Details
Stereochemistry | ABSOLUTE |
Molecular Formula | 2C14H25N3O4S.5H2O |
Molecular Weight | 752.938 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O.O.O.O.O.C[C@@H](NC(=O)[C@@H](N)CC(O)=O)C(=O)NC1C(C)(C)SC1(C)C.C[C@@H](NC(=O)[C@@H](N)CC(O)=O)C(=O)NC2C(C)(C)SC2(C)C
InChI
InChIKey=NUFKRGBSZPCGQB-FLBSXDLDSA-N
InChI=1S/2C14H25N3O4S.5H2O/c2*1-7(16-11(21)8(15)6-9(18)19)10(20)17-12-13(2,3)22-14(12,4)5;;;;;/h2*7-8,12H,6,15H2,1-5H3,(H,16,21)(H,17,20)(H,18,19);5*1H2/t2*7-,8+;;;;;/m11...../s1
Molecular Formula | H2O |
Molecular Weight | 18.0153 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Molecular Formula | C14H25N3O4S |
Molecular Weight | 331.431 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Alitame [l-α-aspartyl-N-(2,2,4,4-tetramethyl-3-thioethanyl)-d-alaninamide] is an amino acid-based sweetener developed by Pfizer Central Research from l-aspartic acid, d-alanine, and 2,2,4,4-tetraethylthioethanyl amine. A terminal amide group instead of the methyl ester constituent of aspartame was used to improve the hydrolytic stability. The incorporation of d-alanine as a second amino acid in place of l-phenylalanine has resulted in optimum sweetness. The increased steric and lipophilic bulk on a small ring with a sulfur derivative has provided a very sweet product and good taste qualities. Alitame is noncariogenic. From an oral intake, 7–22% is unabsorbed and excreted in the feces. The remainder is hydrolyzed to aspartic acid and alanine amide. The aspartic acid is normally metabolized, and the alanine amide is excreted in the urine as a sulfoxide isomer, sulfone, or conjugated with glucuronic acid. U.S. Food and Drug Administration has approved alitame for use as per acceptable daily intake (ADI) value.
Originator
Approval Year
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:13:31 GMT 2023
by
admin
on
Fri Dec 15 16:13:31 GMT 2023
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Record UNII |
6KI9M51JOG
|
Record Status |
Validated (UNII)
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Record Version |
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-
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Classification Tree | Code System | Code | ||
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CODEX ALIMENTARIUS (GSFA) |
INS-956
Created by
admin on Fri Dec 15 16:13:31 GMT 2023 , Edited by admin on Fri Dec 15 16:13:31 GMT 2023
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NCI_THESAURUS |
C283
Created by
admin on Fri Dec 15 16:13:31 GMT 2023 , Edited by admin on Fri Dec 15 16:13:31 GMT 2023
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Code System | Code | Type | Description | ||
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20055408
Created by
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PRIMARY | |||
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7825
Created by
admin on Fri Dec 15 16:13:31 GMT 2023 , Edited by admin on Fri Dec 15 16:13:31 GMT 2023
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1012848
Created by
admin on Fri Dec 15 16:13:31 GMT 2023 , Edited by admin on Fri Dec 15 16:13:31 GMT 2023
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PRIMARY | |||
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6KI9M51JOG
Created by
admin on Fri Dec 15 16:13:31 GMT 2023 , Edited by admin on Fri Dec 15 16:13:31 GMT 2023
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PRIMARY | |||
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Y-33
Created by
admin on Fri Dec 15 16:13:31 GMT 2023 , Edited by admin on Fri Dec 15 16:13:31 GMT 2023
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PRIMARY | |||
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1269188-34-2
Created by
admin on Fri Dec 15 16:13:31 GMT 2023 , Edited by admin on Fri Dec 15 16:13:31 GMT 2023
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NON-SPECIFIC STOICHIOMETRY | |||
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99016-42-9
Created by
admin on Fri Dec 15 16:13:31 GMT 2023 , Edited by admin on Fri Dec 15 16:13:31 GMT 2023
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PRIMARY | |||
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C082016
Created by
admin on Fri Dec 15 16:13:31 GMT 2023 , Edited by admin on Fri Dec 15 16:13:31 GMT 2023
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CHEMBL2104004
Created by
admin on Fri Dec 15 16:13:31 GMT 2023 , Edited by admin on Fri Dec 15 16:13:31 GMT 2023
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PRIMARY | |||
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C74194
Created by
admin on Fri Dec 15 16:13:31 GMT 2023 , Edited by admin on Fri Dec 15 16:13:31 GMT 2023
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DTXSID1035028
Created by
admin on Fri Dec 15 16:13:31 GMT 2023 , Edited by admin on Fri Dec 15 16:13:31 GMT 2023
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PRIMARY | |||
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ALITAME
Created by
admin on Fri Dec 15 16:13:31 GMT 2023 , Edited by admin on Fri Dec 15 16:13:31 GMT 2023
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PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
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ANHYDROUS->SOLVATE |