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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 21:22:21 UTC

HMDB ID

HMDB0000579

Secondary Accession Numbers

HMDB00579

Metabolite Identification

Common Name

Deuteroporphyrin IX

Description

Deuteroporphyrin IX is a non-natural dicarboxylic porphyrin. Deuteroporphyrins are porphyrins with four methyl and two propionic acid side chains attached to the pyrrole rings. Deuteroporphyrin IX is described as a fecal porphyrin in patients with endemic chronic arsenic poisoning. (Environmental Sciences (Tokyo, Japan) (2001), 8(6), 561-570.). Excess accumulation of the biosynthetic intermediate protoporphyrin can lead to extensive tissue damage upon exposure to light since protoporpyhyrin is a potent photosensitizing agent, giving rise to membrane-destroying oxygen radicals or singlet oxygen. For instance, in the human porphyria disease porphyria variegata, a genetic deficiency in a heme biosynthetic enzyme, protoporphyrinogen oxidase, leads to protoporphyrin accumulation and lightdependent skin photosensitivity. Horseradish peroxidase (HRP) in the presence of glutathione (GSH) could oxidize the non-natural porphyrin deuteroporphyrin IX, which is closely related to protoporphyrin IX. The product is a unique green chlorin. One of the pyrrole rings had been modified by addition of an hydroxy and an oxo group, thus giving the characteristic reduced pyrrole ring of the chlorine. Of most importance for human medicine, peroxidative enzymes present in mammalian cells can also carry out these GSH-dependent oxidative conversions of protoporphyrin and deuteroporphyrin. (PMID: 10334939 ).

Structure

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

Deuteroporphyrin IX.mol
  Mrv1652305231918232D          

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M  END

HMDB0000579
     RDKit          3D
Deuteroporphyrin IX
 68 72  0  0  0  0  0  0  0  0999 V2000
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M  END

Deuteroporphyrin IX.mol
  Mrv1652305231918232D          

 38 42  0  0  0  0            999 V2000
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  6 10  2  0  0  0  0
 10 17  1  0  0  0  0
  8 11  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  2  0  0  0  0
 12 16  1  0  0  0  0
 16 24  1  0  0  0  0
 14 17  2  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 20 24  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
  7 35  1  0  0  0  0
  6 30  1  0  0  0  0
 25 13  1  0  0  0  0
  1 36  1  0  0  0  0
 12 37  1  0  0  0  0
 18 38  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000579

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C/C2=C/C3=N/C(=C\C4=C(CCC(O)=O)C(C)=C(N4)/C=C4\N=C(C=C4C)\C=C\1/N\2)/C(CCC(O)=O)=C3C

> <INCHI_IDENTIFIER>
InChI=1S/C30H30N4O4/c1-15-9-20-12-25-17(3)21(5-7-29(35)36)27(33-25)14-28-22(6-8-30(37)38)18(4)26(34-28)13-24-16(2)10-19(32-24)11-23(15)31-20/h9-14,31,34H,5-8H2,1-4H3,(H,35,36)(H,37,38)/b19-11-,20-12-,23-11-,24-13-,25-12-,26-13-,27-14-,28-14-

> <INCHI_KEY>
KWKUIRGQJJFUCG-LMKUSPAJSA-N

> <FORMULA>
C30H30N4O4

> <MOLECULAR_WEIGHT>
510.5836

> <EXACT_MASS>
510.226705468

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
58.99014280175143

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[20-(2-carboxyethyl)-5,9,14,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1,3,5,7,9,11(23),12,14,16,18(21),19-undecaen-4-yl]propanoic acid

