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Showing NP-Card for Alanine (NP0002679)

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Record Information
Version1.0
Created at2020-11-23 18:26:43 UTC
Updated at2022-01-23 22:51:46 UTC
NP-MRD IDNP0002679
Secondary Accession NumbersNone
Natural Product Identification
Common NameAlanine
Provided ByBMRBBMRB logo
Description(±)-Alanine, also known as A or 2-aminopropanoate, belongs to the class of organic compounds known as alanine and derivatives. Alanine and derivatives are compounds containing alanine or a derivative thereof resulting from reaction of alanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom (±)-Alanine is a very strong basic compound (based on its pKa) (±)-Alanine exists in all living organisms, ranging from bacteria to humans (±)-Alanine is an odorless tasting compound. Outside of the human body, (±)-Alanine is found, on average, in the highest concentration within a few different foods, such as red bell peppers, green zucchinis, and green bell peppers and in a lower concentration in italian sweet red peppers. This could make (±)-alanine a potential biomarker for the consumption of these foods. It was first documented in 2007 (PMID: 17439666). An alpha-amino acid that consists of propionic acid bearing an amino substituent at position 2 (PMID: 17984079) (PMID: 22264337) (PMID: 18953024) (PMID: 34528437).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002679 (Alanine)


     RDKit          2D

 13 12  0  0  0  0  0  0  0  0999 V2000
    0.6087   -0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1648    0.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5976    0.8867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2680   -0.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7758   -1.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3688    1.0178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0849   -0.7241    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7593   -1.6053    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0526   -2.4228    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2791    1.8756    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9296    2.3495    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8144    0.0096    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8017    0.5739    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  1  7  1  1
  1  8  1  0
  1  9  1  0
  2 10  1  6
  3 11  1  0
  3 12  1  0
  6 13  1  0
M  END
Download

3D MOL for NP0002679 (Alanine)

NP0002679
     RDKit          3D

 13 12  0  0  0  0  0  0  0  0999 V2000
   -1.0222    0.9135    0.2812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0988   -0.2063   -0.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7687   -1.4630   -0.1050 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1997   -0.1410    0.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6542   -1.1205    1.0709 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9283    1.0258    0.3960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0504    0.7012   -0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7077    1.8655   -0.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9563    1.0121    1.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0133    0.0081   -1.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6746   -1.4339    0.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1678   -2.2597    0.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6511    1.0982   -0.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  3 11  1  0
  3 12  1  0
  6 13  1  0
M  END
Download

3D SDF for NP0002679 (Alanine)


     RDKit          2D

 13 12  0  0  0  0  0  0  0  0999 V2000
    0.6087   -0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1648    0.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5976    0.8867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2680   -0.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7758   -1.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3688    1.0178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0849   -0.7241    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7593   -1.6053    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0526   -2.4228    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2791    1.8756    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9296    2.3495    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8144    0.0096    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8017    0.5739    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  1  7  1  1
  1  8  1  0
  1  9  1  0
  2 10  1  6
  3 11  1  0
  3 12  1  0
  6 13  1  0
M  END
> <DATABASE_ID>
NP0002679

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)

> <INCHI_KEY>
QNAYBMKLOCPYGJ-UHFFFAOYSA-N

> <FORMULA>
C3H7NO2

> <MOLECULAR_WEIGHT>
89.0932

> <EXACT_MASS>
89.047678473

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
13

> <JCHEM_AVERAGE_POLARIZABILITY>
8.541111445673307

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-aminopropanoic acid

> <ALOGPS_LOGP>
-3.05

> <JCHEM_LOGP>
-2.8407879097329416

> <ALOGPS_LOGS>
0.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.474897471379417

> <JCHEM_PKA_STRONGEST_BASIC>
9.476905287351833

> <JCHEM_POLAR_SURFACE_AREA>
63.32000000000001

> <JCHEM_REFRACTIVITY>
20.497300000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.47e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
alanine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0002679 (Alanine)

NP0002679
     RDKit          3D

 13 12  0  0  0  0  0  0  0  0999 V2000
   -1.0222    0.9135    0.2812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0988   -0.2063   -0.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7687   -1.4630   -0.1050 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1997   -0.1410    0.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6542   -1.1205    1.0709 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9283    1.0258    0.3960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0504    0.7012   -0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7077    1.8655   -0.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9563    1.0121    1.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0133    0.0081   -1.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6746   -1.4339    0.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1678   -2.2597    0.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6511    1.0982   -0.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  3 11  1  0
  3 12  1  0
  6 13  1  0
M  END
Download

PDB for NP0002679 (Alanine)

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       3.850   1.334   0.000  0.00  0.00           N+0
HETATM    5  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2    5    6                                                  
CONECT    4    2                                                            
CONECT    5    3                                                            
CONECT    6    3                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
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3D PDB for NP0002679 (Alanine)

