Synonym
Vertinolide; NSC-356369; NSC 356369; NSC356369;
IUPAC/Chemical Name
(S)-4-hydroxy-3,5-dimethyl-5-((4E,6E)-3-oxoocta-4,6-dien-1-yl)furan-2(5H)-one
InChi Key
GQFGVUPBODCMSV-WQWHYOKSSA-N
InChi Code
1S/C14H18O4/c1-4-5-6-7-11(15)8-9-14(3)12(16)10(2)13(17)18-14/h4-7,16H,8-9H2,1-3H3/b5-4+,7-6+/t14-/m0/s1
SMILES Code
C\C=C\C=C\C(=O)CC[C@]1(C)OC(=O)C(C)=C1O
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
250.29
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: Liu C, Zou FL, Wen KG, Peng YY, Ding QP, Zeng XP. Catalytic Desymmetrizing Baeyer-Villiger Oxidation of Quaternary Carbon-Containing Cyclobutane-1,3-diones. Org Lett. 2023 Aug 11;25(31):5719-5723. doi: 10.1021/acs.orglett.3c01852. Epub 2023 Jul 28. PMID: 37503955.
2: Supratman U, Suzuki T, Nakamura T, Yokoyama Y, Harneti D, Maharani R, Salam S, Abdullah FF, Koseki T, Shiono Y. New metabolites produced by endophyte Clonostachys rosea B5 - 2. Nat Prod Res. 2021 May;35(9):1525-1531. doi: 10.1080/14786419.2019.1656629. Epub 2019 Aug 27. PMID: 31450988.
3: Ma XY, Shi ZZ, Ji NY. Sorbicillinoids from the alga-epiphytic fungus Trichoderma reesei Z56-8. Nat Prod Res. 2023 Feb;37(3):369-374. doi: 10.1080/14786419.2021.1980793. Epub 2021 Sep 22. PMID: 34547941.
4: McMullin DR, Renaud JB, Barasubiye T, Sumarah MW, Miller JD. Metabolites of Trichoderma species isolated from damp building materials. Can J Microbiol. 2017 Jul;63(7):621-632. doi: 10.1139/cjm-2017-0083. Epub 2017 Apr 6. PMID: 28384416.
5: Abdel-Lateff A, Fisch K, Wright AD. Trichopyrone and other constituents from the marine sponge-derived fungus Trichoderma sp. Z Naturforsch C J Biosci. 2009 Mar-Apr;64(3-4):186-92. doi: 10.1515/znc-2009-3-406. PMID: 19526710.
6: Marra R, Nicoletti R, Pagano E, DellaGreca M, Salvatore MM, Borrelli F, Lombardi N, Vinale F, Woo SL, Andolfi A. Inhibitory effect of trichodermanone C, a sorbicillinoid produced by Trichoderma citrinoviride associated to the green alga Cladophora sp., on nitrite production in LPS-stimulated macrophages. Nat Prod Res. 2019 Dec;33(23):3389-3397. doi: 10.1080/14786419.2018.1479702. Epub 2018 May 31. PMID: 29848099.