MiMeDB: Showing metabocard for 2',3',3'-c-tri-AMP (MMDBc0055315)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:49:00 UTC

Update Date

2022-08-12 20:09:20 UTC

Metabolite ID

MMDBc0055315

Metabolite Identification

Common Name

2',3',3'-c-tri-AMP

Description

2',3',3'-c-tri-AMP belongs to the class of organic compounds known as purine ribonucleoside 3',5'-bisphosphates. These are purine ribobucleotides with one phosphate group attached to 3' and 5' hydroxyl groups of the ribose moiety. Based on a literature review very few articles have been published on 2',3',3'-c-tri-AMP.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221492D          

 78 87  0  0  1  0            999 V2000
    3.1701   -7.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2416   -6.8316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0171   -4.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4641   -9.6361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2408   -0.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4971   -4.0823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1440  -10.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1606   -2.5825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7986   -3.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0839   -6.5329    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3279   -7.6521    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7708   -4.0346    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1726  -10.6630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7481   -1.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0681   -3.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3302   -6.1973    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9445   -8.8360    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1056   -4.0346    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0663   -8.0200    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4382   -4.5195    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2439   -5.3768    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9401  -10.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6619   -0.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7826   -2.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0508   -9.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0807   -1.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0681   -4.0823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1308   -8.9723    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8507   -3.2500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0286   -5.1219    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0619  -11.7815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3293   -0.0076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7826   -2.0198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5859  -10.4521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9082   -0.1569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4971   -3.2573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6965   -9.3336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3270   -1.4623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7826   -4.4948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4342  -11.0310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4156   -1.7979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2835   -3.0024    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2371   -9.7107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3356   -2.5825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2835   -4.3373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6627   -6.6822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5330   -9.4141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8903   -4.2895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1124   -8.8084    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.2919   -9.5472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0596   -6.3595    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.3913   -5.9029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6036   -3.4203    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.2270   -4.2783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4634   -7.9152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5120   -6.4960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6504   -3.8852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5135   -5.7893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2503   -8.2406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0257   -3.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4714   -8.8084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3520   -5.3400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4903   -5.0413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2919   -8.7222    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5983   -5.6755    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.4040   -4.2208    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.8908   -6.7045    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0057   -7.1817    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6845   -4.8551    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5765   -5.8617    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6966   -9.6229    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2347   -4.8494    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8606   -7.7972    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4382   -3.6945    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2871   -4.5529    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6941   -8.9797    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6655   -3.3790    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8434   -4.9928    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  1  1  0  0  0  0
 11  2  1  0  0  0  0
 12  3  1  0  0  0  0
 16 10  1  0  0  0  0
 19 11  1  0  0  0  0
 19 17  1  0  0  0  0
 20 12  1  0  0  0  0
 20 18  1  0  0  0  0
 21 16  1  0  0  0  0
 22 13  2  0  0  0  0
 23 14  2  0  0  0  0
 24 15  2  0  0  0  0
 25 13  1  0  0  0  0
 26 14  1  0  0  0  0
 27 15  1  0  0  0  0
 28 17  1  0  0  0  0
 29 18  1  0  0  0  0
 30 21  1  0  0  0  0
 31 22  1  0  0  0  0
 32 23  1  0  0  0  0
 33 24  1  0  0  0  0
 34  4  2  0  0  0  0
 34 22  1  0  0  0  0
 35  5  2  0  0  0  0
 35 23  1  0  0  0  0
 36  6  2  0  0  0  0
 36 24  1  0  0  0  0
 37  4  1  0  0  0  0
 37 25  2  0  0  0  0
 38  5  1  0  0  0  0
 38 26  2  0  0  0  0
 39  6  1  0  0  0  0
 39 27  2  0  0  0  0
 40  7  2  0  0  0  0
 40 13  1  0  0  0  0
 41  8  2  0  0  0  0
 41 14  1  0  0  0  0
 42  9  2  0  0  0  0
 42 15  1  0  0  0  0
 43  7  1  0  0  0  0
 43 25  1  0  0  0  0
 28 43  1  6  0  0  0
 44  8  1  0  0  0  0
 44 26  1  0  0  0  0
 29 44  1  6  0  0  0
 45  9  1  0  0  0  0
 45 27  1  0  0  0  0
 30 45  1  6  0  0  0
 46 16  1  0  0  0  0
 17 47  1  1  0  0  0
 18 48  1  1  0  0  0
 55  1  1  0  0  0  0
 56  2  1  0  0  0  0
 57  3  1  0  0  0  0
 58 10  1  0  0  0  0
 58 30  1  0  0  0  0
 59 11  1  0  0  0  0
 59 28  1  0  0  0  0
 60 12  1  0  0  0  0
 60 29  1  0  0  0  0
 61 19  1  0  0  0  0
 62 20  1  0  0  0  0
 63 21  1  0  0  0  0
 64 49  1  0  0  0  0
 64 50  2  0  0  0  0
 64 55  1  0  0  0  0
 64 61  1  0  0  0  0
 65 51  1  0  0  0  0
 65 52  2  0  0  0  0
 65 56  1  0  0  0  0
 65 62  1  0  0  0  0
 66 53  1  0  0  0  0
 66 54  2  0  0  0  0
 66 57  1  0  0  0  0
 66 63  1  0  0  0  0
 10 67  1  1  0  0  0
 11 68  1  1  0  0  0
 12 69  1  1  0  0  0
 16 70  1  6  0  0  0
 17 71  1  6  0  0  0
 18 72  1  6  0  0  0
 19 73  1  6  0  0  0
 20 74  1  6  0  0  0
 21 75  1  6  0  0  0
 28 76  1  1  0  0  0
 29 77  1  1  0  0  0
 30 78  1  1  0  0  0
M  CHG  3  49  -1  51  -1  53  -1
M  END


