MiMeDB: Showing metabocard for 12,18-didecarboxysiroheme (MMDBc0055161)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:45:06 UTC

Update Date

2022-08-12 20:09:15 UTC

Metabolite ID

MMDBc0055161

Metabolite Identification

Common Name

12,18-didecarboxysiroheme

Description

λ²-iron(2+) ion (4S,5S,9S,10S)-4,9,15,19-tetrakis(2-carboxylatoethyl)-5,10-bis(carboxylatomethyl)-5,10,14,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1(20),2,6(24),7,11(23),12,14,16,18-nonaene-21,22-diide belongs to the class of organic compounds known as metallotetrapyrroles. These are polycyclic compounds containing a tetrapyrrole skeleton combined with a metal atom. Based on a literature review very few articles have been published on λ²-iron(2+) ion (4S,5S,9S,10S)-4,9,15,19-tetrakis(2-carboxylatoethyl)-5,10-bis(carboxylatomethyl)-5,10,14,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1(20),2,6(24),7,11(23),12,14,16,18-nonaene-21,22-diide.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221452D          

 59 62  0  0  1  0            999 V2000
   -1.5946   -2.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6046    2.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7505   -1.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1065    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8562   -1.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8548    1.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6497   -2.8485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8449    1.6379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1422   -2.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1543    2.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0191   -3.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3624    0.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0112   -2.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0558   -0.0472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0047    2.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0427    0.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5758   -2.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0168    2.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4819   -2.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4588    2.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0430   -1.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0393    1.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5044   -2.0364    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0297    1.5110    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7243   -1.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7239    1.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6690   -0.7465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6818    0.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7106   -1.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6265    0.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7107    1.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6683   -0.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9553   -2.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9697    2.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1645   -4.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1776    1.1224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3905   -1.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3886    3.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0558   -1.4752    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4686    2.0624    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8480   -0.8857    0.0000 N   0  5  0  0  0  0  0  0  0  0  0  0
   -0.8926    0.8706    0.0000 N   0  5  0  0  0  0  0  0  0  0  0  0
    0.8501   -0.8709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8643    0.8567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4825   -1.9287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2414   -3.3371    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -4.4857    1.7919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2692    3.2044    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.9404   -4.4727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5339   -4.7244    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.6951    0.4799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4752    1.8918    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.6852   -1.2150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9105   -2.6260    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.9368    4.1794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2123    3.5353    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -4.5274   -4.1110    0.0000 Fe  0  2  0  0  0  0  0  0  0  0  0  0
    0.8496   -2.5383    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5091    0.8396    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 19  1  1  0  0  0  0
 20  2  1  0  0  0  0
 21  5  1  0  0  0  0
 21 19  1  0  0  0  0
 22  6  1  0  0  0  0
 22 20  2  0  0  0  0
 23  7  1  6  0  0  0
 24  8  1  6  0  0  0
 25 13  1  0  0  0  0
 25 19  2  0  0  0  0
 26 15  2  0  0  0  0
 26 20  1  0  0  0  0
 27 14  1  0  0  0  0
 27 21  2  0  0  0  0
 28 14  2  0  0  0  0
 28 22  1  0  0  0  0
 29 13  2  0  0  0  0
 29 23  1  0  0  0  0
 30 16  2  0  0  0  0
 30 24  1  0  0  0  0
 31 15  1  0  0  0  0
 32 16  1  0  0  0  0
 33  9  1  0  0  0  0
 34 10  1  0  0  0  0
 35 11  1  0  0  0  0
 36 12  1  0  0  0  0
 37 17  1  0  0  0  0
 38 18  1  0  0  0  0
 39  3  1  6  0  0  0
 39 17  1  1  0  0  0
 39 23  1  0  0  0  0
 39 32  1  0  0  0  0
 40  4  1  6  0  0  0
 40 18  1  1  0  0  0
 40 24  1  0  0  0  0
 40 31  1  0  0  0  0
 41 25  1  0  0  0  0
 41 27  1  0  0  0  0
 42 26  1  0  0  0  0
 42 28  1  0  0  0  0
 43 29  1  0  0  0  0
 43 32  2  0  0  0  0
 44 30  1  0  0  0  0
 44 31  2  0  0  0  0
 45 33  2  0  0  0  0
 46 33  1  0  0  0  0
 47 34  2  0  0  0  0
 48 34  1  0  0  0  0
 49 35  2  0  0  0  0
 50 35  1  0  0  0  0
 51 36  2  0  0  0  0
 52 36  1  0  0  0  0
 53 37  2  0  0  0  0
 54 37  1  0  0  0  0
 55 38  2  0  0  0  0
 56 38  1  0  0  0  0
 23 58  1  1  0  0  0
 24 59  1  1  0  0  0
M  CHG  8  41  -1  42  -1  46  -1  48  -1  50  -1  52  -1  54  -1  56  -1
M  CHG  1  57   2
M  END


