MiMeDB: Showing metabocard for 2'-(5''-triphospho-alpha-D-ribosyl)-3'-dephospho-CoA (MMDBc0055306)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:48:49 UTC

Update Date

2025-10-07 16:09:03 UTC

Metabolite ID

MMDBc0055306

Metabolite Identification

Common Name

2'-(5''-triphospho-alpha-D-ribosyl)-3'-dephospho-CoA

Description

2'-(5''-triphospho-alpha-D-ribosyl)-3'-dephospho-CoA is a nucleotide derivative belonging to the class of coenzymes. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and functions.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221482D          

 74 77  0  0  1  0            999 V2000
   -2.9472   -3.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7747   -5.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9935   -6.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1730   -6.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4851   -7.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3056   -7.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7975   -3.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -1.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0404   -4.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8837   -2.6167    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3290   -6.9358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5982   -2.2042    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4267   -1.3973    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6814   -4.5023    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0170   -5.2560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6062   -1.3110    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8609   -4.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1495   -7.0220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8374   -5.3422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8441   -7.6032    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.3519   -2.5398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9787   -0.7842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1663   -3.8349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5320   -5.9234    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.4549   -8.1739    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.3616   -7.4397    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.7206   -7.2672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6072   -1.8963    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.0253   -2.9856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1992   -4.8289    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.5582   -4.6564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9706   -2.6694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7982   -4.3104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4448   -5.3806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4750   -6.7155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4649   -3.9221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -2.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7049   -3.5762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2706   -2.0647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6274   -6.5329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0639   -3.4037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2925   -5.5631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5411   -7.3534    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.2716   -2.6500    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.3787   -4.7426    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8844   -3.4899    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.9599   -6.0480    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6411   -8.6156    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5756   -3.0661    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282   -1.8239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2394   -1.6850    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986   -1.3931    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1310   -0.6271    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7432    0.1385    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1965   -5.1698    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004    0.6542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0187   -2.0255    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  5  1  0  0  0  0
 12  7  1  1  0  0  0
 13  8  1  1  0  0  0
 14  3  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 21 15  2  0  0  0  0
 22 15  1  0  0  0  0
 23 20  1  0  0  0  0
 24 19  1  0  0  0  0
 25 18  1  0  0  0  0
 26  1  1  0  0  0  0
 26  2  1  0  0  0  0
 26  9  1  0  0  0  0
 26 20  1  0  0  0  0
 27 21  1  0  0  0  0
 28  5  1  4  0  0  0
 28 14  2  0  0  0  0
 29  4  1  4  0  0  0
 29 23  2  0  0  0  0
 30 10  2  0  0  0  0
 30 21  1  0  0  0  0
 31 10  1  0  0  0  0
 31 22  2  0  0  0  0
 32 11  2  0  0  0  0
 32 15  1  0  0  0  0
 33 11  1  0  0  0  0
 33 22  1  0  0  0  0
 24 33  1  1  0  0  0
 34 14  1  0  0  0  0
 16 35  1  6  0  0  0
 17 36  1  6  0  0  0
 18 37  1  6  0  0  0
 20 38  1  1  0  0  0
 39 23  1  0  0  0  0
 51  7  1  0  0  0  0
 52  8  1  0  0  0  0
 53  9  1  0  0  0  0
 54 13  1  0  0  0  0
 54 24  1  0  0  0  0
 55 12  1  0  0  0  0
 55 25  1  0  0  0  0
 19 56  1  6  0  0  0
 25 56  1  1  0  0  0
 60 40  1  0  0  0  0
 60 41  1  0  0  0  0
 60 42  2  0  0  0  0
 60 57  1  0  0  0  0
 61 43  1  0  0  0  0
 61 44  2  0  0  0  0
 61 52  1  0  0  0  0
 61 58  1  0  0  0  0
 62 45  1  0  0  0  0
 62 46  2  0  0  0  0
 62 51  1  0  0  0  0
 62 59  1  0  0  0  0
 63 47  1  0  0  0  0
 63 48  2  0  0  0  0
 63 53  1  0  0  0  0
 63 58  1  0  0  0  0
 64 49  1  0  0  0  0
 64 50  2  0  0  0  0
 64 57  1  0  0  0  0
 64 59  1  0  0  0  0
 65  6  1  0  0  0  0
 12 66  1  6  0  0  0
 13 67  1  6  0  0  0
 16 68  1  1  0  0  0
 17 69  1  1  0  0  0
 18 70  1  1  0  0  0
 19 71  1  1  0  0  0
 20 72  1  1  0  0  0
 24 73  1  6  0  0  0
 25 74  1  1  0  0  0
M  CHG  6  34  -1  39  -1  40  -1  41  -1  43  -1  45  -1
M  END


