MedKoo Cat#: 146120 | Name: Vertinolide

Description:

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

Vertinolide is a natural compound isolated from fungi, particularly Verticillium species, and is known for its antimicrobial and antifungal properties. It has been explored for its potential in treating infections caused by drug-resistant microorganisms, offering a promising alternative to conventional antibiotics. Vertinolide exerts its effects by disrupting the cellular processes of pathogens, including inhibiting cell wall synthesis and interfering with microbial metabolism.

Chemical Structure

Vertinolide
Vertinolide
CAS#1027256-72-9

Theoretical Analysis

MedKoo Cat#: 146120

Name: Vertinolide

CAS#: 1027256-72-9

Chemical Formula: C14H18O4

Exact Mass: 250.1205

Molecular Weight: 250.29

Elemental Analysis: C, 67.18; H, 7.25; O, 25.57

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.
Bulk Inquiry
Related CAS #
No Data
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
More Info

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.

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: 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.