NP-MRD: Showing NP-Card for Choloyl-CoA (NP0086766)

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Record Information

Version

2.0

Created at

2022-05-11 16:30:23 UTC

Updated at

2022-05-11 16:30:23 UTC

NP-MRD ID

NP0086766

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Choloyl-CoA

Description

Choloyl-CoA, also known as cholyl-CoA or cholyl-coenzyme A, belongs to the class of organic compounds known as triacylglycerols. These are glycerides consisting of three fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Choloyl-CoA is a strong basic compound (based on its pKa). Within humans, choloyl-CoA participates in a number of enzymatic reactions. In particular, choloyl-CoA and taurine can be converted into taurocholic acid through its interaction with the enzyme bile acid-coa:Amino acid N-acyltransferase. In addition, choloyl-CoA and glycine can be converted into glycocholic acid through the action of the enzyme bile acid-coa:Amino acid N-acyltransferase. Choloyl-CoA is an intermediate metabolite in the Bile acid biosynthesis (KEGG). In humans, choloyl-CoA is involved in cerebrotendinous xanthomatosis (ctx).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02231219062D          

 78 84  0  0  1  0            999 V2000
    6.6147   -3.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9518   -2.9151    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    5.9567   -2.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5649   -2.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0166   -3.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3334   -2.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3182   -4.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9061   -4.5144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8311   -0.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1119   -4.5397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1074    0.3188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6853   -0.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2480   -0.4554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4707   -0.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.7877   -0.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.0803   -1.8675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9002   -0.8756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0701    2.5558    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6156    3.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4799    2.8494    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2470    1.4019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8839    1.4828    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1408    4.2867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8181    2.2724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6936    1.4627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8889    0.6478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5882    4.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1358    5.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3170    6.3667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3283   -3.7451    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
  4  9  1  0  0  0  0
  4 10  1  1  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  5 13  1  0  0  0  0
  6 14  1  0  0  0  0
  7 15  1  0  0  0  0
  7 16  1  0  0  0  0
  7 17  1  0  0  0  0
 11 18  1  0  0  0  0
 12 19  1  1  0  0  0
 15 20  1  0  0  0  0
 16 21  1  0  0  0  0
 18 22  1  0  0  0  0
 18 23  1  0  0  0  0
 20 24  1  0  0  0  0
 22 25  1  0  0  0  0
 24 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 28 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
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  2  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
 41 43  1  0  0  0  0
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 41 45  1  0  0  0  0
 43 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 47 50  2  0  0  0  0
 48 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
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 56 55  1  1  0  0  0
 56 57  1  0  0  0  0
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 57 60  1  6  0  0  0
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  8 12  1  0  0  0  0
  9 15  1  0  0  0  0
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 21 24  1  0  0  0  0
 59 61  1  0  0  0  0
 70 72  1  0  0  0  0
 74 75  1  0  0  0  0
  2 77  1  1  0  0  0
  3 78  1  1  0  0  0
M  END

     RDKit          3D

150156  0  0  0  0  0  0  0  0999 V2000
   -5.4076   -1.3716   -2.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9525   -0.7320   -0.9368 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -4.9967    0.3402    1.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6118    0.2670    2.6119 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9343   -1.4484    2.9182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8587   -2.3443    1.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6008   -2.4651    1.0792 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8436   -1.4714    0.4578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2103   -0.2878    0.4228 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4603   -1.7944   -0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1814   -0.4981   -0.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4294   -0.7120   -1.1682 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4743   -1.5336   -0.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3211   -2.1186    0.4176 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6901   -1.6615   -1.5066 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8276   -0.6431   -2.4476 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9305   -1.9720   -0.7599 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7260   -3.3062   -0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0256   -2.2204   -1.8041 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4503   -0.9329    0.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.2042    1.2254   -2.0909 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.5514    1.2097   -1.9440 C   0  0  1  0  0  0  0  0  0  0  0  0
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   15.5674    0.8126   -0.4565 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6831    0.0647   -0.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2292    0.2476    0.8840 N   0  0  0  0  0  0  0  0  0  0  0  0
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  -12.4192    0.9193    2.6494 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -14.9330    0.9161    2.3606 C   0  0  1  0  0  0  0  0  0  0  0  0
  -15.9277    1.9236    2.4356 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


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  7 16  1  0  0  0  0
  7 17  1  0  0  0  0
 11 18  1  0  0  0  0
 12 19  1  1  0  0  0
 15 20  1  0  0  0  0
 16 21  1  0  0  0  0
 18 22  1  0  0  0  0
 18 23  1  0  0  0  0
 20 24  1  0  0  0  0
 22 25  1  0  0  0  0
 24 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 28 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
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  2  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
 41 43  1  0  0  0  0
 41 44  1  0  0  0  0
 41 45  1  0  0  0  0
 43 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 47 50  2  0  0  0  0
 48 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 51 54  2  0  0  0  0
 52 55  1  0  0  0  0
 56 55  1  1  0  0  0
 56 57  1  0  0  0  0
 56 58  1  0  0  0  0
 57 59  1  0  0  0  0
 57 60  1  6  0  0  0
 58 61  1  0  0  0  0
 59 62  1  6  0  0  0
 60 63  1  0  0  0  0
 61 64  1  1  0  0  0
 63 65  1  0  0  0  0
 63 66  1  0  0  0  0
 63 67  2  0  0  0  0
 64 68  1  0  0  0  0
 64 69  1  0  0  0  0
 68 70  2  0  0  0  0
 68 71  1  0  0  0  0
 69 72  2  0  0  0  0
 70 73  1  0  0  0  0
 71 74  2  0  0  0  0
 73 75  2  0  0  0  0
 73 76  1  0  0  0  0
  8 12  1  0  0  0  0
  9 15  1  0  0  0  0
 11 14  1  0  0  0  0
 21 24  1  0  0  0  0
 59 61  1  0  0  0  0
 70 72  1  0  0  0  0
 74 75  1  0  0  0  0
  2 77  1  1  0  0  0
  3 78  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0086766

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CCC(C(C)CCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3OP(O)(O)=O)N3C=NC4=C3N=CN=C4N)C1(C)[C@@H](O)C[C@@]1([H])C2[C@H](O)CC2C[C@H](O)CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C45H74N7O20P3S/c1-23(26-7-8-27-34-28(18-31(55)45(26,27)5)44(4)12-10-25(53)16-24(44)17-29(34)54)6-9-33(57)76-15-14-47-32(56)11-13-48-41(60)38(59)43(2,3)20-69-75(66,67)72-74(64,65)68-19-30-37(71-73(61,62)63)36(58)42(70-30)52-22-51-35-39(46)49-21-50-40(35)52/h21-31,34,36-38,42,53-55,58-59H,6-20H2,1-5H3,(H,47,56)(H,48,60)(H,64,65)(H,66,67)(H2,46,49,50)(H2,61,62,63)/t23?,24?,25-,26?,27+,28+,29-,30-,31+,34?,36-,37-,38?,42-,44?,45?/m1/s1

> <INCHI_KEY>
ZKWNOTQHFKYUNU-TVKZAFKCSA-N

> <FORMULA>
C45H74N7O20P3S

> <MOLECULAR_WEIGHT>
1158.09

> <EXACT_MASS>
1157.392218069

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
114.42547310954163

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy({3-hydroxy-2,2-dimethyl-3-[(2-{[2-({4-[(1S,5R,9R,11S,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}sulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy})phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
0.56

> <JCHEM_LOGP>
-4.269370698966352

> <ALOGPS_LOGS>
-2.89

> <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>
424.31999999999994

> <JCHEM_REFRACTIVITY>
270.35360000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.49e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[({hydroxy[hydroxy(3-hydroxy-2,2-dimethyl-3-[(2-{[2-({4-[(1S,5R,9R,11S,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}sulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy)phosphoryl]oxyphosphoryl}oxy)methyl]oxolan-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      12.347  -6.150   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.110  -5.442   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.679  -5.451   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.376  -7.671   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.119  -3.958   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.521  -5.460   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.964  -6.197   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.689  -3.968   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.661  -8.436   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      11.025  -8.427   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       9.825  -3.203   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.394  -3.221   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.119  -2.409   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.531  -3.949   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.955  -7.680   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.259  -5.470   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.964  -4.648   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.835  -1.653   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      13.481  -1.757   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      16.240  -8.446   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.553  -6.216   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.502  -0.869   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.921  -0.708   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.543  -7.699   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.151  -1.634   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      18.876  -8.474   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.819  -0.860   0.000  0.00  0.00           C+0
HETATM   28  S   UNK     0       4.478  -1.625   0.000  0.00  0.00           S+0
HETATM   29  O   UNK     0       5.800   0.595   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.146  -0.850   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.804  -1.625   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0       0.463  -0.850   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0      -0.879  -1.625   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.211  -0.850   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -0.879  -3.174   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -3.552  -1.625   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0      -4.894  -0.860   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0      -6.235  -1.625   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -7.567  -0.860   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -6.235  -3.174   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -8.909  -1.625   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -7.567   0.690   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0     -10.250  -0.860   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -8.928  -3.004   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -8.937  -0.028   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0     -11.582  -1.625   0.000  0.00  0.00           O+0
HETATM   47  P   UNK     0     -13.188  -1.653   0.000  0.00  0.00           P+0
HETATM   48  O   UNK     0     -13.198   1.493   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0     -13.217  -3.486   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0     -14.747  -1.634   0.000  0.00  0.00           O+0
HETATM   51  P   UNK     0     -13.198   4.771   0.000  0.00  0.00           P+0
HETATM   52  O   UNK     0     -10.732   4.799   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0     -13.188   6.329   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0     -14.756   4.790   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      -8.616   5.791   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      -7.170   5.338   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      -6.679   3.864   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      -5.914   6.245   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0      -5.102   3.864   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      -7.473   2.759   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0      -4.629   5.319   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0      -4.194   2.617   0.000  0.00  0.00           O+0
HETATM   63  P   UNK     0      -9.117   2.768   0.000  0.00  0.00           P+0
HETATM   64  N   UNK     0      -3.996   8.002   0.000  0.00  0.00           N+0
HETATM   65  O   UNK     0      -8.994   4.242   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0     -10.628   2.730   0.000  0.00  0.00           O+0
HETATM   67  O   UNK     0      -9.126   1.209   0.000  0.00  0.00           O+0
HETATM   68  C   UNK     0      -6.698   8.002   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      -3.987   9.570   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      -6.698   9.570   0.000  0.00  0.00           C+0
HETATM   71  N   UNK     0      -8.049   7.218   0.000  0.00  0.00           N+0
HETATM   72  N   UNK     0      -5.338  10.354   0.000  0.00  0.00           N+0
HETATM   73  C   UNK     0      -8.049  10.345   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0      -9.390   8.002   0.000  0.00  0.00           C+0
HETATM   75  N   UNK     0      -9.390   9.570   0.000  0.00  0.00           N+0
HETATM   76  N   UNK     0      -8.058  11.885   0.000  0.00  0.00           N+0
HETATM   77  H   UNK     0      11.119  -6.982   0.000  0.00  0.00           H+0
HETATM   78  H   UNK     0      13.679  -6.991   0.000  0.00  0.00           H+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6   77                                             
CONECT    3    1    7    8   78                                             
CONECT    4    1    9   10                                                  
CONECT    5    2   11   12   13                                             
CONECT    6    2   14                                                       
CONECT    7    3   15   16   17                                             
CONECT    8    3   12                                                       
CONECT    9    4   15                                                       
CONECT   10    4                                                            
CONECT   11    5   18   14                                                  
CONECT   12    5   19    8                                                  
CONECT   13    5                                                            
CONECT   14    6   11                                                       
CONECT   15    7   20    9                                                  
CONECT   16    7   21                                                       
CONECT   17    7                                                            
CONECT   18   11   22   23                                                  
CONECT   19   12                                                            
CONECT   20   15   24                                                       
CONECT   21   16   24                                                       
CONECT   22   18   25                                                       
CONECT   23   18                                                            
CONECT   24   20   26   21                                                  
CONECT   25   22   27                                                       
CONECT   26   24                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27   30                                                       
CONECT   29   27                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33   36                                                       
CONECT   35   33                                                            
CONECT   36   34   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38   41   42                                                  
CONECT   40   38                                                            
CONECT   41   39   43   44   45                                             
CONECT   42   39                                                            
CONECT   43   41   46                                                       
CONECT   44   41                                                            
CONECT   45   41                                                            
CONECT   46   43   47                                                       
CONECT   47   46   48   49   50                                             
CONECT   48   47   51                                                       
CONECT   49   47                                                            
CONECT   50   47                                                            
CONECT   51   48   52   53   54                                             
CONECT   52   51   55                                                       
CONECT   53   51                                                            
CONECT   54   51                                                            
CONECT   55   52   56                                                       
CONECT   56   55   57   58                                                  
CONECT   57   56   59   60                                                  
CONECT   58   56   61                                                       
CONECT   59   57   62   61                                                  
CONECT   60   57   63                                                       
CONECT   61   58   64   59                                                  
CONECT   62   59                                                            
CONECT   63   60   65   66   67                                             
CONECT   64   61   68   69                                                  
CONECT   65   63                                                            
CONECT   66   63                                                            
CONECT   67   63                                                            
CONECT   68   64   70   71                                                  
CONECT   69   64   72                                                       
CONECT   70   68   73   72                                                  
CONECT   71   68   74                                                       
CONECT   72   69   70                                                       
CONECT   73   70   75   76                                                  
CONECT   74   71   75                                                       
CONECT   75   73   74                                                       
CONECT   76   73                                                            
CONECT   77    2                                                            
CONECT   78    3                                                            
MASTER        0    0    0    0    0    0    0    0   78    0  168    0
END

View in JSmol

Synonyms

Value	Source
7-alpha-12-alpha-Dihydroxy-3-oxo-5-beta-cholyl-CoA	HMDB
Choloyl-coenzyme A	HMDB
Cholyl-CoA	HMDB
Cholyl-coenzyme A	HMDB

Chemical Formula

C₄₅H₇₄N₇O₂₀P₃S

Average Mass

1158.0900 Da

Monoisotopic Mass

1157.39222 Da

IUPAC Name

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy({3-hydroxy-2,2-dimethyl-3-[(2-{[2-({4-[(1S,5R,9R,11S,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}sulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy})phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

Traditional Name

[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[({hydroxy[hydroxy(3-hydroxy-2,2-dimethyl-3-[(2-{[2-({4-[(1S,5R,9R,11S,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}sulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy)phosphoryl]oxyphosphoryl}oxy)methyl]oxolan-3-yl]oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]12CCC(C(C)CCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3OP(O)(O)=O)N3C=NC4=C3N=CN=C4N)C1(C)[C@@H](O)C[C@@]1([H])C2[C@H](O)CC2C[C@H](O)CCC12C

InChI Identifier

InChI=1S/C45H74N7O20P3S/c1-23(26-7-8-27-34-28(18-31(55)45(26,27)5)44(4)12-10-25(53)16-24(44)17-29(34)54)6-9-33(57)76-15-14-47-32(56)11-13-48-41(60)38(59)43(2,3)20-69-75(66,67)72-74(64,65)68-19-30-37(71-73(61,62)63)36(58)42(70-30)52-22-51-35-39(46)49-21-50-40(35)52/h21-31,34,36-38,42,53-55,58-59H,6-20H2,1-5H3,(H,47,56)(H,48,60)(H,64,65)(H,66,67)(H2,46,49,50)(H2,61,62,63)/t23?,24?,25-,26?,27+,28+,29-,30-,31+,34?,36-,37-,38?,42-,44?,45?/m1/s1

InChI Key

ZKWNOTQHFKYUNU-TVKZAFKCSA-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 triacylglycerols. These are glycerides consisting of three fatty acid chains covalently bonded to a glycerol molecule through ester linkages.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Triradylcglycerols

Direct Parent

Triacylglycerols

Alternative Parents

Substituents

Triacyl-sn-glycerol
Octadecanoid
Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

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	0.56	ALOGPS
logP	-4.3	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	0.83	ChemAxon
pKa (Strongest Basic)	4.95	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	424.32 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	270.35 m³·mol⁻¹	ChemAxon
Polarizability	114.43 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