  Mrv1652306172221482D          

 74 77  0  0  1  0            999 V2000
   -2.9472   -3.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7747   -5.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9935   -6.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1730   -6.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4851   -7.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3056   -7.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7975   -3.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -1.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0404   -4.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8837   -2.6167    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3290   -6.9358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5982   -2.2042    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4267   -1.3973    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6814   -4.5023    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0170   -5.2560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6062   -1.3110    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8609   -4.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1495   -7.0220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8374   -5.3422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8441   -7.6032    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.3519   -2.5398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9787   -0.7842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1663   -3.8349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5320   -5.9234    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.4549   -8.1739    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.3616   -7.4397    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.7206   -7.2672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6072   -1.8963    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.0253   -2.9856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1992   -4.8289    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.5582   -4.6564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9706   -2.6694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7982   -4.3104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4448   -5.3806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4750   -6.7155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4649   -3.9221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -2.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7049   -3.5762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2706   -2.0647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6274   -6.5329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0639   -3.4037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2925   -5.5631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5411   -7.3534    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.2716   -2.6500    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.3787   -4.7426    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8844   -3.4899    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.9599   -6.0480    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6411   -8.6156    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5756   -3.0661    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282   -1.8239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2394   -1.6850    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986   -1.3931    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1310   -0.6271    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7432    0.1385    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1965   -5.1698    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004    0.6542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0187   -2.0255    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  5  1  0  0  0  0
 12  7  1  1  0  0  0
 13  8  1  1  0  0  0
 14  3  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 21 15  2  0  0  0  0
 22 15  1  0  0  0  0
 23 20  1  0  0  0  0
 24 19  1  0  0  0  0
 25 18  1  0  0  0  0
 26  1  1  0  0  0  0
 26  2  1  0  0  0  0
 26  9  1  0  0  0  0
 26 20  1  0  0  0  0
 27 21  1  0  0  0  0
 28  5  1  4  0  0  0
 28 14  2  0  0  0  0
 29  4  1  4  0  0  0
 29 23  2  0  0  0  0
 30 10  2  0  0  0  0
 30 21  1  0  0  0  0
 31 10  1  0  0  0  0
 31 22  2  0  0  0  0
 32 11  2  0  0  0  0
 32 15  1  0  0  0  0
 33 11  1  0  0  0  0
 33 22  1  0  0  0  0
 24 33  1  1  0  0  0
 34 14  1  0  0  0  0
 16 35  1  6  0  0  0
 17 36  1  6  0  0  0
 18 37  1  6  0  0  0
 20 38  1  1  0  0  0
 39 23  1  0  0  0  0
 51  7  1  0  0  0  0
 52  8  1  0  0  0  0
 53  9  1  0  0  0  0
 54 13  1  0  0  0  0
 54 24  1  0  0  0  0
 55 12  1  0  0  0  0
 55 25  1  0  0  0  0
 19 56  1  6  0  0  0
 25 56  1  1  0  0  0
 60 40  1  0  0  0  0
 60 41  1  0  0  0  0
 60 42  2  0  0  0  0
 60 57  1  0  0  0  0
 61 43  1  0  0  0  0
 61 44  2  0  0  0  0
 61 52  1  0  0  0  0
 61 58  1  0  0  0  0
 62 45  1  0  0  0  0
 62 46  2  0  0  0  0
 62 51  1  0  0  0  0
 62 59  1  0  0  0  0
 63 47  1  0  0  0  0
 63 48  2  0  0  0  0
 63 53  1  0  0  0  0
 63 58  1  0  0  0  0
 64 49  1  0  0  0  0
 64 50  2  0  0  0  0
 64 57  1  0  0  0  0
 64 59  1  0  0  0  0
 65  6  1  0  0  0  0
 12 66  1  6  0  0  0
 13 67  1  6  0  0  0
 16 68  1  1  0  0  0
 17 69  1  1  0  0  0
 18 70  1  1  0  0  0
 19 71  1  1  0  0  0
 20 72  1  1  0  0  0
 24 73  1  6  0  0  0
 25 74  1  1  0  0  0
M  CHG  6  34  -1  39  -1  40  -1  41  -1  43  -1  45  -1
M  END
> <DATABASE_ID>
MMDBc0055306

