ASPARTAME

General Information

Mainterm	ASPARTAME
Doc Type	ASP
CAS Reg.No.(or other ID)	22839-47-0
Regnum	172.804

From www.fda.gov

Computed Descriptors

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2D Structure
CID	134601
IUPAC Name	(3S)-3-amino-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
InChI	InChI=1S/C14H18N2O5/c1-21-14(20)11(7-9-5-3-2-4-6-9)16-13(19)10(15)8-12(17)18/h2-6,10-11H,7-8,15H2,1H3,(H,16,19)(H,17,18)/t10-,11-/m0/s1
InChI Key	IAOZJIPTCAWIRG-QWRGUYRKSA-N
Canonical SMILES	COC(=O)C(CC1=CC=CC=C1)NC(=O)C(CC(=O)O)N
Molecular Formula	C14H18N2O5

From Pubchem

Computed Properties

Property Name	Property Value
Molecular Weight	294.307
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	8
Complexity	380.0
CACTVS Substructure Key Fingerprint	A A A D c e B z O A A A A A A A A A A A A A A A A A A A A A A A A A A w A A A A A A A A A A A B A A A A H g A Q C A A A D C j B m A Y y C I L A B g C I A i H S G A A C A A A g A A A I i I G I A I g K Y D q A k T G V Y A A m l g C Y i A e / y K C O A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A = =
Topological Polar Surface Area	119.0
Monoisotopic Mass	294.122
Exact Mass	294.122
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	21
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

From Pubchem

ADMET Predicted Profile --- Classification

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB-	0.5562
Human Intestinal Absorption	HIA-	0.8218
Caco-2 Permeability	Caco2-	0.8956
P-glycoprotein Substrate	Substrate	0.5137
P-glycoprotein Inhibitor	Non-inhibitor	0.9286
P-glycoprotein Inhibitor	Non-inhibitor	0.9772
Renal Organic Cation Transporter	Non-inhibitor	0.9573
Distribution
Subcellular localization	Mitochondria	0.6433
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8330
CYP450 2D6 Substrate	Non-substrate	0.8474
CYP450 3A4 Substrate	Non-substrate	0.6928
CYP450 1A2 Inhibitor	Non-inhibitor	0.8972
CYP450 2C9 Inhibitor	Non-inhibitor	0.8940
CYP450 2D6 Inhibitor	Non-inhibitor	0.9549
CYP450 2C19 Inhibitor	Non-inhibitor	0.9484
CYP450 3A4 Inhibitor	Non-inhibitor	0.9437
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.9792
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9948
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9467
AMES Toxicity	Non AMES toxic	0.7963
Carcinogens	Non-carcinogens	0.9284
Fish Toxicity	Low FHMT	0.6421
Tetrahymena Pyriformis Toxicity	High TPT	0.9607
Honey Bee Toxicity	Low HBT	0.8134
Biodegradation	Not ready biodegradable	0.7073
Acute Oral Toxicity	III	0.5381
Carcinogenicity (Three-class)	Non-required	0.7095

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-1.9817	LogS
Caco-2 Permeability	-0.2802	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.6896	LD50, mol/kg
Fish Toxicity	2.2801	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	-0.1175	pIGC50, ug/L

From admetSAR

Taxonomic Classification

Kingdom	Organic compounds
Superclass	Organic acids and derivatives
Class	Carboxylic acids and derivatives
Subclass	Amino acids, peptides, and analogues
Intermediate Tree Nodes	Not available
Direct Parent	Peptides
Alternative Parents	Organopnictogen compounds Propargyl-type 1,3-dipolar organic compounds Amino acids N-acyl-alpha amino acids and derivatives Amphetamines and derivatives Alpha amino acid esters Carboxylic acids Methyl esters Beta amino acids and derivatives Hydrocarbon derivatives Carboximidic acids Fatty acid esters Phenylalanine and derivatives Dicarboxylic acids and derivatives Organic oxides Carbonyl compounds Monoalkylamines
Molecular Framework	Aromatic homomonocyclic compounds
Substituents	Alpha peptide - Phenylalanine or derivatives - Alpha-amino acid ester - N-acyl-alpha amino acid or derivatives - Beta amino acid or derivatives - Alpha-amino acid or derivatives - Amphetamine or derivatives - Fatty acid ester - Monocyclic benzene moiety - Fatty acyl - Benzenoid - Dicarboxylic acid or derivatives - Methyl ester - Amino acid or derivatives - Amino acid - Carboxylic acid ester - Organic 1,3-dipolar compound - Carboximidic acid - Carboximidic acid derivative - Propargyl-type 1,3-dipolar organic compound - Carboxylic acid - Organopnictogen compound - Amine - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Primary amine - Organooxygen compound - Primary aliphatic amine - Organonitrogen compound - Aromatic homomonocyclic compound
Description	This compound belongs to the class of organic compounds known as peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

From ClassyFire

Targets

Target Details

Transient receptor potential cation channel subfamily V member 1

General Function:: Transmembrane signaling receptor activity
Specific Function:: Ligand-activated non-selective calcium permeant cation channel involved in detection of noxious chemical and thermal stimuli. Seems to mediate proton influx and may be involved in intracellular acidosis in nociceptive neurons. Involved in mediation of inflammatory pain and hyperalgesia. Sensitized by a phosphatidylinositol second messenger system activated by receptor tyrosine kinases, which involves PKC isozymes and PCL. Can be activated by endogenous compounds, including 12-hydroperoxytetraenoic acid and bradykinin. Acts as ionotropic endocannabinoid receptor with central neuromodulatory effects. Triggers a form of long-term depression (TRPV1-LTD) mediated by the endocannabinoid anandamine in the hippocampus and nucleus accumbens by affecting AMPA receptors endocytosis (By similarity). Activation by vanilloids, like capsaicin, and temperatures higher than 42 degrees Celsius, exhibits a time- and Ca(2+)-dependent outward rectification, followed by a long-lasting refractory state. Mild extracellular acidic pH (6.5) potentiates channel activation by noxious heat and vanilloids, whereas acidic conditions (pH <6) directly activate the channel.
Gene Name:: TRPV1
Uniprot ID:: Q8NER1
Molecular Weight:: 94955.33 Da

Target Details

Taste receptor type 1 member 2

General Function:: Taste receptor activity
Specific Function:: Putative taste receptor. TAS1R2/TAS1R3 recognizes diverse natural and synthetic sweeteners.
Gene Name:: TAS1R2
Uniprot ID:: Q8TE23
Molecular Weight:: 95182.54 Da

Target Details

Taste receptor type 1 member 3

General Function:: Taste receptor activity
Specific Function:: Putative taste receptor. TAS1R1/TAS1R3 responds to the umami taste stimulus (the taste of monosodium glutamate). TAS1R2/TAS1R3 recognizes diverse natural and synthetic sweeteners. TAS1R3 is essential for the recognition and response to the disaccharide trehalose (By similarity). Sequence differences within and between species can significantly influence the selectivity and specificity of taste responses.
Gene Name:: TAS1R3
Uniprot ID:: Q7RTX0
Molecular Weight:: 93385.155 Da

From T3DB