  Mrv1652306172221452D          

 59 62  0  0  1  0            999 V2000
   -1.5946   -2.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6046    2.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7505   -1.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1065    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8562   -1.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8548    1.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6497   -2.8485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8449    1.6379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1422   -2.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1543    2.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0191   -3.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3624    0.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0112   -2.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0558   -0.0472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0047    2.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0427    0.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5758   -2.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0168    2.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4819   -2.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4588    2.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0430   -1.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0393    1.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5044   -2.0364    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0297    1.5110    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7243   -1.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7239    1.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6690   -0.7465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6818    0.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7106   -1.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6265    0.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7107    1.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6683   -0.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9553   -2.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9697    2.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1645   -4.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1776    1.1224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3905   -1.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3886    3.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0558   -1.4752    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4686    2.0624    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8480   -0.8857    0.0000 N   0  5  0  0  0  0  0  0  0  0  0  0
   -0.8926    0.8706    0.0000 N   0  5  0  0  0  0  0  0  0  0  0  0
    0.8501   -0.8709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8643    0.8567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4825   -1.9287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2414   -3.3371    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -4.4857    1.7919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2692    3.2044    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.9404   -4.4727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5339   -4.7244    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.6951    0.4799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4752    1.8918    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.6852   -1.2150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9105   -2.6260    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.9368    4.1794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2123    3.5353    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -4.5274   -4.1110    0.0000 Fe  0  2  0  0  0  0  0  0  0  0  0  0
    0.8496   -2.5383    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5091    0.8396    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 19  1  1  0  0  0  0
 20  2  1  0  0  0  0
 21  5  1  0  0  0  0
 21 19  1  0  0  0  0
 22  6  1  0  0  0  0
 22 20  2  0  0  0  0
 23  7  1  6  0  0  0
 24  8  1  6  0  0  0
 25 13  1  0  0  0  0
 25 19  2  0  0  0  0
 26 15  2  0  0  0  0
 26 20  1  0  0  0  0
 27 14  1  0  0  0  0
 27 21  2  0  0  0  0
 28 14  2  0  0  0  0
 28 22  1  0  0  0  0
 29 13  2  0  0  0  0
 29 23  1  0  0  0  0
 30 16  2  0  0  0  0
 30 24  1  0  0  0  0
 31 15  1  0  0  0  0
 32 16  1  0  0  0  0
 33  9  1  0  0  0  0
 34 10  1  0  0  0  0
 35 11  1  0  0  0  0
 36 12  1  0  0  0  0
 37 17  1  0  0  0  0
 38 18  1  0  0  0  0
 39  3  1  6  0  0  0
 39 17  1  1  0  0  0
 39 23  1  0  0  0  0
 39 32  1  0  0  0  0
 40  4  1  6  0  0  0
 40 18  1  1  0  0  0
 40 24  1  0  0  0  0
 40 31  1  0  0  0  0
 41 25  1  0  0  0  0
 41 27  1  0  0  0  0
 42 26  1  0  0  0  0
 42 28  1  0  0  0  0
 43 29  1  0  0  0  0
 43 32  2  0  0  0  0
 44 30  1  0  0  0  0
 44 31  2  0  0  0  0
 45 33  2  0  0  0  0
 46 33  1  0  0  0  0
 47 34  2  0  0  0  0
 48 34  1  0  0  0  0
 49 35  2  0  0  0  0
 50 35  1  0  0  0  0
 51 36  2  0  0  0  0
 52 36  1  0  0  0  0
 53 37  2  0  0  0  0
 54 37  1  0  0  0  0
 55 38  2  0  0  0  0
 56 38  1  0  0  0  0
 23 58  1  1  0  0  0
 24 59  1  1  0  0  0
M  CHG  8  41  -1  42  -1  46  -1  48  -1  50  -1  52  -1  54  -1  56  -1
M  CHG  1  57   2
M  END
> <DATABASE_ID>
MMDBc0055161

> <DATABASE_NAME>
MIME

> <SMILES>
[Fe++].[H][C@@]1(CCC([O-])=O)\C2=C\C3=C(C)C(CCC([O-])=O)=C([N-]3)\C=C3/[N-]\C(=C/C4=N/C(=C\C(=N2)[C@@]1(C)CC([O-])=O)/[C@@]([H])(CCC([O-])=O)[C@]4(C)CC([O-])=O)C(C)=C3CCC([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C40H46N4O12.Fe/c1-19-21(5-9-33(45)46)27-14-28-22(6-10-34(47)48)20(2)26(42-28)15-31-40(4,18-38(55)56)24(8-12-36(51)52)30(44-31)16-32-39(3,17-37(53)54)23(7-11-35(49)50)29(43-32)13-25(19)41-27;/h13-16,23-24H,5-12,17-18H2,1-4H3,(H8,41,42,43,44,45,46,47,48,49,50,51,52,53,54,55,56);/q;+2/p-8/t23-,24-,39+,40+;/m1./s1

> <INCHI_KEY>
JJIIPBCQUZPJAW-MQNDWNIASA-F

> <FORMULA>
C40H38FeN4O12

> <MOLECULAR_WEIGHT>
822.608

> <EXACT_MASS>
822.18685

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
95

> <JCHEM_AVERAGE_POLARIZABILITY>
80.23076177735271

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-6

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
lambda2-iron(2+) ion (4S,5S,9S,10S)-4,9,15,19-tetrakis(2-carboxyethyl)-5,10-bis(carboxymethyl)-5,10,14,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(20),2,6(24),7,11(23),12,14,16,18-nonaene-21,22-diide

> <JCHEM_LOGP>
3.6706501196933523

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-6

> <JCHEM_PKA>
3.6511881313476153

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3562600668257034

> <JCHEM_PKA_STRONGEST_BASIC>
2.9746975694423803

> <JCHEM_POLAR_SURFACE_AREA>
292.34

> <JCHEM_REFRACTIVITY>
262.9926000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
lambda2-iron(2+) ion (4S,5S,9S,10S)-4,9,15,19-tetrakis(2-carboxyethyl)-5,10-bis(carboxymethyl)-5,10,14,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(20),2,6(24),7,11(23),12,14,16,18-nonaene-21,22-diide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      -2.977  -5.375   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.995   5.263   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.134  -1.923   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.932   4.826   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.332  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.329   2.878   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.080  -5.317   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.310   3.057   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.865  -4.525   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.888   4.313   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.902  -6.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.276   1.858   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.021  -3.826   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.837  -0.088   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.009   3.826   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.813   0.033   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.808  -3.949   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.898   5.138   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.766  -3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.723   3.748   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.814  -2.821   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.807   2.645   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.808  -3.801   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.789   2.821   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.352  -3.072   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.351   3.104   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.115  -1.393   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.139   1.339   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.326  -3.104   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.036   1.393   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.327   3.127   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.114  -1.284   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -7.383  -4.785   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -7.410   4.547   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.174  -7.826   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.798   2.095   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.329  -3.706   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.592   6.513   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       3.837  -2.754   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.741   3.850   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0      -1.583  -1.653   0.000  0.00  0.00           N-1
HETATM   42  N   UNK     0      -1.666   1.625   0.000  0.00  0.00           N-1
HETATM   43  N   UNK     0       1.587  -1.626   0.000  0.00  0.00           N+0
HETATM   44  N   UNK     0       1.613   1.599   0.000  0.00  0.00           N+0
HETATM   45  O   UNK     0      -8.367  -3.600   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -7.917  -6.229   0.000  0.00  0.00           O-1
HETATM   47  O   UNK     0      -8.373   3.345   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      -7.969   5.981   0.000  0.00  0.00           O-1
HETATM   49  O   UNK     0       3.622  -8.349   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       0.997  -8.819   0.000  0.00  0.00           O-1
HETATM   51  O   UNK     0       8.764   0.896   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       8.354   3.531   0.000  0.00  0.00           O-1
HETATM   53  O   UNK     0       6.879  -2.268   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       7.300  -4.902   0.000  0.00  0.00           O-1
HETATM   55  O   UNK     0       1.749   7.801   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       4.130   6.599   0.000  0.00  0.00           O-1
HETATM   57 Fe   UNK     0      -8.451  -7.674   0.000  0.00  0.00          Fe+2
HETATM   58  H   UNK     0       1.586  -4.738   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0       4.684   1.567   0.000  0.00  0.00           H+0
CONECT    1   19                                                            
CONECT    2   20                                                            
CONECT    3   39                                                            
CONECT    4   40                                                            
CONECT    5    9   21                                                       
CONECT    6   10   22                                                       
CONECT    7   11   23                                                       
CONECT    8   12   24                                                       
CONECT    9    5   33                                                       
CONECT   10    6   34                                                       
CONECT   11    7   35                                                       
CONECT   12    8   36                                                       
CONECT   13   25   29                                                       
CONECT   14   27   28                                                       
CONECT   15   26   31                                                       
CONECT   16   30   32                                                       
CONECT   17   37   39                                                       
CONECT   18   38   40                                                       
CONECT   19    1   21   25                                                  
CONECT   20    2   22   26                                                  
CONECT   21    5   19   27                                                  
CONECT   22    6   20   28                                                  
CONECT   23    7   29   39   58                                             
CONECT   24    8   30   40   59                                             
CONECT   25   13   19   41                                                  
CONECT   26   15   20   42                                                  
CONECT   27   14   21   41                                                  
CONECT   28   14   22   42                                                  
CONECT   29   13   23   43                                                  
CONECT   30   16   24   44                                                  
CONECT   31   15   40   44                                                  
CONECT   32   16   39   43                                                  
CONECT   33    9   45   46                                                  
CONECT   34   10   47   48                                                  
CONECT   35   11   49   50                                                  
CONECT   36   12   51   52                                                  
CONECT   37   17   53   54                                                  
CONECT   38   18   55   56                                                  
CONECT   39    3   17   23   32                                             
CONECT   40    4   18   24   31                                             
CONECT   41   25   27                                                       
CONECT   42   26   28                                                       
CONECT   43   29   32                                                       
CONECT   44   30   31                                                       
CONECT   45   33                                                            
CONECT   46   33                                                            
CONECT   47   34                                                            
CONECT   48   34                                                            
CONECT   49   35                                                            
CONECT   50   35                                                            
CONECT   51   36                                                            
CONECT   52   36                                                            
CONECT   53   37                                                            
CONECT   54   37                                                            
CONECT   55   38                                                            
CONECT   56   38                                                            
CONECT   58   23                                                            
CONECT   59   24                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  124    0
END

