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Penicillide Sale

(Synonyms: Vermixocin A) 目录号 : GC40622

A fungal metabolite with diverse biological activities

Penicillide Chemical Structure

Cas No.:55303-92-9

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500μg
¥1,490.00
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1mg
¥2,536.00
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产品描述

Penicillide is a fungal metabolite originally isolated from Penicillium that has diverse biological activities. It is an inhibitor of calpain 2/m-calpain (IC50 = 7.1 µM) and acyl-coenzyme A:cholesterol acyltransferase (ACAT; IC50 = 22.9 µM). It is also an antagonist of oxytocin receptors (IC50 = 67 µM). Penicillide inhibits RNA synthesis in P388 murine leukemia cells.

Chemical Properties

Cas No. 55303-92-9 SDF
别名 Vermixocin A
Canonical SMILES COC1=C2C(OC(C(O)=CC(C)=C3)=C3COC2=O)=CC=C1[C@@H](O)CC(C)C
分子式 C21H24O6 分子量 372.4
溶解度 Soluble in DMSO 储存条件 Store at -20°C
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1 mM 2.6853 mL 13.4264 mL 26.8528 mL
5 mM 0.5371 mL 2.6853 mL 5.3706 mL
10 mM 0.2685 mL 1.3426 mL 2.6853 mL
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Research Update

Two marine natural products, Penicillide and verrucarin J, are identified from a chemical genetic screen for neutral lipid accumulation effectors in Phaeodactylum tricornutum

Appl Microbiol Biotechnol 2020 Mar;104(6):2731-2743.PMID:32002603DOI:10.1007/s00253-020-10411-7.

There are a large number of valuable substances in diatoms, such as neutral lipid and pigments. However, due to the lack of clear metabolic pathways, their applications are still limited. Recently, chemical modulators are found to be powerful tools to investigate the metabolic pathways of neutral lipids. Thus, in this study, to identify new neutral lipid accumulation effectors, we screened the natural products that we separated before in the model diatom Phaeodactylum tricornutum (P. tricornutum) by using Nile-red staining method. Two compounds, Penicillide and verrucarin J which were isolated from two marine fungal strains, were identified to promote neutral lipid accumulation. However, Penicillide and verrucarin J were also found to significantly inhibit the growth of P. tricornutum through specifically inhibiting the photosynthesis of P. tricornutum. Quantitative analysis results showed that Penicillide and verrucarin J significantly increased total lipid and triacylglycerol (TAG) contents, which are consistent with previous Nile-red staining results. The expression of key genes such as DGAT2D, GPAT2, LPAT2, and PAP involved in TAG synthesis and unsaturated fatty acids also increased after Penicillide and verrucarin J treatments. Besides, many TAG-rich plastoglobuli formed in plastids shown by increased lipid droplets in the cytosol. Finally, Penicillide and verrucarin J were found to reduce the expression of synthetic genes of fucoxanthin, and consequently reduced the content of fucoxanthin, indicating that there might be crosstalk between lipid metabolism and fucoxanthin metabolism. Thus, our work exhibits two useful compounds that could be used to further study the metabolic pathways of neutral lipid and fucoxanthin, which will fulfill the promise of diatoms as low cost, high value, sustainable feedstock for high-value products such as neutral lipid and pigments.

New Penicillide derivatives isolated from Penicillium simplicissimum

J Nat Med 2006 Jul;60(3):185-190.PMID:29435879DOI:10.1007/s11418-005-0028-9.

Two new Penicillide derivatives, secopenicillides A (3) and B (4), were isolated along with Penicillide (1) and purpactin A (2), and altenusin (5) and dehydroaltenusin (6), the antifungal substances of this fungus, from the extract of Penicillium simplicissimum IFM 53375. The absolute structures of 3 and 4 were determined by spectroscopic investigation and chemical correlation to Penicillide (1). The absolute configuration of purpactin A (2) was determined by the chemical method.

Clinical characteristics of AChRAb and MuSKAb double seropositive myasthenia gravis patients

Clin Neurol Neurosurg 2018 Sep;172:69-73.PMID:29986198DOI:10.1016/j.clineuro.2018.06.041.

Objectives: To explore the characteristics of double seropositive myasthenia gravis (DSP-MG). Patients and methods: A literature review of twenty-four cases of DSP-MG including 2 novel cases presented in the current study, was performed. Results: Among 24 reported patients, 7 were male (29.17%) and 17 were female (70.83%). Among 20 patients with known age, the mean age of onset was 37.30 ± 19.50 years, among which the average onset age of the 6 male patients was 53.17 ± 8.98 years, while the average onset age of the remaining 14 female patients was 30.50 ± 18.94 years. Three patients had simple ocular muscle-type MG (14.28%), while 18 (85.71%) had non-ocular muscle-type MG. After administration of Penicillide, 1 patient developed DSP-MG. In 9 cases, patients developed DSP-MG after thymectomy, while 5 patients naturally developed DSP-MG. Conclusion: Women more frequently developed DSP-MG than men and men were diagnosed at an older age. MG is typically found in the ocular muscles, bulbar and limb muscles.

1H and 13C NMR assignments for 6-demethylvermistatin and two Penicillide derivatives from the mangrove fungus Guignardia sp. (No. 4382) from the South China Sea

Magn Reson Chem 2008 Jul;46(7):693-6.PMID:18338749DOI:10.1002/mrc.2216.

One new compound 6-demethylvermistatin (1), together with two known compounds, the Penicillide derivatives (2) and (3) were isolated from the mangrove fungus Guignardia sp. No. 4382 obtained from the South China Sea. Their structures were assigned using high-resolution electron ionization mass spectrometry(HREIMS), (1)H and (13)C NMR spectra, DEPT, and by 2D COSY, HMQC, and HMBC experiments. The absolute configuration of 1 was established by comparison of its CD with that of vermistatin.

New Antibacterial Secondary Metabolites from a Marine-Derived Talaromyces sp. Strain BTBU20213036

Antibiotics (Basel) 2022 Feb 10;11(2):222.PMID:35203824DOI:10.3390/antibiotics11020222.

New polyketide-derived oligophenalenone dimers, bacillisporins K and L (1 and 2) and xanthoradone dimer rugulosin D (3), together with four known compounds, bacillisporin B (4), macrosporusone D (5), rugulosin A and Penicillide (6 and 7), were isolated from the marine-derived fungus Talaromyces sp. BTBU20213036. Their structures were determined by detailed analysis of HRESIMS, 1D and 2D NMR data, and the absolute configurations were determined on the basis of calculated and experimental electronic circular dichroism (ECD). The antibacterial and antifungal activities of these compounds were tested against Gram-positive-Staphylococcus aureus, Gram-negative-Escherichia coli, and fungal strain-Candida albicans. These compounds showed potential inhibitory effects against S. aureus with minimum inhibitory concentrations ranging from 0.195 to 100 µg/mL.