> <ALOGPS_LOGP>
3.55

> <JCHEM_LOGP>
5.0406610936079

> <ALOGPS_LOGS>
-4.29

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.253449210582551

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7842434686733006

> <JCHEM_PKA_STRONGEST_BASIC>
5.125907975325133

> <JCHEM_POLAR_SURFACE_AREA>
131.96

> <JCHEM_REFRACTIVITY>
144.43860000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.60e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[20-(2-carboxyethyl)-5,9,14,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1,3,5,7,9,11(23),12,14,16,18(21),19-undecaen-4-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000579
     RDKit          3D
Deuteroporphyrin IX
 68 72  0  0  0  0  0  0  0  0999 V2000
    1.5249   -6.3053    1.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0101   -4.9439    0.7550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2655   -4.6134    0.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292   -3.1826    0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3161   -2.2377    0.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1562   -0.8536   -0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1970   -0.1178   -0.6853 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5070    1.1751   -0.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8498    2.3499   -0.9086 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4973    2.6580   -0.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6809    1.6323   -0.5158 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6010    2.0662   -0.4389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6111    1.1349   -0.1706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4672   -0.2499    0.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4926   -0.9730    0.5721 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8162   -2.2663    0.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1557   -3.4364    0.8226 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089   -3.7301    0.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0622   -2.7286    0.4164 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0530   -2.3781   -0.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8234   -3.6274   -0.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4703   -1.1003   -0.5156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7668   -0.7526   -1.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8414   -0.3989   -0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1233   -0.0583   -0.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1972   -0.1033   -2.1420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2008    0.3009   -0.1063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5621    3.4858   -0.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6843    4.4297   -0.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2785    4.8845    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8564    3.9054    1.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0349    3.4933    1.2297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1203    3.3951    2.4543 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6933    3.8634   -0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2365    5.1902   -1.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7272    1.2825    0.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1333    0.0030    0.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4016   -0.3782    1.1852 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2468   -7.0909    0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2004   -6.4848    2.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6157   -6.4695    0.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1352   -5.2745    0.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3040   -2.7298   -0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2992   -0.5120   -1.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4158    3.2105   -1.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5915    1.6248   -0.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4145   -0.5774    1.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6930   -4.2908    1.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4129   -3.4013   -1.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0592   -4.3964   -0.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4308   -3.9839    0.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0316   -1.5020   -1.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5516    0.1929   -1.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0150   -1.2670    0.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5489    0.4971    0.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4691   -0.2178    0.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5222    3.9378   -1.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4356    5.3210   -1.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1149    5.6134    0.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5673    5.5614    1.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2802    3.8767    2.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1702    5.1016   -1.8759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4747    5.7958   -0.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5348    5.8135   -1.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2650    2.2048    0.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1250   -0.3703    2.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7138   -1.3873    0.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1684    0.3899    0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  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  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 16 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 12 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 28 34  2  0
 34 35  1  0
  8 36  2  0
 36 37  1  0
 37 38  1  0
 18  2  1  0
 19  4  1  0
 37  6  2  0
 34 10  1  0
 22 14  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  3 42  1  0
  5 43  1  0
  7 44  1  0
  9 45  1  0
 13 46  1  0
 15 47  1  0
 17 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 24 55  1  0
 27 56  1  0
 29 57  1  0
 29 58  1  0
 30 59  1  0
 30 60  1  0
 33 61  1  0
 35 62  1  0
 35 63  1  0
 35 64  1  0
 36 65  1  0
 38 66  1  0
 38 67  1  0
 38 68  1  0
M  END

HEADER    PROTEIN                                 23-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Deuteroporphyrin IX.mol                           
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAY-19         0                                  
HETATM    1  C   UNK     0      -3.605   5.005   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.753   4.180   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.255   2.697   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -2.858   2.669   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -2.349   4.091   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.488   2.836   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.623   4.055   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.262   3.643   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       0.279   2.185   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       1.637   1.634   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.980   4.555   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.418  -3.222   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.645  -2.400   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.199  -0.925   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -0.306  -0.942   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -0.750  -2.258   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.092   0.211   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.666  -1.146   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.844  -2.309   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.318  -1.872   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      -3.378  -0.360   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      -4.745   0.147   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.209   1.517   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.181  -2.765   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.140  -2.934   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.425  -4.496   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.920  -5.030   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       6.130  -4.003   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       5.205  -6.592   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       4.076   2.836   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.870   1.461   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.457   1.461   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       7.251   2.836   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       7.251   0.086   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       2.137   5.557   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -3.605   6.592   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.338  -4.808   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -7.251  -1.144   0.000  0.00  0.00           C+0
CONECT    1    2    5   36                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    1   11                                                  
CONECT    6    7   10   30                                                  
CONECT    7    6    8   35                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    6   17                                                  
CONECT   11    5    8                                                       
CONECT   12   13   16   37                                                  
CONECT   13   12   14   25                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   12   24                                                  
CONECT   17   10   14                                                       
CONECT   18   19   22   38                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   18   23                                                  
CONECT   23    3   22                                                       
CONECT   24   16   20                                                       
CONECT   25   26   13                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   31    6                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35    7                                                            
CONECT   36    1                                                            
CONECT   37   12                                                            
CONECT   38   18                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

