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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2020-02-26 21:22:39 UTC

HMDB ID

HMDB0000839

Secondary Accession Numbers

HMDB00839

Metabolite Identification

Common Name

Pentaporphyrin I

Description

Pentaporphyrin I belongs to the class of organic compounds known as porphyrins. Porphyrins are compounds containing a fundamental skeleton of four pyrrole nuclei united through the alpha-positions by four methine groups to form a macrocyclic structure. Pentaporphyrin I has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make pentaporphyrin I a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Pentaporphyrin I.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0256705
     RDKit          3D
Porphyrin
 38 42  0  0  0  0  0  0  0  0999 V2000
    0.2412    4.2426   -0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0652    4.1770   -0.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5102    2.8478    0.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7530    2.2008    0.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9257    0.8008    0.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9880    0.2647   -0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8218   -1.0788   -0.3906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6680   -1.3439    0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0981   -2.6534    0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7164   -2.9191    0.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2928   -3.9223   -0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0452   -3.7907   -0.8356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4202   -2.7039   -0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7554   -2.2351   -0.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -0.8779   -0.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1773    0.0545    0.2505 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6602    1.2874    0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9983    2.4391    0.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146    2.8678    0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3735    2.1186    0.4634 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0596    1.1642   -0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2746   -0.1241   -0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3461   -2.1970    0.6027 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1459   -0.1865    0.8117 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8289    5.1149   -0.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7201    5.0192   -0.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5961    2.8609    0.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8090    0.8000   -0.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4999   -1.7917   -0.8885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7448   -3.4913    0.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8987   -4.6940   -1.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6781   -4.4339   -1.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5858   -2.9271   -0.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6480    3.2070    0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7700    1.9193   -0.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2214   -0.5883   -0.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3763   -1.3836    1.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2828   -0.0443    1.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 17 21  1  0
 21 22  2  0
 13 23  1  0
  8 24  1  0
 19  1  1  0
 20  3  1  0
 24  5  1  0
 23 10  1  0
 22 15  1  0
  1 25  1  0
  2 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 14 33  1  0
 18 34  1  0
 21 35  1  0
 22 36  1  0
 23 37  1  0
 24 38  1  0
M  END


  Mrv1652304202019222D          

 24 28  0  0  0  0            999 V2000
   23.8498  -17.7712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1113  -18.8965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6418  -18.8965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8773  -20.0218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5362  -17.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5777  -18.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1908  -17.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6052  -19.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3314  -17.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2611  -16.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3742  -18.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4384  -16.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3742  -19.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3957  -17.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3589  -20.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1755  -18.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5362  -20.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1755  -19.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2183  -20.5433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4231  -20.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3804  -18.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2886  -21.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3804  -19.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4659  -21.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1  7  1  0  0  0  0
  2  6  1  0  0  0  0
  2  8  1  0  0  0  0
  3 16  2  0  0  0  0
  3 18  1  0  0  0  0
  4 17  1  0  0  0  0
  4 19  2  0  0  0  0
  5  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6  9  1  0  0  0  0
  6 11  2  0  0  0  0
  7 12  1  0  0  0  0
  7 14  2  0  0  0  0
  8 13  2  0  0  0  0
  8 15  1  0  0  0  0
 10 12  2  0  0  0  0
 11 13  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  2  0  0  0  0
 16 21  1  0  0  0  0
 17 22  1  0  0  0  0
 18 20  2  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 19 24  1  0  0  0  0
 21 23  2  0  0  0  0
 22 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000839

> <DATABASE_NAME>
hmdb

> <SMILES>
N1C2=CC=C1\C=C1\C=CC(\C=C3\C=CC(\C=C4/N\C(\C=C4)=C/2)=N3)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C20H14N4/c1-2-14-10-16-5-6-18(23-16)12-20-8-7-19(24-20)11-17-4-3-15(22-17)9-13(1)21-14/h1-12,21-22H/b13-9-,14-10-,15-9-,16-10-,17-11-,18-12-,19-11-,20-12-

> <INCHI_KEY>
JZRYQZJSTWVBBD-CEVVSZFKSA-N

> <FORMULA>
C20H14N4

> <MOLECULAR_WEIGHT>
310.352

> <EXACT_MASS>
310.121846468

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
34.750565384417726

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1,3,5,7,9,11,13(22),14,16,18(21),19-undecaene

> <ALOGPS_LOGP>
3.02

> <JCHEM_LOGP>
4.632079222

> <ALOGPS_LOGS>
-3.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.643921842492723

