U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C20H30N2O5
Molecular Weight 378.4626
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NEOTAME

SMILES

COC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CC(O)=O)NCCC(C)(C)C

InChI

InChIKey=HLIAVLHNDJUHFG-HOTGVXAUSA-N
InChI=1S/C20H30N2O5/c1-20(2,3)10-11-21-15(13-17(23)24)18(25)22-16(19(26)27-4)12-14-8-6-5-7-9-14/h5-9,15-16,21H,10-13H2,1-4H3,(H,22,25)(H,23,24)/t15-,16-/m0/s1

HIDE SMILES / InChI
Neotame is a derivative of a dipeptide compound of the amino acids - aspartic acid and phenylalanine. Neotame has been developed as a sweetener with a high degree of sweetness and is obtained by N-alkylating aspartame. Its degree of sweetness varies according to the kind of food and blend composition. It is 7000 to 13,000 times and about 30 to 60 times sweeter than sugar and aspartame respectively. Neotame is rapidly metabolized, completely eliminated and does not accumulate in the body. The major metabolic pathway of neotame is hydrolysis of the methyl ester by esterase which is present throughout the body. This yields de-esterified neotame, the major metabolite and a significant amount of methanol. Due to the presence of the 3-3-di-methylbutyl group, peptidases which would typically break the peptide bond between the aspartic acid and phenylalanine moieties are essentially blocked, thus reducing the availability of phenylalanine. Neotame was approved by the USFDA as a general purpose sweetener in July 2002

Approval Year

PubMed

PubMed

TitleDatePubMed
Modifying the temporal profile of the high-potency sweetener neotame.
2001 Feb
Neotame - a new artificial sweetener.
2002 Aug 19
Neotame anhydrate polymorphs I: preparation and characterization.
2002 Mar
Long-term food consumption and body weight changes in neotame safety studies are consistent with the allometric relationship observed for other sweeteners and during dietary restrictions.
2003 Oct
Food consumption and body weight changes with neotame, a new sweetener with intense taste: differentiating effects of palatability from toxicity in dietary safety studies.
2003 Oct
Artificial sweeteners--do they bear a carcinogenic risk?
2004 Oct
The G protein-coupled receptor subset of the chicken genome.
2006 Jun 2
Simultaneous determination of nine intense sweeteners in foodstuffs by high performance liquid chromatography and evaporative light scattering detection--development and single-laboratory validation.
2007 Jul 20
Standards of medical care in diabetes--2009.
2009 Jan
Determination of nine intense sweeteners in foodstuffs by high-performance liquid chromatography and evaporative light-scattering detection: interlaboratory study.
2009 Jan-Feb
[Determination of five synthetic sweeteners in wines using high performance liquid chromatography-tandem mass spectrometry].
2010 Aug
[Simultaneous determination of six synthetic sweeteners in food by high performance liquid chromatography-tandem mass spectrometry].
2010 Nov
Patents
Name Type Language
NEOTAME
FCC   FHFI   II   INCI   MART.   MI  
INCI  
Official Name English
NEOTAME [FHFI]
Common Name English
N-(N-(3,3-DIMETHYLBUTYL)-L-.ALPHA.-ASPARTYL)-L-PHENYLALANINE 1-METHYL ESTER
Common Name English
E 961
Code English
NC-00723
Code English
INS-961
Code English
NEOTAME [USP-RS]
Common Name English
INS NO.961
Code English
NEOTAME [MI]
Common Name English
NEOTAME [MART.]
Common Name English
L-PHENYLALANINE, N-(N-(3,3-DIMETHYLBUTYL)-L-.ALPHA.-ASPARTYL)-1-METHYL ESTER
Common Name English
NEOTAME [INCI]
Common Name English
NEOTAME [II]
Common Name English
MIRASEE 200
Common Name English
NEOTAME [FCC]
Common Name English
E-961
Code English
Classification Tree Code System Code
CODEX ALIMENTARIUS (GSFA) INS-961
Created by admin on Fri Dec 15 17:36:00 GMT 2023 , Edited by admin on Fri Dec 15 17:36:00 GMT 2023
JECFA EVALUATION INS-961
Created by admin on Fri Dec 15 17:36:00 GMT 2023 , Edited by admin on Fri Dec 15 17:36:00 GMT 2023
NCI_THESAURUS C283
Created by admin on Fri Dec 15 17:36:00 GMT 2023 , Edited by admin on Fri Dec 15 17:36:00 GMT 2023
CFR 21 CFR 172.829
Created by admin on Fri Dec 15 17:36:00 GMT 2023 , Edited by admin on Fri Dec 15 17:36:00 GMT 2023
Code System Code Type Description
EVMPD
SUB119863
Created by admin on Fri Dec 15 17:36:00 GMT 2023 , Edited by admin on Fri Dec 15 17:36:00 GMT 2023
PRIMARY
WIKIPEDIA
NEOTAME
Created by admin on Fri Dec 15 17:36:00 GMT 2023 , Edited by admin on Fri Dec 15 17:36:00 GMT 2023
PRIMARY
RS_ITEM_NUM
1460204
Created by admin on Fri Dec 15 17:36:00 GMT 2023 , Edited by admin on Fri Dec 15 17:36:00 GMT 2023
PRIMARY
FDA UNII
VJ597D52EX
Created by admin on Fri Dec 15 17:36:00 GMT 2023 , Edited by admin on Fri Dec 15 17:36:00 GMT 2023
PRIMARY
EPA CompTox
DTXSID50167950
Created by admin on Fri Dec 15 17:36:00 GMT 2023 , Edited by admin on Fri Dec 15 17:36:00 GMT 2023
PRIMARY
SMS_ID
100000143306
Created by admin on Fri Dec 15 17:36:00 GMT 2023 , Edited by admin on Fri Dec 15 17:36:00 GMT 2023
PRIMARY
DAILYMED
VJ597D52EX
Created by admin on Fri Dec 15 17:36:00 GMT 2023 , Edited by admin on Fri Dec 15 17:36:00 GMT 2023
PRIMARY
MERCK INDEX
m7820
Created by admin on Fri Dec 15 17:36:00 GMT 2023 , Edited by admin on Fri Dec 15 17:36:00 GMT 2023
PRIMARY Merck Index
PUBCHEM
9810996
Created by admin on Fri Dec 15 17:36:00 GMT 2023 , Edited by admin on Fri Dec 15 17:36:00 GMT 2023
PRIMARY
HSDB
7965
Created by admin on Fri Dec 15 17:36:00 GMT 2023 , Edited by admin on Fri Dec 15 17:36:00 GMT 2023
PRIMARY
CAS
165450-17-9
Created by admin on Fri Dec 15 17:36:00 GMT 2023 , Edited by admin on Fri Dec 15 17:36:00 GMT 2023
PRIMARY
NCI_THESAURUS
C81625
Created by admin on Fri Dec 15 17:36:00 GMT 2023 , Edited by admin on Fri Dec 15 17:36:00 GMT 2023
PRIMARY
RXCUI
1367111
Created by admin on Fri Dec 15 17:36:00 GMT 2023 , Edited by admin on Fri Dec 15 17:36:00 GMT 2023
PRIMARY RxNorm