NP-MRD: Showing NP-Card for Betanidin (NP0045359)

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Record Information

Version

2.0

Created at

2022-03-17 19:18:35 UTC

Updated at

2022-03-17 19:18:35 UTC

NP-MRD ID

NP0045359

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Betanidin

Description

Betanidin belongs to the class of organic compounds known as indolecarboxylic acids. Indolecarboxylic acids are compounds containing a carboxylic acid group linked to an indole. Betanidin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, betanidin has been detected, but not quantified in, root vegetables. Betanidin is found in Amaranthus mangostanus , Basella rubra , Beta vulgaris , Chenopodium quinoa , Lampranthus bicolor, Mesembryanthemum edule , Opuntia elatior, Opuntia ficus-indica , Phytolacca americana, Portulaca grandiflora , Portulaca pilosa, Spinacia oleracea and Ullucus tuberosus. This could make betanidin a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241218442D          

 28 30  0  0  0  0            999 V2000
   -3.3400   -3.0100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5979   -2.5971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9378   -3.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1957   -2.5971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4536   -2.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0407   -2.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8657   -2.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3607   -1.6079    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.1957   -3.0100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3400   -1.3599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5979   -1.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9378   -1.3599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1957   -1.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4536   -1.5250    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.2057   -0.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178   -0.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8657    0.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6900    0.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9378    1.1957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7621    1.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3400    0.7007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2885    0.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178    1.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3607    1.7729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2885    3.0100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0407    2.2678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7835    2.1029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0100    2.1029    0.0000 O   0  0  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 11  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 14  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 24  1  0  0  0  0
 20 21  2  0  0  0  0
 20 28  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 26  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
M  CHG  2   8  -1  14   1
M  END

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
    6.9055    0.7706   -0.7677 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8490    1.2449   -1.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9212    2.1683   -2.2446 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5492    0.8538   -0.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4137    1.3326   -1.1274 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1053    0.9107   -0.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0103    1.0501   -1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3510    0.8263   -1.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2003    0.4499   -0.2782 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.6486    0.2813   -0.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2944   -0.0662   -1.7534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6745   -0.1857   -1.8200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2985   -0.5404   -3.0103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3856    0.0622   -0.6599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7594   -0.0568   -0.7246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7089    0.4141    0.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3467    0.5332    0.5724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3679    0.8894    1.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1311    0.0541    1.0649 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6300   -1.3758    1.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8555   -2.0421    0.1044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8138   -1.8801    2.4164 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.0721    0.3501    0.7752 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4098   -0.0107    1.3618 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3514   -1.2750    2.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1265   -2.2140    1.8678 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4155   -1.4159    3.1198 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4523   -0.0943    0.3769 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2446    2.2277   -3.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3980    2.0539   -1.9122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2577    1.5202   -2.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9145    1.0428   -2.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7337   -0.2604   -2.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2789   -0.6404   -3.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3785    0.0951    0.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3015    0.6010    1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0549    1.9543    1.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5628    0.5745    2.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3452    0.2328    1.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4796   -0.6121    0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5664    1.0602    1.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6666    0.8273    2.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6978   -1.9206    3.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1437   -0.8528    0.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 25  1  0
 25 26  2  0
 25 24  1  0
 24 23  1  0
 23  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  2  0
 16 14  1  0
 14 15  1  0
 14 12  2  0
 12 13  1  0
 12 11  1  0
 11 10  2  0
 19 20  1  0
 20 22  1  0
 20 21  2  0
  6  5  1  0
  5  4  2  0
  4 28  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  0
 28 24  1  0
 10  9  1  0
 10 17  1  0
 27 43  1  0
 24 42  1  1
 23 40  1  0
 23 41  1  0
  7 31  1  0
  8 32  1  0
 19 39  1  1
 18 37  1  0
 18 38  1  0
 16 36  1  0
 15 35  1  0
 13 34  1  0
 11 33  1  0
  5 30  1  0
 28 44  1  0
  3 29  1  0
M  CHG  2   9   1  22  -1
M  END