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](O)(C([O-])=NCCC([O-])=NCCS)C(C)(C)COP(O)(=O)OP([O-])(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O[C@@]2([H])O[C@]([H])(COP([O-])(=O)OP(O)(=O)OP([O-])([O-])=O)[C@@]([H])(O)[C@@]2([H])O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C26H46N7O26P5S/c1-26(2,20(38)23(39)29-4-3-14(34)28-5-6-65)9-53-63(47,48)58-61(43,44)52-8-13-17(36)19(24(54-13)33-11-32-15-21(27)30-10-31-22(15)33)56-25-18(37)16(35)12(55-25)7-51-62(45,46)59-64(49,50)57-60(40,41)42/h10-13,16-20,24-25,35-38,65H,3-9H2,1-2H3,(H,28,34)(H,29,39)(H,43,44)(H,45,46)(H,47,48)(H,49,50)(H2,27,30,31)(H2,40,41,42)/p-6/t12-,13-,16-,17-,18-,19-,20+,24-,25-/m1/s1

> <INCHI_KEY>
NFWZJXFBUKDGOX-HWCXJHOSSA-H

> <FORMULA>
C26H40N7O26P5S

> <MOLECULAR_WEIGHT>
1053.56

> <EXACT_MASS>
1053.046472079

> <JCHEM_ACCEPTOR_COUNT>
26

> <JCHEM_ATOM_COUNT>
105

> <JCHEM_AVERAGE_POLARIZABILITY>
86.44036360818353

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
-6

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-4-{[({[(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-{[(2R,3R,4S,5R)-3,4-dihydroxy-5-({[hydroxy(phosphonooxy)phosphoryl phosphono]oxy}methyl)oxolan-2-yl]oxy}-3-hydroxyoxolan-2-yl]methyl phosphono}oxy)(hydroxy)phosphoryl]oxy}-2-hydroxy-3,3-dimethyl-N-{2-[(2-sulfanylethyl)-C-hydroxycarbonimidoyl]ethyl}butanecarboximidate

> <JCHEM_LOGP>
-3.7415277603333355

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
1.8170425418313356

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8503154173683027

> <JCHEM_POLAR_SURFACE_AREA>
522.5000000000001

> <JCHEM_REFRACTIVITY>
228.5940000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
25

