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
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
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.
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.