MedKoo Cat#: 598580 | Name: Pecilocin

Description:

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

Pecilocin is a fungicidal antibiotic produced by Paecilomyces varioti Bainier var. antibioticus.

Chemical Structure

Pecilocin
Pecilocin
CAS#19504-77-9

Theoretical Analysis

MedKoo Cat#: 598580

Name: Pecilocin

CAS#: 19504-77-9

Chemical Formula: C17H25NO3

Exact Mass: 291.1834

Molecular Weight: 291.39

Elemental Analysis: C, 70.07; H, 8.65; N, 4.81; O, 16.47

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 #
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Synonym
Pecilocin; Supral; Pecilocinum; NSC 291839; NSC-291839; NSC291839;
IUPAC/Chemical Name
1-((2E,4E,6E)-8-hydroxy-6-methyldodeca-2,4,6-trienoyl)pyrrolidin-2-one
InChi Key
ZYPGADGCNXOUJP-YLVBRBDGSA-N
InChi Code
InChI=1S/C17H25NO3/c1-3-4-9-15(19)13-14(2)8-5-6-10-16(20)18-12-7-11-17(18)21/h5-6,8,10,13,15,19H,3-4,7,9,11-12H2,1-2H3/b8-5+,10-6+,14-13+
SMILES Code
O=C1N(C(/C=C/C=C/C(C)=C/C(O)CCCC)=O)CCC1
Appearance
Solid powder
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 291.39 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: Harris C, Philpot CM. A comparative trial of chlorphenesin and pecilocin in a prison community. Br J Clin Pract. 1969 Nov;23(11):449-51. PubMed PMID: 4900295. 2: Norgaard O. [Pecilocin allergy]. Hautarzt. 1977 Jan;28(1):35-6. German. PubMed PMID: 138665. 3: Mizushina Y, Suzuki-Fukudome H, Takeuchi T, Takemoto K, Kuriyama I, Yoshida H, Kamisuki S, Sugawara F. Formosusin A, a novel specific inhibitor of mammalian DNA polymerase β from the fungus Paecilomyces formosus. Bioorg Med Chem. 2014 Feb 1;22(3):1070-6. doi: 10.1016/j.bmc.2013.12.038. Epub 2013 Dec 25. PubMed PMID: 24411199. 4: van Miert AS, van Soeren JH, Hagens FM. [Antimycotic antibiotics (author's transl)]. Tijdschr Diergeneeskd. 1976 Aug 15;101(16):900-4. Dutch. PubMed PMID: 1085044. 5: TAKEUCHI S, YONEHARA H, SHOJI H. CRYSTALLIZED VARIOTIN AND ITS REVISED CHEMICAL STRUCTURE. J Antibiot (Tokyo). 1964 Nov;17:267-8. PubMed PMID: 14236209. 6: TAKAHASHI S, FUKUSHI G. The therapeutic effect of variotin, a new antiungal antibiotic, on tinea pedis and tinea crurls. J Antibiot (Tokyo). 1959 Sep;12:231-2. PubMed PMID: 13855003. 7: TAKEUCHI S, YONEHARA H, UMEZAWA H. Studies on variotin, a new antifungal antibiotic. I. Preparations and properties of variotin. J Antibiot (Tokyo). 1959 Sep;12:195-200. PubMed PMID: 13855011. 8: Sawyer PR, Brogden RN, Pinder RM, Speight TM, Avery GS. Miconazole: a review of its antifungal activity and therapeutic efficacy. Drugs. 1975;9(6):406-23. PubMed PMID: 1149649. 9: TAKIDA C. [Variotin]. J Antibiot B. 1961 Dec;14:320-2. Japanese. PubMed PMID: 14039628. 10: YAMAGUCHI H, NAKAYAMA Y, TAKITA T, AKITO E, TANAKA W, UENO K, TAHARA K. Studies on stabilization of variotin. J Antibiot (Tokyo). 1959 Sep;12:210-3. PubMed PMID: 13855444. 11: Omolo JO, Anke H, Chhabra S, Sterner O. New variotin analogues from Aspergillus viridi-nutans. J Nat Prod. 2000 Jul;63(7):975-7. PubMed PMID: 10924177. 12: PETERSEN KB. [Treatment of superficial mycoses with Variotin]. Ugeskr Laeger. 1963 Feb 1;125:169-72. Danish. PubMed PMID: 13942754. 13: UEMATSU K. Clinical effect of variotin on dermatomycosis. J Antibiot (Tokyo). 1959 Sep;12:233-4. PubMed PMID: 13855164. 14: SO Y, KANAUCHI O. Therapeutic effect of variotin to dermatomycosis. J Antibiot (Tokyo). 1959 Sep;12:240. PubMed PMID: 13854881. 15: MATSUDA A, HACHIYA N, KAWAMURA Y. Studies on antifungal activity of variotin. J Antibiot (Tokyo). 1959 Sep;12:203-9. PubMed PMID: 13853852. 16: TANAKA N, UMEZAWA H. Biogenesis of C13-hydroxy acid moiety of variotin. J Antibiot (Tokyo). 1962 Jul;15:189-90. PubMed PMID: 14039637. 17: SUZUKI S, SUGANUMA A, KISHIDA T, MIZUNOYA A, UEDA F, SUZUKI Y, KIJI I, KYO T, TAKEUCHI M, NAKAZAWA S, KISHI N, TSUMURA S. Activity of variotin, a new antifungal antibiotic. J Antibiot (Tokyo). 1959 Sep;12:244-8. PubMed PMID: 13854985. 18: KOBORI T, KATO H, MIYAZAKI J. Fundamental and clinical studies on variotin ointment. J Antibiot (Tokyo). 1960 May;13:211-5. PubMed PMID: 13853418. 19: SAIDA Y, TANIOKU K, OZAWA T. Clinical experiment of variotin. J Antibiot (Tokyo). 1959 Sep;12:222-5. PubMed PMID: 13854619. 20: NAKATSUKA M, ARATANI H, OSHITA K, MIKAWA H, MIKAWA S, TSUCHIMOTO A. Pharmacological studies on variotin. J Antibiot (Tokyo). 1959 Sep;12:214-21. PubMed PMID: 13854069.