  Mrv1652306172221492D          

 78 87  0  0  1  0            999 V2000
    3.1701   -7.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2416   -6.8316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0171   -4.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4641   -9.6361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2408   -0.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4971   -4.0823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1440  -10.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1606   -2.5825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7986   -3.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0839   -6.5329    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3279   -7.6521    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7708   -4.0346    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.7481   -1.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0681   -3.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3302   -6.1973    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.1056   -4.0346    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0663   -8.0200    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4382   -4.5195    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    5.4971   -3.2573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6965   -9.3336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4342  -11.0310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4156   -1.7979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2835   -3.0024    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2835   -4.3373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6627   -6.6822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5330   -9.4141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8903   -4.2895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2919   -9.5472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4634   -7.9152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2503   -8.2406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0257   -3.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4714   -8.8084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3520   -5.3400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4903   -5.0413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2919   -8.7222    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5983   -5.6755    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.4040   -4.2208    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.8908   -6.7045    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0057   -7.1817    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6845   -4.8551    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6966   -9.6229    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2347   -4.8494    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8606   -7.7972    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4382   -3.6945    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2871   -4.5529    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6941   -8.9797    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6655   -3.3790    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8434   -4.9928    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  1  1  0  0  0  0
 11  2  1  0  0  0  0
 12  3  1  0  0  0  0
 16 10  1  0  0  0  0
 19 11  1  0  0  0  0
 19 17  1  0  0  0  0
 20 12  1  0  0  0  0
 20 18  1  0  0  0  0
 21 16  1  0  0  0  0
 22 13  2  0  0  0  0
 23 14  2  0  0  0  0
 24 15  2  0  0  0  0
 25 13  1  0  0  0  0
 26 14  1  0  0  0  0
 27 15  1  0  0  0  0
 28 17  1  0  0  0  0
 29 18  1  0  0  0  0
 30 21  1  0  0  0  0
 31 22  1  0  0  0  0
 32 23  1  0  0  0  0
 33 24  1  0  0  0  0
 34  4  2  0  0  0  0
 34 22  1  0  0  0  0
 35  5  2  0  0  0  0
 35 23  1  0  0  0  0
 36  6  2  0  0  0  0
 36 24  1  0  0  0  0
 37  4  1  0  0  0  0
 37 25  2  0  0  0  0
 38  5  1  0  0  0  0
 38 26  2  0  0  0  0
 39  6  1  0  0  0  0
 39 27  2  0  0  0  0
 40  7  2  0  0  0  0
 40 13  1  0  0  0  0
 41  8  2  0  0  0  0
 41 14  1  0  0  0  0
 42  9  2  0  0  0  0
 42 15  1  0  0  0  0
 43  7  1  0  0  0  0
 43 25  1  0  0  0  0
 28 43  1  6  0  0  0
 44  8  1  0  0  0  0
 44 26  1  0  0  0  0
 29 44  1  6  0  0  0
 45  9  1  0  0  0  0
 45 27  1  0  0  0  0
 30 45  1  6  0  0  0
 46 16  1  0  0  0  0
 17 47  1  1  0  0  0
 18 48  1  1  0  0  0
 55  1  1  0  0  0  0
 56  2  1  0  0  0  0
 57  3  1  0  0  0  0
 58 10  1  0  0  0  0
 58 30  1  0  0  0  0
 59 11  1  0  0  0  0
 59 28  1  0  0  0  0
 60 12  1  0  0  0  0
 60 29  1  0  0  0  0
 61 19  1  0  0  0  0
 62 20  1  0  0  0  0
 63 21  1  0  0  0  0
 64 49  1  0  0  0  0
 64 50  2  0  0  0  0
 64 55  1  0  0  0  0
 64 61  1  0  0  0  0
 65 51  1  0  0  0  0
 65 52  2  0  0  0  0
 65 56  1  0  0  0  0
 65 62  1  0  0  0  0
 66 53  1  0  0  0  0
 66 54  2  0  0  0  0
 66 57  1  0  0  0  0
 66 63  1  0  0  0  0
 10 67  1  1  0  0  0
 11 68  1  1  0  0  0
 12 69  1  1  0  0  0
 16 70  1  6  0  0  0
 17 71  1  6  0  0  0
 18 72  1  6  0  0  0
 19 73  1  6  0  0  0
 20 74  1  6  0  0  0
 21 75  1  6  0  0  0
 28 76  1  1  0  0  0
 29 77  1  1  0  0  0
 30 78  1  1  0  0  0
M  CHG  3  49  -1  51  -1  53  -1
M  END
> <DATABASE_ID>
MMDBc0055315

