NP-MRD: Showing NP-Card for Cinereapyrrole B (NP0005843)

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Record Information

Version

2.0

Created at

2020-12-09 02:59:12 UTC

Updated at

2021-07-15 16:53:08 UTC

NP-MRD ID

NP0005843

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cinereapyrrole B

Provided By

NPAtlas

Description

Methyl 3-(5-hydroxy-1H-indol-3-yl)-4-(1H-indol-3-yl)-1H-pyrrole-2-carboxylate belongs to the class of organic compounds known as hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group. Cinereapyrrole B is found in Arcyria cinerea. Based on a literature review very few articles have been published on methyl 3-(5-hydroxy-1H-indol-3-yl)-4-(1H-indol-3-yl)-1H-pyrrole-2-carboxylate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118233D          

 45 49  0  0  0  0            999 V2000
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    1.4335    0.9585   -2.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652306242118233D          

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M  END
> <DATABASE_ID>
NP0005843

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C2N([H])C([H])=C(C2=C1[H])C1=C(N([H])C([H])=C1C1=C([H])N([H])C2=C([H])C([H])=C([H])C([H])=C12)C(=O)OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H17N3O3/c1-28-22(27)21-20(16-10-24-19-7-6-12(26)8-14(16)19)17(11-25-21)15-9-23-18-5-3-2-4-13(15)18/h2-11,23-26H,1H3

> <INCHI_KEY>
UTLACMOGKIDNLW-UHFFFAOYSA-N

> <FORMULA>
C22H17N3O3

> <MOLECULAR_WEIGHT>
371.396

> <EXACT_MASS>
371.126991419

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
39.64781161083938

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3-(5-hydroxy-1H-indol-3-yl)-4-(1H-indol-3-yl)-1H-pyrrole-2-carboxylate

> <ALOGPS_LOGP>
4.36

> <JCHEM_LOGP>
4.165017404666667

> <ALOGPS_LOGS>
-4.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.841735257706546

