MedKoo Cat#: 585157 | Name: Siccayne

Description:

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

Siccayne is an antibiotic that inhibits Gram-positive bacteria and some fungi.

Chemical Structure

Siccayne
Siccayne
CAS#22944-03-2

Theoretical Analysis

MedKoo Cat#: 585157

Name: Siccayne

CAS#: 22944-03-2

Chemical Formula: C11H10O2

Exact Mass: 174.0681

Molecular Weight: 174.20

Elemental Analysis: C, 75.84; H, 5.79; O, 18.37

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
Siccayne
IUPAC/Chemical Name
1,4-Benzenediol, 2-(3-methyl-3-buten-1-ynyl)-
InChi Key
ZUEGEPDZNAILQJ-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H10O2/c1-8(2)3-4-9-7-10(12)5-6-11(9)13/h5-7,12-13H,1H2,2H3
SMILES Code
OC1=CC=C(O)C=C1C#CC(C)=C
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 174.20 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.

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: Kupka J, Anke T, Steglich W, Zechlin L. Antibiotics from basidiomycetes. XI. The biological activity of siccayne, isolated from the marine fungus Halocyphina villosa J. & E. Kohlmeyer. J Antibiot (Tokyo). 1981 Mar;34(3):298-304. PubMed PMID: 7275811. 2: Guerrero-Vásquez GA, Chinchilla N, Molinillo JM, Macías FA. Synthesis of bioactive speciosins G and P from Hexagonia speciosa. J Nat Prod. 2014 Sep 26;77(9):2029-36. doi: 10.1021/np500341q. Epub 2014 Sep 2. PubMed PMID: 25181306. 3: Liu S, Guo L, Che Y, Liu L. Pestaloficiols Q-S from the plant endophytic fungus Pestalotiopsis fici. Fitoterapia. 2013 Mar;85:114-8. doi: 10.1016/j.fitote.2013.01.010. Epub 2013 Jan 23. PubMed PMID: 23353656. 4: Kim JH, Mahoney N, Chan KL, Molyneux RJ, Campbell BC. Secondary metabolites of the grapevine pathogen Eutypa lata inhibit mitochondrial respiration, based on a model bioassay using the yeast Saccharomyces cerevisiae. Curr Microbiol. 2004 Oct;49(4):282-7. PubMed PMID: 15386117. 5: Pan Y, Liu L, Guan F, Li E, Jin J, Li J, Che Y, Liu G. Characterization of a Prenyltransferase for Iso-A82775C Biosynthesis and Generation of New Congeners of Chloropestolides. ACS Chem Biol. 2018 Mar 16;13(3):703-711. doi: 10.1021/acschembio.7b01059. Epub 2018 Jan 31. PubMed PMID: 29384350. 6: Mahoney N, Lardner R, Molyneux RJ, Scott ES, Smith LR, Schoch TK. Phenolic and heterocyclic metabolite profiles of the grapevine pathogen Eutypa lata. Phytochemistry. 2003 Sep;64(2):475-84. PubMed PMID: 12943765. 7: Smith LR, Mahoney N, Molyneux RJ. Synthesis and structure-phytotoxicity relationships of acetylenic phenols and chromene metabolites, and their analogues, from the grapevine pathogen Eutypa lata. J Nat Prod. 2003 Feb;66(2):169-76. PubMed PMID: 12608846.