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]12COP([O-])(=O)O[C@]3([H])[C@@]([H])(COP([O-])(=O)O[C@]4([H])[C@@]([H])(COP([O-])(=O)O[C@]([H])([C@]1([H])O)[C@@]([H])(O2)N1C=NC2=C(N)N=CN=C12)O[C@@]([H])(N1C=NC2=C(N)N=CN=C12)[C@]4([H])O)O[C@@]([H])(N1C=NC2=C(N)N=CN=C12)[C@]3([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C30H36N15O18P3/c31-22-13-25(37-4-34-22)43(7-40-13)28-17(47)19-11(59-28)2-56-65(51,52)62-20-12(60-29(18(20)48)44-8-41-14-23(32)35-5-38-26(14)44)3-57-66(53,54)63-21-16(46)10(1-55-64(49,50)61-19)58-30(21)45-9-42-15-24(33)36-6-39-27(15)45/h4-12,16-21,28-30,46-48H,1-3H2,(H,49,50)(H,51,52)(H,53,54)(H2,31,34,37)(H2,32,35,38)(H2,33,36,39)/p-3/t10-,11-,12-,16-,17-,18-,19-,20-,21-,28-,29-,30-/m1/s1

> <INCHI_KEY>
KHEWXENMERNBOR-UQTMIEBXSA-K

> <FORMULA>
C30H33N15O18P3

> <MOLECULAR_WEIGHT>
984.604

> <EXACT_MASS>
984.135731016

> <JCHEM_ACCEPTOR_COUNT>
24

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
81.48686151628593

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-3

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,6R,8R,9R,10S,15R,17R,18R,19S,24R,26R,27R)-8,17,26-tris(6-amino-9H-purin-9-yl)-9,18,27-trihydroxy-3,12,21-trioxo-2,4,7,11,13,16,20,22,25-nonaoxa-3lambda5,12lambda5,21lambda5-triphosphatetracyclo[22.2.1.0^{6,10}.0^{15,19}]heptacosane-3,12,21-tris(olate)

