NP-MRD: Showing NP-Card for Salamandamide A (NP0333622)

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Record Information

Version

2.0

Created at

2024-07-21 21:45:15 UTC

Updated at

2024-09-16 10:46:39 UTC

NP-MRD ID

NP0333622

Natural Product DOI

https://doi.org/10.57994/3101

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Salamandamide A

Description

Salamandamide A 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. Based on a literature review very few articles have been published on Salamandamide A.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 04052300192D          

 30 29  0  0  1  0            999 V2000
   15.6158    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9013    6.1283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868    5.7158    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.1868    4.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    4.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    3.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579    4.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579    5.7158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434    6.1283    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3289    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6145    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1855    6.1283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434    6.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289    7.3658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579    7.3658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    6.9533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3302    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447    5.7158    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.0447    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7592    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9026    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
  9 20  2  0  0  0  0
  2 21  1  0  0  0  0
 22 21  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END


  Mrv2104 04052300192D          

 30 29  0  0  1  0            999 V2000
   15.6158    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9013    6.1283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868    5.7158    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.1868    4.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    4.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    3.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579    4.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579    5.7158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434    6.1283    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3289    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6145    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1855    6.1283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434    6.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289    7.3658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579    7.3658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    6.9533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3302    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447    5.7158    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.0447    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7592    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9026    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
  9 20  2  0  0  0  0
  2 21  1  0  0  0  0
 22 21  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0333622

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCC[C@@H](O)CC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(N)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H39N3O6/c1-4-5-6-7-8-9-15(25)13-19(27)23-17(12-14(2)3)20(28)24-16(21(29)30)10-11-18(22)26/h14-17,25H,4-13H2,1-3H3,(H2,22,26)(H,23,27)(H,24,28)(H,29,30)/t15-,16+,17+/m1/s1

> <INCHI_KEY>
SMLWGMYRZDVSMX-IKGGRYGDSA-N

> <FORMULA>
C21H39N3O6

> <MOLECULAR_WEIGHT>
429.558

> <EXACT_MASS>
429.283885988

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
47.75592587163432

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-4-carbamoyl-2-[(2S)-2-[(3R)-3-hydroxydecanamido]-4-methylpentanamido]butanoic acid

> <JCHEM_LOGP>
1.379338563666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.74252514383739

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.763619990687758

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4050931310407127

> <JCHEM_POLAR_SURFACE_AREA>
158.82

> <JCHEM_REFRACTIVITY>
111.8741

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-4-carbamoyl-2-[(2S)-2-[(3R)-3-hydroxydecanamido]-4-methylpentanamido]butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-APR-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-APR-23         0                                  
HETATM    1  O   UNK     0      29.149   9.129   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      29.149  10.669   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      27.816  11.439   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      26.482  10.669   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      26.482   9.129   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      25.148   8.359   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.148   6.819   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      23.815   9.129   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      25.148  11.439   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      23.815  10.669   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      22.481  11.439   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      21.147  10.669   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      19.814  11.439   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.480  10.669   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      17.146  11.439   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0      18.480   9.129   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      22.481  12.979   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      21.147  13.749   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      23.815  13.749   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      25.148  12.979   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      30.483  11.439   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      31.817  10.669   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      31.817   9.129   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      33.150  11.439   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      34.484  10.669   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      35.818  11.439   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      37.152  10.669   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      38.485  11.439   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      39.819  10.669   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      41.153  11.439   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    4   10   20                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   11   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20    9                                                            
CONECT   21    2   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₉N₃O₆

Average Mass

429.5580 Da

Monoisotopic Mass

429.28389 Da

IUPAC Name

(2S)-4-carbamoyl-2-[(2S)-2-[(3R)-3-hydroxydecanamido]-4-methylpentanamido]butanoic acid

Traditional Name

(2S)-4-carbamoyl-2-[(2S)-2-[(3R)-3-hydroxydecanamido]-4-methylpentanamido]butanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCC[C@@H](O)CC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(N)=O)C(O)=O

InChI Identifier

InChI=1S/C21H39N3O6/c1-4-5-6-7-8-9-15(25)13-19(27)23-17(12-14(2)3)20(28)24-16(21(29)30)10-11-18(22)26/h14-17,25H,4-13H2,1-3H3,(H2,22,26)(H,23,27)(H,24,28)(H,29,30)/t15-,16+,17+/m1/s1

InChI Key

SMLWGMYRZDVSMX-IKGGRYGDSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, C2D6OS, experimental)	harald.gross@uni-tuebingen.de	University of Tuebingen, Germany	Harald Gross	2024-07-21	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, C2D6OS, experimental)	harald.gross@uni-tuebingen.de	University of Tuebingen, Germany	Harald Gross	2024-07-21	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, C2D6OS, experimental)	harald.gross@uni-tuebingen.de	University of Tuebingen, Germany	Harald Gross	2024-07-21	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, C2D6OS, experimental)	harald.gross@uni-tuebingen.de	University of Tuebingen, Germany	Harald Gross	2024-07-21	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, C2D6OS, experimental)	harald.gross@uni-tuebingen.de	University of Tuebingen, Germany	Harald Gross	2024-07-21	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 101 MHz, C2D6OS, experimental)	harald.gross@uni-tuebingen.de	University of Tuebingen, Germany	Harald Gross	2024-07-21	View Spectrum
HSQC NMR	[¹H, ¹⁵N] NMR Spectrum (2D, 400 MHz, C2D6OS, experimental)	harald.gross@uni-tuebingen.de	University of Tuebingen, Germany	Harald Gross	2024-07-21	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, C2D6OS, experimental)	harald.gross@uni-tuebingen.de	University of Tuebingen, Germany	Harald Gross	2024-07-21	View Spectrum
HMBC NMR	[¹H, ¹⁵N] NMR Spectrum (2D, 400 MHz, C2D6OS, experimental)	harald.gross@uni-tuebingen.de	University of Tuebingen, Germany	Harald Gross	2024-07-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C2D6OS, experimental)	harald.gross@uni-tuebingen.de	University of Tuebingen, Germany	Harald Gross	2024-07-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, C2D6OS, experimental)	harald.gross@uni-tuebingen.de	University of Tuebingen, Germany	Harald Gross	2024-07-21	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
tolaasii		Not Available

Chemical Taxonomy

Description

This compound 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
Glutamine or derivatives
Leucine or derivatives
N-acyl-l-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
N-acyl-l-glutamine
Alpha-amino acid amide
Alpha-amino acid or derivatives
N-substituted-alpha-amino acid
Hydroxy fatty acid
Branched fatty acid
Fatty acyl
Fatty acid
N-acyl-amine
Fatty amide
Secondary alcohol
Carboxamide group
Monocarboxylic acid or derivatives
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

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	1.38	ChemAxon
pKa (Strongest Acidic)	3.76	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	158.82 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	111.87 m³·mol⁻¹	ChemAxon
Polarizability	47.76 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Salamandamide A (NP0333622)

MOL for NP0333622 (Salamandamide A)

3D MOL for NP0333622 (Salamandamide A)

3D SDF for NP0333622 (Salamandamide A)

3D-SDF for NP0333622 (Salamandamide A)

PDB for NP0333622 (Salamandamide A)

3D PDB for NP0333622 (Salamandamide A)

SMILES for NP0333622 (Salamandamide A)

INCHI for NP0333622 (Salamandamide A)

Structure for NP0333622 (Salamandamide A)

3D Structure for NP0333622 (Salamandamide A)