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.810940209303055

> <JCHEM_PKA_STRONGEST_BASIC>
5.134252862490804

> <JCHEM_POLAR_SURFACE_AREA>
57.36

> <JCHEM_REFRACTIVITY>
92.45660000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.34e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1,3,5,7,9,11,13(22),14,16,18(21),19-undecaene

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256705
     RDKit          3D
Porphyrin
 38 42  0  0  0  0  0  0  0  0999 V2000
    0.2412    4.2426   -0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0652    4.1770   -0.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5102    2.8478    0.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7530    2.2008    0.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9257    0.8008    0.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9880    0.2647   -0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8218   -1.0788   -0.3906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6680   -1.3439    0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0981   -2.6534    0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7164   -2.9191    0.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2928   -3.9223   -0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0452   -3.7907   -0.8356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4202   -2.7039   -0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7554   -2.2351   -0.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -0.8779   -0.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1773    0.0545    0.2505 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6602    1.2874    0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9983    2.4391    0.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146    2.8678    0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3735    2.1186    0.4634 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0596    1.1642   -0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2746   -0.1241   -0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3461   -2.1970    0.6027 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1459   -0.1865    0.8117 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8289    5.1149   -0.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7201    5.0192   -0.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5961    2.8609    0.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8090    0.8000   -0.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4999   -1.7917   -0.8885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7448   -3.4913    0.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8987   -4.6940   -1.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6781   -4.4339   -1.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5858   -2.9271   -0.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6480    3.2070    0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7700    1.9193   -0.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2214   -0.5883   -0.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3763   -1.3836    1.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2828   -0.0443    1.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 17 21  1  0
 21 22  2  0
 13 23  1  0
  8 24  1  0
 19  1  1  0
 20  3  1  0
 24  5  1  0
 23 10  1  0
 22 15  1  0
  1 25  1  0
  2 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 14 33  1  0
 18 34  1  0
 21 35  1  0
 22 36  1  0
 23 37  1  0
 24 38  1  0
M  END

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  N   UNK     0      44.520 -33.173   0.000  0.00  0.00           N+0
HETATM    2  N   UNK     0      46.874 -35.273   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0      42.265 -35.273   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      44.571 -37.374   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      45.801 -32.148   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      47.745 -34.044   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      43.289 -32.199   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      47.796 -36.401   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      47.285 -32.610   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      45.287 -30.715   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      49.232 -34.454   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      43.752 -30.715   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      49.232 -35.990   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      41.805 -32.610   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      47.337 -37.885   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      41.394 -34.095   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      45.801 -38.296   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      41.394 -36.452   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      43.341 -38.347   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      41.856 -37.885   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      39.910 -34.506   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      45.339 -39.781   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      39.910 -36.041   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      43.803 -39.781   0.000  0.00  0.00           C+0
CONECT    1    5    7                                                       
CONECT    2    6    8                                                       
CONECT    3   16   18                                                       
CONECT    4   17   19                                                       
CONECT    5    1    9   10                                                  
CONECT    6    2    9   11                                                  
CONECT    7    1   12   14                                                  
CONECT    8    2   13   15                                                  
CONECT    9    5    6                                                       
CONECT   10    5   12                                                       
CONECT   11    6   13                                                       
CONECT   12    7   10                                                       
CONECT   13    8   11                                                       
CONECT   14    7   16                                                       
CONECT   15    8   17                                                       
CONECT   16    3   14   21                                                  
CONECT   17    4   15   22                                                  
CONECT   18    3   20   23                                                  
CONECT   19    4   20   24                                                  
CONECT   20   18   19                                                       
CONECT   21   16   23                                                       
CONECT   22   17   24                                                       
CONECT   23   18   21                                                       
CONECT   24   19   22                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

