NP-MRD: Showing NP-Card for dichotomide xi (NP0202159)

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Record Information

Version

2.0

Created at

2022-09-04 21:19:56 UTC

Updated at

2022-09-04 21:19:56 UTC

NP-MRD ID

NP0202159

Secondary Accession Numbers

None

Natural Product Identification

Common Name

dichotomide xi

Description

Dichotomide XI belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole. dichotomide xi is found in Stellaria dichotoma. Dichotomide XI is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251523502D          

 27 29  0  0  0  0            999 V2000
   -1.4760   -6.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7615   -6.5628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0470   -6.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0470   -5.3253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6675   -6.5628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -6.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -5.3253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0964   -6.5628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0964   -7.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8109   -6.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8109   -5.3253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253   -6.5628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2398   -6.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9543   -6.5628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7389   -6.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0745   -5.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8949   -5.4679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3799   -6.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0443   -6.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2238   -6.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7389   -7.6427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9543   -7.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2398   -7.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253   -7.3878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2398   -8.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253   -9.0378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9543   -9.0378    0.0000 C   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
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  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
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 15 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 14 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 12 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END

     RDKit          3D

 46 48  0  0  0  0  0  0  0  0999 V2000
    7.5943    0.3371    0.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1968    0.5471    0.1927 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3910   -0.0496   -0.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9376   -0.7962   -1.5885 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9225    0.1679   -0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4013    0.1590    0.6184 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6953   -1.0638    1.1780 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9912    0.4407    0.7056 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5602    1.6080    1.4814 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0196   -0.3675    0.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4284   -1.3724   -0.5782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4142   -0.1390    0.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2559   -1.0203   -0.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6187   -0.8754   -0.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1608    0.1995    0.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4914    0.0938   -0.0568 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7917   -0.9914   -0.8250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9586   -1.5383   -1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9370   -2.6768   -2.0721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7719   -3.3278   -2.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5971   -2.7683   -1.9418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6237   -1.6278   -1.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3426    1.0907    0.8028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9224    2.2056    1.5206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0530    3.1653    2.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1489    2.3723    1.5357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0152    0.8694    0.7601 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8758   -0.7150    0.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1067    0.9981   -0.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9490    0.6265    1.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7697    1.1600   -1.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4686   -0.6537   -1.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9602    0.9405    1.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1495   -1.6751    0.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4667    2.2063    1.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0889    1.2654    2.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8810    2.2705    0.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8443   -1.8521   -1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1935    0.7457    0.3313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8811   -1.0333   -1.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9010   -3.0503   -2.4074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7744   -4.2213   -3.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6391   -3.2484   -2.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1083    3.3362    1.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5839    4.1305    2.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8255    2.7320    3.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 22  2  0
 22 21  1  0
 21 20  2  0
 20 19  1  0
 19 18  2  0
 15 23  1  0
 23 27  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 27 12  1  0
 22 14  1  0
 18 17  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  1
  7 34  1  0
  9 35  1  0
  9 36  1  0
  9 37  1  0
 13 38  1  0
 16 39  1  0
 21 43  1  0
 20 42  1  0
 19 41  1  0
 18 40  1  0
 25 44  1  0
 25 45  1  0
 25 46  1  0
M  END


  Mrv1533004251523502D          

 27 29  0  0  0  0            999 V2000
   -1.4760   -6.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7615   -6.5628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0470   -6.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0470   -5.3253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6675   -6.5628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -6.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -5.3253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0964   -6.5628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0964   -7.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8109   -6.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8109   -5.3253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253   -6.5628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2398   -6.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9543   -6.5628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7389   -6.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0745   -5.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8949   -5.4679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3799   -6.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0443   -6.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2238   -6.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7389   -7.6427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9543   -7.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2398   -7.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253   -7.3878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2398   -8.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253   -9.0378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9543   -9.0378    0.0000 C   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
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  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
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 15 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 14 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 12 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0202159

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CC(O)N(C)C(=O)C1=CC2=C(NC3=C2C=CC=C3)C(=N1)C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H19N3O5/c1-10(23)17-18-12(11-6-4-5-7-13(11)20-18)8-14(21-17)19(26)22(2)15(24)9-16(25)27-3/h4-8,15,20,24H,9H2,1-3H3