COMPND    HMDB0000579
HETATM    1  C1  UNL     1       1.525  -6.305   1.021  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.010  -4.944   0.755  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.266  -4.613   0.531  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.329  -3.183   0.308  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.316  -2.238   0.022  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.156  -0.854  -0.110  1.00  0.00           C  
HETATM    7  N1  UNL     1       3.197  -0.118  -0.685  1.00  0.00           N  
HETATM    8  C7  UNL     1       3.507   1.175  -0.520  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.850   2.350  -0.909  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.497   2.658  -0.808  1.00  0.00           C  
HETATM   11  N2  UNL     1       0.681   1.632  -0.516  1.00  0.00           N  
HETATM   12  C10 UNL     1      -0.601   2.066  -0.439  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.611   1.135  -0.171  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.467  -0.250   0.005  1.00  0.00           C  
HETATM   15  N3  UNL     1      -0.493  -0.973   0.572  1.00  0.00           N  
HETATM   16  C13 UNL     1      -0.816  -2.266   0.438  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.156  -3.436   0.823  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.209  -3.730   0.685  1.00  0.00           C  
HETATM   19  N4  UNL     1       2.062  -2.729   0.416  1.00  0.00           N  
HETATM   20  C16 UNL     1      -2.053  -2.378  -0.239  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.823  -3.627  -0.603  1.00  0.00           C  
HETATM   22  C18 UNL     1      -2.470  -1.100  -0.516  1.00  0.00           C  
HETATM   23  C19 UNL     1      -3.767  -0.753  -1.198  1.00  0.00           C  
HETATM   24  C20 UNL     1      -4.841  -0.399  -0.223  1.00  0.00           C  
HETATM   25  C21 UNL     1      -6.123  -0.058  -0.897  1.00  0.00           C  
HETATM   26  O1  UNL     1      -6.197  -0.103  -2.142  1.00  0.00           O  
HETATM   27  O2  UNL     1      -7.201   0.301  -0.106  1.00  0.00           O  
HETATM   28  C22 UNL     1      -0.562   3.486  -0.707  1.00  0.00           C  
HETATM   29  C23 UNL     1      -1.684   4.430  -0.780  1.00  0.00           C  
HETATM   30  C24 UNL     1      -2.279   4.884   0.495  1.00  0.00           C  
HETATM   31  C25 UNL     1      -2.856   3.905   1.391  1.00  0.00           C  
HETATM   32  O3  UNL     1      -4.035   3.493   1.230  1.00  0.00           O  
HETATM   33  O4  UNL     1      -2.120   3.395   2.454  1.00  0.00           O  
HETATM   34  C26 UNL     1       0.693   3.863  -0.935  1.00  0.00           C  
HETATM   35  C27 UNL     1       1.236   5.190  -1.253  1.00  0.00           C  
HETATM   36  C28 UNL     1       4.727   1.283   0.193  1.00  0.00           C  
HETATM   37  C29 UNL     1       5.133   0.003   0.450  1.00  0.00           C  
HETATM   38  C30 UNL     1       6.402  -0.378   1.185  1.00  0.00           C  
HETATM   39  H1  UNL     1       2.247  -7.091   0.672  1.00  0.00           H  
HETATM   40  H2  UNL     1       1.200  -6.485   2.055  1.00  0.00           H  
HETATM   41  H3  UNL     1       0.616  -6.469   0.377  1.00  0.00           H  
HETATM   42  H4  UNL     1       4.135  -5.275   0.508  1.00  0.00           H  
HETATM   43  H5  UNL     1       5.304  -2.730  -0.077  1.00  0.00           H  
HETATM   44  H6  UNL     1       2.299  -0.512  -1.232  1.00  0.00           H  
HETATM   45  H7  UNL     1       3.416   3.210  -1.345  1.00  0.00           H  
HETATM   46  H8  UNL     1      -2.591   1.625  -0.141  1.00  0.00           H  
HETATM   47  H9  UNL     1       0.415  -0.577   1.090  1.00  0.00           H  
HETATM   48  H10 UNL     1      -0.693  -4.291   1.278  1.00  0.00           H  
HETATM   49  H11 UNL     1      -3.413  -3.401  -1.499  1.00  0.00           H  
HETATM   50  H12 UNL     1      -2.059  -4.396  -0.839  1.00  0.00           H  
HETATM   51  H13 UNL     1      -3.431  -3.984   0.250  1.00  0.00           H  
HETATM   52  H14 UNL     1      -4.032  -1.502  -1.944  1.00  0.00           H  
HETATM   53  H15 UNL     1      -3.552   0.193  -1.780  1.00  0.00           H  
HETATM   54  H16 UNL     1      -5.015  -1.267   0.462  1.00  0.00           H  
HETATM   55  H17 UNL     1      -4.549   0.497   0.344  1.00  0.00           H  
HETATM   56  H18 UNL     1      -7.469  -0.218   0.739  1.00  0.00           H  
HETATM   57  H19 UNL     1      -2.522   3.938  -1.367  1.00  0.00           H  
HETATM   58  H20 UNL     1      -1.436   5.321  -1.403  1.00  0.00           H  
HETATM   59  H21 UNL     1      -3.115   5.613   0.240  1.00  0.00           H  
HETATM   60  H22 UNL     1      -1.567   5.561   1.073  1.00  0.00           H  
HETATM   61  H23 UNL     1      -1.280   3.877   2.804  1.00  0.00           H  
HETATM   62  H24 UNL     1       2.170   5.102  -1.876  1.00  0.00           H  
HETATM   63  H25 UNL     1       1.475   5.796  -0.364  1.00  0.00           H  
HETATM   64  H26 UNL     1       0.535   5.814  -1.876  1.00  0.00           H  
HETATM   65  H27 UNL     1       5.265   2.205   0.488  1.00  0.00           H  
HETATM   66  H28 UNL     1       6.125  -0.370   2.258  1.00  0.00           H  
HETATM   67  H29 UNL     1       6.714  -1.387   0.894  1.00  0.00           H  
HETATM   68  H30 UNL     1       7.168   0.390   0.994  1.00  0.00           H  
CONECT    1    2   39   40   41
CONECT    2    3    3   18
CONECT    3    4   42
CONECT    4    5    5   19
CONECT    5    6   43
CONECT    6    7   37   37
CONECT    7    8   44
CONECT    8    9   36   36
CONECT    9   10   10   45
CONECT   10   11   34
CONECT   11   12   12
CONECT   12   13   28
CONECT   13   14   14   46
CONECT   14   15   22
CONECT   15   16   47
CONECT   16   17   17   20
CONECT   17   18   48
CONECT   18   19   19
CONECT   20   21   22   22
CONECT   21   49   50   51
CONECT   22   23
CONECT   23   24   52   53
CONECT   24   25   54   55
CONECT   25   26   26   27
CONECT   27   56
CONECT   28   29   34   34
CONECT   29   30   57   58
CONECT   30   31   59   60
CONECT   31   32   32   33
CONECT   33   61
CONECT   34   35
CONECT   35   62   63   64
CONECT   36   37   65
CONECT   37   38
CONECT   38   66   67   68
END