> <JCHEM_LOGP>
-10.073551204449204

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
1.820767758255033

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.347190299014815

> <JCHEM_PKA_STRONGEST_BASIC>
4.39985605084285

> <JCHEM_POLAR_SURFACE_AREA>
473.01

> <JCHEM_REFRACTIVITY>
207.50340000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,6R,8R,9R,10S,15R,17R,18R,19S,24R,26R,27R)-8,17,26-tris(6-aminopurin-9-yl)-9,18,27-trihydroxy-3,12,21-trioxo-2,4,7,11,13,16,20,22,25-nonaoxa-3lambda5,12lambda5,21lambda5-triphosphatetracyclo[22.2.1.0^{6,10}.0^{15,19}]heptacosane-3,12,21-tris(olate)

> <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       5.918 -13.726   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.451 -12.752   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.032  -8.158   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.600 -17.987   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.316  -1.198   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.261  -7.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.269 -19.493   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.900  -4.821   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.224  -6.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.757 -12.195   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.612 -14.284   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.439  -7.531   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.189 -19.904   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.130  -2.451   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.594  -6.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.350 -11.568   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.763 -16.494   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.931  -7.531   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.990 -14.971   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.685  -8.436   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.189 -10.037   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.622 -20.469   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.969  -0.919   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.928  -5.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.961 -18.381   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.884  -3.356   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.594  -7.620   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.244 -16.748   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.455  -6.067   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.653  -9.561   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0      -3.849 -21.992   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0      -6.215  -0.014   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0       8.928  -3.770   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0      -4.827 -19.511   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0      -3.562  -0.293   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0      10.261  -6.080   0.000  0.00  0.00           N+0
HETATM   37  N   UNK     0      -3.167 -17.423   0.000  0.00  0.00           N+0
HETATM   38  N   UNK     0      -2.477  -2.730   0.000  0.00  0.00           N+0
HETATM   39  N   UNK     0       8.928  -8.390   0.000  0.00  0.00           N+0
HETATM   40  N   UNK     0      -0.810 -20.591   0.000  0.00  0.00           N+0
HETATM   41  N   UNK     0      -6.376  -3.356   0.000  0.00  0.00           N+0
HETATM   42  N   UNK     0       6.129  -5.604   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0      -0.443 -18.127   0.000  0.00  0.00           N+0
HETATM   44  N   UNK     0      -4.360  -4.821   0.000  0.00  0.00           N+0
HETATM   45  N   UNK     0       6.129  -8.096   0.000  0.00  0.00           N+0
HETATM   46  O   UNK     0       3.104 -12.473   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       2.862 -17.573   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      -5.395  -8.007   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       5.810 -16.442   0.000  0.00  0.00           O-1
HETATM   50  O   UNK     0       4.278 -17.821   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      -1.978 -11.871   0.000  0.00  0.00           O-1
HETATM   52  O   UNK     0      -2.597 -11.019   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       2.993  -6.385   0.000  0.00  0.00           O-1
HETATM   54  O   UNK     0       4.157  -7.986   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       4.598 -14.775   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      -0.956 -12.126   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0       1.214  -7.252   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0       6.559 -10.807   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      -0.467 -15.382   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      -1.915  -6.067   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0       2.747 -16.442   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      -2.524  -9.968   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0       2.782  -9.410   0.000  0.00  0.00           O+0
HETATM   64  P   UNK     0       4.278 -16.281   0.000  0.00  0.00           P+0
HETATM   65  P   UNK     0      -1.117 -10.594   0.000  0.00  0.00           P+0
HETATM   66  P   UNK     0       2.621  -7.879   0.000  0.00  0.00           P+0
HETATM   67  H   UNK     0       7.263 -12.515   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0       1.877 -13.406   0.000  0.00  0.00           H+0
HETATM   69  H   UNK     0      -1.278  -9.063   0.000  0.00  0.00           H+0
HETATM   70  H   UNK     0       2.943 -10.942   0.000  0.00  0.00           H+0
HETATM   71  H   UNK     0       1.300 -17.963   0.000  0.00  0.00           H+0
HETATM   72  H   UNK     0      -4.171  -9.052   0.000  0.00  0.00           H+0
HETATM   73  H   UNK     0       3.473 -14.555   0.000  0.00  0.00           H+0
HETATM   74  H   UNK     0      -2.685  -6.896   0.000  0.00  0.00           H+0
HETATM   75  H   UNK     0       4.269  -8.499   0.000  0.00  0.00           H+0
HETATM   76  H   UNK     0      -1.296 -16.762   0.000  0.00  0.00           H+0
HETATM   77  H   UNK     0      -4.976  -6.308   0.000  0.00  0.00           H+0
HETATM   78  H   UNK     0       7.174  -9.320   0.000  0.00  0.00           H+0
