Quinolactactin A | CAS# 319917-25-4 | Metabolite

MedKoo Cat#: 574237 | Name: Quinolactactin A

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Description:

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

Quinolactactin A is a quinolone fungal metabolite that inhibits TNF production induced by LPS in murine peritoneal macrophages. Quinolactacin A is a mixture of quinolactacin A1 and A2.

Chemical Structure

Quinolactactin A

CAS#319917-25-4

Theoretical Analysis

MedKoo Cat#: 574237

Name: Quinolactactin A

CAS#: 319917-25-4

Chemical Formula: C16H18N2O2

Exact Mass: 270.1368

Molecular Weight: 270.33

Elemental Analysis: C, 71.09; H, 6.71; N, 10.36; O, 11.84

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 285.00	2 weeks
5mg	USD 895.00	2 weeks

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Synonym

Quinolactactin A

IUPAC/Chemical Name

(3S)-2,3-dihydro-4-methyl-3-(1-methylpropyl)-1H-pyrrolo[3,4-b]quinoline-1,9(4H)-dione

InChi Key

FLHQAMWKNPOTDV-NCWAPJAISA-N

InChi Code

InChI=1S/C16H18N2O2/c1-4-9(2)13-14-12(16(20)17-13)15(19)10-7-5-6-8-11(10)18(14)3/h5-9,13H,4H2,1-3H3,(H,17,20)/t9?,13-/m0/s1

SMILES Code

O=C1C2=C([C@@](C(CC)C)([H])NC2=O)N(C)C3=C1C=CC=C3

Appearance

Solid powder

Purity

>95% (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

>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

2934.99.9001

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Product Data

Product Data

Instruction

View handling instruction

Biological target:

Quinolactin A inhibits TNF production induced by LPS in murine peritoneal macrophages (IC50 = 12.2 μg/mL). It is not active against a variety of bacteria, fungi, and yeasts.

In vitro activity:

Quinolactacin A was found from the cultured broth of a fungal strain isolated from the larvae of Margaronia pyloalis. Quinolactacin A showed inhibitory activity against tumor necrosis factor production induced by murine peritoneal macrophages and macrophage-like J774.1 cells stimulated with lipopolysaccharide. Reference: J Antibiot (Tokyo). 2000 Nov;53(11):1247-51. https://pubmed.ncbi.nlm.nih.gov/11213284/

In vivo activity:

Almond production in Portugal is of great importance for their economy. However, the contamination of these nut fruits with fungi and mycotoxins poses a significant risk to food safety and security. After 9 months of storage at 70% and 60% relative humidity, penicillium mycotoxins, such as quinolactacin A, were detected. Storing almonds at 60% relative humidity and 25°C is sufficient to maintain almond stability and safety from microbial and mycotoxin contaminations, such as quinolactacin A. Reference: J Food Sci. 2023 Feb;88(2):848-859. https://pubmed.ncbi.nlm.nih.gov/36633227/

Preparing Stock Solutions

The following data is based on the product molecular weight 270.33 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

Formulation protocol:

1. Kakinuma N, Iwai H, Takahashi S, Hamano K, Yanagisawa T, Nagai K, Tanaka K, Suzuki K, Kirikae F, Kirikae T, Nakagawa A. Quinolactacins A, B and C: novel quinolone compounds from Penicillium sp. EPF-6. I. Taxonomy, production, isolation and biological properties. J Antibiot (Tokyo). 2000 Nov;53(11):1247-51. doi: 10.7164/antibiotics.53.1247. PMID: 11213284. 2. Takahashi S, Kakinuma N, Iwai H, Yanagisawa T, Nagai K, Suzuki K, Tokunaga T, Nakagawa A. Quinolactacins A, B and C: novel quinolone compounds from Penicillium sp. EPF-6. II. Physico-chemical properties and structure elucidation. J Antibiot (Tokyo). 2000 Nov;53(11):1252-6. doi: 10.7164/antibiotics.53.1252. PMID: 11213285. 3. Rodrigues P, Jelassi A, Kanoun E, Sulyok M, Correia P, Ramalhosa E, Pereira EL. Effect of different storage conditions on the stability and safety of almonds. J Food Sci. 2023 Feb;88(2):848-859. doi: 10.1111/1750-3841.16453. Epub 2023 Jan 12. PMID: 36633227.

In vitro protocol:

In vivo protocol:

1. Rodrigues P, Jelassi A, Kanoun E, Sulyok M, Correia P, Ramalhosa E, Pereira EL. Effect of different storage conditions on the stability and safety of almonds. J Food Sci. 2023 Feb;88(2):848-859. doi: 10.1111/1750-3841.16453. Epub 2023 Jan 12. PMID: 36633227.

1. Kakinuma, N., Iwai, H., Takahashi, S., et al. Quinolactacins A, B and C: Novel quinolone compounds from Penicillium sp. EPF-6. I. Taxonomy, production, isolation and biological properties. J. Antibiot. (Tokyo) 53(11), 1247-1251 (2000).