HMDB0000579
     RDKit          3D
Deuteroporphyrin IX
 68 72  0  0  0  0  0  0  0  0999 V2000
    1.5249   -6.3053    1.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0101   -4.9439    0.7550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2655   -4.6134    0.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292   -3.1826    0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3161   -2.2377    0.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1562   -0.8536   -0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1970   -0.1178   -0.6853 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5070    1.1751   -0.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8498    2.3499   -0.9086 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4973    2.6580   -0.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6809    1.6323   -0.5158 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6010    2.0662   -0.4389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6111    1.1349   -0.1706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4672   -0.2499    0.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4926   -0.9730    0.5721 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8162   -2.2663    0.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1557   -3.4364    0.8226 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089   -3.7301    0.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0622   -2.7286    0.4164 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0530   -2.3781   -0.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8234   -3.6274   -0.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4703   -1.1003   -0.5156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7668   -0.7526   -1.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8414   -0.3989   -0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1233   -0.0583   -0.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1972   -0.1033   -2.1420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2008    0.3009   -0.1063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5621    3.4858   -0.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6843    4.4297   -0.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2785    4.8845    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8564    3.9054    1.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0349    3.4933    1.2297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1203    3.3951    2.4543 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6933    3.8634   -0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2365    5.1902   -1.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7272    1.2825    0.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1333    0.0030    0.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4016   -0.3782    1.1852 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2468   -7.0909    0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2004   -6.4848    2.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6157   -6.4695    0.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1352   -5.2745    0.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3040   -2.7298   -0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2992   -0.5120   -1.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4158    3.2105   -1.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5915    1.6248   -0.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4145   -0.5774    1.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6930   -4.2908    1.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4129   -3.4013   -1.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0592   -4.3964   -0.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4308   -3.9839    0.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0316   -1.5020   -1.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5516    0.1929   -1.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0150   -1.2670    0.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5489    0.4971    0.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4691   -0.2178    0.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5222    3.9378   -1.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4356    5.3210   -1.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1149    5.6134    0.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5673    5.5614    1.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2802    3.8767    2.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1702    5.1016   -1.8759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4747    5.7958   -0.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5348    5.8135   -1.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2650    2.2048    0.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1250   -0.3703    2.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7138   -1.3873    0.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1684    0.3899    0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  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  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 16 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 12 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 28 34  2  0
 34 35  1  0
  8 36  2  0
 36 37  1  0
 37 38  1  0
 18  2  1  0
 19  4  1  0
 37  6  2  0
 34 10  1  0
 22 14  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  3 42  1  0
  5 43  1  0
  7 44  1  0
  9 45  1  0
 13 46  1  0
 15 47  1  0
 17 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 24 55  1  0
 27 56  1  0
 29 57  1  0
 29 58  1  0
 30 59  1  0
 30 60  1  0
 33 61  1  0
 35 62  1  0
 35 63  1  0
 35 64  1  0
 36 65  1  0
 38 66  1  0
 38 67  1  0
 38 68  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Deuteroporphyrin	HMDB
Deuteroporphyrin-IX	HMDB
3-[20-(2-Carboxyethyl)-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1(20),2,4,6(24),7,9,11,13(22),14,16,18-undecaen-4-yl]propanoate	HMDB

Chemical Formula

C₃₀H₃₀N₄O₄

Average Molecular Weight

510.5836

Monoisotopic Molecular Weight

510.226705468

IUPAC Name

3-[20-(2-carboxyethyl)-5,9,14,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1,3,5,7,9,11(23),12,14,16,18(21),19-undecaen-4-yl]propanoic acid

Traditional Name

3-[20-(2-carboxyethyl)-5,9,14,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1,3,5,7,9,11(23),12,14,16,18(21),19-undecaen-4-yl]propanoic acid

