Glucopiericidinol A1
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| Category | Bioactive by-products |
| Catalog number | BBF-03740 |
| CAS | 125535-05-9 |
| Molecular Weight | 593.71 |
| Molecular Formula | C31H47NO10 |
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Description
It is produced by the strain of Streptomyces sp. OM-5689. It has anti-Hela S3 activity (MIC is 0.39 μg/mL), similar to Glucopiericidin (MIC is 0.25 μg/mL).
Specification
| Synonyms | b-D-Glucopyranoside, 8-hydroxy-10-(4-hydroxy-5,6-dimethoxy-3-methyl-2-pyridinyl)-2,4,8-trimethyl-1-(1-methyl-1-propenyl)-3,5,9-decatrienyl-; 2-[(1E,5E,7E,10S,11E)-3-hydroxy-3,7,9,11-tetramethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytrideca-1,5,7,11-tetraenyl]-5,6-dimethoxy-3-methyl-1H-pyridin-4-one |
| IUPAC Name | (2R,3R,4S,5S,6R)-2-(((2E,6E,8E,11S,12E)-11-hydroxy-13-(4-hydroxy-5,6-dimethoxy-3-methylpyridin-2-yl)-3,5,7,11-tetramethyltrideca-2,6,8,12-tetraen-4-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol |
| Canonical SMILES | CC=C(C)C(C(C)C=C(C)C=CCC(C)(C=CC1=C(C(=O)C(=C(N1)OC)OC)C)O)OC2C(C(C(C(O2)CO)O)O)O |
| InChI | InChI=1S/C31H47NO10/c1-9-18(3)27(42-30-26(37)25(36)24(35)22(16-33)41-30)19(4)15-17(2)11-10-13-31(6,38)14-12-21-20(5)23(34)28(39-7)29(32-21)40-8/h9-12,14-15,19,22,24-27,30,33,35-38H,13,16H2,1-8H3,(H,32,34)/b11-10+,14-12+,17-15+,18-9+/t19?,22-,24-,25+,26-,27?,30+,31?/m1/s1 |
| InChI Key | FXKCPQKAYSQRGI-GDXSFRBMSA-N |
Properties
| Appearance | Yellow Oily Matter |
| Antibiotic Activity Spectrum | Neoplastics (Tumor) |
| Boiling Point | 834.1°C at 760 mmHg |
| Density | 1.24 g/cm3 |
| Solubility | Soluble in Methanol, Chloroform |
Reference Reading
1. Novel cytocidal antibiotics, glucopiericidinols A1 and A2. Taxonomy, fermentation, isolation, structure elucidation and biological characteristics
S Funayama, M Ishibashi, Y Anraku, M Miyauchi, H Mori, K Komiyama, S Omura J Antibiot (Tokyo). 1989 Dec;42(12):1734-40. doi: 10.7164/antibiotics.42.1734.
Two novel antibiotics, glucopiericidinols A1 (1) and A2 (2) were isolated from the cultured broth of Streptomyces sp. OM-5689. The structures of these two compounds were deduced employing spectroscopic analyses. These antibiotics showed potent cytocidal activities against HeLa S3 cells in vitro (MIC 1: 0.39 microgram/ml, 2: 0.10 microgram/ml) when the cells were exposed to the antibiotics for 3 days. Although 1 and 2 showed no activity at 1,000 micrograms/ml against various Gram-positive and Gram-negative bacteria, yeast or fungi, they did have inhibitory activity against Piricularia oryzae (MIC of 1: 125 micrograms/ml, of 2: 31 micrograms/ml).
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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 ╳
