Quinolactactin A
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MedKoo CAT#: 574237

CAS#: 319917-25-4

Description: 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

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Quinolactactin A
CAS# 319917-25-4
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 574237
Name: Quinolactactin A
CAS#: 319917-25-4
Chemical Formula: C16H18N2O2
Exact Mass: 270.14
Molecular Weight: 270.330
Elemental Analysis: C, 71.09; H, 6.71; N, 10.36; O, 11.84

Price and Availability

Size Price Availability Quantity
1mg USD 285 2 weeks
5mg USD 895 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

More Info:

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.

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
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: 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.
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.

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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).