Showing metabocard for (1R,6S)-6-Amino-5-oxocyclohex-2-ene-1-carboxylate (MMDBc0050133)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-05-16 19:49:37 UTC
Update Date2022-09-01 02:17:51 UTC
Metabolite IDMMDBc0050133
Metabolite Identification
Common Name(1R,6S)-6-Amino-5-oxocyclohex-2-ene-1-carboxylate
Description(1R,6S)-6-amino-5-oxocyclohex-2-ene-1-carboxylic acid belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom (1R,6S)-6-amino-5-oxocyclohex-2-ene-1-carboxylic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on (1R,6S)-6-amino-5-oxocyclohex-2-ene-1-carboxylic acid.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fd5f934e7f8>

  Mrv1652307102019192D          

 12 12  0  0  1  0            999 V2000
   -1.0723   -0.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0723   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3578   -1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3566   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3566   -0.2058    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3578    0.2066    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3578    1.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0822    1.4499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3467    1.4383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0822    0.2131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0822   -1.4499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0743    0.6202    0.0000 H   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  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
  5 10  1  6  0  0  0
  4 11  2  0  0  0  0
  6 12  1  6  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fd5f934e7f8>

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3D SDF for #<Metabolite:0x00007fd5f934e7f8>
  Mrv1652307102019192D          

 12 12  0  0  1  0            999 V2000
   -1.0723   -0.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0723   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3578   -1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3566   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3566   -0.2058    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3578    0.2066    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3578    1.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0822    1.4499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3467    1.4383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0822    0.2131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0822   -1.4499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0743    0.6202    0.0000 H   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  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
  5 10  1  6  0  0  0
  4 11  2  0  0  0  0
  6 12  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0050133

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(C=CCC(=O)[C@H]1N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H9NO3/c8-6-4(7(10)11)2-1-3-5(6)9/h1-2,4,6H,3,8H2,(H,10,11)/t4-,6+/m1/s1

> <INCHI_KEY>
AQGCSVBPRRQXIN-XINAWCOVSA-N

> <FORMULA>
C7H9NO3

> <MOLECULAR_WEIGHT>
155.153

> <EXACT_MASS>
155.058243154

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
14.58513708045384

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,6S)-6-amino-5-oxocyclohex-2-ene-1-carboxylic acid

> <ALOGPS_LOGP>
-2.26

> <JCHEM_LOGP>
-2.735875483571226

> <ALOGPS_LOGS>
-0.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.95968036915022

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5450179256183683

> <JCHEM_PKA_STRONGEST_BASIC>
8.215280262136949

> <JCHEM_POLAR_SURFACE_AREA>
80.38999999999999

> <JCHEM_REFRACTIVITY>
38.5996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.67e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,6S)-6-amino-5-oxocyclohex-2-ene-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007fd5f934e7f8>
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PDB for #<Metabolite:0x00007fd5f934e7f8>
HEADER    PROTEIN                                 10-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-JUL-20         0                                  
HETATM    1  C   UNK     0      -2.002  -0.384   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.002  -1.924   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.668  -2.694   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.666  -1.924   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.666  -0.384   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.668   0.386   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.668   1.926   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.020   2.706   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.647   2.685   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       2.020   0.398   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0       2.020  -2.706   0.000  0.00  0.00           O+0
HETATM   12  H   UNK     0      -2.005   1.158   0.000  0.00  0.00           H+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    1    7   12                                             
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    5                                                            
CONECT   11    4                                                            
CONECT   12    6                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

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3D PDB for #<Metabolite:0x00007fd5f934e7f8>
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SMILES for #<Metabolite:0x00007fd5f934e7f8>
[H][C@]1(C=CCC(=O)[C@H]1N)C(O)=O
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INCHI for #<Metabolite:0x00007fd5f934e7f8>
InChI=1S/C7H9NO3/c8-6-4(7(10)11)2-1-3-5(6)9/h1-2,4,6H,3,8H2,(H,10,11)/t4-,6+/m1/s1
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Synonyms
ValueSource
(1R,6S)-6-Amino-5-oxocyclohex-2-ene-1-carboxylateGenerator
Molecular FormulaC7H9NO3
Average Mass155.153
Monoisotopic Mass155.058243154
IUPAC Name(1R,6S)-6-amino-5-oxocyclohex-2-ene-1-carboxylic acid
Traditional Name(1R,6S)-6-amino-5-oxocyclohex-2-ene-1-carboxylic acid
CAS Registry NumberNot Available
SMILES
[H][C@]1(C=CCC(=O)[C@H]1N)C(O)=O
InChI Identifier
InChI=1S/C7H9NO3/c8-6-4(7(10)11)2-1-3-5(6)9/h1-2,4,6H,3,8H2,(H,10,11)/t4-,6+/m1/s1
InChI KeyAQGCSVBPRRQXIN-XINAWCOVSA-N