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.528432391688986

> <JCHEM_PKA_STRONGEST_BASIC>
-5.509067796971892

> <JCHEM_POLAR_SURFACE_AREA>
93.9

> <JCHEM_REFRACTIVITY>
107.1459

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.76e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-(5-hydroxy-1H-indol-3-yl)-4-(1H-indol-3-yl)-1H-pyrrole-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 45 49  0  0  0  0  0  0  0  0999 V2000
   -2.8967    4.6879   -2.5329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7768    3.8084   -2.5575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6124    2.8309   -1.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4598    2.7171   -0.6908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4505    1.9340   -1.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5447    1.9184   -2.5304 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4335    0.9585   -2.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0272    0.2831   -1.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7065   -0.8095   -0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3366   -2.1270   -0.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2472   -2.8438    0.3098 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1988   -2.0100    0.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3278   -2.1967    1.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1672   -1.1442    1.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8406    0.1158    1.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7112    0.3151    0.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8684   -0.7359    0.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1654    0.9181   -0.7203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9922    0.5879    0.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1496    1.2777    1.6235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0129    0.6176    2.4091 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4380   -0.4820    1.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3124   -1.4792    2.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5949   -2.5279    1.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9867   -2.5892    0.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2129   -3.6144   -0.8281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1145   -1.5896   -0.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8031   -0.5132    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5995    4.4559   -1.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3933    4.7031   -3.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4698    5.7025   -2.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5846    2.5774   -3.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3394    0.6933   -2.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4922   -2.6251   -0.8732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2207   -3.8697    0.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5785   -3.2056    1.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0549   -1.2859    2.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5113    0.9200    1.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5036    1.3232    0.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6619    2.1996    1.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3192    0.9065    3.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7766   -1.4233    3.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2848   -3.3351    1.5923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5710   -4.4132   -0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6401   -1.6316   -1.2496 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
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  8 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 18  5  2  0
 28 19  1  0
 17  9  1  0
 28 22  1  0
 17 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  0
  7 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 20 40  1  0
 21 41  1  0
 23 42  1  0
 24 43  1  0
 26 44  1  0
 27 45  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.897   4.688  -2.533  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.777   3.808  -2.558  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.612   2.831  -1.595  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.460   2.717  -0.691  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.451   1.934  -1.635  0.00  0.00           C+0
HETATM    6  N   UNK     0       0.545   1.918  -2.530  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.434   0.959  -2.235  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.027   0.283  -1.078  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.706  -0.810  -0.434  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.337  -2.127  -0.418  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.247  -2.844   0.310  0.00  0.00           N+0
HETATM   12  C   UNK     0       3.199  -2.010   0.764  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.328  -2.197   1.530  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.167  -1.144   1.870  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.841   0.116   1.415  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.711   0.315   0.646  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.868  -0.736   0.304  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.165   0.918  -0.720  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.992   0.588   0.424  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.150   1.278   1.624  0.00  0.00           C+0
HETATM   21  N   UNK     0      -2.013   0.618   2.409  0.00  0.00           N+0
HETATM   22  C   UNK     0      -2.438  -0.482   1.787  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.312  -1.479   2.157  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.595  -2.528   1.327  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.987  -2.589   0.081  0.00  0.00           C+0
HETATM   26  O   UNK     0      -3.213  -3.614  -0.828  0.00  0.00           O+0
HETATM   27  C   UNK     0      -2.115  -1.590  -0.280  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.803  -0.513   0.534  0.00  0.00           C+0
HETATM   29  H   UNK     0      -3.599   4.456  -1.711  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.393   4.703  -3.521  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.470   5.702  -2.305  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.585   2.577  -3.330  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.339   0.693  -2.762  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.492  -2.625  -0.873  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.221  -3.870   0.491  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.579  -3.206   1.886  0.00  0.00           H+0
HETATM   37  H   UNK     0       6.055  -1.286   2.470  0.00  0.00           H+0
HETATM   38  H   UNK     0       5.511   0.920   1.693  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.504   1.323   0.317  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.662   2.200   1.897  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.319   0.907   3.369  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.777  -1.423   3.124  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.285  -3.335   1.592  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.571  -4.413  -0.736  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.640  -1.632  -1.250  0.00  0.00           H+0
CONECT    1    2   29   30   31                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   18                                                  
CONECT    6    5    7   32                                                  
CONECT    7    6    8   33                                                  
CONECT    8    7    9   18                                                  
CONECT    9    8   10   17                                                  
CONECT   10    9   11   34                                                  
CONECT   11   10   12   35                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14   36                                                  
CONECT   14   13   15   37                                                  
CONECT   15   14   16   38                                                  
CONECT   16   15   17   39                                                  
CONECT   17   16    9   12                                                  
CONECT   18    8   19    5                                                  
CONECT   19   18   20   28                                                  
CONECT   20   19   21   40                                                  
CONECT   21   20   22   41                                                  
CONECT   22   21   23   28                                                  
CONECT   23   22   24   42                                                  
CONECT   24   23   25   43                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25   44                                                       
CONECT   27   25   28   45                                                  
CONECT   28   27   19   22                                                  
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    6                                                            
CONECT   33    7                                                            
CONECT   34   10                                                            
CONECT   35   11                                                            
CONECT   36   13                                                            
CONECT   37   14                                                            
CONECT   38   15                                                            
CONECT   39   16                                                            
CONECT   40   20                                                            
CONECT   41   21                                                            
CONECT   42   23                                                            
CONECT   43   24                                                            
CONECT   44   26                                                            
CONECT   45   27                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   98    0
END

