ChemFOnt: Showing chemical card for Seryltryptophan (CFc000010303)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:42 UTC

Chemfont ID

CFc000010303

Molecule Identification

Common Name

Seryltryptophan

Definition

Seryltryptophan is a dipeptide composed of serine and tryptophan. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2S)-2-{[(2S)-2-amino-3-hydroxypropanoyl]amino}-3-(1H-indol-3-yl)propanoic acid	ChEBI
S-W	ChEBI
S-W Dipeptide	ChEBI
Serine tryptophan dipeptide	ChEBI
SW	ChEBI
SW Dipeptide	ChEBI
(2S)-2-{[(2S)-2-amino-3-hydroxypropanoyl]amino}-3-(1H-indol-3-yl)propanoate	Generator
(2S)-2-{[(2S)-2-amino-1,3-dihydroxypropylidene]amino}-3-(1H-indol-3-yl)propanoate	HMDB
L-Ser-L-TRP	HMDB
L-Seryl-L-tryptophan	HMDB
N-L-Seryl-L-tryptophan	HMDB
N-Seryltryptophan	HMDB
Ser-TRP	HMDB
Serine-tryptophan dipeptide	HMDB
Serinyl-tryptophan	HMDB
Serinyltryptophan	HMDB
Seryl-tryptophan	HMDB
Seryltryptophan	ChEBI

Chemical Formula

C₁₄H₁₇N₃O₄

Average Molecular Weight

291.307

Monoisotopic Molecular Weight

291.121906039

IUPAC Name

(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-(1H-indol-3-yl)propanoic acid

Traditional Name

(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-(1H-indol-3-yl)propanoic acid

CAS Registry Number

94421-70-2

SMILES

N[C@@H](CO)C(=O)N[C@@H](CC1=CNC2=C1C=CC=C2)C(O)=O

InChI Identifier

InChI=1S/C14H17N3O4/c15-10(7-18)13(19)17-12(14(20)21)5-8-6-16-11-4-2-1-3-9(8)11/h1-4,6,10,12,16,18H,5,7,15H2,(H,17,19)(H,20,21)/t10-,12-/m0/s1

InChI Key

LZLREEUGSYITMX-JQWIXIFHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
N-acyl-l-alpha-amino acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Serine or derivatives
Indolyl carboxylic acid derivative
Alpha-amino acid or derivatives
3-alkylindole
Indole
Indole or derivatives
Substituted pyrrole
Benzenoid
Heteroaromatic compound
Pyrrole
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Organoheterocyclic compound
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Primary aliphatic amine
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic nitrogen compound
Primary alcohol
Carbonyl group
Primary amine
Organic oxygen compound
Alcohol
Amine
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0029050)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.7 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-2.7	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	3.73	ChemAxon
pKa (Strongest Basic)	7.85	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	128.44 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	75.04 m³·mol⁻¹	ChemAxon
Polarizability	28.67 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0029050

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

76963306

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14409364

PDB ID

Not Available

ChEBI ID

141445

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Seryltryptophan (CFc000010303)

MOL for CFc000010303 (Seryltryptophan)

3D MOL for CFc000010303 (Seryltryptophan)

3D SDF for CFc000010303 (Seryltryptophan)

3D-SDF for CFc000010303 (Seryltryptophan)

PDB for CFc000010303 (Seryltryptophan)

3D PDB for CFc000010303 (Seryltryptophan)

SMILES for CFc000010303 (Seryltryptophan)

INCHI for CFc000010303 (Seryltryptophan)

Structure for CFc000010303 (Seryltryptophan)

3D Structure for CFc000010303 (Seryltryptophan)