NP-MRD: Showing NP-Card for Seryltyrosine (NP0136636)

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Record Information

Version

2.0

Created at

2022-05-12 15:19:38 UTC

Updated at

2022-05-12 15:19:38 UTC

NP-MRD ID

NP0136636

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Seryltyrosine

Description

Seryltyrosine, also known as S-Y or L-ser-L-tyr, 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. Seryltyrosine is a very strong basic compound (based on its pKa). It is an incomplete breakdown product of protein digestion or protein catabolism.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 35 35  0  0  0  0  0  0  0  0999 V2000
    4.2002   -0.4916   -0.5522 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8135    0.2631    0.5938 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2599    1.7110    0.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6327    1.7377    0.1844 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3783    0.2104    0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9327    0.8376    1.8814 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4709   -0.5307    0.1072 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0431   -0.5848    0.4057 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6607    0.0778   -0.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1162    0.1330   -0.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7254    1.2112   -0.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1183    1.2634    0.0610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9043    0.2563   -0.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3051    0.3042   -0.3783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3071   -0.8115   -1.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9120   -0.8662   -1.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3164   -1.9968    0.6108 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5250   -2.8943    0.5138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6396   -2.2963    0.9197 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9624   -0.0965   -1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2319   -1.5186   -0.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4145   -0.1058    1.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9412    2.2936    1.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7741    2.1405   -0.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0918    1.4462    1.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8687   -1.0509   -0.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1169    0.0378    1.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4024   -0.4755   -1.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2790    1.1180   -0.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1234    2.0056    0.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6371    2.0857    0.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7865    1.0681    0.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8943   -1.6081   -1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4002   -1.6854   -1.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8958   -3.1879    1.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  8 17  1  0
 17 19  1  0
 17 18  2  0
 16 10  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  1
  3 23  1  0
  3 24  1  0
  4 25  1  0
  7 26  1  0
  8 27  1  1
  9 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 19 35  1  0
M  END


  Mrv1652304062014132D          

 19 19  0  0  0  0            999 V2000
 2500.0523 2500.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7672 2500.3104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2500.7672 2499.4850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4882 2499.0855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.2030 2499.4972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4882 2498.2601    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2500.7733 2497.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.0585 2498.2601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.2030 2497.8463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4820 2500.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1968 2500.3104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4820 2501.5476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.1909 2499.0713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2499.3371 2500.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.6227 2500.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.9082 2500.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.9082 2499.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.6226 2499.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.3371 2499.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  1  0  0  0
  2 10  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  4  1  1  0  0  0
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  7  8  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 14  1  0  0  0  0
 17 13  1  0  0  0  0
  1 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0136636

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N[C@@H](CO)C(=O)N[C@@H](CC1=CC=C(O)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H16N2O5/c13-9(6-15)11(17)14-10(12(18)19)5-7-1-3-8(16)4-2-7/h1-4,9-10,15-16H,5-6,13H2,(H,14,17)(H,18,19)/t9-,10-/m0/s1

> <INCHI_KEY>
MALNXHYEPCSPPU-UWVGGRQHSA-N

> <FORMULA>
C12H16N2O5

> <MOLECULAR_WEIGHT>
268.269

> <EXACT_MASS>
268.105921623

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
26.41519747892523

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-(4-hydroxyphenyl)propanoic acid

> <ALOGPS_LOGP>
-2.42

> <JCHEM_LOGP>
-3.076122866248375

> <ALOGPS_LOGS>
-1.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.514060307885288

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3582072765393938

> <JCHEM_PKA_STRONGEST_BASIC>
7.839834376439378

> <JCHEM_POLAR_SURFACE_AREA>
132.88

> <JCHEM_REFRACTIVITY>
65.93830000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.23e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-(4-hydroxyphenyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0    4666.7644668.015   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    4668.0994667.246   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    4668.0994665.705   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0    4669.4454664.960   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    4670.7794665.728   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    4669.4454663.419   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    4668.1104662.646   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    4666.7764663.419   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0    4670.7794662.646   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0    4669.4334668.015   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    4670.7674667.246   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    4669.4334669.556   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    4661.4234664.933   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0    4665.4294667.245   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    4664.0964668.015   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    4662.7624667.245   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    4662.7624665.705   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    4664.0964664.935   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    4665.4294665.705   0.000  0.00  0.00           C+0
CONECT    1    2   14                                                       
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6                                                            
CONECT   10    2   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   17                                                            
CONECT   14   15   19    1                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   13                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

View in JSmol

Synonyms

Value	Source
L-Ser-L-tyr	ChEBI
S-Y	ChEBI
SY	ChEBI
L-Seryl-L-tyrosine	HMDB
N-L-Seryl-L-tyrosine	HMDB
N-Seryltyrosine	HMDB
S-Y dipeptide	HMDB
SY dipeptide	HMDB
Ser-tyr	HMDB
Serine tyrosine dipeptide	HMDB
Serine-tyrosine dipeptide	HMDB
Serinyl-tyrosine	HMDB
Serinyltyrosine	HMDB
Seryl-tyrosine	HMDB
Seryltyrosine	ChEBI

Chemical Formula

C₁₂H₁₆N₂O₅

Average Mass

268.2690 Da

Monoisotopic Mass

268.10592 Da

IUPAC Name

(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-(4-hydroxyphenyl)propanoic acid

Traditional Name

(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-(4-hydroxyphenyl)propanoic acid

CAS Registry Number

Not Available

SMILES

N[C@@H](CO)C(=O)N[C@@H](CC1=CC=C(O)C=C1)C(O)=O

InChI Identifier

InChI=1S/C12H16N2O5/c13-9(6-15)11(17)14-10(12(18)19)5-7-1-3-8(16)4-2-7/h1-4,9-10,15-16H,5-6,13H2,(H,14,17)(H,18,19)/t9-,10-/m0/s1

InChI Key

MALNXHYEPCSPPU-UWVGGRQHSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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
Tyrosine or derivatives
Phenylalanine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Serine or derivatives
3-phenylpropanoic-acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Amino acid or derivatives
Carboxamide group
Carboxylic acid salt
Amino acid
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Amine
Organonitrogen compound
Primary aliphatic amine
Organooxygen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Organic salt
Organic zwitterion
Primary alcohol
Primary amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

dipeptide (CHEBI:73652 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-2.4	ALOGPS
logP	-3.1	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	3.36	ChemAxon
pKa (Strongest Basic)	7.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	132.88 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	65.94 m³·mol⁻¹	ChemAxon
Polarizability	26.42 Å³	ChemAxon
Number of Rings	1	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

HMDB0029051

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7021865

PDB ID

Not Available

ChEBI ID

73652

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Seryltyrosine (NP0136636)

MOL for NP0136636 (Seryltyrosine)

3D MOL for NP0136636 (Seryltyrosine)

3D SDF for NP0136636 (Seryltyrosine)

3D-SDF for NP0136636 (Seryltyrosine)

PDB for NP0136636 (Seryltyrosine)

3D PDB for NP0136636 (Seryltyrosine)

SMILES for NP0136636 (Seryltyrosine)

INCHI for NP0136636 (Seryltyrosine)

Structure for NP0136636 (Seryltyrosine)

3D Structure for NP0136636 (Seryltyrosine)