dl-Aloesol
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| Category | Others |
| Catalog number | BBF-04447 |
| CAS | 104871-04-7 |
| Molecular Weight | 234.25 |
| Molecular Formula | C13H14O4 |
| Purity | 98.5% |
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Description
Dl-Aloesol is produced from the endophytic fungus HCCB06030.
Specification
| Related CAS | 94356-35-1 (S-isomer) |
| Synonyms | 7-Hydroxy-2-(2'-hydroxypropyl)-5-methylchromone; DL-Aloesol; 4H-1-Benzopyran-4-one, 7-hydroxy-2-(2-hydroxypropyl)-5-methyl- |
| Storage | Store at 2-8°C |
| IUPAC Name | 7-hydroxy-2-(2-hydroxypropyl)-5-methylchromen-4-one |
| Canonical SMILES | CC1=CC(=CC2=C1C(=O)C=C(O2)CC(C)O)O |
| InChI | InChI=1S/C13H14O4/c1-7-3-9(15)5-12-13(7)11(16)6-10(17-12)4-8(2)14/h3,5-6,8,14-15H,4H2,1-2H3 |
| InChI Key | ZYCNQWOKCMJKEZ-UHFFFAOYSA-N |
Properties
| Appearance | Crystal |
| Boiling Point | 446.7±45.0°C at 760 mmHg |
| Melting Point | 175-178°C |
| Density | 1.3±0.1 g/cm3 |
| Solubility | Soluble in Methanol |
Reference Reading
1. Metabolism of aloesin and related compounds by human intestinal bacteria: a bacterial cleavage of the C-glucosyl bond and the subsequent reduction of the acetonyl side chain
Q M Che, T Akao, M Hattori, K Kobashi, T Namba Chem Pharm Bull (Tokyo). 1991 Mar;39(3):704-8. doi: 10.1248/cpb.39.704.
By anaerobic incubation with a bacterial mixture from human feces, aloesin (aloeresin B; 1) was converted to 2-acetonyl-7-hydroxy-5-methylchromone (aloesone; 3) and dl-7-hydroxy-2-(2'-hydroxypropyl)-5-methylchromone (aloesol; 4a + 4b) through a cleavage of the C-glucosyl bond, followed by reduction of the acetonyl side chain. An analogous compound, aloeresin A (2), was converted to p-coumaric acid and aloesin (1), the latter being subsequently transformed to aloesone (3) and dl-aloesol (4a + 4b). On the other hand, 7-O-methylated derivatives (7, 5a and 5b) of aloesin and of 8-C-glucosylaloesol were not cleaved to the corresponding aglycones, suggesting the importance of a free hydroxy group adjacent to the C-glucosyl group in the molecule for the bacterial cleavage of aloesin derivatives. This is the first report on the cleavage of the C-glycosyl bond of chromone C-glucosides by intestinal bacteria.
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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 ╳
