Palitantin | CAS#15265-28-8 | insecticide

MedKoo Cat#: 146157 | Name: Palitantin

Description:

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

Palitantin is a natural insecticide derived from plant sources, primarily used for pest control in agricultural settings. It works by disrupting the nervous system of insects, specifically targeting their ion channels, which impairs their ability to transmit nerve impulses and leads to paralysis and death. This mechanism makes Palitantin effective against a variety of pests, including aphids, caterpillars, and beetles.

Chemical Structure

Palitantin

CAS#15265-28-8

Theoretical Analysis

MedKoo Cat#: 146157

Name: Palitantin

CAS#: 15265-28-8

Chemical Formula: C14H22O4

Exact Mass: 254.1518

Molecular Weight: 254.33

Elemental Analysis: C, 66.12; H, 8.72; O, 25.16

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

Palitantin; NSC-246119; NSC246119; NSC 246119;

IUPAC/Chemical Name

(2R,3S,5R,6R)-3-((1E,3E)-hepta-1,3-dien-1-yl)-5,6-dihydroxy-2-(hydroxymethyl)cyclohexan-1-one

InChi Key

MPOXQBRZHHNMER-XZQMCIKJSA-N

InChi Code

1S/C14H22O4/c1-2-3-4-5-6-7-10-8-12(16)14(18)13(17)11(10)9-15/h4-7,10-12,14-16,18H,2-3,8-9H2,1H3/b5-4+,7-6+/t10-,11+,12-,14-/m1/s1

SMILES Code

CCC\C=C\C=C\[C@@H]1C[C@@H](O)[C@@H](O)C(=O)[C@H]1CO

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 254.33 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: Yu HB, Hu B, Kong J, Li YH, He Y, Lu XL, Jiao BH, Liu XY. Palitantin derivatives from the Antarctic fungus Geomyces sp. 3-1. J Asian Nat Prod Res. 2022 Mar;24(3):252-258. doi: 10.1080/10286020.2021.1915995. Epub 2021 Apr 23. PMID: 33892608. 2: Santucci PM, de Oliveira CR, Monteiro AF, Mendes GR, de Amorim MR, Rosa GHS, Sette LD, Marchi RC, Deflon VM, Dos Santos PHT, Carvalho GG, Brocchi M, Guido RVC, Ferreira AG, de Oliveira KT, Berlinck RGS. Improved production of palitantin by design of experiments and semi-synthesis of palitantin derivatives for bioactivity assessment. Fitoterapia. 2025 Jan;180:106310. doi: 10.1016/j.fitote.2024.106310. Epub 2024 Nov 29. PMID: 39615703. 3: Hong BC, Wu MF, Tseng HC, Huang GF, Su CF, Liao JH. Organocatalytic asymmetric robinson annulation of alpha,beta-unsaturated aldehydes: applications to the total synthesis of (+)-palitantin. J Org Chem. 2007 Oct 26;72(22):8459-71. doi: 10.1021/jo701477v. Epub 2007 Oct 6. PMID: 17919000. 4: CURTIS PJ, DUNCANSON LA. A structural relationship between frequentin and palitantin. Biochem J. 1952 May;51(2):276-8. doi: 10.1042/bj0510276. PMID: 14944587; PMCID: PMC1197835. 5: CHAPLEN P, THOMAS R. Studies in the biosynthesis of fungal metabolites. The biosynthesis of palitantin. Biochem J. 1960 Oct;77(1):91-6. doi: 10.1042/bj0770091. PMID: 13692382; PMCID: PMC1204904. 6: BIRKINSHAW JH. Studies in the biochemistry of micro-organisms. LXXXVIII Palitantin. II. Further derivatives and degradation products. Biochem J. 1952 May;51(2):271-6. doi: 10.1042/bj0510271. PMID: 14944586; PMCID: PMC1197834. 7: Birkinshaw JH, Raistrick H. Studies in the biochemistry of micro-organisms: Palitantin, C(14)H(22)O(4), a hitherto undescribed metabolic product of Penicillium palitans Westling. Biochem J. 1936 May;30(5):801-8. doi: 10.1042/bj0300801. PMID: 16746092; PMCID: PMC1263102. 8: Barreto DLC, Lowell Cantrell C, Karla da Silva M, Rodrigues de Carvalho C, de Queiroz SCDN, Bajsa-Hirschel J, Tamang P, Oscar Duke S, Wagner Fernandes Duarte A, Henrique Rosa L. Phytotoxic and Antifungal Activity of (-)-Penienone Produced by Penicillium palitans (Ascomycota) Isolated from Deep Sea Sediments in the Southern Ocean, Maritime Antarctica. Chem Biodivers. 2025 Mar;22(3):e202401603. doi: 10.1002/cbdv.202401603. Epub 2024 Dec 3. PMID: 39626084. 9: Liu FZ, Ren JW, Tang JS, Liu XZ, Che YS, Yao XS. Cyclohexanone derivatives with cytotoxicity from the fungus Penicillium commune. Fitoterapia. 2013 Jun;87:78-83. doi: 10.1016/j.fitote.2013.03.022. Epub 2013 Apr 1. PMID: 23558202. 10: Fuska J, Kuhr I, Nemec P, Fusková A. The effect of palitantin, a metabolite of Penicillium frequentans on Leishmania brasiliensis. Folia Microbiol (Praha). 1970;15(2):111-6. doi: 10.1007/BF02880092. PMID: 4315640. 11: Hong SB, Go SJ, Shin HD, Frisvad JC, Samson RA. Polyphasic taxonomy of Aspergillus fumigatus and related species. Mycologia. 2005 Nov- Dec;97(6):1316-29. doi: 10.3852/mycologia.97.6.1316. PMID: 16722222. 12: Yang LJ, Peng XY, Zhang YH, Liu ZQ, Li X, Gu YC, Shao CL, Han Z, Wang CY. Antimicrobial and Antioxidant Polyketides from a Deep-Sea-Derived Fungus Aspergillus versicolor SH0105. Mar Drugs. 2020 Dec 11;18(12):636. doi: 10.3390/md18120636. PMID: 33322355; PMCID: PMC7764742. 13: Yamaji K, Hashidoko Y, Fukushi Y, Tahara S. Chemical response of Picea glehnii seed-epiphytic Penicillium species to Pythium vexans under in vitro competitive conditions for mycelial growth. J Chem Ecol. 2005 Apr;31(4):805-17. doi: 10.1007/s10886-005-3545-9. PMID: 16124252. 14: Li H, Doucet B, Flewelling AJ, Jean S, Webster D, Robichaud GA, Johnson JA, Gray CA. Antimycobacterial Natural Products from Endophytes of the Medicinal Plant Aralia nudicaulis. Nat Prod Commun. 2015 Oct;10(10):1641-2. PMID: 26669092. 15: Frisvad JC, Samson RA, Rassing BR, van der Horst MI, van Rijn FT, Stark J. Penicillium discolor, a new species from cheese, nuts and vegetables. Antonie Van Leeuwenhoek. 1997 Aug;72(2):119-26. doi: 10.1023/a:1000244502608. PMID: 9298190.