COMPND    HMDB0256705
HETATM    1  C1  UNL     1       0.241   4.243  -0.073  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.065   4.177  -0.077  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.510   2.848   0.258  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.753   2.201   0.408  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.926   0.801   0.340  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.988   0.265  -0.413  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.822  -1.079  -0.391  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.668  -1.344   0.369  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.098  -2.653   0.476  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.716  -2.919   0.204  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.293  -3.922  -0.688  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.045  -3.791  -0.836  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.420  -2.704  -0.025  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.755  -2.235  -0.053  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.109  -0.878  -0.126  1.00  0.00           C  
HETATM   16  N1  UNL     1       2.177   0.054   0.250  1.00  0.00           N  
HETATM   17  C16 UNL     1       2.660   1.287   0.129  1.00  0.00           C  
HETATM   18  C17 UNL     1       1.998   2.439   0.453  1.00  0.00           C  
HETATM   19  C18 UNL     1       0.715   2.868   0.288  1.00  0.00           C  
HETATM   20  N2  UNL     1      -0.374   2.119   0.463  1.00  0.00           N  
HETATM   21  C19 UNL     1       4.060   1.164  -0.384  1.00  0.00           C  
HETATM   22  C20 UNL     1       4.275  -0.124  -0.516  1.00  0.00           C  
HETATM   23  N3  UNL     1       0.346  -2.197   0.603  1.00  0.00           N  
HETATM   24  N4  UNL     1      -2.146  -0.187   0.812  1.00  0.00           N  
HETATM   25  H1  UNL     1       0.829   5.115  -0.289  1.00  0.00           H  
HETATM   26  H2  UNL     1      -1.720   5.019  -0.304  1.00  0.00           H  
HETATM   27  H3  UNL     1      -3.596   2.861   0.559  1.00  0.00           H  
HETATM   28  H4  UNL     1      -4.809   0.800  -0.924  1.00  0.00           H  
HETATM   29  H5  UNL     1      -4.500  -1.792  -0.888  1.00  0.00           H  
HETATM   30  H6  UNL     1      -2.745  -3.491   0.718  1.00  0.00           H  
HETATM   31  H7  UNL     1      -0.899  -4.694  -1.191  1.00  0.00           H  
HETATM   32  H8  UNL     1       1.678  -4.434  -1.470  1.00  0.00           H  
HETATM   33  H9  UNL     1       3.586  -2.927  -0.043  1.00  0.00           H  
HETATM   34  H10 UNL     1       2.648   3.207   0.972  1.00  0.00           H  
HETATM   35  H11 UNL     1       4.770   1.919  -0.609  1.00  0.00           H  
HETATM   36  H12 UNL     1       5.221  -0.588  -0.879  1.00  0.00           H  
HETATM   37  H13 UNL     1       0.376  -1.384   1.370  1.00  0.00           H  
HETATM   38  H14 UNL     1      -1.283  -0.044   1.509  1.00  0.00           H  
CONECT    1    2    2   19   25
CONECT    2    3   26
CONECT    3    4    4   20
CONECT    4    5   27
CONECT    5    6    6   24
CONECT    6    7   28
CONECT    7    8    8   29
CONECT    8    9   24
CONECT    9   10   10   30
CONECT   10   11   23
CONECT   11   12   12   31
CONECT   12   13   32
CONECT   13   14   14   23
CONECT   14   15   33
CONECT   15   16   16   22
CONECT   16   17
CONECT   17   18   18   21
CONECT   18   19   34
CONECT   19   20   20
CONECT   21   22   22   35
CONECT   22   36
CONECT   23   37
CONECT   24   38
END

HMDB0256705
     RDKit          3D
Porphyrin
 38 42  0  0  0  0  0  0  0  0999 V2000
    0.2412    4.2426   -0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0652    4.1770   -0.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5102    2.8478    0.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7530    2.2008    0.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9257    0.8008    0.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9880    0.2647   -0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8218   -1.0788   -0.3906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6680   -1.3439    0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0981   -2.6534    0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7164   -2.9191    0.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2928   -3.9223   -0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0452   -3.7907   -0.8356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4202   -2.7039   -0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7554   -2.2351   -0.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -0.8779   -0.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1773    0.0545    0.2505 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6602    1.2874    0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9983    2.4391    0.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146    2.8678    0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3735    2.1186    0.4634 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0596    1.1642   -0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2746   -0.1241   -0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3461   -2.1970    0.6027 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1459   -0.1865    0.8117 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8289    5.1149   -0.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7201    5.0192   -0.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5961    2.8609    0.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8090    0.8000   -0.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4999   -1.7917   -0.8885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7448   -3.4913    0.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8987   -4.6940   -1.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6781   -4.4339   -1.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5858   -2.9271   -0.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6480    3.2070    0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7700    1.9193   -0.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2214   -0.5883   -0.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3763   -1.3836    1.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2828   -0.0443    1.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 17 21  1  0
 21 22  2  0
 13 23  1  0
  8 24  1  0
 19  1  1  0
 20  3  1  0
 24  5  1  0
 23 10  1  0
 22 15  1  0
  1 25  1  0
  2 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 14 33  1  0
 18 34  1  0
 21 35  1  0
 22 36  1  0
 23 37  1  0
 24 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-Isoboldine	HMDB
2,10-Dimethoxy-6a-aporphine-1,9-diol	HMDB
2,10-Dimethoxy-6alpha-aporphine-1,9-diol	HMDB
21H,23H-Porphin	HMDB
21H,23H-Porphine	HMDB
D-Isoboldine	HMDB
delta-Isoboldine	HMDB
Isoboldine	HMDB
Porphine	HMDB
Prolmon	HMDB
Protoporphyrin disodium	HMDB