CAS Registry Number

448-65-7

SMILES

CC1=C/C2=C/C3=N/C(=C\C4=C(CCC(O)=O)C(C)=C(N4)/C=C4\N=C(C=C4C)\C=C\1/N\2)/C(CCC(O)=O)=C3C

InChI Identifier

InChI=1S/C30H30N4O4/c1-15-9-20-12-25-17(3)21(5-7-29(35)36)27(33-25)14-28-22(6-8-30(37)38)18(4)26(34-28)13-24-16(2)10-19(32-24)11-23(15)31-20/h9-14,31,34H,5-8H2,1-4H3,(H,35,36)(H,37,38)/b19-11-,20-12-,23-11-,24-13-,25-12-,26-13-,27-14-,28-14-

InChI Key

KWKUIRGQJJFUCG-LMKUSPAJSA-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

Cell membrane (HMDB: HMDB0000579)

Cellular element

Platelet (HMDB: HMDB0000579)

Cell

Hematocyte

Platelet (HMDB: HMDB0000579)

Cellular substructure

Cytoplasm (HMDB: HMDB0000579)
Membrane (HMDB: HMDB0000579)

Source

Endogenous

Endogenous (HMDB: HMDB0000579)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

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	0.026 g/L	ALOGPS
logP	3.55	ALOGPS
logP	5.04	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	3.78	ChemAxon
pKa (Strongest Basic)	5.13	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	131.96 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	144.44 m³·mol⁻¹	ChemAxon
Polarizability	58.99 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	225.481	32859911
AllCCS	[M-H]-	222.065	32859911
DeepCCS	[M+H]+	229.646	30932474
DeepCCS	[M-H]-	227.373	30932474
DeepCCS	[M-2H]-	260.612	30932474
DeepCCS	[M+Na]+	235.551	30932474
AllCCS	[M+H]+	225.5	32859911
AllCCS	[M+H-H2O]+	223.5	32859911
AllCCS	[M+NH4]+	227.3	32859911
AllCCS	[M+Na]+	227.8	32859911
AllCCS	[M-H]-	222.1	32859911
AllCCS	[M+Na-2H]-	222.9	32859911
AllCCS	[M+HCOO]-	224.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Deuteroporphyrin IX	CC1=C/C2=C/C3=N/C(=C\C4=C(CCC(O)=O)C(C)=C(N4)/C=C4\N=C(C=C4C)\C=C\1/N\2)/C(CCC(O)=O)=C3C	5933.1	Standard polar	33892256
Deuteroporphyrin IX	CC1=C/C2=C/C3=N/C(=C\C4=C(CCC(O)=O)C(C)=C(N4)/C=C4\N=C(C=C4C)\C=C\1/N\2)/C(CCC(O)=O)=C3C	3669.2	Standard non polar	33892256
Deuteroporphyrin IX	CC1=C/C2=C/C3=N/C(=C\C4=C(CCC(O)=O)C(C)=C(N4)/C=C4\N=C(C=C4C)\C=C\1/N\2)/C(CCC(O)=O)=C3C	5541.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Deuteroporphyrin IX,1TMS,isomer #1	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5[NH]C(=CC1=N2)C(C)=C5CCC(=O)O[Si](C)(C)C)C(CCC(=O)O)=C4C)[NH]3	5183.1	Semi standard non polar	33892256
Deuteroporphyrin IX,1TMS,isomer #2	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5[NH]C(=CC1=N2)C(C)=C5CCC(=O)O)C(CCC(=O)O[Si](C)(C)C)=C4C)[NH]3	5194.4	Semi standard non polar	33892256
Deuteroporphyrin IX,1TMS,isomer #3	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O)=C(C)C(=CC1=N2)N5[Si](C)(C)C)C(CCC(=O)O)=C4C)[NH]3	5149.5	Semi standard non polar	33892256
Deuteroporphyrin IX,1TMS,isomer #4	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5[NH]C(=CC1=N2)C(C)=C5CCC(=O)O)C(CCC(=O)O)=C4C)N3[Si](C)(C)C	5133.7	Semi standard non polar	33892256
Deuteroporphyrin IX,2TMS,isomer #1	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5[NH]C(=CC1=N2)C(C)=C5CCC(=O)O[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C4C)[NH]3	5129.2	Semi standard non polar	33892256
Deuteroporphyrin IX,2TMS,isomer #2	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5[NH]C(=CC1=N2)C(C)=C5CCC(=O)O[Si](C)(C)C)C(CCC(=O)O)=C4C)N3[Si](C)(C)C	5067.0	Semi standard non polar	33892256
Deuteroporphyrin IX,2TMS,isomer #3	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O[Si](C)(C)C)=C(C)C(=CC1=N2)N5[Si](C)(C)C)C(CCC(=O)O)=C4C)[NH]3	5077.4	Semi standard non polar	33892256
Deuteroporphyrin IX,2TMS,isomer #4	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5[NH]C(=CC1=N2)C(C)=C5CCC(=O)O)C(CCC(=O)O[Si](C)(C)C)=C4C)N3[Si](C)(C)C	5085.4	Semi standard non polar	33892256
Deuteroporphyrin IX,2TMS,isomer #5	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O)=C(C)C(=CC1=N2)N5[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C4C)[NH]3	5100.5	Semi standard non polar	33892256
Deuteroporphyrin IX,2TMS,isomer #6	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O)=C(C)C(=CC1=N2)N5[Si](C)(C)C)C(CCC(=O)O)=C4C)N3[Si](C)(C)C	5076.3	Semi standard non polar	33892256
Deuteroporphyrin IX,3TMS,isomer #1	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5[NH]C(=CC1=N2)C(C)=C5CCC(=O)O[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C4C)N3[Si](C)(C)C	5031.2	Semi standard non polar	33892256
Deuteroporphyrin IX,3TMS,isomer #1	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5[NH]C(=CC1=N2)C(C)=C5CCC(=O)O[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C4C)N3[Si](C)(C)C	4291.3	Standard non polar	33892256
Deuteroporphyrin IX,3TMS,isomer #1	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5[NH]C(=CC1=N2)C(C)=C5CCC(=O)O[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C4C)N3[Si](C)(C)C	5847.2	Standard polar	33892256
Deuteroporphyrin IX,3TMS,isomer #2	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O[Si](C)(C)C)=C(C)C(=CC1=N2)N5[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C4C)[NH]3	5049.3	Semi standard non polar	33892256
Deuteroporphyrin IX,3TMS,isomer #2	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O[Si](C)(C)C)=C(C)C(=CC1=N2)N5[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C4C)[NH]3	4341.0	Standard non polar	33892256
