Glisoprenin B
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| Category | Enzyme inhibitors |
| Catalog number | BBF-01254 |
| CAS | 144376-63-6 |
| Molecular Weight | 719.13 |
| Molecular Formula | C45H82O6 |
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Description
It is produced by the strain of Gliocladium sp. FO-1513. It is a cholesterol acyltransferase (ACAT) inhibitor.
Specification
| Synonyms | 2,6,10,14-Tricosatetraene-1,19,23,27-tetrol,3,7,11,15,19,23,27-heptamethyl-30-(tetrahydro-5-(1-hydroxy-1-methylethyl)-2-methyl-2-furanyl)- |
| IUPAC Name | (2E,6E,10E,14E)-30-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-3,7,11,15,19,23,27-heptamethyltriaconta-2,6,10,14-tetraene-1,19,23,27-tetrol |
| Canonical SMILES | CC(=CCCC(=CCCC(=CCCC(=CCO)C)C)C)CCCC(C)(CCCC(C)(CCCC(C)(CCCC1(CCC(O1)C(C)(C)O)C)O)O)O |
| InChI | InChI=1S/C45H82O6/c1-36(18-11-19-37(2)21-13-23-39(4)26-35-46)20-12-22-38(3)24-14-27-42(7,48)28-15-29-43(8,49)30-16-31-44(9,50)32-17-33-45(10)34-25-40(51-45)41(5,6)47/h18,21-22,26,40,46-50H,11-17,19-20,23-25,27-35H2,1-10H3/b36-18+,37-21+,38-22+,39-26+ |
| InChI Key | JVMGRPXMVYGAQN-QYOQUFJESA-N |
Properties
| Appearance | Colorless Oily Matter |
| Boiling Point | 790.2±60.0 °C (Predicted) |
| Density | 0.992±0.06 g/cm3 (Predicted) |
| Solubility | Soluble in Methanol, Chloroform |
Reference Reading
1. Glisoprenins, new inhibitors of acyl-CoA: cholesterol acyltransferase produced by Gliocladium sp. FO-1513. I. Production, isolation and physico-chemical and biological properties
H Tomoda, X H Huang, H Nishida, R Masuma, Y K Kim, S Omura J Antibiot (Tokyo). 1992 Aug;45(8):1202-6. doi: 10.7164/antibiotics.45.1202.
Gliocladium sp. FO-1513 was found to produce novel inhibitors of acyl-CoA: cholesterol acyltransferase (ACAT). Two active compounds, designated glisoprenins A and B, were isolated from the culture broth of the producing strain by a conventional method. The IC50 values of glisoprenins A and B for ACAT activity were 46 and 61 microM in an enzyme assay using rat liver microsomes, and 1.2 and 0.57 microM in a J774 macrophage assay, respectively.
2. Glisoprenins, new inhibitors of acyl-CoA: cholesterol acyltransferase produced by Gliocladium sp. FO-1513. II. Structure elucidation of glisoprenins A and B
H Nishida, X H Huang, H Tomoda, S Omura J Antibiot (Tokyo). 1992 Oct;45(10):1669-76. doi: 10.7164/antibiotics.45.1669.
The structure of glisoprenins A and B, novel acyl-CoA: cholesterol acyltransferase (ACAT) inhibitors, was determined by spectroscopic analyses, mainly 1H and 13C NMR and MS. Glisoprenin A was deduced to be a tetrahydroxynonaprenol and glisoprenin B to be an oxidative modification of glisoprenin A.
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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 ╳
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