ML 236A
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Enzyme inhibitors |
| Catalog number | BBF-03661 |
| CAS | 58889-19-3 |
| Molecular Weight | 306.40 |
| Molecular Formula | C18H26O4 |
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Description
It has the activity of inhibiting HMG-CoA reductase, and it is produced by the strain of Penicillum citrinum SANK.
Specification
| Synonyms | Compactin diol lactone; ML-236A; 6-(2-(1,2,6,7,8,8a-Hexahydro-8-hydroxy-2-methyl-1-naphthalenyl)ethyl)tetrahydro-4-hydroxy-2H-pyran-2-one; desmethylmonacolin J; Antibiotic ML 236A |
| IUPAC Name | (4R,6R)-6-[2-[(1S,2S,8S,8aR)-8-hydroxy-2-methyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]ethyl]-4-hydroxyoxan-2-one |
| Canonical SMILES | CC1C=CC2=CCCC(C2C1CCC3CC(CC(=O)O3)O)O |
| InChI | InChI=1S/C18H26O4/c1-11-5-6-12-3-2-4-16(20)18(12)15(11)8-7-14-9-13(19)10-17(21)22-14/h3,5-6,11,13-16,18-20H,2,4,7-10H2,1H3/t11-,13+,14+,15-,16-,18-/m0/s1 |
| InChI Key | WWSNTLOVYSRDEL-DZSDEGEFSA-N |
Properties
| Appearance | White Powder |
| Boiling Point | 535.2±50.0°C at 760 mmHg |
| Melting Point | 126-132°C |
| Density | 1.2±0.1 g/cm3 |
Reference Reading
1. Microbial conversion of compactin (ML-236B) to ML-236A
D Komagata, H Yamashita, A Endo J Antibiot (Tokyo). 1986 Nov;39(11):1574-7. doi: 10.7164/antibiotics.39.1574.
Approximately 1,600 fungal strains were tested for ability to convert compactin (ML-236B) to ML-236A and Emericella unguis IFO 8087 was found to be the most active. E. unguis converted ML-236B to ML-236A with a yield of over 90%.
2. Comparison of the effect of six compactin-related compounds on cholesterol synthesis in five human cell types
D D Sviridov, A Endo, Pavlov MYu, V S Repin, V N Smirnov Lipids. 1990 Nov;25(11):685-90. doi: 10.1007/BF02544034.
We have investigated the effect of six compactin-related compounds--mevinolin, compactin, ML-236A, monacolin X, monacolin L and dihydromonacolin L--on cholesterol synthesis in human umbilical vein endothelial cells, human small intestine epithelial cells, human hepatoma cell line HEP G2, normal human skin fibroblasts and in skin fibroblasts from a patient with familial homozygous hypercholesterolemia. The inhibition of cholesterol synthesis was found to depend on both the cell type and the type of compound used. The most effective compounds were mevinolin and compactin. Monacolin X, monacolin L and ML-236A were less effective, and dihydromonacolin L was the least efficacious. Endothelial and epithelial cells were sensitive to very low concentrations of inhibitors (IC50 = 1.0-30 pg/mL), HEP G2 cells required higher concentrations (IC50 = 0.01-66 ng/mL) and fibroblasts needed even higher concentrations (IC50 = 0.1-200 ng/mL). Lactone and acid forms of the inhibitors were equally active. None of the inhibitors had any effect on either protein or fatty acid synthesis in any of the cell types studied. It can be concluded that different compactin-related compounds show a range of potencies as cholesterol synthesis inhibitors and a dose-dependent tissue-selectivity.
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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 ╳