Chemical Formula

C₂₀H₁₄N₄

Average Molecular Weight

310.352

Monoisotopic Molecular Weight

310.121846468

IUPAC Name

21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1,3,5,7,9,11,13(22),14,16,18(21),19-undecaene

Traditional Name

21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1,3,5,7,9,11,13(22),14,16,18(21),19-undecaene

CAS Registry Number

3019-51-0

SMILES

N1C2=CC=C1\C=C1\C=CC(\C=C3\C=CC(\C=C4/N\C(\C=C4)=C/2)=N3)=N1

InChI Identifier

InChI=1S/C20H14N4/c1-2-14-10-16-5-6-18(23-16)12-20-8-7-19(24-20)11-17-4-3-15(22-17)9-13(1)21-14/h1-12,21-22H/b13-9-,14-10-,15-9-,16-10-,17-11-,18-12-,19-11-,20-12-

InChI Key

JZRYQZJSTWVBBD-CEVVSZFKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as porphyrins. Porphyrins are compounds containing a fundamental skeleton of four pyrrole nuclei united through the alpha-positions by four methine groups to form a macrocyclic structure.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrapyrroles and derivatives

Sub Class

Porphyrins

Direct Parent

Porphyrins

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Not Available

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.043 g/L	ALOGPS
logP	3.02	ALOGPS
logP	4.63	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	14.81	ChemAxon
pKa (Strongest Basic)	5.13	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.36 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	92.46 m³·mol⁻¹	ChemAxon
Polarizability	34.75 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	175.822	32859911
AllCCS	[M-H]-	177.438	32859911
DeepCCS	[M+H]+	189.403	30932474
DeepCCS	[M-H]-	187.045	30932474
DeepCCS	[M-2H]-	221.322	30932474
DeepCCS	[M+Na]+	196.461	30932474
AllCCS	[M+H]+	175.8	32859911
AllCCS	[M+H-H2O]+	172.2	32859911
AllCCS	[M+NH4]+	179.1	32859911
AllCCS	[M+Na]+	180.1	32859911
AllCCS	[M-H]-	177.4	32859911
AllCCS	[M+Na-2H]-	176.0	32859911
AllCCS	[M+HCOO]-	174.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pentaporphyrin I	N1C2=CC=C1\C=C1\C=CC(\C=C3\C=CC(\C=C4/N\C(\C=C4)=C/2)=N3)=N1	5041.5	Standard polar	33892256
Pentaporphyrin I	N1C2=CC=C1\C=C1\C=CC(\C=C3\C=CC(\C=C4/N\C(\C=C4)=C/2)=N3)=N1	3486.2	Standard non polar	33892256
Pentaporphyrin I	N1C2=CC=C1\C=C1\C=CC(\C=C3\C=CC(\C=C4/N\C(\C=C4)=C/2)=N3)=N1	3899.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pentaporphyrin I,1TMS,isomer #1	C[Si](C)(C)N1C2=CC=C1C=C1C=CC(=CC3=NC(=CC4=NC(=C2)C=C4)C=C3)[NH]1	3357.5	Semi standard non polar	33892256
Pentaporphyrin I,1TMS,isomer #1	C[Si](C)(C)N1C2=CC=C1C=C1C=CC(=CC3=NC(=CC4=NC(=C2)C=C4)C=C3)[NH]1	3201.4	Standard non polar	33892256
Pentaporphyrin I,1TMS,isomer #1	C[Si](C)(C)N1C2=CC=C1C=C1C=CC(=CC3=NC(=CC4=NC(=C2)C=C4)C=C3)[NH]1	4584.2	Standard polar	33892256
Pentaporphyrin I,2TMS,isomer #1	C[Si](C)(C)N1C2=CC=C1C=C1C=CC(=CC3=NC(=CC4=NC(=C2)C=C4)C=C3)N1[Si](C)(C)C	3438.9	Semi standard non polar	33892256
Pentaporphyrin I,2TMS,isomer #1	C[Si](C)(C)N1C2=CC=C1C=C1C=CC(=CC3=NC(=CC4=NC(=C2)C=C4)C=C3)N1[Si](C)(C)C	3389.2	Standard non polar	33892256
Pentaporphyrin I,2TMS,isomer #1	C[Si](C)(C)N1C2=CC=C1C=C1C=CC(=CC3=NC(=CC4=NC(=C2)C=C4)C=C3)N1[Si](C)(C)C	4380.8	Standard polar	33892256
Pentaporphyrin I,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C2=CC=C1C=C1C=CC(=CC3=NC(=CC4=NC(=C2)C=C4)C=C3)[NH]1	3561.8	Semi standard non polar	33892256
Pentaporphyrin I,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C2=CC=C1C=C1C=CC(=CC3=NC(=CC4=NC(=C2)C=C4)C=C3)[NH]1	3391.2	Standard non polar	33892256
Pentaporphyrin I,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C2=CC=C1C=C1C=CC(=CC3=NC(=CC4=NC(=C2)C=C4)C=C3)[NH]1	4671.1	Standard polar	33892256
Pentaporphyrin I,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C2=CC=C1C=C1C=CC(=CC3=NC(=CC4=NC(=C2)C=C4)C=C3)N1[Si](C)(C)C(C)(C)C	3862.7	Semi standard non polar	33892256
Pentaporphyrin I,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C2=CC=C1C=C1C=CC(=CC3=NC(=CC4=NC(=C2)C=C4)C=C3)N1[Si](C)(C)C(C)(C)C	3732.9	Standard non polar	33892256
Pentaporphyrin I,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C2=CC=C1C=C1C=CC(=CC3=NC(=CC4=NC(=C2)C=C4)C=C3)N1[Si](C)(C)C(C)(C)C	4487.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pentaporphyrin I GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-0009000000-c840e918f6f52a098350	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pentaporphyrin I GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pentaporphyrin I GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentaporphyrin I 10V, Positive-QTOF	splash10-03di-0009000000-436e5c763ea018a16e83	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentaporphyrin I 20V, Positive-QTOF	splash10-03di-0009000000-436e5c763ea018a16e83	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentaporphyrin I 40V, Positive-QTOF	splash10-03di-0009000000-58421ad29bd1fc585e5f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentaporphyrin I 10V, Negative-QTOF	splash10-0a4i-0009000000-b28534cedcf9900d8448	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentaporphyrin I 20V, Negative-QTOF	splash10-0a4i-0009000000-b28534cedcf9900d8448	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentaporphyrin I 40V, Negative-QTOF	splash10-0a4i-0029000000-f7a2f934fb7fca84713a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentaporphyrin I 10V, Negative-QTOF	splash10-0a4i-0009000000-89f88484153e1092dd79	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentaporphyrin I 20V, Negative-QTOF	splash10-0a4i-0009000000-89f88484153e1092dd79	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentaporphyrin I 40V, Negative-QTOF	splash10-0a59-0059000000-cae8b41cf5f8d5762556	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentaporphyrin I 10V, Positive-QTOF	splash10-03di-0009000000-cace220374bc9ffac2f6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentaporphyrin I 20V, Positive-QTOF	splash10-03di-0009000000-cace220374bc9ffac2f6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentaporphyrin I 40V, Positive-QTOF	splash10-000i-0092000000-988e7d904ce20d755a33	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112165

