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MedKoo Cat#: 146234 | Name: Maculine

Description:

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

Maculine is a naturally occurring alkaloid primarily found in certain species of the Zanthoxylum plant genus. It is known for its antimicrobial and antimalarial properties, making it a candidate for drug development against infectious diseases. Mechanistically, Maculine is believed to interfere with microbial enzyme systems and may disrupt parasite metabolism in malaria. Its bioactivity has sparked interest in its use as a lead compound for new therapeutic agents.

Chemical Structure

Maculine
Maculine
CAS#524-89-0

Theoretical Analysis

MedKoo Cat#: 146234

Name: Maculine

CAS#: 524-89-0

Chemical Formula: C13H9NO4

Exact Mass: 243.0532

Molecular Weight: 243.22

Elemental Analysis: C, 64.20; H, 3.73; N, 5.76; O, 26.31

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
Maculine;
IUPAC/Chemical Name
9-methoxy-[1,3]dioxolo[4,5-g]furo[2,3-b]quinoline
InChi Key
VPNYHHBCMOYPCJ-UHFFFAOYSA-N
InChi Code
1S/C13H9NO4/c1-15-12-7-2-3-16-13(7)14-9-5-11-10(4-8(9)12)17-6-18-11/h2-5H,6H2,1H3
SMILES Code
COC1=C2C=C3OCOC3=CC2=NC4=C1C=CO4
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 243.22 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: Nunes FM, Barros-Filho BA, de Oliveira MC, Andrade-Neto M, de Mattos MC, Mafezoli J, Pirani JR. 1H and 13C NMR spectra of 3,8-dimethoxyfuro[3,2-g]coumarin and maculine from Esenbeckia grandiflora Martius (Rutaceae). Magn Reson Chem. 2005 Oct;43(10):864-6. doi: 10.1002/mrc.1621. PMID: 16025550. 2: Ribeiro VP, Bajsa-Hirschel J, Tamang P, Meepagala K, Duke SO. Antifungal and Phytotoxic Activities of Isolated Compounds from Helietta parvifolia Stems. Molecules. 2023 Dec 4;28(23):7930. doi: 10.3390/molecules28237930. PMID: 38067660; PMCID: PMC10708216. 3: Nganou BK, Mbaveng AT, Fobofou SAT, Fankam AG, Bitchagno GTM, Simo Mpetga JD, Wessjohann LA, Kuete V, Efferth T, Tane P. Furoquinolines and dihydrooxazole alkaloids with cytotoxic activity from the stem bark of Araliopsis soyauxii. Fitoterapia. 2019 Mar;133:193-199. doi: 10.1016/j.fitote.2019.01.003. Epub 2019 Jan 14. PMID: 30654126. 4: Wansi JD, Hussain H, Tcho AT, Kouam SF, Specht S, Sarite SR, Hoerauf A, Krohn K. Antiplasmodial activities of furoquinoline alkaloids from Teclea afzelii. Phytother Res. 2010 May;24(5):775-7. doi: 10.1002/ptr.2894. PMID: 19496062. 5: Bevalot F, Fournet A, Moretti C, Vaquette J. Alkaloids from Esenbeckia pilocarpoides. Planta Med. 1984 Dec;50(6):522-3. doi: 10.1055/s-2007-969789. PMID: 17340368. 6: Langat MK, Kami T, Cheek M. Chemistry, taxonomy and ecology of the potentially chimpanzee-dispersed Vepris teva sp.nov. (Rutaceae) endangered in coastal thicket in the Congo Republic. PeerJ. 2022 Aug 23;10:e13926. doi: 10.7717/peerj.13926. PMID: 36032959; PMCID: PMC9415428. 7: OHTA T, MORI Y. [Furoquinolines. XXIII. Synthesis of maculine and dihydrokokusaginine]. Yakugaku Zasshi. 1962 Apr;82:549-52. Japanese. PMID: 14481428. 8: Sandjo LP, Kuete V, Tchangna RS, Efferth T, Ngadjui BT. Cytotoxic Benzophenanthridine and Furoquinoline Alkaloids from Zanthoxylum buesgenii (Rutaceae). Chem Cent J. 2014 Oct 21;8(1):61. doi: 10.1186/s13065-014-0061-4. PMID: 25349626; PMCID: PMC4207896. 9: Cardoso-Lopes EM, Maier JA, da Silva MR, Regasini LO, Simote SY, Lopes NP, Pirani JR, Bolzani Vda S, Young MC. Alkaloids from stems of Esenbeckia leiocarpa Engl. (Rutaceae) as potential treatment for Alzheimer disease. Molecules. 2010 Dec 13;15(12):9205-13. doi: 10.3390/molecules15129205. PMID: 21160449; PMCID: PMC6259197. 10: Korenbrot CC, Paup DC, Gorski RA. Effects of testosterone propionate or dihydrotestosterone propionate on plasma FSH and LH levels in neonatal rats and on sexual differentiation of the brain. Endocrinology. 1975 Sep;97(3):709-17. doi: 10.1210/endo-97-3-709. PMID: 1175516. 11: Prakash Chaturvedula VS, Schilling JK, Miller JS, Andriantsiferana R, Rasamison VE, Kingston DG. New cytotoxic alkaloids from the wood of Vepris punctata from the Madagascar rainforest. J Nat Prod. 2003 Apr;66(4):532-4. doi: 10.1021/np020578h. PMID: 12713408.