Deuteroporphyrin IX,3TMS,isomer #2	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O[Si](C)(C)C)=C(C)C(=CC1=N2)N5[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C4C)[NH]3	5856.0	Standard polar	33892256
Deuteroporphyrin IX,3TMS,isomer #3	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O[Si](C)(C)C)=C(C)C(=CC1=N2)N5[Si](C)(C)C)C(CCC(=O)O)=C4C)N3[Si](C)(C)C	5013.5	Semi standard non polar	33892256
Deuteroporphyrin IX,3TMS,isomer #3	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O[Si](C)(C)C)=C(C)C(=CC1=N2)N5[Si](C)(C)C)C(CCC(=O)O)=C4C)N3[Si](C)(C)C	4341.5	Standard non polar	33892256
Deuteroporphyrin IX,3TMS,isomer #3	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O[Si](C)(C)C)=C(C)C(=CC1=N2)N5[Si](C)(C)C)C(CCC(=O)O)=C4C)N3[Si](C)(C)C	5819.2	Standard polar	33892256
Deuteroporphyrin IX,3TMS,isomer #4	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O)=C(C)C(=CC1=N2)N5[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C4C)N3[Si](C)(C)C	5045.7	Semi standard non polar	33892256
Deuteroporphyrin IX,3TMS,isomer #4	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O)=C(C)C(=CC1=N2)N5[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C4C)N3[Si](C)(C)C	4334.4	Standard non polar	33892256
Deuteroporphyrin IX,3TMS,isomer #4	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O)=C(C)C(=CC1=N2)N5[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C4C)N3[Si](C)(C)C	5829.3	Standard polar	33892256
Deuteroporphyrin IX,4TMS,isomer #1	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O[Si](C)(C)C)=C(C)C(=CC1=N2)N5[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C4C)N3[Si](C)(C)C	4975.8	Semi standard non polar	33892256
Deuteroporphyrin IX,4TMS,isomer #1	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O[Si](C)(C)C)=C(C)C(=CC1=N2)N5[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C4C)N3[Si](C)(C)C	4290.5	Standard non polar	33892256
Deuteroporphyrin IX,4TMS,isomer #1	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O[Si](C)(C)C)=C(C)C(=CC1=N2)N5[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C4C)N3[Si](C)(C)C	5551.4	Standard polar	33892256
Deuteroporphyrin IX,1TBDMS,isomer #1	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5[NH]C(=CC1=N2)C(C)=C5CCC(=O)O[Si](C)(C)C(C)(C)C)C(CCC(=O)O)=C4C)[NH]3	5384.1	Semi standard non polar	33892256
Deuteroporphyrin IX,1TBDMS,isomer #2	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5[NH]C(=CC1=N2)C(C)=C5CCC(=O)O)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C4C)[NH]3	5403.0	Semi standard non polar	33892256
Deuteroporphyrin IX,1TBDMS,isomer #3	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O)=C(C)C(=CC1=N2)N5[Si](C)(C)C(C)(C)C)C(CCC(=O)O)=C4C)[NH]3	5349.8	Semi standard non polar	33892256
Deuteroporphyrin IX,1TBDMS,isomer #4	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5[NH]C(=CC1=N2)C(C)=C5CCC(=O)O)C(CCC(=O)O)=C4C)N3[Si](C)(C)C(C)(C)C	5335.0	Semi standard non polar	33892256
Deuteroporphyrin IX,2TBDMS,isomer #1	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5[NH]C(=CC1=N2)C(C)=C5CCC(=O)O[Si](C)(C)C(C)(C)C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C4C)[NH]3	5494.3	Semi standard non polar	33892256
Deuteroporphyrin IX,2TBDMS,isomer #2	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5[NH]C(=CC1=N2)C(C)=C5CCC(=O)O[Si](C)(C)C(C)(C)C)C(CCC(=O)O)=C4C)N3[Si](C)(C)C(C)(C)C	5460.9	Semi standard non polar	33892256
Deuteroporphyrin IX,2TBDMS,isomer #3	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(C)C(=CC1=N2)N5[Si](C)(C)C(C)(C)C)C(CCC(=O)O)=C4C)[NH]3	5465.1	Semi standard non polar	33892256
Deuteroporphyrin IX,2TBDMS,isomer #4	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5[NH]C(=CC1=N2)C(C)=C5CCC(=O)O)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C4C)N3[Si](C)(C)C(C)(C)C	5481.5	Semi standard non polar	33892256
Deuteroporphyrin IX,2TBDMS,isomer #5	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O)=C(C)C(=CC1=N2)N5[Si](C)(C)C(C)(C)C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C4C)[NH]3	5488.9	Semi standard non polar	33892256
Deuteroporphyrin IX,2TBDMS,isomer #6	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O)=C(C)C(=CC1=N2)N5[Si](C)(C)C(C)(C)C)C(CCC(=O)O)=C4C)N3[Si](C)(C)C(C)(C)C	5476.7	Semi standard non polar	33892256
Deuteroporphyrin IX,3TBDMS,isomer #1	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5[NH]C(=CC1=N2)C(C)=C5CCC(=O)O[Si](C)(C)C(C)(C)C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C4C)N3[Si](C)(C)C(C)(C)C	5570.5	Semi standard non polar	33892256
Deuteroporphyrin IX,3TBDMS,isomer #1	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5[NH]C(=CC1=N2)C(C)=C5CCC(=O)O[Si](C)(C)C(C)(C)C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C4C)N3[Si](C)(C)C(C)(C)C	4826.1	Standard non polar	33892256
Deuteroporphyrin IX,3TBDMS,isomer #1	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5[NH]C(=CC1=N2)C(C)=C5CCC(=O)O[Si](C)(C)C(C)(C)C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C4C)N3[Si](C)(C)C(C)(C)C	5864.9	Standard polar	33892256
Deuteroporphyrin IX,3TBDMS,isomer #2	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(C)C(=CC1=N2)N5[Si](C)(C)C(C)(C)C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C4C)[NH]3	5576.1	Semi standard non polar	33892256