RDKit          3D

45 49  0  0  0  0  0  0  0  0999 V2000
   -2.8967    4.6879   -2.5329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7768    3.8084   -2.5575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6124    2.8309   -1.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4598    2.7171   -0.6908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4505    1.9340   -1.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5447    1.9184   -2.5304 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4335    0.9585   -2.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0272    0.2831   -1.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7065   -0.8095   -0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3366   -2.1270   -0.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2472   -2.8438    0.3098 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1988   -2.0100    0.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3278   -2.1967    1.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1672   -1.1442    1.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8406    0.1158    1.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7112    0.3151    0.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8684   -0.7359    0.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1654    0.9181   -0.7203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9922    0.5879    0.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1496    1.2777    1.6235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0129    0.6176    2.4091 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4380   -0.4820    1.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3124   -1.4792    2.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5949   -2.5279    1.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9867   -2.5892    0.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2129   -3.6144   -0.8281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1145   -1.5896   -0.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8031   -0.5132    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5995    4.4559   -1.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3933    4.7031   -3.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4698    5.7025   -2.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5846    2.5774   -3.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3394    0.6933   -2.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4922   -2.6251   -0.8732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2207   -3.8697    0.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5785   -3.2056    1.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0549   -1.2859    2.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5113    0.9200    1.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5036    1.3232    0.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6619    2.1996    1.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3192    0.9065    3.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7766   -1.4233    3.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2848   -3.3351    1.5923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5710   -4.4132   -0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6401   -1.6316   -1.2496 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
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  8 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 18  5  2  0
 28 19  1  0
 17  9  1  0
 28 22  1  0
 17 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  0
  7 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 20 40  1  0
 21 41  1  0
 23 42  1  0
 24 43  1  0
 26 44  1  0
 27 45  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Methyl 3-(5-hydroxy-1H-indol-3-yl)-4-(1H-indol-3-yl)-1H-pyrrole-2-carboxylic acid	Generator

Chemical Formula

C₂₂H₁₇N₃O₃

Average Mass

371.3960 Da

Monoisotopic Mass

371.12699 Da

IUPAC Name

methyl 3-(5-hydroxy-1H-indol-3-yl)-4-(1H-indol-3-yl)-1H-pyrrole-2-carboxylate

Traditional Name

methyl 3-(5-hydroxy-1H-indol-3-yl)-4-(1H-indol-3-yl)-1H-pyrrole-2-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C(C(=CN1)C1=CNC2=CC=CC=C12)C1=CNC2=C1C=C(O)C=C2

InChI Identifier

InChI=1S/C22H17N3O3/c1-28-22(27)21-20(16-10-24-19-7-6-12(26)8-14(16)19)17(11-25-21)15-9-23-18-5-3-2-4-13(15)18/h2-11,23-26H,1H3

InChI Key

UTLACMOGKIDNLW-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
Arcyria cinerea	NPAtlas	15863941

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Hydroxyindoles

Direct Parent

Hydroxyindoles

Alternative Parents

Substituents

Hydroxyindole
Indole
Pyrrole-2-carboxylic acid or derivatives
1-hydroxy-2-unsubstituted benzenoid
Phenol
Substituted pyrrole
Benzenoid
Pyrrole
Methyl ester
Heteroaromatic compound
Carboxylic acid ester
Carboxylic acid derivative
Azacycle
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
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	4.36	ALOGPS
logP	4.17	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	9.53	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	93.9 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	107.15 m³·mol⁻¹	ChemAxon
Polarizability	39.65 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA014253

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00028053

Chemspider ID

9455179

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11280180

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Cinereapyrrole B (NP0005843)

MOL for NP0005843 (Cinereapyrrole B)

3D MOL for NP0005843 (Cinereapyrrole B)

3D SDF for NP0005843 (Cinereapyrrole B)

3D-SDF for NP0005843 (Cinereapyrrole B)

PDB for NP0005843 (Cinereapyrrole B)

3D PDB for NP0005843 (Cinereapyrrole B)

SMILES for NP0005843 (Cinereapyrrole B)

INCHI for NP0005843 (Cinereapyrrole B)

Structure for NP0005843 (Cinereapyrrole B)

3D Structure for NP0005843 (Cinereapyrrole B)