MedKoo Cat#: 146205 | Name: Isopatulin

Description:

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

Isopatulin is a polyketide-derived fungal metabolite structurally related to patulin, produced by certain species of Penicillium and Aspergillus. Unlike patulin, which is known for its toxic properties, isopatulin has been less extensively studied but exhibits a similar lactone structure. Its mechanism of action is not well-characterized, though it may involve interactions with cellular thiol groups, potentially affecting redox balance. Applications of isopatulin remain limited, but it is of interest in mycotoxin research and the study of fungal secondary metabolites.

Chemical Structure

Isopatulin
Isopatulin
CAS#484-91-3

Theoretical Analysis

MedKoo Cat#: 146205

Name: Isopatulin

CAS#: 484-91-3

Chemical Formula: C7H6O4

Exact Mass: 154.0266

Molecular Weight: 154.12

Elemental Analysis: C, 54.55; H, 3.92; O, 41.52

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
Isopatulin;
IUPAC/Chemical Name
2,3-dihydro-4H-furo[3,4-b]pyran-4,7(5H)-dione
InChi Key
CGCAHEDRSBRAIM-UHFFFAOYSA-N
InChi Code
1S/C7H6O4/c8-5-1-2-10-6-4(5)3-11-7(6)9/h1-3H2
SMILES Code
O=C1OCC2=C1OCCC2=O
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 154.12 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: Mikami A, Okazaki T, Sakai N, Ichihara T, Hanada K, Mizoue K. A new isopatulin derivative pintulin produced by Penicillium vulpinum F-4148 taxonomy, isolation, physico-chemical properties, structure and biological properties. J Antibiot (Tokyo). 1996 Oct;49(10):985-9. doi: 10.7164/antibiotics.49.985. PMID: 8968391. 2: Lykakis IN, Zaravinos IP, Raptis C, Stratakis M. Divergent synthesis of the co-isolated mycotoxins longianone, isopatulin, and (Z)-ascladiol via furan oxidation. J Org Chem. 2009 Aug 21;74(16):6339-42. doi: 10.1021/jo900855e. PMID: 19583231. 3: Mukherjee M, Appaiah P, Sistla S, Bk B, Bhatt P. Bio-Layer Interferometry- Based SELEX and Label-Free Detection of Patulin Using Generated Aptamer. J Agric Food Chem. 2022 May 25;70(20):6239-6246. doi: 10.1021/acs.jafc.2c01591. Epub 2022 May 12. PMID: 35546052. 4: Seigle-Murandi F, Steiman R, Krivobok S, Beriel H, Benoit-Guyod JL. Antitumor activity of patulin and structural analogs. Pharmazie. 1992 Apr;47(4):288-91. PMID: 1518888.