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-4-[({[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-4-{[(2R,3R,4S,5R)-3,4-dihydroxy-5-({[hydroxy(phosphonooxy)phosphoryl phosphono]oxy}methyl)oxolan-2-yl]oxy}-3-hydroxyoxolan-2-yl]methyl phosphono}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-3,3-dimethyl-N-{2-[(2-sulfanylethyl)-C-hydroxycarbonimidoyl]ethyl}butanecarboximidate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      -5.501  -6.712   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.179  -9.775   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -11.188 -11.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.656 -11.379   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -13.972 -14.515   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -15.504 -14.676   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.222  -6.416   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.061  -2.789   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.809  -8.082   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.383  -4.885   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.185  -1.884   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -11.814 -12.947   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.717  -4.115   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.650  -2.359   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.396  -2.608   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.555  -1.114   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.872  -8.404   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -7.498  -9.811   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.865  -2.447   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.340  -8.243   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       4.924   5.923   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0     -13.346 -13.108   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0      -9.030  -9.972   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0       6.258   3.613   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0       4.924   1.303   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0       2.126   1.597   0.000  0.00  0.00           N+0
HETATM   34  O   UNK     0     -10.909 -14.193   0.000  0.00  0.00           O-1
HETATM   35  O   UNK     0       8.124  -4.741   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       2.126  -3.824   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       7.427  -1.464   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -7.777  -7.158   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -6.593 -11.057   0.000  0.00  0.00           O-1
HETATM   40  O   UNK     0       8.316 -15.258   0.000  0.00  0.00           O-1
HETATM   41  O   UNK     0      10.008 -13.887   0.000  0.00  0.00           O-1
HETATM   42  O   UNK     0       6.945 -13.565   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       1.133  -3.540   0.000  0.00  0.00           O-1
HETATM   44  O   UNK     0       1.914  -5.573   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       7.838  -9.014   0.000  0.00  0.00           O-1
HETATM   46  O   UNK     0       4.775  -8.692   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      -1.812  -4.983   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      -1.490  -8.046   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       8.297 -10.044   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       6.487 -12.536   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       6.468  -7.321   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      -0.900  -4.320   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      -3.182  -6.676   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       0.185  -0.344   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       4.239  -3.854   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       4.095  -1.114   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0       8.638 -12.195   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      -0.119  -6.354   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0       6.146 -10.384   0.000  0.00  0.00           O+0
HETATM   60  P   UNK     0       8.477 -13.726   0.000  0.00  0.00           P+0
HETATM   61  P   UNK     0       0.507  -4.947   0.000  0.00  0.00           P+0
HETATM   62  P   UNK     0       6.307  -8.853   0.000  0.00  0.00           P+0
HETATM   63  P   UNK     0      -1.651  -6.515   0.000  0.00  0.00           P+0
HETATM   64  P   UNK     0       7.392 -11.290   0.000  0.00  0.00           P+0
HETATM   65  S   UNK     0     -16.130 -16.083   0.000  0.00  0.00           S+0
HETATM   66  H   UNK     0       6.675  -5.723   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0       0.426  -3.405   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0       7.913  -3.145   0.000  0.00  0.00           H+0
HETATM   69  H   UNK     0       3.171  -2.600   0.000  0.00  0.00           H+0
HETATM   70  H   UNK     0       5.845  -1.171   0.000  0.00  0.00           H+0
HETATM   71  H   UNK     0       3.254   0.259   0.000  0.00  0.00           H+0
HETATM   72  H   UNK     0      -5.967  -9.650   0.000  0.00  0.00           H+0
HETATM   73  H   UNK     0       0.561   1.221   0.000  0.00  0.00           H+0
HETATM   74  H   UNK     0       5.635  -3.781   0.000  0.00  0.00           H+0
CONECT    1   26                                                            
CONECT    2   26                                                            
CONECT    3    4   14                                                       
CONECT    4    3   29                                                       
CONECT    5    6   28                                                       
CONECT    6    5   65                                                       
CONECT    7   12   51                                                       
CONECT    8   13   52                                                       
CONECT    9   26   53                                                       
CONECT   10   30   31                                                       
CONECT   11   32   33                                                       
CONECT   12    7   16   55   66                                             
CONECT   13    8   17   54   67                                             
CONECT   14    3   28   34                                                  
CONECT   15   21   22   32                                                  
CONECT   16   12   18   35   68                                             
CONECT   17   13   19   36   69                                             
CONECT   18   16   25   37   70                                             
CONECT   19   17   24   56   71                                             
CONECT   20   23   26   38   72                                             
CONECT   21   15   27   30                                                  
CONECT   22   15   31   33                                                  
CONECT   23   20   29   39                                                  
CONECT   24   19   33   54   73                                             
CONECT   25   18   55   56   74                                             
CONECT   26    1    2    9   20                                             
CONECT   27   21                                                            
CONECT   28    5   14                                                       
CONECT   29    4   23                                                       
CONECT   30   10   21                                                       
CONECT   31   10   22                                                       
CONECT   32   11   15                                                       
CONECT   33   11   22   24                                                  
CONECT   34   14                                                            
CONECT   35   16                                                            
CONECT   36   17                                                            
CONECT   37   18                                                            
CONECT   38   20                                                            
CONECT   39   23                                                            
CONECT   40   60                                                            
CONECT   41   60                                                            
CONECT   42   60                                                            
CONECT   43   61                                                            
CONECT   44   61                                                            
CONECT   45   62                                                            
CONECT   46   62                                                            
CONECT   47   63                                                            
CONECT   48   63                                                            
CONECT   49   64                                                            
CONECT   50   64                                                            
CONECT   51    7   62                                                       
CONECT   52    8   61                                                       
CONECT   53    9   63                                                       
CONECT   54   13   24                                                       
CONECT   55   12   25                                                       
CONECT   56   19   25                                                       
CONECT   57   60   64                                                       
CONECT   58   61   63                                                       
CONECT   59   62   64                                                       
CONECT   60   40   41   42   57                                             
CONECT   61   43   44   52   58                                             
CONECT   62   45   46   51   59                                             
CONECT   63   47   48   53   58                                             
CONECT   64   49   50   57   59                                             
CONECT   65    6                                                            
CONECT   66   12                                                            
CONECT   67   13                                                            
CONECT   68   16                                                            
CONECT   69   17                                                            
CONECT   70   18                                                            
CONECT   71   19                                                            
CONECT   72   20                                                            
CONECT   73   24                                                            
CONECT   74   25                                                            
MASTER        0    0    0    0    0    0    0    0   74    0  154    0
END

