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Showing NP-Card for β-alanine betaine (NP0050005)

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Record Information
Version1.0
Created at2022-03-17 21:21:41 UTC
Updated at2022-03-17 21:21:41 UTC
NP-MRD IDNP0050005
Secondary Accession NumbersNone
Natural Product Identification
Common Nameβ-alanine betaine
Description β-alanine betaine is found in Armeria maritima, Limonium vulgare and Sargassum muticum. It was first documented in 1977 (PMID: 332162).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0050005 (β-alanine betaine)


  Mrv1533004171503512D          

  9  8  0  0  0  0            999 V2000
    1.6500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.1434    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.5230    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
M  CHG  2   2   1   9  -1
M  END
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3D MOL for NP0050005 (β-alanine betaine)

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3D SDF for NP0050005 (β-alanine betaine)

  Mrv1533004171503512D          

  9  8  0  0  0  0            999 V2000
    1.6500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.1434    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.5230    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
M  CHG  2   2   1   9  -1
M  END
> <DATABASE_ID>
NP0050005

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[N+](C)(C)CCC([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H13NO2/c1-7(2,3)5-4-6(8)9/h4-5H2,1-3H3

> <INCHI_KEY>
ACZVSMNFVFBOTM-UHFFFAOYSA-N

> <FORMULA>
C6H13NO2

> <MOLECULAR_WEIGHT>
131.175

> <EXACT_MASS>
131.094628663

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
14.173844039487962

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(trimethylazaniumyl)propanoate

> <ALOGPS_LOGP>
-3.07

> <JCHEM_LOGP>
-4.257171106138411

> <ALOGPS_LOGS>
-2.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.242791301071116

> <JCHEM_POLAR_SURFACE_AREA>
40.129999999999995

> <JCHEM_REFRACTIVITY>
57.522800000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-alaninebetaine

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0050005 (β-alanine betaine)
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PDB for NP0050005 (β-alanine betaine)
HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       3.080   5.335   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       2.310   4.001   0.000  0.00  0.00           N+1
HETATM    3  C   UNK     0       0.976   4.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.644   3.231   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END

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3D PDB for NP0050005 (β-alanine betaine)
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SMILES for NP0050005 (β-alanine betaine)
C[N+](C)(C)CCC([O-])=O
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INCHI for NP0050005 (β-alanine betaine)
InChI=1S/C6H13NO2/c1-7(2,3)5-4-6(8)9/h4-5H2,1-3H3
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Synonyms
ValueSource
beta-AlaninebetaineChEBI
beta-HomobetaineChEBI
beta-Alanine betaineKegg
PropiobetaineKegg
TrimethylalanineKegg
b-AlaninebetaineGenerator
Β-alaninebetaineGenerator
b-HomobetaineGenerator
Β-homobetaineGenerator
b-Alanine betaineGenerator
Chemical FormulaC6H13NO2
Average Mass131.1750 Da
Monoisotopic Mass131.09463 Da
IUPAC Name3-(trimethylazaniumyl)propanoate
Traditional Nameβ-alaninebetaine
CAS Registry Number6458-06-6
SMILES
C[N+](C)(C)CCC([O-])=O
InChI Identifier
InChI=1S/C6H13NO2/c1-7(2,3)5-4-6(8)9/h4-5H2,1-3H3
InChI KeyACZVSMNFVFBOTM-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Armeria maritimaLOTUS Database
Limonium vulgarePlant
Sargassum muticumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tetraalkylammonium salts. These are organonitrogen compounds containing a quaternary ammonium substituted with four alkyl chains.
KingdomOrganic compounds  
Super ClassOrganic nitrogen compounds  
ClassOrganonitrogen compounds  
Sub ClassQuaternary ammonium salts  
Direct ParentTetraalkylammonium salts  
Alternative Parents
Substituents
  • Tetraalkylammonium salt
    • 

  • Carboxylic acid salt
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organic salt
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Amine
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-3.1ALOGPS
logP-4.3ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)4.24ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area40.13 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity57.52 m³·mol⁻¹ChemAxon
Polarizability14.17 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB031282  
KNApSAcK IDC00001334  
Chemspider IDNot Available
KEGG Compound IDC08263  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound441440  
PDB IDNot Available
ChEBI ID28825  
Good Scents IDNot Available
References
General References
  1. Rathinasabapathi B, Fouad WM, Sigua CA: beta-Alanine betaine synthesis in the Plumbaginaceae. Purification and characterization of a trifunctional, S-adenosyl-L-methionine-dependent N-methyltransferase from Limonium latifolium leaves. Plant Physiol. 2001 Jul;126(3):1241-9. doi: 10.1104/pp.126.3.1241. [PubMed:11457974  ] 
  2. Raman SB, Rathinasabapathi B: beta-alanine N-methyltransferase of Limonium latifolium. cDNA cloning and functional expression of a novel N-methyltransferase implicated in the synthesis of the osmoprotectant beta-alanine betaine. Plant Physiol. 2003 Jul;132(3):1642-51. doi: 10.1104/pp.103.020453. [PubMed:12857843  ] 
  3. Hanson AD, Rathinasabapathi B, Chamberlin B, Gage DA: Comparative Physiological Evidence that beta-Alanine Betaine and Choline-O-Sulfate Act as Compatible Osmolytes in Halophytic Limonium Species. Plant Physiol. 1991 Nov;97(3):1199-205. doi: 10.1104/pp.97.3.1199. [PubMed:16668509  ] 
  4. Lederer F, Alix JH, Hayes D: N-Trimethylalanine, a novel blocking group, found in E. coli ribosomal protein L11. Biochem Biophys Res Commun. 1977 Jul 25;77(2):470-80. doi: 10.1016/s0006-291x(77)80004-1. [PubMed:332162  ] 
  5. Nomoto M, Kyogoku Y, Iwai K: N-Trimethylalanine, a novel blocked N-terminal residue of Tetrahymena histone H2B. J Biochem. 1982 Nov;92(5):1675-8. doi: 10.1093/oxfordjournals.jbchem.a134096. [PubMed:6818230  ]