  Mrv0541 02241218442D          

 28 30  0  0  0  0            999 V2000
   -3.3400   -3.0100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5979   -2.5971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9378   -3.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1957   -2.5971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4536   -2.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0407   -2.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8657   -2.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3607   -1.6079    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.1957   -3.0100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3400   -1.3599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5979   -1.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9378   -1.3599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1957   -1.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4536   -1.5250    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.2057   -0.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178   -0.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8657    0.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6900    0.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9378    1.1957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7621    1.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3400    0.7007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2885    0.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178    1.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3607    1.7729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2885    3.0100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0407    2.2678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7835    2.1029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0100    2.1029    0.0000 O   0  0  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 11  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 14  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 24  1  0  0  0  0
 20 21  2  0  0  0  0
 20 28  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 26  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
M  CHG  2   8  -1  14   1
M  END
> <DATABASE_ID>
NP0045359

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C1C\C(=C/C=[N+]2\C(CC3=CC(O)=C(O)C=C23)C([O-])=O)C=C(N1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H16N2O8/c21-14-6-9-5-13(18(27)28)20(12(9)7-15(14)22)2-1-8-3-10(16(23)24)19-11(4-8)17(25)26/h1-3,6-7,11,13H,4-5H2,(H5,21,22,23,24,25,26,27,28)

> <INCHI_KEY>
XHJKHSXHWJCBLX-UHFFFAOYSA-N

> <FORMULA>
C18H16N2O8

> <MOLECULAR_WEIGHT>
388.3282

> <EXACT_MASS>
388.090665498

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
37.49443411876387

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1E)-1-{2-[(4E)-2,6-dicarboxy-1,2,3,4-tetrahydropyridin-4-ylidene]ethylidene}-5,6-dihydroxy-2,3-dihydro-1H-1λ⁵-indol-1-ylium-2-carboxylate

> <ALOGPS_LOGP>
0.49

> <JCHEM_LOGP>
-2.84317145501254

> <ALOGPS_LOGS>
-3.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.1406626467884036

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.548146366499302

> <JCHEM_PKA_STRONGEST_BASIC>
0.05647266614485513

> <JCHEM_POLAR_SURFACE_AREA>
170.23

> <JCHEM_REFRACTIVITY>
117.56139999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.19e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1E)-1-{2-[(4E)-2,6-dicarboxy-2,3-dihydro-1H-pyridin-4-ylidene]ethylidene}-5,6-dihydroxy-2,3-dihydro-1H-1λ⁵-indol-1-ylium-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -6.235  -5.619   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.849  -4.848   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.617  -5.619   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.232  -4.848   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.847  -5.311   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.076  -4.079   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.616  -4.079   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.540  -3.001   0.000  0.00  0.00           O-1
HETATM    9  O   UNK     0       2.232  -5.619   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -6.235  -2.538   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -4.849  -3.309   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.617  -2.538   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.232  -3.309   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -0.847  -2.847   0.000  0.00  0.00           N+1
HETATM   15  C   UNK     0      -0.384  -1.308   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.153  -1.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.616   0.384   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.155   0.692   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.617   2.232   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.156   2.540   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.235   1.308   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.539   1.616   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.153   3.001   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       2.540   3.309   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0       0.539   5.619   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.076   4.233   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.463   3.925   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.619   3.925   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   13                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10   11                                                            
CONECT   11    2   10   12                                                  
CONECT   12   11   13                                                       
CONECT   13    4   12   14                                                  
CONECT   14    6   13   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   28                                                  
CONECT   21   20                                                            
CONECT   22   17   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   19   23                                                       
CONECT   25   26                                                            
CONECT   26   23   25   27                                                  
CONECT   27   26                                                            
CONECT   28   20                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Value	Source
2-Carboxy-1-[(2,6-dicarboxy-2,3-dihydro-4(1H)-pyridinylidene)ethylidene]-2,3-dihydro-5,6-dihydroxy-1H-indolium hydroxide inner salt	HMDB
4-[2-[(2S)-2-Carboxy-2,3-dihydro-5,6-dihydroxy-1H-indol-1-yl]ethenyl]-2,3-dihydro-(2S)-2,6-pyridinedicarboxylic acid	HMDB
Betanidine	HMDB
2-Carboxy-1-[2-(2,6-dicarboxy-1,2,3,4-tetrahydropyridin-4-ylidene)ethylidene]-6-hydroxy-2,3-dihydro-1H-1λ⁵-indol-1-ylium-5-olic acid	Generator

