Adipostatin A
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Enzyme inhibitors |
| Catalog number | BBF-00549 |
| CAS | 3158-56-3 |
| Molecular Weight | 320.51 |
| Molecular Formula | C21H36O2 |
| Purity | 98% |
Online Inquiry
Description
Adipostatin is a glycerol-3-phosphate dehydrogenase inhibitor produced in Streptornyces cyaneus 2299-SVI. Adipostatin A is an inhibitor of glycerol-3-phosphate dehydrogenase. It prevents triglyceride accumulation in 3T3-L1 cells when applied at 5-7.5 µM. Adipostatin A is cytotoxic against fibroblast carcinoma KB cell lines with an IC50 value of 10.6 µM.
Specification
| Related CAS | 57486-25-6 |
| Synonyms | 5-Pentadecylresorcinol; Cardol; 1,3-Benzenediol,5-pentadecyl |
| Storage | Store at 2-8°C |
| IUPAC Name | 5-pentadecylbenzene-1,3-diol |
| Canonical SMILES | CCCCCCCCCCCCCCCC1=CC(=CC(=C1)O)O |
| InChI | InChI=1S/C21H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-16-20(22)18-21(23)17-19/h16-18,22-23H,2-15H2,1H3 |
| InChI Key | KVVSCMOUFCNCGX-UHFFFAOYSA-N |
Properties
| Appearance | White Powder |
| Boiling Point | 452.5°C at 760 mmHg |
| Melting Point | 62-63 °C |
| Density | 0.96 g/cm3 |
| Solubility | Soluble in DMSO |
Reference Reading
1. Cardol triene inhibits dengue infectivity by targeting kl loops and preventing envelope fusion
Aphinya Suroengrit, Warinthorn Chavasiri, Thanaphon Saelee, Kowit Hengphasatporn, Parichat Kanyaboon, Thanyada Rungrotmongkol, Siwaporn Boonyasuppayakorn Sci Rep . 2018 Nov 9;8(1):16643. doi: 10.1038/s41598-018-35035-w.
Dengue virus causes a global burden that specific chemotherapy has not been established. A previous report suggested that anacardic acid inhibited hepatitis C virus infection. Here, we explored structure activity relationship of anacardic acid, cardanol, and cardol homologues with anti-DENV cellular infectivities. Cardol triene showed the highest therapeutic index at 29.07 with the CC50and EC50of 207.30 ± 5.24 and 7.13 ± 0.72 µM, respectively. Moreover, we observed that the more unsaturated the hydrocarbon tail, the higher the CC50s in all head groups. High CC50s were also found in HepG-2, THP-1, and HEK-293 cell lines where cardol triene CC50s were 140.27 ± 8.44, 129.77 ± 12.08, and 92.80 ± 3.93 µM, respectively. Cardol triene expressed pan-dengue inhibition with the EC50s of 5.35 to 8.89 µM and kl loops of dengue envelope proteins were major targets. The strong binding energy at T48, E49, A50, P53, K128, V130, L135, M196, L198, Q200, W206, L207, I270, and L277 prevented cellular pH-dependent fusion. Zika virus kl loops were aligned in the closed position preventing cardol triene to bind and inhibit fusion and infectivity. This study showed for the first time that cardol triene had a potential for further development as anti-dengue inhibitors.
2. Chemical constituents and biological activities of the fruits of Knema pachycarpa de Wilde
Nguyen Thi Minh Hang, Nguyen Van The, Cao Thi Hue, Phan Minh Duc, Vassya Bankova, Hung Nguyen Van, Milena Popova, Tran Huu Giap, Vu Thi Kim Oanh, Thanh Nguyen Le Nat Prod Res . 2021 Feb;35(3):455-464. doi: 10.1080/14786419.2019.1637868.
Then-hexane extract ofKnema pachycarpafruits (Myristicaceae family), exhibiting strong anti-acetylcholinesterase activity, was investigated by gas chromatography/mass spectrometry and then purified by column chromatography. Guided by GC/MS profiling and bioassay, chromatographic separations led to the isolation of five new compounds: two anacardic acid derivatives1-2, two cardanol derivatives3-4and a cardol derivative5, along with mixtures of known phenolic lipids6-9. The chemical structures were determined by various spectroscopic methods. New isolated compounds1-5were evaluated for their cytotoxicity and anti-acetylcholinesterase activity. Cardanol3and cardol5were the most active compounds in the acetylcholinesterase inhibitory assay with IC50values of 2.60 ± 0.24 µM and 2.46 ± 0.23 µM, respectively. Cardanol4and cardol5showed moderate cytotoxicity against Hela and MCF-7 cancer cell lines with IC50values ranging from 31.36 ± 0.41 µM to 41.30 ± 2.49 µM.
3. Larvicidal and pupicidal activities of eco-friendly phenolic lipid products from Anacardium occidentale nutshell against arbovirus vectors
Maria Lucília Santos, Sébastien Charneau, Carla Nunes de Araújo, Izabela Marques Dourado Bastos, Jaime Martins de Santana, Milene Aparecida de Andrade, Rose Monnerat, Natália Alves de Castro, George Harrison Ferreira de Carvalho Environ Sci Pollut Res Int . 2019 Feb;26(6):5514-5523. doi: 10.1007/s11356-018-3905-y.
Aedes aegypti and Culex quinquefasciatus are vectors of diseases that constitute public health problems. The discovery of products capable of inhibiting their development which are less harmful to the environment would have a huge impact on vector control. Here, natural cashew nut shell liquid (CNSL), technical CNSL, anacardic acid, cardanol, and cardol were isolated from Anacardium occidentale and evaluated for larvicidal and pupicidal activity against Ae. aegypti and Cx. quinquefasciatus under laboratory and field conditions. The activities of phenol, resorcinol, salicylic acid, and pentadecane, commercial chemicals similar in structure to nut shell derivatives, were also evaluated. All of the fractions extracted from A. occidentale oil exerted larvicidal effects against both mosquito species (LC505.4-22.6 mg/L), and two of the aforementioned were effective against pupae (LC5090.8-109.7 mg/L). Of all the fractions tested, cardol demonstrated the strongest larvicidal and pupicidal effects and presented the most prolonged residual activity against the larvae and pupae of Ae. aegypti and Cx. quinquefasciatus under field conditions. This study suggests that A. occidentale nut shell derivatives are sustainable and promising candidates for the development of novel insecticides to overcome the problem of harmful chemical insecticides.
Recommended Products
| BBF-03754 | CASTANOSPERMINE | Inquiry |
| BBF-00764 | Cerebroside C | Inquiry |
| BBF-02614 | Nystatin | Inquiry |
| BBF-01826 | Deoxymannojirimycin | Inquiry |
| BBF-03753 | Baicalin | Inquiry |
| BBF-03755 | Actinomycin D | Inquiry |
Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
