Preferred Name |
nateglinide |
|
Synonyms |
C19H27NO3 (2R)-3-phenyl-2-{[4-(propan-2-yl)cyclohexyl]formamido}propanoic acid |
|
ID |
http://purl.obolibrary.org/obo/dinto_DB00731 |
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activates | ||
AHFScode |
68:20.16 |
|
ATCCode |
A10BX03 |
|
CASRN |
105816-04-4 |
|
DBBrand |
starlix fastic starsis |
|
DBSynonym |
sdz-djn 608 nateglinide [inn] |
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Definition |
Nateglinide is an oral antihyperglycemic agent used for the treatment of non-insulin-dependent diabetes mellitus (NIDDM). It belongs to the meglitinide class of short-acting insulin secretagogues, which act by binding to ? cells of the pancreas to stimulate insulin release. Nateglinide is an amino acid derivative that induces an early insulin response to meals decreasing postprandial blood glucose levels. It should only be taken with meals and meal-time doses should be skipped with any skipped meal. Approximately one month of therapy is required before a decrease in fasting blood glucose is seen. Meglitnides may have a neutral effect on weight or cause a slight increase in weight. The average weight gain caused by meglitinides appears to be lower than that caused by sulfonylureas and insulin and appears to occur only in those na?ve to oral antidiabetic agents. Due to their mechanism of action, meglitinides may cause hypoglycemia although the risk is thought to be lower than that of sulfonylureas since their action is dependent on the presence of glucose. In addition to reducing postprandial and fasting blood glucose, meglitnides have been shown to decrease glycosylated hemoglobin (HbA1c) levels, which are reflective of the last 8-10 weeks of glucose control. Meglitinides appear to be more effective at lowering postprandial blood glucose than metformin, sulfonylureas and thiazolidinediones. Nateglinide is extensively metabolized in the liver and excreted in urine (83%) and feces (10%). The major metabolites possess less activity than the parent compound. One minor metabolite, the isoprene, has the same potency as its parent compound. |
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has effect |
http://purl.obolibrary.org/obo/OAE_0000388 http://purl.obolibrary.org/obo/OAE_0001373 http://purl.obolibrary.org/obo/OAE_0000376 http://purl.obolibrary.org/obo/OAE_0000373 http://purl.obolibrary.org/obo/OAE_0000210 http://purl.obolibrary.org/obo/OAE_0000319 http://purl.obolibrary.org/obo/OAE_0001025 http://purl.obolibrary.org/obo/OAE_0000600 http://purl.obolibrary.org/obo/OAE_0001057 http://purl.obolibrary.org/obo/OAE_0000584 http://purl.obolibrary.org/obo/OAE_0000414 http://purl.obolibrary.org/obo/OAE_0000034 http://purl.obolibrary.org/obo/OAE_0000401 http://purl.obolibrary.org/obo/OAE_0000468 http://purl.obolibrary.org/obo/OAE_0000362 http://purl.obolibrary.org/obo/OAE_0000374 |
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has pharmacological target | ||
InChI |
InChI=1S/C19H27NO3/c1-13(2)15-8-10-16(11-9-15)18(21)20-17(19(22)23)12-14-6-4-3-5-7-14/h3-7,13,15-17H,8-12H2,1-2H3,(H,20,21)(H,22,23)/t15?,16-,17-/m1/s1 |
|
InChIKey |
InChIKey=OELFLUMRDSZNSF-YJEKIOLLSA-N |
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inhibits |
http://purl.obolibrary.org/obo/dinto_4065 http://purl.obolibrary.org/obo/dinto_2142 |
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is metabolised by |
http://purl.obolibrary.org/obo/dinto_2058 http://purl.obolibrary.org/obo/dinto_2990 http://purl.obolibrary.org/obo/dinto_2993 http://purl.obolibrary.org/obo/dinto_0265 http://purl.obolibrary.org/obo/dinto_0901 |
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is transported by | ||
label |
nateglinide |
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may interact with |
http://purl.obolibrary.org/obo/dinto_DB01296 http://purl.obolibrary.org/obo/dinto_DB00582 http://purl.obolibrary.org/obo/dinto_DB00052 |
|
prefixIRI |
obo2:dinto_DB00731 |
|
prefLabel |
nateglinide |
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related with | ||
SMILES |
CC(C)C1CC[C@@H](CC1)C(=O)N[C@H](CC1=CC=CC=C1)C(O)=O |
|
Synonym |
C19H27NO3 (2R)-3-phenyl-2-{[4-(propan-2-yl)cyclohexyl]formamido}propanoic acid |
|
xref |
RxList:http://www.rxlist.com/cgi/generic2/nateglinide.htm Drugs.com:http://www.drugs.com/cdi/nateglinide.html PharmGKB:PA450600 PDRhealth:http://www.pdrhealth.com/drug_info/rxdrugprofiles/drugs/sta1565.shtml National Drug Code Directory:0078-0351-05 Wikipedia:http://en.wikipedia.org/wiki/Nateglinide Drugs Product Database (DPD):2245439 ChEBI:146727 |
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subClassOf |