Deuteroporphyrin IX,3TBDMS,isomer #2	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(C)C(=CC1=N2)N5[Si](C)(C)C(C)(C)C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C4C)[NH]3	4880.0	Standard non polar	33892256
Deuteroporphyrin IX,3TBDMS,isomer #2	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(C)C(=CC1=N2)N5[Si](C)(C)C(C)(C)C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C4C)[NH]3	5875.3	Standard polar	33892256
Deuteroporphyrin IX,3TBDMS,isomer #3	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(C)C(=CC1=N2)N5[Si](C)(C)C(C)(C)C)C(CCC(=O)O)=C4C)N3[Si](C)(C)C(C)(C)C	5580.0	Semi standard non polar	33892256
Deuteroporphyrin IX,3TBDMS,isomer #3	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(C)C(=CC1=N2)N5[Si](C)(C)C(C)(C)C)C(CCC(=O)O)=C4C)N3[Si](C)(C)C(C)(C)C	4869.8	Standard non polar	33892256
Deuteroporphyrin IX,3TBDMS,isomer #3	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(C)C(=CC1=N2)N5[Si](C)(C)C(C)(C)C)C(CCC(=O)O)=C4C)N3[Si](C)(C)C(C)(C)C	5816.9	Standard polar	33892256
Deuteroporphyrin IX,3TBDMS,isomer #4	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O)=C(C)C(=CC1=N2)N5[Si](C)(C)C(C)(C)C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C4C)N3[Si](C)(C)C(C)(C)C	5604.1	Semi standard non polar	33892256
Deuteroporphyrin IX,3TBDMS,isomer #4	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O)=C(C)C(=CC1=N2)N5[Si](C)(C)C(C)(C)C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C4C)N3[Si](C)(C)C(C)(C)C	4860.6	Standard non polar	33892256
Deuteroporphyrin IX,3TBDMS,isomer #4	CC1=CC2=CC3=C(C)C=C(C=C4N=C(C=C5C(CCC(=O)O)=C(C)C(=CC1=N2)N5[Si](C)(C)C(C)(C)C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C4C)N3[Si](C)(C)C(C)(C)C	5828.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Deuteroporphyrin IX GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6x-1000900000-15951e538043265399fd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deuteroporphyrin IX GC-MS (2 TMS) - 70eV, Positive	splash10-00dr-9000042000-2e895757cfdc0e825c15	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deuteroporphyrin IX GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deuteroporphyrin IX GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deuteroporphyrin IX GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deuteroporphyrin IX GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deuteroporphyrin IX GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deuteroporphyrin IX GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deuteroporphyrin IX GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deuteroporphyrin IX GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deuteroporphyrin IX GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deuteroporphyrin IX GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deuteroporphyrin IX GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deuteroporphyrin IX GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deuteroporphyrin IX GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deuteroporphyrin IX GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deuteroporphyrin IX GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deuteroporphyrin IX GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deuteroporphyrin IX GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deuteroporphyrin IX GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deuteroporphyrin IX GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deuteroporphyrin IX GC-MS (TBDMS_2_6) - 70eV, Positive	Not Available	2021-11-05	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 - Deuteroporphyrin IX 10V, Positive-QTOF	splash10-0006-0000910000-f5c44644fab1645d66f9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deuteroporphyrin IX 20V, Positive-QTOF	splash10-014l-0000900000-136b41a450da97bcb044	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deuteroporphyrin IX 40V, Positive-QTOF	splash10-0a4i-2004900000-95ebfc8b06d0954336d3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deuteroporphyrin IX 10V, Negative-QTOF	splash10-0a4i-0000790000-28a26fd2cee9c5f5bce2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deuteroporphyrin IX 20V, Negative-QTOF	splash10-05mo-1000920000-40c562bc10ec54dd93ee	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deuteroporphyrin IX 40V, Negative-QTOF	splash10-0a4l-9000400000-ff5b245c3124eac15479	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deuteroporphyrin IX 10V, Positive-QTOF	splash10-01ox-0000940000-9c5d75f11faaf2cfb824	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deuteroporphyrin IX 20V, Positive-QTOF	splash10-02tc-0000910000-428f4d355cd73ae14f5c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deuteroporphyrin IX 40V, Positive-QTOF	splash10-0ldl-1002900000-988c757c29363d75efad	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deuteroporphyrin IX 10V, Negative-QTOF	splash10-0a4i-0000490000-c0cc83047c1ea74df080	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deuteroporphyrin IX 20V, Negative-QTOF	splash10-0aos-0000930000-4676f92ea6a756fa34a2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deuteroporphyrin IX 40V, Negative-QTOF	splash10-014i-0001900000-41b81f68c2b9448b0e25	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Platelet

