NP-MRD: Showing NP-Card for Chenodeoxyglycocholoyl-CoA (NP0087674)

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Record Information

Version

2.0

Created at

2022-05-11 16:56:32 UTC

Updated at

2022-05-11 16:56:32 UTC

NP-MRD ID

NP0087674

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Chenodeoxyglycocholoyl-CoA

Description

Heme A belongs to the class of organic compounds known as metallotetrapyrroles. These are polycyclic compounds containing a tetrapyrrole skeleton combined with a metal atom. Heme A is an extremely weak basic (essentially neutral) compound (based on its pKa). Heme A exists in all eukaryotes, ranging from yeast to humans. In humans, heme a is involved in the metabolic disorder called the hereditary coproporphyria (hcp) pathway. Like heme B, heme A is often attached to the apoprotein (cytochromes or globins) through a coordination bond between the heme iron and a conserved amino acid side-chain. Heme A differs from heme B in that a methyl side chain at ring position 8 is oxidized into a formyl group, and one of the vinyl side chains, at ring position 2, has been replaced by an isoprenoid chain. An example of a metalloprotein that contains heme A is cytochrome c oxidase. Both the formyl group and the isoprenoid side chain are thought to play important roles in conservation of the energy of oxygen reduction by cytochrome c oxidase.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02231220552D          

 76 82  0  0  0  0            999 V2000
    6.0503   -2.9337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7622   -3.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0554   -2.1151    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6267   -2.9337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4689   -2.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7520   -4.1590    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3436   -1.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7673   -1.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0503   -1.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6319   -2.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1756   -3.3607    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4740   -2.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4537   -4.5758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0403   -4.5606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3436   -0.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1654   -4.1692    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8823   -2.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1654   -2.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6319   -0.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0605   -0.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8619   -4.5810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5788   -3.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9150   -0.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5738   -4.1844    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1981   -0.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2755   -4.6013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4914   -0.8797    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1981    0.3559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7744   -0.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0525   -0.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3304   -0.4677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3813   -0.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0982   -0.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3813   -1.7135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5371   -0.4677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2540   -0.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2540   -1.7135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6929   -0.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9760    0.3661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4148   -0.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7081   -1.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7132   -0.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1267   -0.8797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9960   -0.8999    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9960    0.7931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0062   -1.8813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8248   -0.8847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9960    2.5473    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6742    2.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9910    3.3862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8248    2.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5353    3.1014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7624    2.8573    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4980    2.0642    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0862    3.3455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6490    2.0642    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9200    1.4694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998    2.8472    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1608    1.3982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7997    1.4796    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0592    4.2861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7436    2.2676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6181    1.4593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8098    0.6407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5082    4.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0541    5.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5082    5.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2352    3.8641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7761    5.5471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2352    5.5369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9521    4.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9521    5.1251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2352    6.3707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1604   -4.9878    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3  9  1  6  0  0  0
  4 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6 13  1  0  0  0  0
  6 14  1  1  0  0  0
  7 15  1  0  0  0  0
 11 16  1  0  0  0  0
 11 17  1  0  0  0  0
 11 18  1  6  0  0  0
 15 19  1  0  0  0  0
 15 20  1  0  0  0  0
 16 21  1  0  0  0  0
 17 22  1  0  0  0  0
 19 23  1  0  0  0  0
 21 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  1  0  0  0
 25 27  1  0  0  0  0
 25 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  2  0  0  0  0
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
 40 42  1  0  0  0  0
 40 43  1  0  0  0  0
 40 44  1  0  0  0  0
 42 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 46 49  2  0  0  0  0
 47 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 50 53  2  0  0  0  0
 51 54  1  0  0  0  0
 55 54  1  1  0  0  0
 55 56  1  0  0  0  0
 55 57  1  0  0  0  0
 56 58  1  0  0  0  0
 56 59  1  6  0  0  0
 57 60  1  0  0  0  0
 58 61  1  6  0  0  0
 59 62  1  0  0  0  0
 60 63  1  1  0  0  0
 62 64  1  0  0  0  0
 62 65  1  0  0  0  0
 62 66  2  0  0  0  0
 63 67  1  0  0  0  0
 63 68  1  0  0  0  0
 67 69  2  0  0  0  0
 67 70  1  0  0  0  0
 68 71  2  0  0  0  0
 69 72  1  0  0  0  0
 70 73  2  0  0  0  0
 72 74  2  0  0  0  0
 72 75  1  0  0  0  0
  7 10  1  0  0  0  0
  8 12  1  0  0  0  0
 13 16  1  0  0  0  0
 22 24  1  0  0  0  0
 58 60  1  0  0  0  0
 69 71  1  0  0  0  0
 73 74  1  0  0  0  0
 16 76  1  6  0  0  0
M  END