Chemical Formula

C₁₈H₁₆N₂O₈

Average Mass

388.3282 Da

Monoisotopic Mass

388.09067 Da

IUPAC Name

(1E)-1-{2-[(4E)-2,6-dicarboxy-1,2,3,4-tetrahydropyridin-4-ylidene]ethylidene}-5,6-dihydroxy-2,3-dihydro-1H-1λ⁵-indol-1-ylium-2-carboxylate

Traditional Name

(1E)-1-{2-[(4E)-2,6-dicarboxy-2,3-dihydro-1H-pyridin-4-ylidene]ethylidene}-5,6-dihydroxy-2,3-dihydro-1H-1λ⁵-indol-1-ylium-2-carboxylate

CAS Registry Number

2181-76-2

SMILES

OC(=O)C1C\C(=C/C=[N+]2\C(CC3=CC(O)=C(O)C=C23)C([O-])=O)C=C(N1)C(O)=O

InChI Identifier

InChI=1S/C18H16N2O8/c21-14-6-9-5-13(18(27)28)20(12(9)7-15(14)22)2-1-8-3-10(16(23)24)19-11(4-8)17(25)26/h1-3,6-7,11,13H,4-5H2,(H5,21,22,23,24,25,26,27,28)

InChI Key

XHJKHSXHWJCBLX-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Amaranthus mangostanus	Plant	KNApSAcK
Basella alba	Plant	KNApSAcK
Beta vulgaris	Plant	KNApSAcK
Beta vulgaris ssp. cicla	FooDB	PHYTOHUB
Chenopodium quinoa	Plant	KNApSAcK
Lampranthus bicolor	LOTUS Database	35616633
Mesembryanthemum edule	Plant	KNApSAcK
Opuntia elatior	Plant	KNApSAcK
Opuntia ficus-indica	Plant	KNApSAcK
Phytolacca americana	LOTUS Database	35616633
Portulaca grandiflora	Plant	KNApSAcK
Portulaca pilosa	LOTUS Database	35616633
Spinacia oleracea	Plant	KNApSAcK
Ullucus tuberosus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolecarboxylic acids. Indolecarboxylic acids are compounds containing a carboxylic acid group linked to an indole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolecarboxylic acids and derivatives

Direct Parent

Indolecarboxylic acids

Alternative Parents

Substituents

Indolecarboxylic acid
Alpha-amino acid
Alpha-amino acid or derivatives
Tricarboxylic acid or derivatives
1-hydroxy-2-unsubstituted benzenoid
Tetrahydropyridine
Hydropyridine
Benzenoid
Amino acid or derivatives
Carboxylic acid salt
Amino acid
Shiff base
Carboxylic acid derivative
Carboxylic acid
Secondary aliphatic amine
Enamine
Azacycle
Secondary amine
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Hydrocarbon derivative
Organopnictogen compound
Amine
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic salt
Organic nitrogen compound
Organic oxide
Organic zwitterion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.49	ALOGPS
logP	-2.8	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	1.55	ChemAxon
pKa (Strongest Basic)	0.056	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	170.23 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	117.56 m³·mol⁻¹	ChemAxon
Polarizability	37.49 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon