MiMeDB: Showing metabocard for Tryptoquivaline (MMDBc0015620)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 06:24:17 UTC

Update Date

2022-08-31 06:39:35 UTC

Metabolite ID

MMDBc0015620

Metabolite Identification

Common Name

Tryptoquivaline

Description

Tryptoquivaline, also known as fumitremorgin C, belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids. Based on a literature review a significant number of articles have been published on Tryptoquivaline.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152108242D          

 43 48  0  0  1  0            999 V2000
    2.5977    0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5546    1.2725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7359    1.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3316    2.9372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9698    1.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1618   -3.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4962    1.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3432   -3.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2568    2.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6598   -3.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9322    1.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0225   -2.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4534    2.7743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7750    0.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8752    0.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2380    0.7172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3391   -2.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1288    1.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5205   -2.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8894    2.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0145   -0.3501    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3772   -0.1453    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6979   -0.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8371   -1.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8393   -0.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7942    1.4090    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4068    2.6864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7299    2.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4519    0.9110    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1999   -1.5632    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5165   -1.0079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0645    2.1885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9693    1.4253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5807    0.8196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6557   -1.8704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3110   -1.0433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4230    3.5113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1445    1.4415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5586   -0.0430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1097    0.4130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3744   -1.0925    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1958   -0.2477    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3225    2.0859    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  2  0  0  0  0
  9  7  2  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 16  3  1  0  0  0  0
 17 10  2  0  0  0  0
 18 11  2  0  0  0  0
 19 12  2  0  0  0  0
 19 17  1  0  0  0  0
 20 13  2  0  0  0  0
 20 18  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  1  0  0  0  0
 23 22  1  0  0  0  0
 24 17  1  0  0  0  0
 25 21  1  0  0  0  0
 28  4  1  0  0  0  0
 28  5  1  0  0  0  0
 28 27  1  0  0  0  0
 29 14  1  0  0  0  0
 29 18  1  0  0  0  0
 29 26  1  0  0  0  0
 30 19  1  0  0  0  0
 30 23  2  0  0  0  0
 21 31  1  6  0  0  0
 31 23  1  0  0  0  0
 31 24  1  0  0  0  0
 32 20  1  0  0  0  0
 32 26  1  0  0  0  0
 32 27  1  0  0  0  0
 33 26  1  0  0  0  0
 33 28  1  0  0  0  0
 34 16  2  0  0  0  0
 35 24  2  0  0  0  0
 36 25  2  0  0  0  0
 37 27  2  0  0  0  0
 38 33  1  0  0  0  0
 39 16  1  0  0  0  0
 22 39  1  6  0  0  0
 40 25  1  0  0  0  0
 29 40  1  6  0  0  0
 21 41  1  1  0  0  0
 22 42  1  6  0  0  0
 26 43  1  1  0  0  0
M  END


  Mrv1652305152108242D          

 43 48  0  0  1  0            999 V2000
    2.5977    0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5546    1.2725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7359    1.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3316    2.9372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9698    1.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1618   -3.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4962    1.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3432   -3.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2568    2.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6598   -3.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9322    1.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0225   -2.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4534    2.7743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7750    0.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8752    0.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2380    0.7172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3391   -2.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1288    1.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5205   -2.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8894    2.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0145   -0.3501    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3772   -0.1453    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6979   -0.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8371   -1.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8393   -0.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7942    1.4090    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4068    2.6864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7299    2.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4519    0.9110    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1999   -1.5632    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5165   -1.0079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0645    2.1885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9693    1.4253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5807    0.8196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6557   -1.8704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3110   -1.0433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4230    3.5113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1445    1.4415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5586   -0.0430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1097    0.4130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3744   -1.0925    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1958   -0.2477    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3225    2.0859    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  2  0  0  0  0
  9  7  2  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 16  3  1  0  0  0  0
 17 10  2  0  0  0  0
 18 11  2  0  0  0  0
 19 12  2  0  0  0  0
 19 17  1  0  0  0  0
 20 13  2  0  0  0  0
 20 18  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  1  0  0  0  0
 23 22  1  0  0  0  0
 24 17  1  0  0  0  0
 25 21  1  0  0  0  0
 28  4  1  0  0  0  0
 28  5  1  0  0  0  0
 28 27  1  0  0  0  0
 29 14  1  0  0  0  0
 29 18  1  0  0  0  0
 29 26  1  0  0  0  0
 30 19  1  0  0  0  0
 30 23  2  0  0  0  0
 21 31  1  6  0  0  0
 31 23  1  0  0  0  0
 31 24  1  0  0  0  0
 32 20  1  0  0  0  0
 32 26  1  0  0  0  0
 32 27  1  0  0  0  0
 33 26  1  0  0  0  0
 33 28  1  0  0  0  0
 34 16  2  0  0  0  0
 35 24  2  0  0  0  0
 36 25  2  0  0  0  0
 37 27  2  0  0  0  0
 38 33  1  0  0  0  0
 39 16  1  0  0  0  0
 22 39  1  6  0  0  0
 40 25  1  0  0  0  0
 29 40  1  6  0  0  0
 21 41  1  1  0  0  0
 22 42  1  6  0  0  0
 26 43  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0015620