     RDKit          3D

149155  0  0  0  0  0  0  0  0999 V2000
   -7.3821    1.1909    0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0612   -0.2300    1.0713 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5910   -0.4286    1.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8192   -0.5856   -0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7413    0.4976   -1.1230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8932    0.0967   -2.3351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4880    2.1901   -1.0020 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9379    3.0619    0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4766    2.8773    0.6837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0804    1.5797    1.0714 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6897    1.3514    1.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1253    2.2812    1.1704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1535    0.0275    1.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3744    0.0714    1.7496 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7945    0.3429    0.4020 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1790    0.4725    0.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9967    0.3534    0.9955 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5320    0.7366   -1.3233 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3818    0.7917   -2.1213 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4785   -0.2835   -1.8826 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7679    0.0408   -3.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8842   -1.6601   -1.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8159   -0.2218   -1.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6339   -1.1961   -1.7545 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1691   -1.2025   -1.0241 P   0  0  2  0  0  5  0  0  0  0  0  0
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    7.8962   -1.3776    0.6466 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.5585   -0.0866   -1.9966 P   0  0  1  0  0  5  0  0  0  0  0  0
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   15.4922    1.3624    2.0451 N   0  0  0  0  0  0  0  0  0  0  0  0
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   16.6840   -1.3710    3.8355 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9319   -1.6305    5.2160 N   0  0  0  0  0  0  0  0  0  0  0  0
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   16.6926   -2.0550    1.5920 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2146   -0.8566    1.2359 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9631    0.0880    2.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1575    1.8175   -0.2665 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.7500    3.0238   -0.6213 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.9720   -0.6834   -0.3739 C   0  0  1  0  0  0  0  0  0  0  0  0
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  -13.2218    0.6480    0.9403 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.3443    1.4393    2.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6427    1.6198   -0.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0991    1.8346   -0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -15.6642    0.3909   -1.8842 O   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2892   -0.6514    0.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0303   -0.6079    0.9752 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.1799   -1.8544    0.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3094   -1.6827   -0.5262 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.1910   -1.6051   -1.6395 O   0  0  0  0  0  0  0  0  0  0  0  0
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 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  2  0  0  0  0
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
 40 42  1  0  0  0  0
 40 43  1  0  0  0  0
 40 44  1  0  0  0  0
 42 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 46 49  2  0  0  0  0
 47 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 50 53  2  0  0  0  0
 51 54  1  0  0  0  0
 55 54  1  1  0  0  0
 55 56  1  0  0  0  0
 55 57  1  0  0  0  0
 56 58  1  0  0  0  0
 56 59  1  6  0  0  0
 57 60  1  0  0  0  0
 58 61  1  6  0  0  0
 59 62  1  0  0  0  0
 60 63  1  1  0  0  0
 62 64  1  0  0  0  0
 62 65  1  0  0  0  0
 62 66  2  0  0  0  0
 63 67  1  0  0  0  0
 63 68  1  0  0  0  0
 67 69  2  0  0  0  0
 67 70  1  0  0  0  0
 68 71  2  0  0  0  0
 69 72  1  0  0  0  0
 70 73  2  0  0  0  0
 72 74  2  0  0  0  0
 72 75  1  0  0  0  0
  7 10  1  0  0  0  0
  8 12  1  0  0  0  0
 13 16  1  0  0  0  0
 22 24  1  0  0  0  0
 58 60  1  0  0  0  0
 69 71  1  0  0  0  0
 73 74  1  0  0  0  0
 16 76  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0087674

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C[C@H](O)CC[C@]1(C)C1CC[C@]3(C)C(CCC3C1[C@H](O)C2)C(C)CCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N

> <INCHI_IDENTIFIER>
InChI=1S/C45H74N7O19P3S/c1-24(27-7-8-28-34-29(11-14-45(27,28)5)44(4)13-10-26(53)18-25(44)19-30(34)54)6-9-33(56)75-17-16-47-32(55)12-15-48-41(59)38(58)43(2,3)21-68-74(65,66)71-73(63,64)67-20-31-37(70-72(60,61)62)36(57)42(69-31)52-23-51-35-39(46)49-22-50-40(35)52/h22-31,34,36-38,42,53-54,57-58H,6-21H2,1-5H3,(H,47,55)(H,48,59)(H,63,64)(H,65,66)(H2,46,49,50)(H2,60,61,62)/t24?,25-,26+,27?,28?,29?,30+,31+,34?,36+,37+,38?,42+,44-,45+/m0/s1

> <INCHI_KEY>
IIWDDMINEZBCTG-ILLDALFMSA-N

> <FORMULA>
C45H74N7O19P3S

> <MOLECULAR_WEIGHT>
1142.091

> <EXACT_MASS>
1141.397303447

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
112.76265425807965

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-[({[({3-[(2-{[2-({4-[(2S,5R,7S,9R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}sulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
1.22

> <JCHEM_LOGP>
-3.038559631966352

> <ALOGPS_LOGS>
-3.05

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8334045176178444

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8252479627216065

> <JCHEM_PKA_STRONGEST_BASIC>
4.946047024039826

> <JCHEM_POLAR_SURFACE_AREA>
404.0899999999999

> <JCHEM_REFRACTIVITY>
268.8381000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.01e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-2-{[({3-[(2-{[2-({4-[(2S,5R,7S,9R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}sulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-4-hydroxyoxolan-3-yl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      11.294  -5.476   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.623  -6.245   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.303  -3.948   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.637  -5.476   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.942  -5.486   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.604  -7.763   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.975  -3.170   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.632  -3.189   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.294  -2.392   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.646  -3.948   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.261  -6.273   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.951  -3.967   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.914  -8.541   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      11.275  -8.513   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       9.975  -1.642   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.242  -7.783   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.580  -5.514   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.242  -4.726   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.646  -0.873   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.313  -0.873   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.542  -8.551   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      17.880  -6.292   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.308  -1.642   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.871  -7.811   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.970  -0.873   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      19.181  -8.589   0.000  0.00  0.00           O+0
HETATM   27  S   UNK     0       4.651  -1.642   0.000  0.00  0.00           S+0
HETATM   28  O   UNK     0       5.970   0.664   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.312  -0.873   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.965  -1.642   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0       0.617  -0.873   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0      -0.712  -1.642   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.050  -0.873   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -0.712  -3.199   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -3.398  -1.642   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0      -4.736  -0.873   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0      -6.074  -1.642   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -7.422  -0.873   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -6.074  -3.199   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -8.760  -1.642   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -7.422   0.683   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0     -10.108  -0.873   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -8.788  -3.028   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -8.798  -0.047   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0     -11.437  -1.642   0.000  0.00  0.00           O+0
HETATM   46  P   UNK     0     -13.059  -1.680   0.000  0.00  0.00           P+0
HETATM   47  O   UNK     0     -13.059   1.480   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0     -13.078  -3.512   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0     -14.606  -1.651   0.000  0.00  0.00           O+0
HETATM   50  P   UNK     0     -13.059   4.755   0.000  0.00  0.00           P+0
HETATM   51  O   UNK     0     -10.592   4.783   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0     -13.050   6.321   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0     -14.606   4.783   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      -8.466   5.789   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      -7.023   5.334   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      -6.530   3.853   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      -5.761   6.245   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      -4.945   3.853   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      -7.317   2.743   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0      -4.480   5.315   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      -4.033   2.610   0.000  0.00  0.00           O+0
HETATM   62  P   UNK     0      -8.959   2.762   0.000  0.00  0.00           P+0
HETATM   63  N   UNK     0      -3.844   8.001   0.000  0.00  0.00           N+0
HETATM   64  O   UNK     0      -8.855   4.233   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0     -10.487   2.724   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0      -8.978   1.196   0.000  0.00  0.00           O+0
HETATM   67  C   UNK     0      -6.549   8.001   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      -3.834   9.567   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      -6.549   9.567   0.000  0.00  0.00           C+0
HETATM   70  N   UNK     0      -7.906   7.213   0.000  0.00  0.00           N+0
HETATM   71  N   UNK     0      -5.182  10.355   0.000  0.00  0.00           N+0
HETATM   72  C   UNK     0      -7.906  10.336   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0      -9.244   8.001   0.000  0.00  0.00           C+0
HETATM   74  N   UNK     0      -9.244   9.567   0.000  0.00  0.00           N+0
HETATM   75  N   UNK     0      -7.906  11.892   0.000  0.00  0.00           N+0
HETATM   76  H   UNK     0      15.233  -9.311   0.000  0.00  0.00           H+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8    9                                             
CONECT    4    1   10                                                       
CONECT    5    2   11   12                                                  
CONECT    6    2   13   14                                                  
CONECT    7    3   15   10                                                  
CONECT    8    3   12                                                       
CONECT    9    3                                                            
CONECT   10    4    7                                                       
CONECT   11    5   16   17   18                                             
CONECT   12    5    8                                                       
CONECT   13    6   16                                                       
CONECT   14    6                                                            
CONECT   15    7   19   20                                                  
CONECT   16   11   21   13   76                                             
CONECT   17   11   22                                                       
CONECT   18   11                                                            
CONECT   19   15   23                                                       
CONECT   20   15                                                            
CONECT   21   16   24                                                       
CONECT   22   17   24                                                       
CONECT   23   19   25                                                       
CONECT   24   21   26   22                                                  
CONECT   25   23   27   28                                                  
CONECT   26   24                                                            
CONECT   27   25   29                                                       
CONECT   28   25                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32   35                                                       
CONECT   34   32                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37   40   41                                                  
CONECT   39   37                                                            
CONECT   40   38   42   43   44                                             
CONECT   41   38                                                            
CONECT   42   40   45                                                       
CONECT   43   40                                                            
CONECT   44   40                                                            
CONECT   45   42   46                                                       
CONECT   46   45   47   48   49                                             
CONECT   47   46   50                                                       
CONECT   48   46                                                            
CONECT   49   46                                                            
CONECT   50   47   51   52   53                                             
CONECT   51   50   54                                                       
CONECT   52   50                                                            
CONECT   53   50                                                            
CONECT   54   51   55                                                       
CONECT   55   54   56   57                                                  
CONECT   56   55   58   59                                                  
CONECT   57   55   60                                                       
CONECT   58   56   61   60                                                  
CONECT   59   56   62                                                       
CONECT   60   57   63   58                                                  
CONECT   61   58                                                            
CONECT   62   59   64   65   66                                             
CONECT   63   60   67   68                                                  
CONECT   64   62                                                            
CONECT   65   62                                                            
CONECT   66   62                                                            
CONECT   67   63   69   70                                                  
CONECT   68   63   71                                                       
CONECT   69   67   72   71                                                  
CONECT   70   67   73                                                       
CONECT   71   68   69                                                       
CONECT   72   69   74   75                                                  
CONECT   73   70   74                                                       
CONECT   74   72   73                                                       
CONECT   75   72                                                            
CONECT   76   16                                                            
MASTER        0    0    0    0    0    0    0    0   76    0  164    0
END

View in JSmol

Synonyms

Value	Source
(SP-4-2)[7-Ethenyl-17-formyl-12-[(4E,8E)-1-hydroxy-5,9,13-trimethyl-4,8,12-tetradecatrienyl]-3,8,13-trimethyl-21H,23H-porphine-2,18-dipropanoato(4-)-kappan21,kappan22,kappan23,kappan24]-ferrate(2-)	HMDB
[SP-4-2-(e,e)]-[7-Ethenyl-17-formyl-12-(1-hydroxy-5,9,13-trimethyl-4,8,12-tetradecatrienyl)-3,8,13-trimethyl-21H,23H-porphine-2,18-dipropanoato(4-)-N21,N22,N23,N24]-ferrate(2-)	HMDB
Chenodeoxyglycocholoate	HMDB
Chenodeoxyglycocholoate-CoA	HMDB
Chenodeoxyglycocholoate-coenzyme A	HMDB
Chenodeoxyglycocholoic acid	HMDB
Chenodeoxyglycocholoyl-coenzyme A	HMDB
4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-(2-{[2-({4-[(2S,5R,7S,9R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}sulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidate	Generator
4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-(2-{[2-({4-[(2S,5R,7S,9R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}sulphanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidate	Generator
4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-(2-{[2-({4-[(2S,5R,7S,9R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}sulphanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidic acid	Generator

Chemical Formula

C₄₅H₇₄N₇O₁₉P₃S

Average Mass

1142.0910 Da

Monoisotopic Mass

1141.39730 Da

IUPAC Name

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-[({[({3-[(2-{[2-({4-[(2S,5R,7S,9R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}sulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxy}phosphonic acid

Traditional Name

[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-2-{[({3-[(2-{[2-({4-[(2S,5R,7S,9R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}sulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-4-hydroxyoxolan-3-yl]oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]12C[C@H](O)CC[C@]1(C)C1CC[C@]3(C)C(CCC3C1[C@H](O)C2)C(C)CCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N

InChI Identifier

InChI=1S/C45H74N7O19P3S/c1-24(27-7-8-28-34-29(11-14-45(27,28)5)44(4)13-10-26(53)18-25(44)19-30(34)54)6-9-33(56)75-17-16-47-32(55)12-15-48-41(59)38(58)43(2,3)21-68-74(65,66)71-73(63,64)67-20-31-37(70-72(60,61)62)36(57)42(69-31)52-23-51-35-39(46)49-22-50-40(35)52/h22-31,34,36-38,42,53-54,57-58H,6-21H2,1-5H3,(H,47,55)(H,48,59)(H,63,64)(H,65,66)(H2,46,49,50)(H2,60,61,62)/t24?,25-,26+,27?,28?,29?,30+,31+,34?,36+,37+,38?,42+,44-,45+/m0/s1

InChI Key

IIWDDMINEZBCTG-ILLDALFMSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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

Not Available

Substituents

Not Available

Molecular Framework

Not Available

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.22	ALOGPS
logP	-3	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	0.83	ChemAxon
pKa (Strongest Basic)	4.95	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	404.09 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	268.84 m³·mol⁻¹	ChemAxon
Polarizability	112.76 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0006901

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB024148

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C15670

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Heme A

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Chenodeoxyglycocholoyl-CoA (NP0087674)

MOL for NP0087674 (Chenodeoxyglycocholoyl-CoA)

3D MOL for NP0087674 (Chenodeoxyglycocholoyl-CoA)

3D SDF for NP0087674 (Chenodeoxyglycocholoyl-CoA)

3D-SDF for NP0087674 (Chenodeoxyglycocholoyl-CoA)

PDB for NP0087674 (Chenodeoxyglycocholoyl-CoA)

3D PDB for NP0087674 (Chenodeoxyglycocholoyl-CoA)

SMILES for NP0087674 (Chenodeoxyglycocholoyl-CoA)

INCHI for NP0087674 (Chenodeoxyglycocholoyl-CoA)

Structure for NP0087674 (Chenodeoxyglycocholoyl-CoA)

3D Structure for NP0087674 (Chenodeoxyglycocholoyl-CoA)