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

FDB022126

KNApSAcK ID

Not Available

Chemspider ID

16736707

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5561

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Borovkov, V. V.; Filippovich, E. I.; Evstigneeva, R. P. Synthesis and spectral investigation of deuteroporphyrin IX-based porphyrinquinone derivatives. Khimiya Geterotsiklicheskikh Soedinenii (1988), (5), 608-16.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Rose IS, Young GP, St John DJ, Deacon MC, Blake D, Henderson RW: Effect of ingestion of hemoproteins on fecal excretion of hemes and porphyrins. Clin Chem. 1989 Dec;35(12):2290-6. [PubMed:2556222 ]
Rotenberg M, Margalit R: Deuteroporphyrin-albumin binding equilibrium. The effects of porphyrin self-aggregation studied for the human and the bovine proteins. Biochem J. 1985 Jul 1;229(1):197-203. [PubMed:4038254 ]
Severina IS, Pyatakova NV, Shchegolev AY, Ponomarev GV: YC-1-like potentiation of NO-dependent activation of soluble guanylate cyclase by derivatives of protoporphyrin IX. Biochemistry (Mosc). 2006 Mar;71(3):340-4. [PubMed:16545073 ]
Morita I, Kawamoto M, Hattori M, Eguchi K, Sekiba K, Yoshida H: Determination of tryptophan and its metabolites in human plasma and serum by high-performance liquid chromatography with automated sample clean-up system. J Chromatogr. 1990 Apr 6;526(2):367-74. [PubMed:2361979 ]
Cohen S, Margalit R: Binding of porphyrin to human serum albumin. Structure-activity relationships. Biochem J. 1990 Sep 1;270(2):325-30. [PubMed:2144729 ]
Jacobs NJ, Kruszyna HG, Hier JS, Dayan FE, Duke SO, Pont F, Montforts FP: Glutathione-dependent oxidative modification of protoporphyrin and other dicarboxylic porphyrins by mammalian and plant peroxidases. Biochem Biophys Res Commun. 1999 May 27;259(1):195-200. [PubMed:10334939 ]

Showing metabocard for Deuteroporphyrin IX (HMDB0000579)

MOL for HMDB0000579 (Deuteroporphyrin IX)

3D MOL for HMDB0000579 (Deuteroporphyrin IX)

3D SDF for HMDB0000579 (Deuteroporphyrin IX)

3D-SDF for HMDB0000579 (Deuteroporphyrin IX)

PDB for HMDB0000579 (Deuteroporphyrin IX)

3D PDB for HMDB0000579 (Deuteroporphyrin IX)

SMILES for HMDB0000579 (Deuteroporphyrin IX)

INCHI for HMDB0000579 (Deuteroporphyrin IX)

Structure for HMDB0000579 (Deuteroporphyrin IX)

3D Structure for HMDB0000579 (Deuteroporphyrin IX)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra