Synonym
Liriodenine methiodide;
IUPAC/Chemical Name
7-methyl-8-oxo-8H-[1,3]dioxolo[4',5':4,5]benzo[1,2,3-de]benzo[g]quinolin-7-ium iodide
InChi Key
CCESGQSVLLZXKI-UHFFFAOYSA-M
InChi Code
InChI=1S/C18H12NO3.HI/c1-19-7-6-10-8-13-18(22-9-21-13)15-11-4-2-3-5-12(11)17(20)16(19)14(10)15;/h2-8H,9H2,1H3;1H/q+1;/p-1
SMILES Code
O=C1C2=CC=CC=C2C3=C4C(C=C[N+](C)=C14)=CC5=C3OCO5.[I-]
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
417.20
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: Hufford CD, Sharma AS, Oguntimein BO. Antibacterial and antifungal activity of liriodenine and related oxoaporphine alkaloids. J Pharm Sci. 1980 Oct;69(10):1180-3. PubMed PMID: 7420287.
2: Clark AM, Watson ES, Ashfaq MK, Hufford CD. In vivo efficacy of antifungal oxoaporphine alkaloids in experimental disseminated candidiasis. Pharm Res. 1987 Dec;4(6):495-8. PubMed PMID: 3508563.
3: Pabuccuoglu V, Rozwadowska MD, Brossi A, Clark A, Hufford CD, George C, Flippen-Anderson JL. Oxoaporphine alkaloids: conversion of lysicamine into liriodendronine and its 2-O-methyl ether, and antifungal activity. Arch Pharm (Weinheim). 1991 Jan;324(1):29-33. PubMed PMID: 2043039.
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5: Park YN, Srikantha T, Daniels KJ, Jacob MR, Agarwal AK, Li XC, Soll DR. Protocol for Identifying Natural Agents That Selectively Affect Adhesion, Thickness, Architecture, Cellular Phenotypes, Extracellular Matrix, and Human White Blood Cell Impenetrability of Candida albicans Biofilms. Antimicrob Agents Chemother. 2017 Oct 24;61(11). pii: e01319-17. doi: 10.1128/AAC.01319-17. Print 2017 Nov. PubMed PMID: 28893778; PubMed Central PMCID: PMC5655110.
