5-13-15(23)8-18-19(20(13)25)16(24)9-17(26-18)12-6-4-11(21)7-14(12)22/h3-4,6-9,21-23,25H,5H2,1-2H3

SMILES Code

CC(C)=CCC1=C(O)C=C2OC(=CC(=O)C2=C1O)C3=CC=C(O)C=C3O

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 354.36 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: Kuete V, Mbaveng AT, Zeino M, Fozing CD, Ngameni B, Kapche GD, Ngadjui BT, Efferth T. Cytotoxicity of three naturally occurring flavonoid derived compounds (artocarpesin, cycloartocarpesin and isobavachalcone) towards multi-factorial drug-resistant cancer cells. Phytomedicine. 2015 Nov 15;22(12):1096-102. doi: 10.1016/j.phymed.2015.07.006. Epub 2015 Aug 11. PMID: 26547532. 2: Mohan MS, Salim SA, Ranganathan S, Parasuraman P, Anju VT, Ampasala DR, Dyavaiah M, Lee JK, Busi S. Attenuation of Las/Rhl quorum sensing regulated virulence and biofilm formation in Pseudomonas aeruginosa PAO1 by Artocarpesin. Microb Pathog. 2024 Apr;189:106609. doi: 10.1016/j.micpath.2024.106609. Epub 2024 Mar 5. PMID: 38452830. 3: Belmonte-Herrera BH, Domínguez-Avila JA, Wall-Medrano A, Ayala-Zavala JF, Preciado-Saldaña AM, Salazar-López NJ, López-Martínez LX, Yahia EM, Robles- Sánchez RM, González-Aguilar GA. Lesser-Consumed Tropical Fruits and Their by- Products: Phytochemical Content and Their Antioxidant and Anti-Inflammatory Potential. Nutrients. 2022 Sep 5;14(17):3663. doi: 10.3390/nu14173663. PMID: 36079920; PMCID: PMC9460136. 4: Fang SC, Hsu CL, Yen GC. Anti-inflammatory effects of phenolic compounds isolated from the fruits of Artocarpus heterophyllus. J Agric Food Chem. 2008 Jun 25;56(12):4463-8. doi: 10.1021/jf800444g. Epub 2008 May 24. PMID: 18500810. 5: Shimizu K, Kondo R, Sakai K, Lee SH, Sato H. The inhibitory components from Artocarpus incisus on melanin biosynthesis. Planta Med. 1998 Jun;64(5):408-12. doi: 10.1055/s-2006-957470. PMID: 9690341. 6: Zou YS, Hou AJ, Zhu GF, Chen YF, Sun HD, Zhao QS. Cytotoxic isoprenylated xanthones from Cudrania tricuspidata. Bioorg Med Chem. 2004 Apr 15;12(8):1947-53. doi: 10.1016/j.bmc.2004.01.030. PMID: 15051062. 7: Arung ET, Shimizu K, Kondo R. Artocarpus plants as a potential source of skin whitening agents. Nat Prod Commun. 2011 Sep;6(9):1397-402. PMID: 21941923. 8: Zheng ZP, Chen S, Wang S, Wang XC, Cheng KW, Wu JJ, Yang D, Wang M. Chemical components and tyrosinase inhibitors from the twigs of Artocarpus heterophyllus. J Agric Food Chem. 2009 Aug 12;57(15):6649-55. doi: 10.1021/jf9014685. PMID: 19588925. 9: Zheng ZP, Cheng KW, To JT, Li H, Wang M. Isolation of tyrosinase inhibitors from Artocarpus heterophyllus and use of its extract as antibrowning agent. Mol Nutr Food Res. 2008 Dec;52(12):1530-8. doi: 10.1002/mnfr.200700481. PMID: 18683821. 10: Kuete V, Fozing DC, Kapche WF, Mbaveng AT, Kuiate JR, Ngadjui BT, Abegaz BM. Antimicrobial activity of the methanolic extract and compounds from Morus mesozygia stem bark. J Ethnopharmacol. 2009 Jul 30;124(3):551-5. doi: 10.1016/j.jep.2009.05.004. Epub 2009 May 18. PMID: 19450674. 11: Cidade HM, Nacimento MS, Pinto MM, Kijjoa A, Silva AM, Herz W. Artelastocarpin and carpelastofuran, two new flavones, and cytotoxicities of prenyl flavonoids from Artocarpus elasticus against three cancer cell lines. Planta Med. 2001 Dec;67(9):867-70. doi: 10.1055/s-2001-18845. PMID: 11745028. 12: Kapche GD, Fozing CD, Donfack JH, Fotso GW, Amadou D, Tchana AN, Bezabih M, Moundipa PF, Ngadjui BT, Abegaz BM. Prenylated arylbenzofuran derivatives from Morus mesozygia with antioxidant activity. Phytochemistry. 2009 Jan;70(2):216-21. doi: 10.1016/j.phytochem.2008.12.014. Epub 2009 Jan 13. PMID: 19147162.