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Showing metabocard for Arecaidine (HMDB0030352)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:36:18 UTC
Update Date2023-02-21 17:19:33 UTC
HMDB IDHMDB0030352
Secondary Accession Numbers
  • HMDB30352
Metabolite Identification
Common NameArecaidine
DescriptionArecaidine, also known as methylguvacine or isoguvacine, belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. Based on a literature review a significant number of articles have been published on Arecaidine.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0030352 (Arecaidine)

  Mrv0541 05061305102D          

 10 10  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  6  3  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  1  1  0  0  0  0
  8  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  7  2  0  0  0  0
 10  7  1  0  0  0  0
M  END
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3D MOL for HMDB0030352 (Arecaidine)

HMDB0030352
     RDKit          3D
Arecaidine
 21 21  0  0  0  0  0  0  0  0999 V2000
   -2.3021    1.1266   -0.3139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1407    0.3458   -0.0073 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2887   -1.0581   -0.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2065   -1.7437    0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0354   -0.9620    0.5821 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2033    0.1964   -0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4990    0.8893    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6539    1.9971   -0.5394 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5533    0.3083    0.7110 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0374    0.7778   -0.7301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1533    2.1380    0.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5038    1.2137   -1.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1708    0.6788    0.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2885   -1.4271    0.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0807   -1.3489   -1.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0381   -2.7860    0.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5754   -1.7779    1.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9066   -1.3705    1.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7287    0.6105    1.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0871    1.8776   -0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0437    0.3143   -1.7566 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  6 10  1  0
 10  2  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  3 15  1  0
  4 16  1  0
  4 17  1  0
  5 18  1  0
  9 19  1  0
 10 20  1  0
 10 21  1  0
M  END
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3D SDF for HMDB0030352 (Arecaidine)

  Mrv0541 05061305102D          

 10 10  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  6  3  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  1  1  0  0  0  0
  8  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  7  2  0  0  0  0
 10  7  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030352

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCC=C(C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H11NO2/c1-8-4-2-3-6(5-8)7(9)10/h3H,2,4-5H2,1H3,(H,9,10)

> <INCHI_KEY>
DNJFTXKSFAMXQF-UHFFFAOYSA-N

> <FORMULA>
C7H11NO2

> <MOLECULAR_WEIGHT>
141.1677

> <EXACT_MASS>
141.078978601

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
14.893556170768793

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid

> <ALOGPS_LOGP>
-1.43

> <JCHEM_LOGP>
-2.45832962260719

> <ALOGPS_LOGS>
0.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.78134060263616

> <JCHEM_PKA_STRONGEST_BASIC>
9.111092950831287

> <JCHEM_POLAR_SURFACE_AREA>
40.540000000000006

> <JCHEM_REFRACTIVITY>
39.0919

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.10e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
arecaidine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0030352 (Arecaidine)

HMDB0030352
     RDKit          3D
Arecaidine
 21 21  0  0  0  0  0  0  0  0999 V2000
   -2.3021    1.1266   -0.3139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1407    0.3458   -0.0073 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2887   -1.0581   -0.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2065   -1.7437    0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0354   -0.9620    0.5821 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2033    0.1964   -0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4990    0.8893    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6539    1.9971   -0.5394 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5533    0.3083    0.7110 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0374    0.7778   -0.7301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1533    2.1380    0.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5038    1.2137   -1.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1708    0.6788    0.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2885   -1.4271    0.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0807   -1.3489   -1.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0381   -2.7860    0.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5754   -1.7779    1.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9066   -1.3705    1.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7287    0.6105    1.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0871    1.8776   -0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0437    0.3143   -1.7566 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  6 10  1  0
 10  2  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  3 15  1  0
  4 16  1  0
  4 17  1  0
  5 18  1  0
  9 19  1  0
 10 20  1  0
 10 21  1  0
M  END
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PDB for HMDB0030352 (Arecaidine)

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    3    4                                                       
CONECT    3    2    6                                                       
CONECT    4    2    8                                                       
CONECT    5    6    8                                                       
CONECT    6    3    5    7                                                  
CONECT    7    6    9   10                                                  
CONECT    8    1    4    5                                                  
CONECT    9    7                                                            
CONECT   10    7                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for HMDB0030352 (Arecaidine)