CONECT    1   10   55                                                       
CONECT    2   11   56                                                       
CONECT    3   12   57                                                       
CONECT    4   34   37                                                       
CONECT    5   35   38                                                       
CONECT    6   36   39                                                       
CONECT    7   40   43                                                       
CONECT    8   41   44                                                       
CONECT    9   42   45                                                       
CONECT   10    1   16   58   67                                             
CONECT   11    2   19   59   68                                             
CONECT   12    3   20   60   69                                             
CONECT   13   22   25   40                                                  
CONECT   14   23   26   41                                                  
CONECT   15   24   27   42                                                  
CONECT   16   10   21   46   70                                             
CONECT   17   19   28   47   71                                             
CONECT   18   20   29   48   72                                             
CONECT   19   11   17   61   73                                             
CONECT   20   12   18   62   74                                             
CONECT   21   16   30   63   75                                             
CONECT   22   13   31   34                                                  
CONECT   23   14   32   35                                                  
CONECT   24   15   33   36                                                  
CONECT   25   13   37   43                                                  
CONECT   26   14   38   44                                                  
CONECT   27   15   39   45                                                  
CONECT   28   17   43   59   76                                             
CONECT   29   18   44   60   77                                             
CONECT   30   21   45   58   78                                             
CONECT   31   22                                                            
CONECT   32   23                                                            
CONECT   33   24                                                            
CONECT   34    4   22                                                       
CONECT   35    5   23                                                       
CONECT   36    6   24                                                       
CONECT   37    4   25                                                       
CONECT   38    5   26                                                       
CONECT   39    6   27                                                       
CONECT   40    7   13                                                       
CONECT   41    8   14                                                       
CONECT   42    9   15                                                       
CONECT   43    7   25   28                                                  
CONECT   44    8   26   29                                                  
CONECT   45    9   27   30                                                  
CONECT   46   16                                                            
CONECT   47   17                                                            
CONECT   48   18                                                            
CONECT   49   64                                                            
CONECT   50   64                                                            
CONECT   51   65                                                            
CONECT   52   65                                                            
CONECT   53   66                                                            
CONECT   54   66                                                            
CONECT   55    1   64                                                       
CONECT   56    2   65                                                       
CONECT   57    3   66                                                       
CONECT   58   10   30                                                       
CONECT   59   11   28                                                       
CONECT   60   12   29                                                       
CONECT   61   19   64                                                       
CONECT   62   20   65                                                       
CONECT   63   21   66                                                       
CONECT   64   49   50   55   61                                             
CONECT   65   51   52   56   62                                             
CONECT   66   53   54   57   63                                             
CONECT   67   10                                                            
CONECT   68   11                                                            
CONECT   69   12                                                            
CONECT   70   16                                                            
CONECT   71   17                                                            
CONECT   72   18                                                            
CONECT   73   19                                                            
CONECT   74   20                                                            
CONECT   75   21                                                            
CONECT   76   28                                                            
CONECT   77   29                                                            
CONECT   78   30                                                            
MASTER        0    0    0    0    0    0    0    0   78    0  174    0
END

Synonyms

Not Available

Molecular Formula

C₃₀H₃₃N₁₅O₁₈P₃

Average Mass

984.604

Monoisotopic Mass

984.135731016

IUPAC Name

(1R,6R,8R,9R,10S,15R,17R,18R,19S,24R,26R,27R)-8,17,26-tris(6-amino-9H-purin-9-yl)-9,18,27-trihydroxy-3,12,21-trioxo-2,4,7,11,13,16,20,22,25-nonaoxa-3lambda5,12lambda5,21lambda5-triphosphatetracyclo[22.2.1.0^{6,10}.0^{15,19}]heptacosane-3,12,21-tris(olate)