Synonyms

Value	Source
2'-(5''-Triphospho-alpha-D-ribosyl)-3'-dephospho-CoA	ChEBI
2'-(5''-Triphosphoribosyl)-3'-dephospho-CoA hexaanion	ChEBI
2-5-Triphosphoribosyl-3-dephospho-CoA(6-)	ChEBI
2'-(5''-Triphospho-a-D-ribosyl)-3'-dephospho-CoA	Generator
2'-(5''-Triphospho-α-D-ribosyl)-3'-dephospho-CoA	Generator

Molecular Formula

C₂₆H₄₀N₇O₂₆P₅S

Average Mass

1053.56

Monoisotopic Mass

1053.046472079

IUPAC Name

(2R)-4-{[({[(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-{[(2R,3R,4S,5R)-3,4-dihydroxy-5-({[hydroxy(phosphonooxy)phosphoryl phosphono]oxy}methyl)oxolan-2-yl]oxy}-3-hydroxyoxolan-2-yl]methyl phosphono}oxy)(hydroxy)phosphoryl]oxy}-2-hydroxy-3,3-dimethyl-N-{2-[(2-sulfanylethyl)-C-hydroxycarbonimidoyl]ethyl}butanecarboximidate

Traditional Name

(2R)-4-[({[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-4-{[(2R,3R,4S,5R)-3,4-dihydroxy-5-({[hydroxy(phosphonooxy)phosphoryl phosphono]oxy}methyl)oxolan-2-yl]oxy}-3-hydroxyoxolan-2-yl]methyl phosphono}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-3,3-dimethyl-N-{2-[(2-sulfanylethyl)-C-hydroxycarbonimidoyl]ethyl}butanecarboximidate

CAS Registry Number

Not Available

SMILES

[H][C@](O)(C([O-])=NCCC([O-])=NCCS)C(C)(C)COP(O)(=O)OP([O-])(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O[C@@]2([H])O[C@]([H])(COP([O-])(=O)OP(O)(=O)OP([O-])([O-])=O)[C@@]([H])(O)[C@@]2([H])O)[C@]1([H])O

InChI Identifier

InChI=1S/C26H46N7O26P5S/c1-26(2,20(38)23(39)29-4-3-14(34)28-5-6-65)9-53-63(47,48)58-61(43,44)52-8-13-17(36)19(24(54-13)33-11-32-15-21(27)30-10-31-22(15)33)56-25-18(37)16(35)12(55-25)7-51-62(45,46)59-64(49,50)57-60(40,41)42/h10-13,16-20,24-25,35-38,65H,3-9H2,1-2H3,(H,28,34)(H,29,39)(H,43,44)(H,45,46)(H,47,48)(H,49,50)(H2,27,30,31)(H2,40,41,42)/p-6/t12-,13-,16-,17-,18-,19-,20+,24-,25-/m1/s1

InChI Key

NFWZJXFBUKDGOX-HWCXJHOSSA-H

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Purine ribonucleoside diphosphates

Alternative Parents

Substituents

Purine ribonucleoside diphosphate
Purine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
Beta amino acid or derivatives
Glycosyl compound
N-glycosyl compound
O-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Organic pyrophosphate
Imidazopyrimidine
Purine
Aminopyrimidine
Fatty amide
Monosaccharide
N-acyl-amine
N-substituted imidazole
Organic phosphoric acid derivative
Fatty acyl
Imidolactam
Phosphoric acid ester
Alkyl phosphate
Pyrimidine
Tetrahydrofuran
Azole
Heteroaromatic compound
Imidazole
Secondary carboxylic acid amide
Secondary alcohol
Amino acid or derivatives
Carboxamide group
Azacycle
Alkylthiol
Organoheterocyclic compound
Acetal
Oxacycle
Carboxylic acid derivative
Organosulfur compound
Organooxygen compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxygen compound
Primary amine
Amine
Organonitrogen compound
Organopnictogen compound
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organophosphate oxoanion (CHEBI:61378 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-3.7	ChemAxon
pKa (Strongest Acidic)	0.85	ChemAxon
Physiological Charge	-5	ChemAxon
Hydrogen Acceptor Count	26	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	522.5 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	228.59 m³·mol⁻¹	ChemAxon
Polarizability	86.44 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	640.2
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	338.9
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	499.2
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	636.7
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	446.8
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	156.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	2623.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	288.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	567.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	179.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	187.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	144.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	106.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	394.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	317.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	102.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	230.5
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	1339.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	818.6

Retention Indices

Not Available

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

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0024530	L-Serine	diphosphate	Apo-citrate lyase phosphoribosyl-dephospho-CoA transferase	Non-hydrolytic bond cleavage (or its reversal)	RHEA	34755880
MMDBr0025067	L-Serine	diphosphate	Phosphoribosyl-dephospho-CoA transferase	Transfer of phosphoribosyl-dephospho-CoA	RHEA	34755880

Health Effects and Bioactivity

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites
Bacteria/Eubacteria	Proteobacteria	50	Human ; Human feces; Human sputum; Human subgingival plaque
Bacteria	Proteobacteria	4	Human ; Human feces; Human sputum; Human subgingival plaque
Bacteria/Eubacteria	Firmicutes	16	Human ; Human feces
Bacteria	Firmicutes	1	Human ; Human feces

Exposure Sources

Other Exposures

Source Type	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

28638979

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71464471

PDB ID

Not Available

ChEBI ID

61378

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

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

Showing metabocard for 2'-(5''-triphospho-alpha-D-ribosyl)-3'-dephospho-CoA (MMDBc0055306)

MOL for #<Metabolite:0x00007f9aa0e100e0>

3D MOL for #<Metabolite:0x00007f9aa0e100e0>

3D SDF for #<Metabolite:0x00007f9aa0e100e0>

3D-SDF for #<Metabolite:0x00007f9aa0e100e0>

PDB for #<Metabolite:0x00007f9aa0e100e0>

3D PDB for #<Metabolite:0x00007f9aa0e100e0>

SMILES for #<Metabolite:0x00007f9aa0e100e0>

INCHI for #<Metabolite:0x00007f9aa0e100e0>

Structure for #<Metabolite:0x00007f9aa0e100e0>

3D Structure for #<Metabolite:0x00007f9aa0e100e0>