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](OC(C)=O)(C(C)C)C1=NC2=CC=CC=C2C(=O)N1[C@]1([H])C[C@]2(OC1=O)C1=CC=CC=C1N1C(=O)C(C)(C)N(O)[C@@]21[H]

> <INCHI_IDENTIFIER>
InChI=1S/C29H30N4O7/c1-15(2)22(39-16(3)34)23-30-19-12-8-6-10-17(19)24(35)31(23)21-14-29(40-25(21)36)18-11-7-9-13-20(18)32-26(29)33(38)28(4,5)27(32)37/h6-13,15,21-22,26,38H,14H2,1-5H3/t21-,22+,26+,29+/m1/s1

> <INCHI_KEY>
CYNVLFGDEQQUPE-LDWWEUSWSA-N

> <FORMULA>
C29H30N4O7

> <MOLECULAR_WEIGHT>
546.58

> <EXACT_MASS>
546.211449322

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
56.51996352698561

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S)-1-{3-[(4'R,9S,9aS)-1-hydroxy-2,2-dimethyl-3,5'-dioxo-1,2,3,9a-tetrahydrospiro[imidazo[1,2-a]indole-9,2'-oxolane]-4'-yl]-4-oxo-3,4-dihydroquinazolin-2-yl}-2-methylpropyl acetate

> <ALOGPS_LOGP>
2.44

> <JCHEM_LOGP>
2.722268284666666

> <ALOGPS_LOGS>
-4.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.751657049544775

> <JCHEM_PKA_STRONGEST_BASIC>
1.5918849627725982

> <JCHEM_POLAR_SURFACE_AREA>
129.05

> <JCHEM_REFRACTIVITY>
142.18220000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.52e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S)-1-{3-[(4'R,9S,9aS)-1-hydroxy-2,2-dimethyl-3,5'-dioxo-9aH-spiro[imidazo[1,2-a]indole-9,2'-oxolane]-4'-yl]-4-oxoquinazolin-2-yl}-2-methylpropyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       4.849   1.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.902   2.375   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.374   2.567   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.486   5.483   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.810   3.536   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.035  -7.175   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.260   3.355   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.507  -6.984   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.813   4.829   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.965  -5.947   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.207   2.231   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.909  -5.565   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.313   5.179   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.180   0.820   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.500   0.956   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.444   1.339   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.366  -4.528   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.707   2.581   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.838  -4.337   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.260   4.055   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.627  -0.654   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.571  -0.271   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.169  -1.690   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.296  -3.300   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.167  -0.684   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.216   2.630   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.493   5.015   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.229   4.134   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.444   1.701   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0       2.240  -2.918   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0       4.697  -1.881   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0       5.720   4.085   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0       3.676   2.661   0.000  0.00  0.00           N+0
HETATM   34  O   UNK     0      -1.084   1.530   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       6.824  -3.491   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       8.047  -1.947   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       4.523   6.554   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       2.136   2.691   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       1.043  -0.080   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       7.671   0.771   0.000  0.00  0.00           O+0
HETATM   41  H   UNK     0       6.299  -2.039   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       4.099  -0.462   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.335   3.894   0.000  0.00  0.00           H+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   16                                                            
CONECT    4   28                                                            
CONECT    5   28                                                            
CONECT    6    8   10                                                       
CONECT    7    9   11                                                       
CONECT    8    6   12                                                       
CONECT    9    7   13                                                       
CONECT   10    6   17                                                       
CONECT   11    7   18                                                       
CONECT   12    8   19                                                       
CONECT   13    9   20                                                       
CONECT   14   21   29                                                       
CONECT   15    1    2   22                                                  
CONECT   16    3   34   39                                                  
CONECT   17   10   19   24                                                  
CONECT   18   11   20   29                                                  
CONECT   19   12   17   30                                                  
CONECT   20   13   18   32                                                  
CONECT   21   14   25   31   41                                             
CONECT   22   15   23   39   42                                             
CONECT   23   22   30   31                                                  
CONECT   24   17   31   35                                                  
CONECT   25   21   36   40                                                  
CONECT   26   29   32   33   43                                             
CONECT   27   28   32   37                                                  
CONECT   28    4    5   27   33                                             
CONECT   29   14   18   26   40                                             
CONECT   30   19   23                                                       
CONECT   31   21   23   24                                                  
CONECT   32   20   26   27                                                  
CONECT   33   26   28   38                                                  
CONECT   34   16                                                            
CONECT   35   24                                                            
CONECT   36   25                                                            
CONECT   37   27                                                            
CONECT   38   33                                                            
CONECT   39   16   22                                                       
CONECT   40   25   29                                                       
CONECT   41   21                                                            
CONECT   42   22                                                            
CONECT   43   26                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   96    0
END