COMPND    HMDB0030352
HETATM    1  C1  UNL     1      -2.302   1.127  -0.314  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.141   0.346  -0.007  1.00  0.00           N  
HETATM    3  C2  UNL     1      -1.289  -1.058  -0.206  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.207  -1.744   0.606  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.035  -0.962   0.582  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.203   0.196  -0.013  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.499   0.889   0.031  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.654   1.997  -0.539  1.00  0.00           O  
HETATM    9  O2  UNL     1       3.553   0.308   0.711  1.00  0.00           O  
HETATM   10  C7  UNL     1       0.037   0.778  -0.730  1.00  0.00           C  
HETATM   11  H1  UNL     1      -2.153   2.138   0.142  1.00  0.00           H  
HETATM   12  H2  UNL     1      -2.504   1.214  -1.397  1.00  0.00           H  
HETATM   13  H3  UNL     1      -3.171   0.679   0.162  1.00  0.00           H  
HETATM   14  H4  UNL     1      -2.288  -1.427   0.102  1.00  0.00           H  
HETATM   15  H5  UNL     1      -1.081  -1.349  -1.277  1.00  0.00           H  
HETATM   16  H6  UNL     1      -0.038  -2.786   0.272  1.00  0.00           H  
HETATM   17  H7  UNL     1      -0.575  -1.778   1.656  1.00  0.00           H  
HETATM   18  H8  UNL     1       1.907  -1.370   1.103  1.00  0.00           H  
HETATM   19  H9  UNL     1       3.729   0.611   1.682  1.00  0.00           H  
HETATM   20  H10 UNL     1       0.087   1.878  -0.810  1.00  0.00           H  
HETATM   21  H11 UNL     1       0.044   0.314  -1.757  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3   10
CONECT    3    4   14   15
CONECT    4    5   16   17
CONECT    5    6    6   18
CONECT    6    7   10
CONECT    7    8    8    9
CONECT    9   19
CONECT   10   20   21
END
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SMILES for HMDB0030352 (Arecaidine)

CN1CCC=C(C1)C(O)=O
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INCHI for HMDB0030352 (Arecaidine)

InChI=1S/C7H11NO2/c1-8-4-2-3-6(5-8)7(9)10/h3H,2,4-5H2,1H3,(H,9,10)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
1,2,5,6-Tetrahydro-1-methyl-3-pyridinecarboxylic acidHMDB
1,2,5,6-Tetrahydro-1-methyl-nicotinic acidHMDB
1,2,5,6-Tetrahydro-1-methylnicotinic acidHMDB
ArecaineHMDB
IsoguvacineHMDB
MethylguvacineHMDB
N-MethylguvacineHMDB
Chemical FormulaC7H11NO2
Average Molecular Weight141.1677
Monoisotopic Molecular Weight141.078978601
IUPAC Name1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid
Traditional Namearecaidine
CAS Registry Number499-04-7
SMILES
CN1CCC=C(C1)C(O)=O
InChI Identifier
InChI=1S/C7H11NO2/c1-8-4-2-3-6(5-8)7(9)10/h3H,2,4-5H2,1H3,(H,9,10)
InChI KeyDNJFTXKSFAMXQF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassNot Available
Sub ClassNot Available
Direct ParentAlkaloids and derivatives
Alternative Parents
Substituents
  • Alkaloid or derivatives
  • Hydropyridine
  • Amino acid or derivatives
  • Tertiary amine
  • Tertiary aliphatic amine
  • Amino acid
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organoheterocyclic compound
  • Azacycle
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Amine
  • Organopnictogen compound
  • Organic oxide
  • Carbonyl group
  • Hydrocarbon derivative
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point223 - 224 °CNot Available
Boiling Point266.70 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility1000000 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP0.770 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB002197
KNApSAcK IDC00002019
Chemspider ID9928
KEGG Compound IDC10128
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkArecaidine
METLIN IDNot Available
PubChem Compound10355
PDB IDNot Available
ChEBI ID226311
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1389521
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .