MiMeDB: Showing metabocard for Heme D (MMDBc0030193)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:57:49 UTC

Update Date

2024-10-13 09:03:16 UTC

Metabolite ID

MMDBc0030193

Metabolite Identification

Common Name

Heme D

Description

Heme D is a member of the chemical class known as tetrapyrroles and Derivatives. These are polycyclic aromatic compounds containing four pyrrole rings joined by one-carbon units linking position 2 of one pyrrole ring to position 5 of the next. (inferred from compound structure). A heme (American English) or haem (British English) is a prosthetic group that consists of an iron atom contained in the center of a large heterocyclic organic ring called a porphyrin. Heme D is a derivative of heme B, but in which the propionic acid side chain at the carbon of position 6, which is also hydroxylated, forms a √é¬≥-spirolactone. Ring III is also hydroxylated at position 5, in a conformation trans to the new lactone group. Heme D is the site for oxygen reduction to water of many types of bacteria at low oxygen tension. In E coli, heme D is formed from protoheme in the interior of the catalase hydroperoxidase II (HPII) molecule through a self-catalyzed reaction. [PMID: 8621527 ]

Structure

MOL SDF PDB SMILES InChI

3582
  Mrv0541 10121212592D          

 48 52  0  0  1  0            999 V2000
    3.4200    1.3693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4437    3.5831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9506   -0.4512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4157    4.9665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1067   -1.2911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7089    3.7246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3127   -4.8076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9269   -0.2775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4635   -3.9606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0667   -1.4185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3431    0.4568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5558    1.5866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5835   -0.6730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8224    0.4568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0765    0.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1428    2.9085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8749   -0.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8942    2.1101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0765    0.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2560    0.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8749    1.0907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9688    2.9085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1378    3.7335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7410   -0.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0959    1.8891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3567    3.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2451    2.1378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1235   -0.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9219   -1.1965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9964   -1.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1705   -1.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2451   -1.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2906    1.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3183   -0.1496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0904    0.0714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0435    1.8891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0904    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0710   -0.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4854   -2.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711   -0.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7492   -0.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4208    4.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6171   -2.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7468    1.3971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1545   -3.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5087   -0.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6436   -4.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1674   -0.5997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  2  0  0  0  0
  2 22  2  0  0  0  0
  3 40  1  0  0  0  0
  4 42  1  0  0  0  0
  5 40  2  0  0  0  0
  6 42  2  0  0  0  0
  7 47  1  0  0  0  0
  8 48  1  0  0  0  0
  9 47  2  0  0  0  0
 10 48  2  0  0  0  0
 11 17  1  0  0  0  0
 11 21  2  0  0  0  0
 12 18  1  0  0  0  0
 12 27  2  0  0  0  0
 13 29  1  0  0  0  0
 13 32  1  0  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
 15 17  1  0  0  0  0
 15 19  1  0  0  0  0
 15 20  1  0  0  0  0
 15 24  1  0  0  0  0
 16 18  1  0  0  0  0
 16 22  1  0  0  0  0
 16 23  1  0  0  0  0
 16 26  1  0  0  0  0
 17 28  2  0  0  0  0
 18 25  2  0  0  0  0
 19 21  1  0  0  0  0
 20 40  1  0  0  0  0
 21 25  1  0  0  0  0
 22 27  1  0  0  0  0
 23 42  1  0  0  0  0
 27 36  1  0  0  0  0
 28 29  1  0  0  0  0
 29 31  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 30 39  1  0  0  0  0
 31 43  1  0  0  0  0
 32 38  1  0  0  0  0
 33 36  2  0  0  0  0
 33 37  1  0  0  0  0
 34 35  1  0  0  0  0
 34 38  2  0  0  0  0
 35 37  2  0  0  0  0
 35 41  1  0  0  0  0
 37 44  1  0  0  0  0
 39 45  1  0  0  0  0
 41 46  1  0  0  0  0
 45 47  1  0  0  0  0
 46 48  1  0  0  0  0
M  END

3582
  Mrv0541 10121212592D          

 48 52  0  0  1  0            999 V2000
    3.4200    1.3693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4437    3.5831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9506   -0.4512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4157    4.9665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1067   -1.2911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7089    3.7246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3127   -4.8076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9269   -0.2775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4635   -3.9606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0667   -1.4185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3431    0.4568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5558    1.5866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5835   -0.6730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8224    0.4568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0765    0.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1428    2.9085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8749   -0.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8942    2.1101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0765    0.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2560    0.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8749    1.0907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9688    2.9085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1378    3.7335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7410   -0.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0959    1.8891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3567    3.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2451    2.1378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1235   -0.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9219   -1.1965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9964   -1.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1705   -1.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2451   -1.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2906    1.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3183   -0.1496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0904    0.0714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0435    1.8891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0904    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0710   -0.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4854   -2.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711   -0.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7492   -0.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4208    4.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6171   -2.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7468    1.3971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1545   -3.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5087   -0.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6436   -4.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1674   -0.5997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  2  0  0  0  0
  2 22  2  0  0  0  0
  3 40  1  0  0  0  0
  4 42  1  0  0  0  0
  5 40  2  0  0  0  0
  6 42  2  0  0  0  0
  7 47  1  0  0  0  0
  8 48  1  0  0  0  0
  9 47  2  0  0  0  0
 10 48  2  0  0  0  0
 11 17  1  0  0  0  0
 11 21  2  0  0  0  0
 12 18  1  0  0  0  0
 12 27  2  0  0  0  0
 13 29  1  0  0  0  0
 13 32  1  0  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
 15 17  1  0  0  0  0
 15 19  1  0  0  0  0
 15 20  1  0  0  0  0
 15 24  1  0  0  0  0
 16 18  1  0  0  0  0
 16 22  1  0  0  0  0
 16 23  1  0  0  0  0
 16 26  1  0  0  0  0
 17 28  2  0  0  0  0
 18 25  2  0  0  0  0
 19 21  1  0  0  0  0
 20 40  1  0  0  0  0
 21 25  1  0  0  0  0
 22 27  1  0  0  0  0
 23 42  1  0  0  0  0
 27 36  1  0  0  0  0
 28 29  1  0  0  0  0
 29 31  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 30 39  1  0  0  0  0
 31 43  1  0  0  0  0
 32 38  1  0  0  0  0
 33 36  2  0  0  0  0
 33 37  1  0  0  0  0
 34 35  1  0  0  0  0
 34 38  2  0  0  0  0
 35 37  2  0  0  0  0
 35 41  1  0  0  0  0
 37 44  1  0  0  0  0
 39 45  1  0  0  0  0
 41 46  1  0  0  0  0
 45 47  1  0  0  0  0
 46 48  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030193

> <DATABASE_NAME>
MIME

> <SMILES>
CC1=C(CCC(O)=O)/C2=C/C3=C(CCC(O)=O)C(C)=C(N3)\C=C3/N=C(/C=C4\N=C(\C=C\1/N\2)C(=O)C4(C)CC(O)=O)C(=O)C3(C)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C34H34N4O10/c1-15-17(5-7-27(39)40)21-10-22-18(6-8-28(41)42)16(2)20(36-22)11-25-33(3,13-29(43)44)32(48)24(38-25)12-26-34(4,14-30(45)46)31(47)23(37-26)9-19(15)35-21/h9-12,35-36H,5-8,13-14H2,1-4H3,(H,39,40)(H,41,42)(H,43,44)(H,45,46)/b19-9-,20-11-,21-10-,22-10-,23-9-,24-12-,25-11-,26-12-

> <INCHI_KEY>
ZAKGXCNMJBQQNZ-CXJCYTKDSA-N

> <FORMULA>
C34H34N4O10

> <MOLECULAR_WEIGHT>
658.6546

> <EXACT_MASS>
658.227493328

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
68.87837631467431

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[20-(2-carboxyethyl)-10,15-bis(carboxymethyl)-5,10,15,19-tetramethyl-9,14-dioxo-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1(20),2,4,6,8(23),11,13(22),16,18-nonaen-4-yl]propanoic acid

> <ALOGPS_LOGP>
2.25

> <JCHEM_LOGP>
4.444237612

> <ALOGPS_LOGS>
-4.76

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
3.656177882735768

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.249021061654203

> <JCHEM_PKA_STRONGEST_BASIC>
1.819718397283031

> <JCHEM_POLAR_SURFACE_AREA>
240.69999999999993

> <JCHEM_REFRACTIVITY>
167.6450000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[20-(2-carboxyethyl)-10,15-bis(carboxymethyl)-5,10,15,19-tetramethyl-9,14-dioxo-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1(20),2,4,6,8(23),11,13(22),16,18-nonaen-4-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-OCT-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 3582                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-OCT-12         0                                  
HETATM    1  O   UNK     0       6.384   2.556   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      13.895   6.688   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.641  -0.842   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      10.109   9.271   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       5.799  -2.410   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       8.790   6.953   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      13.650  -8.974   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      22.264  -0.518   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      15.799  -7.393   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      20.658  -2.648   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       9.974   0.853   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      12.237   2.962   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0      12.289  -1.256   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0      14.602   0.853   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       7.609   0.082   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.467   5.429   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.100  -0.331   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.003   3.939   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.609   1.624   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.078   0.243   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.100   2.036   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.008   5.429   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.457   6.969   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.983  -1.325   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.512   3.526   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.999   5.896   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.524   3.991   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.564  -1.769   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.054  -2.233   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.060  -3.672   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.518  -3.672   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      13.524  -2.182   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      15.476   2.088   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      15.527  -0.279   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      16.969   0.133   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      15.015   3.526   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      16.969   1.675   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      15.066  -1.769   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      13.973  -4.913   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       5.173  -1.003   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      18.199  -0.794   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      10.119   7.731   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      10.485  -4.815   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      18.194   2.608   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      13.355  -6.323   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      19.616  -0.192   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      14.268  -7.563   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      20.846  -1.119   0.000  0.00  0.00           C+0
CONECT    1   19                                                            
CONECT    2   22                                                            
CONECT    3   40                                                            
CONECT    4   42                                                            
CONECT    5   40                                                            
CONECT    6   42                                                            
CONECT    7   47                                                            
CONECT    8   48                                                            
CONECT    9   47                                                            
CONECT   10   48                                                            
CONECT   11   17   21                                                       
CONECT   12   18   27                                                       
CONECT   13   29   32                                                       
CONECT   14   33   34                                                       
CONECT   15   17   19   20   24                                             
CONECT   16   18   22   23   26                                             
CONECT   17   11   15   28                                                  
CONECT   18   12   16   25                                                  
CONECT   19    1   15   21                                                  
CONECT   20   15   40                                                       
CONECT   21   11   19   25                                                  
CONECT   22    2   16   27                                                  
CONECT   23   16   42                                                       
CONECT   24   15                                                            
CONECT   25   18   21                                                       
CONECT   26   16                                                            
CONECT   27   12   22   36                                                  
CONECT   28   17   29                                                       
CONECT   29   13   28   31                                                  
CONECT   30   31   32   39                                                  
CONECT   31   29   30   43                                                  
CONECT   32   13   30   38                                                  
CONECT   33   14   36   37                                                  
CONECT   34   14   35   38                                                  
CONECT   35   34   37   41                                                  
CONECT   36   27   33                                                       
CONECT   37   33   35   44                                                  
CONECT   38   32   34                                                       
CONECT   39   30   45                                                       
CONECT   40    3    5   20                                                  
CONECT   41   35   46                                                       
CONECT   42    4    6   23                                                  
CONECT   43   31                                                            
CONECT   44   37                                                            
CONECT   45   39   47                                                       
CONECT   46   41   48                                                       
CONECT   47    7    9   45                                                  
CONECT   48    8   10   46                                                  
MASTER        0    0    0    0    0    0    0    0   48    0  104    0
END

Synonyms

Not Available

Molecular Formula

C₃₄H₃₄N₄O₁₀

Average Mass

658.6546

Monoisotopic Mass

658.227493328

IUPAC Name

3-[20-(2-carboxyethyl)-10,15-bis(carboxymethyl)-5,10,15,19-tetramethyl-9,14-dioxo-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1(20),2,4,6,8(23),11,13(22),16,18-nonaen-4-yl]propanoic acid

Traditional Name

CAS Registry Number

60318-31-2

SMILES

CC1=C(CCC(O)=O)/C2=C/C3=C(CCC(O)=O)C(C)=C(N3)\C=C3/N=C(/C=C4\N=C(\C=C\1/N\2)C(=O)C4(C)CC(O)=O)C(=O)C3(C)CC(O)=O

InChI Identifier

InChI=1S/C34H34N4O10/c1-15-17(5-7-27(39)40)21-10-22-18(6-8-28(41)42)16(2)20(36-22)11-25-33(3,13-29(43)44)32(48)24(38-25)12-26-34(4,14-30(45)46)31(47)23(37-26)9-19(15)35-21/h9-12,35-36H,5-8,13-14H2,1-4H3,(H,39,40)(H,41,42)(H,43,44)(H,45,46)/b19-9-,20-11-,21-10-,22-10-,23-9-,24-12-,25-11-,26-12-

InChI Key

ZAKGXCNMJBQQNZ-CXJCYTKDSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	2.25	ALOGPS
logP	4.44	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	3.25	ChemAxon
pKa (Strongest Basic)	1.82	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	240.7 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	167.64 m³·mol⁻¹	ChemAxon
Polarizability	68.88 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	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-006x-0000049000-d8522732d667d82e6c5e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-006t-0000093000-017f14665c351db4de30	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uxs-0000090000-9929b674dff943dc2a7c	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-06rj-0000039000-5ce0f872f6e20759c21c	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000b-0000097000-e6291c1bdcc69dc05ca2	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-6000093000-70baccb3d19c3204b22e	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-17	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	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

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

Heme

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for Heme D (MMDBc0030193)

MOL for #<Metabolite:0x00007f46a294bed0>

3D MOL for #<Metabolite:0x00007f46a294bed0>

3D SDF for #<Metabolite:0x00007f46a294bed0>

3D-SDF for #<Metabolite:0x00007f46a294bed0>

PDB for #<Metabolite:0x00007f46a294bed0>

3D PDB for #<Metabolite:0x00007f46a294bed0>

SMILES for #<Metabolite:0x00007f46a294bed0>

INCHI for #<Metabolite:0x00007f46a294bed0>

Structure for #<Metabolite:0x00007f46a294bed0>

3D Structure for #<Metabolite:0x00007f46a294bed0>