COMPND    NP0002679
HETATM    1  C1  UNL     1      -1.022   0.914   0.281  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.099  -0.206  -0.225  1.00  0.00           C  
HETATM    3  N1  UNL     1      -0.769  -1.463  -0.105  1.00  0.00           N  
HETATM    4  C3  UNL     1       1.200  -0.141   0.450  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.654  -1.120   1.071  1.00  0.00           O  
HETATM    6  O2  UNL     1       1.928   1.026   0.396  1.00  0.00           O  
HETATM    7  H1  UNL     1      -2.050   0.701  -0.064  1.00  0.00           H  
HETATM    8  H2  UNL     1      -0.708   1.866  -0.181  1.00  0.00           H  
HETATM    9  H3  UNL     1      -0.956   1.012   1.379  1.00  0.00           H  
HETATM   10  H4  UNL     1       0.013   0.008  -1.329  1.00  0.00           H  
HETATM   11  H5  UNL     1      -1.675  -1.434   0.380  1.00  0.00           H  
HETATM   12  H6  UNL     1      -0.168  -2.260   0.134  1.00  0.00           H  
HETATM   13  H7  UNL     1       2.651   1.098  -0.313  1.00  0.00           H  
CONECT    1    2    7    8    9
CONECT    2    3    4   10
CONECT    3   11   12
CONECT    4    5    5    6
CONECT    6   13
END
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SMILES for NP0002679 (Alanine)

CC(N)C(O)=O
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INCHI for NP0002679 (Alanine)

InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)
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View in JSmol
Synonyms
ValueSource
2-Aminopropanoic acidChEBI
2-Aminopropionic acidChEBI
AChEBI
ALAChEBI
AlaninChEBI
AlaninaChEBI
2-AminopropanoateGenerator
2-AminopropionateGenerator
L-Isomer alanineMeSH
AlanineMeSH
AbufèneMeSH
L AlanineMeSH
Alanine, L isomerMeSH
Alanine, L-isomerMeSH
L-AlanineMeSH
Doms adrian brand OF alanineMeSH, HMDB
Doms-adrian brand OF alanineMeSH, HMDB
Alanine doms-adrian brandMeSH, HMDB
(a-D-Mannosyl)7-b-D-mannosyl-diacetylchitobiosyl-L-asparagine, isoform a (protein)Generator
(Α-D-mannosyl)7-β-D-mannosyl-diacetylchitobiosyl-L-asparagine, isoform a (protein)Generator
Chemical FormulaC3H7NO2
Average Mass89.0932 Da
Monoisotopic Mass89.04768 Da
IUPAC Name2-aminopropanoic acid
Traditional Namealanine
CAS Registry NumberNot Available
SMILES
CC(N)C(O)=O
InChI Identifier
InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)
InChI KeyQNAYBMKLOCPYGJ-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, simulated)Ahselim2022-01-23View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, experimental)Ahselim2022-01-23View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, simulated)v.dorna83@yahoo.comNot AvailableNot Available2021-07-26View Spectrum
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alanine and derivatives. Alanine and derivatives are compounds containing alanine or a derivative thereof resulting from reaction of alanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlanine and derivatives
Alternative Parents
Substituents
  • Alanine or derivatives
  • Alpha-amino acid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Amine
  • Organopnictogen compound
  • Organic oxide
  • 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-3ALOGPS
logP-2.8ChemAxon
logS0.7ALOGPS
pKa (Strongest Acidic)2.47ChemAxon
pKa (Strongest Basic)9.48ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity20.5 m³·mol⁻¹ChemAxon
Polarizability8.54 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0062251
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB000557
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC01401
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAlanine
METLIN IDNot Available
PubChem Compound602
PDB IDNot Available
ChEBI ID16449
Good Scents IDNot Available
References
General References
  1. Castrillo JI, Zeef LA, Hoyle DC, Zhang N, Hayes A, Gardner DC, Cornell MJ, Petty J, Hakes L, Wardleworth L, Rash B, Brown M, Dunn WB, Broadhurst D, O'Donoghue K, Hester SS, Dunkley TP, Hart SR, Swainston N, Li P, Gaskell SJ, Paton NW, Lilley KS, Kell DB, Oliver SG: Growth control of the eukaryote cell: a systems biology study in yeast. J Biol. 2007;6(2):4. doi: 10.1186/jbiol54. [PubMed:17439666 ]
  2. Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
  3. Castro C, Sar F, Shaw WR, Mishima M, Miska EA, Griffin JL: A metabolomic strategy defines the regulation of lipid content and global metabolism by Delta9 desaturases in Caenorhabditis elegans. BMC Genomics. 2012 Jan 20;13:36. doi: 10.1186/1471-2164-13-36. [PubMed:22264337 ]
  4. Wishart DS, Knox C, Guo AC, Eisner R, Young N, Gautam B, Hau DD, Psychogios N, Dong E, Bouatra S, Mandal R, Sinelnikov I, Xia J, Jia L, Cruz JA, Lim E, Sobsey CA, Shrivastava S, Huang P, Liu P, Fang L, Peng J, Fradette R, Cheng D, Tzur D, Clements M, Lewis A, De Souza A, Zuniga A, Dawe M, Xiong Y, Clive D, Greiner R, Nazyrova A, Shaykhutdinov R, Li L, Vogel HJ, Forsythe I: HMDB: a knowledgebase for the human metabolome. Nucleic Acids Res. 2009 Jan;37(Database issue):D603-10. doi: 10.1093/nar/gkn810. Epub 2008 Oct 25. [PubMed:18953024 ]
  5. Ghosh AK, Raghavaiah J, Shahabi D, Yadav M, Anson BJ, Lendy EK, Hattori SI, Higashi-Kuwata N, Mitsuya H, Mesecar AD: Indole Chloropyridinyl Ester-Derived SARS-CoV-2 3CLpro Inhibitors: Enzyme Inhibition, Antiviral Efficacy, Structure-Activity Relationship, and X-ray Structural Studies. J Med Chem. 2021 Oct 14;64(19):14702-14714. doi: 10.1021/acs.jmedchem.1c01214. Epub 2021 Sep 16. [PubMed:34528437 ]