Name: 2,5-Deoxyfructosazine (hydrochloride)
Rating: 5 (10 reviews)

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HIT ID:HIT212727351
Cas No:17460-13-8
常用名:2,5-Deoxyfructosazine (hydrochloride)
常用名:2,5-Deoxyfructosazine (hydrochloride)
IUPAC:(1R,2S,3R)-1-{5-[(2S,3R)-2,3,4-trihydroxybutyl]pyrazin-2-yl}butane-1,2,3,4-tetrol
IUPAC:(1R,2S,3R)-1-{5-[(2S,3R)-2,3,4-trihydroxybutyl]pyrazin-2-yl}butane-1,2,3,4-tetrol
InChI key:FBDICDJCXVZLIP-VSSNEEPJSA-N

分子式:C12H20N2O7
分子量:304.299
氢键供体数 (HBD):7
氢键受体数 (HBA):9
LogP:-4.596328
SMILES:OC[C@@H](O)[C@@H](O)Cc1cnc(cn1)[C@@H](O)[C@H](O)[C@H](O)CO
SMILES:OC[C@@H](O)[C@@H](O)Cc1cnc(cn1)[C@@H](O)[C@H](O)[C@H](O)CO

2,5-Deoxyfructosazine is a pyrazine derivative that can be found in cured tobacco and is used as a flavoring agent in the food and tobacco industry. Pyrazines, including 2,5-deoxyfructosazine, can be produced either by pyrolytic decomposition of natural compounds or by the reaction of sugars with alcoholic ammonia. 2,5-Deoxyfructosazine is also formed by the breakdown of D-glucosamine at neutral pH. Like glucosamine, 2,5-deoxyfructosazine has DNA strand breakage activity and strongly inhibits IL-2 production by Jurkat cells stimulated with phytohemagglutinin (IC50 = ~1.25 mM).

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