Traditional Name

(1R,6R,8R,9R,10S,15R,17R,18R,19S,24R,26R,27R)-8,17,26-tris(6-aminopurin-9-yl)-9,18,27-trihydroxy-3,12,21-trioxo-2,4,7,11,13,16,20,22,25-nonaoxa-3lambda5,12lambda5,21lambda5-triphosphatetracyclo[22.2.1.0^{6,10}.0^{15,19}]heptacosane-3,12,21-tris(olate)

CAS Registry Number

Not Available

SMILES

[H][C@@]12COP([O-])(=O)O[C@]3([H])[C@@]([H])(COP([O-])(=O)O[C@]4([H])[C@@]([H])(COP([O-])(=O)O[C@]([H])([C@]1([H])O)[C@@]([H])(O2)N1C=NC2=C(N)N=CN=C12)O[C@@]([H])(N1C=NC2=C(N)N=CN=C12)[C@]4([H])O)O[C@@]([H])(N1C=NC2=C(N)N=CN=C12)[C@]3([H])O

InChI Identifier

InChI=1S/C30H36N15O18P3/c31-22-13-25(37-4-34-22)43(7-40-13)28-17(47)19-11(59-28)2-56-65(51,52)62-20-12(60-29(18(20)48)44-8-41-14-23(32)35-5-38-26(14)44)3-57-66(53,54)63-21-16(46)10(1-55-64(49,50)61-19)58-30(21)45-9-42-15-24(33)36-6-39-27(15)45/h4-12,16-21,28-30,46-48H,1-3H2,(H,49,50)(H,51,52)(H,53,54)(H2,31,34,37)(H2,32,35,38)(H2,33,36,39)/p-3/t10-,11-,12-,16-,17-,18-,19-,20-,21-,28-,29-,30-/m1/s1

InChI Key

KHEWXENMERNBOR-UQTMIEBXSA-K

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine ribonucleoside 3',5'-bisphosphates. These are purine ribobucleotides with one phosphate group attached to 3' and 5' hydroxyl groups of the ribose moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Purine ribonucleoside 3',5'-bisphosphates

Alternative Parents

Substituents

Purine ribonucleoside 3',5'-bisphosphate
Purine ribonucleoside 2',5'-bisphosphate
Pentose-5-phosphate
Pentose phosphate
N-glycosyl compound
Glycosyl compound
Monosaccharide phosphate
6-aminopurine
Purine
Imidazopyrimidine
Aminopyrimidine
Imidolactam
Pyrimidine
Organic phosphoric acid derivative
N-substituted imidazole
Monosaccharide
Heteroaromatic compound
Tetrahydrofuran
Imidazole
Azole
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Polyol
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Amine
Alcohol
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-10	ChemAxon
pKa (Strongest Acidic)	1.35	ChemAxon
pKa (Strongest Basic)	4.4	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	24	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	473.01 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	207.5 m³·mol⁻¹	ChemAxon
Polarizability	81.49 Å³	ChemAxon
Number of Rings	10	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

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

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	3	Human ; Human sputum; Human subgingival plaque; Human feces

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

154700474

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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

Showing metabocard for 2',3',3'-c-tri-AMP (MMDBc0055315)

MOL for #<Metabolite:0x00005634c27a9d40>

3D MOL for #<Metabolite:0x00005634c27a9d40>

3D SDF for #<Metabolite:0x00005634c27a9d40>

3D-SDF for #<Metabolite:0x00005634c27a9d40>

PDB for #<Metabolite:0x00005634c27a9d40>

3D PDB for #<Metabolite:0x00005634c27a9d40>

SMILES for #<Metabolite:0x00005634c27a9d40>

INCHI for #<Metabolite:0x00005634c27a9d40>

Structure for #<Metabolite:0x00005634c27a9d40>

3D Structure for #<Metabolite:0x00005634c27a9d40>