Synonyms

Value	Source
Tryproquivaline L (9'r-(9'alpha(r*),9'abeta))-isomer	MeSH
Tryproquivaline m (2's-(2'alpha,9'alpha(4R(s)),9'abeta))-isomer	MeSH
Tryproquivaline m (2's-(2'alpha,9'alpha(4S(s)),9'abeta))-isomer	MeSH
Tryproquivaline N (2's-(2'alpha,9'alpha(r*),9'abeta))-isomer	MeSH
Fumitremorgin C	MeSH
Tryproquivaline L (9'r-(9'alpha(s*),9'abeta))-isomer	MeSH
Tryproquivaline D (2's-(2'alpha,9'alpha(4R(s)),9'abeta))-isomer	MeSH

Molecular Formula

C₂₉H₃₀N₄O₇

Average Mass

546.58

Monoisotopic Mass

546.211449322

IUPAC Name

(1S)-1-{3-[(4'R,9S,9aS)-1-hydroxy-2,2-dimethyl-3,5'-dioxo-1,2,3,9a-tetrahydrospiro[imidazo[1,2-a]indole-9,2'-oxolane]-4'-yl]-4-oxo-3,4-dihydroquinazolin-2-yl}-2-methylpropyl acetate

Traditional Name

(1S)-1-{3-[(4'R,9S,9aS)-1-hydroxy-2,2-dimethyl-3,5'-dioxo-9aH-spiro[imidazo[1,2-a]indole-9,2'-oxolane]-4'-yl]-4-oxoquinazolin-2-yl}-2-methylpropyl acetate

CAS Registry Number

Not Available

SMILES

[H][C@](OC(C)=O)(C(C)C)C1=NC2=CC=CC=C2C(=O)N1[C@]1([H])C[C@]2(OC1=O)C1=CC=CC=C1N1C(=O)C(C)(C)N(O)[C@@]21[H]

InChI Identifier

InChI=1S/C29H30N4O7/c1-15(2)22(39-16(3)34)23-30-19-12-8-6-10-17(19)24(35)31(23)21-14-29(40-25(21)36)18-11-7-9-13-20(18)32-26(29)33(38)28(4,5)27(32)37/h6-13,15,21-22,26,38H,14H2,1-5H3/t21-,22+,26+,29+/m1/s1

InChI Key

CYNVLFGDEQQUPE-LDWWEUSWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid esters

Alternative Parents

Substituents

Alpha-amino acid ester
Diazanaphthalene
Quinazoline
Indole or derivatives
Pyrimidone
Dicarboxylic acid or derivatives
Gamma butyrolactone
Imidazolidinone
Pyrimidine
Benzenoid
Imidazolidine
Heteroaromatic compound
Tertiary carboxylic acid amide
Tetrahydrofuran
Carboxamide group
Lactone
Lactam
Carboxylic acid ester
Azacycle
Oxacycle
Organoheterocyclic compound
N-organohydroxylamine
Organooxygen compound
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.035 g/L	ALOGPS
logP	2.44	ALOGPS
logP	2.72	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	14.75	ChemAxon
pKa (Strongest Basic)	1.59	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	129.05 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	142.18 m³·mol⁻¹	ChemAxon
Polarizability	56.52 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	4	Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00023553

Chemspider ID

97176

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

108075

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for Tryptoquivaline (MMDBc0015620)

MOL for #<Metabolite:0x00007fed14221f60>

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Structure for #<Metabolite:0x00007fed14221f60>

3D Structure for #<Metabolite:0x00007fed14221f60>