> <INCHI_KEY>
RBWSIWUGQOJFGB-UHFFFAOYSA-N

> <FORMULA>
C19H19N3O5

> <MOLECULAR_WEIGHT>
369.377

> <EXACT_MASS>
369.132470724

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
38.82460701046149

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3-(1-{1-acetyl-9H-pyrido[3,4-b]indol-3-yl}-N-methylformamido)-3-hydroxypropanoate

> <ALOGPS_LOGP>
1.66

> <JCHEM_LOGP>
0.9972200169999996

> <ALOGPS_LOGS>
-3.45

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.237964146153235

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.180210848387658

> <JCHEM_PKA_STRONGEST_BASIC>
-1.164743725899716

> <JCHEM_POLAR_SURFACE_AREA>
112.59

> <JCHEM_REFRACTIVITY>
96.42890000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-(1-{1-acetyl-9H-pyrido[3,4-b]indol-3-yl}-N-methylformamido)-3-hydroxypropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      -2.755 -11.480   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.421 -12.250   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.088 -11.480   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.088  -9.940   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.246 -12.250   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.580 -11.480   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.580  -9.940   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0       3.913 -12.250   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       3.913 -13.790   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.247 -11.480   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.247  -9.940   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.581 -12.250   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.914 -11.480   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.248 -12.250   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.713 -11.775   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.339 -10.368   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.871 -10.207   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.776 -11.453   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.149 -12.859   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.618 -13.020   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      10.713 -14.266   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       9.248 -13.790   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.914 -14.560   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       6.581 -13.790   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       7.914 -16.100   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.581 -16.870   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       9.248 -16.870   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   24                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   22                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   14   23                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   12                                                       
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₉N₃O₅

Average Mass

369.3770 Da

Monoisotopic Mass

369.13247 Da

IUPAC Name

methyl 3-(1-{1-acetyl-9H-pyrido[3,4-b]indol-3-yl}-N-methylformamido)-3-hydroxypropanoate

Traditional Name

methyl 3-(1-{1-acetyl-9H-pyrido[3,4-b]indol-3-yl}-N-methylformamido)-3-hydroxypropanoate

CAS Registry Number

Not Available

SMILES

COC(=O)CC(O)N(C)C(=O)C1=CC2=C(NC3=C2C=CC=C3)C(=N1)C(C)=O

InChI Identifier

InChI=1S/C19H19N3O5/c1-10(23)17-18-12(11-6-4-5-7-13(11)20-18)8-14(21-17)19(26)22(2)15(24)9-16(25)27-3/h4-8,15,20,24H,9H2,1-3H3

InChI Key

RBWSIWUGQOJFGB-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Stellaria dichotoma	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Harmala alkaloids

Sub Class

Not Available

Direct Parent

Harmala alkaloids

Alternative Parents

Substituents

Harman
Beta-carboline
Pyridoindole
Indole
Indole or derivatives
Pyridine carboxylic acid or derivatives
2-heteroaryl carboxamide
Aryl ketone
Aryl alkyl ketone
Beta-hydroxy acid
Hydroxy acid
Pyridine
Benzenoid
Methyl ester
Tertiary carboxylic acid amide
Pyrrole
Vinylogous amide
Heteroaromatic compound
Carboxamide group
Carboxylic acid ester
Ketone
Monocarboxylic acid or derivatives
Alkanolamine
Organoheterocyclic compound
Carboxylic acid derivative
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

harmala alkaloid (CHEBI:70219 )

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	1.66	ALOGPS
logP	1	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	11.18	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	112.59 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	96.43 m³·mol⁻¹	ChemAxon
Polarizability	38.82 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

50906516

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for dichotomide xi (NP0202159)

MOL for NP0202159 (dichotomide xi)

3D MOL for NP0202159 (dichotomide xi)

3D SDF for NP0202159 (dichotomide xi)

3D-SDF for NP0202159 (dichotomide xi)

PDB for NP0202159 (dichotomide xi)

3D PDB for NP0202159 (dichotomide xi)

SMILES for NP0202159 (dichotomide xi)

INCHI for NP0202159 (dichotomide xi)

Structure for NP0202159 (dichotomide xi)

3D Structure for NP0202159 (dichotomide xi)