Synonyms

Not Available

Molecular Formula

C₄₀H₃₈FeN₄O₁₂

Average Mass

822.608

Monoisotopic Mass

822.18685

IUPAC Name

lambda2-iron(2+) ion (4S,5S,9S,10S)-4,9,15,19-tetrakis(2-carboxyethyl)-5,10-bis(carboxymethyl)-5,10,14,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(20),2,6(24),7,11(23),12,14,16,18-nonaene-21,22-diide

Traditional Name

CAS Registry Number

Not Available

SMILES

[Fe++].[H][C@@]1(CCC([O-])=O)\C2=C\C3=C(C)C(CCC([O-])=O)=C([N-]3)\C=C3/[N-]\C(=C/C4=N/C(=C\C(=N2)[C@@]1(C)CC([O-])=O)/[C@@]([H])(CCC([O-])=O)[C@]4(C)CC([O-])=O)C(C)=C3CCC([O-])=O

InChI Identifier

InChI=1S/C40H46N4O12.Fe/c1-19-21(5-9-33(45)46)27-14-28-22(6-10-34(47)48)20(2)26(42-28)15-31-40(4,18-38(55)56)24(8-12-36(51)52)30(44-31)16-32-39(3,17-37(53)54)23(7-11-35(49)50)29(43-32)13-25(19)41-27;/h13-16,23-24H,5-12,17-18H2,1-4H3,(H8,41,42,43,44,45,46,47,48,49,50,51,52,53,54,55,56);/q;+2/p-8/t23-,24-,39+,40+;/m1./s1

InChI Key

JJIIPBCQUZPJAW-MQNDWNIASA-F

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as metallotetrapyrroles. These are polycyclic compounds containing a tetrapyrrole skeleton combined with a metal atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrapyrroles and derivatives

Sub Class

Metallotetrapyrroles

Direct Parent

Metallotetrapyrroles

Alternative Parents

Substituents

Metallotetrapyrrole skeleton
Hexacarboxylic acid or derivatives
Substituted pyrrole
Heteroaromatic compound
Pyrroline
Pyrrolidine
Pyrrole
Carboxylic acid salt
Azacycle
Organic metal salt
Organic transition metal salt
Metalloheterocycle
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	3.67	ChemAxon
pKa (Strongest Acidic)	3.36	ChemAxon
pKa (Strongest Basic)	2.97	ChemAxon
Physiological Charge	-6	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	292.34 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	262.99 m³·mol⁻¹	ChemAxon
Polarizability	80.23 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

Spectra

Spectrum Type	Description	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites
Bacteria	Proteobacteria	7	Sheep ; Human
Archaea/Archaea	Euryarchaeota	1
Bacteria	Aquificae	1

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

90659018

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 12,18-didecarboxysiroheme (MMDBc0055161)

MOL for #<Metabolite:0x00007fdb3c426020>

3D MOL for #<Metabolite:0x00007fdb3c426020>

3D SDF for #<Metabolite:0x00007fdb3c426020>

3D-SDF for #<Metabolite:0x00007fdb3c426020>

PDB for #<Metabolite:0x00007fdb3c426020>

3D PDB for #<Metabolite:0x00007fdb3c426020>

SMILES for #<Metabolite:0x00007fdb3c426020>

INCHI for #<Metabolite:0x00007fdb3c426020>

Structure for #<Metabolite:0x00007fdb3c426020>

3D Structure for #<Metabolite:0x00007fdb3c426020>