KNApSAcK ID

Not Available

Chemspider ID

60231

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

174230

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Kametani, Tetsuji; Sugahara, Tokuji; Yagi, Haruhiko; Fukumoto, Keiichiro. Synthesis of heterocyclic compounds. CCCXIV. Biogenetic type syntheses of aporphine alkaloids, isoboldine and glaucine. Tetrahedron (1969), 25(17), 3667-73.

Material Safety Data Sheet (MSDS)

Not Available

General References

Apostoli P, Sarnico M, Bavazzano P, Bartoli D: Arsenic and porphyrins. Am J Ind Med. 2002 Sep;42(3):180-7. [PubMed:12210687 ]
Ausio X, Grimalt JO, Ozalla D, Herrero C: On-line LC-MS analysis of urinary porphyrins. Anal Chem. 2000 Oct 15;72(20):4874-7. [PubMed:11055702 ]

Showing metabocard for Pentaporphyrin I (HMDB0000839)

MOL for HMDB0000839 (Pentaporphyrin I)

3D MOL for HMDB0000839 (Pentaporphyrin I)

3D SDF for HMDB0000839 (Pentaporphyrin I)

3D-SDF for HMDB0000839 (Pentaporphyrin I)

PDB for HMDB0000839 (Pentaporphyrin I)

3D PDB for HMDB0000839 (Pentaporphyrin I)

SMILES for HMDB0000839 (Pentaporphyrin I)

INCHI for HMDB0000839 (Pentaporphyrin I)

Structure for HMDB0000839 (Pentaporphyrin I)

3D Structure for HMDB0000839 (Pentaporphyrin I)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra