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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (7) Show 7 proteins XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 04:02:25 UTC

Update Date

2021-10-01 19:43:58 UTC

HMDB ID

HMDB0249529

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cyclic ADP-ribose

Description

3,4,8,10,14,15-hexahydroxy-24-imino-7,9,11,25,26-pentaoxa-1,17,19,22-tetraaza-8λ⁵,10λ⁵-diphosphapentacyclo[18.3.1.1²,⁵.1¹³,¹⁶.0¹⁷,²¹]hexacosa-18,20,22-triene-8,10-dione belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. Based on a literature review very few articles have been published on 3,4,8,10,14,15-hexahydroxy-24-imino-7,9,11,25,26-pentaoxa-1,17,19,22-tetraaza-8λ⁵,10λ⁵-diphosphapentacyclo[18.3.1.1²,⁵.1¹³,¹⁶.0¹⁷,²¹]hexacosa-18,20,22-triene-8,10-dione. This compound has been identified in human blood as reported by (PMID: 31557052 ). Cyclic adp-ribose is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cyclic ADP-ribose is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309112106022D          

 35 39  0  0  0  0            999 V2000
    9.2661    2.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5019    1.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2062    1.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0151    0.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1928    0.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8756    1.1431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5589   -0.5002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7499    0.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0456    0.7320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4193    0.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7366   -0.5666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2357   -1.2221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4176   -1.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1003   -0.3546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6012    0.3010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2839    1.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0184    0.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2096    0.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1146    1.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8647    1.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4232    1.0614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1588    2.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7255    3.3134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4631    3.6830    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.8317    4.2139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2826    3.7780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0852    3.5869    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.9428    4.3995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7741    3.1329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7749    4.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7005    4.4731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3958    1.7299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6024   -0.0531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5522   -0.1784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9678    1.5676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  2  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
  1 29  1  0  0  0  0
 27 30  1  0  0  0  0
 24 31  1  0  0  0  0
 19 32  1  0  0  0  0
 18 33  1  0  0  0  0
  4 34  1  0  0  0  0
  3 35  1  0  0  0  0
M  END

HMDB0249529
     RDKit          3D
Cyclic ADP-ribose
 56 60  0  0  0  0  0  0  0  0999 V2000
    1.5489   -4.0546    1.4445 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1188   -2.8753    1.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2630   -2.9791    0.7605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2040   -3.9408    0.8576 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4046   -3.4119    0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2258   -2.1414    0.0901 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9370   -1.8990    0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3074   -0.7687    0.0733 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0447   -0.6422    0.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7336   -1.6907    0.7964 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1536   -1.4985    1.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5231   -0.3148    1.7354 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1653    0.5131    0.8693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5741    1.9051    0.7684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5808    2.1690    1.6743 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4331    3.2869    1.0956 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.7489    3.7260   -0.3100 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3862    4.6405    2.1079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0645    2.4963    1.1858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1574    3.0970    0.0566 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.5305    4.2350   -0.7407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5042    3.7173    0.8691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6487    1.8622   -0.9544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0140    1.7218   -1.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2707    0.4751   -1.8800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4036   -0.5473   -1.5547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9971   -1.0627   -0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4105   -1.2886   -0.7561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6296   -2.4045   -1.5423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6383   -0.0618   -1.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4852    0.8562   -1.0419 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1487   -0.0965   -0.5136 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3669    0.1466   -1.1340 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9231   -1.5667   -0.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1796   -2.1388   -0.0512 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9234   -4.8333    1.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3351   -3.9586    0.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2768    0.4106    0.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6860   -2.1962    1.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2381    0.5746    1.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4116    2.6281    0.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1900    2.1044   -0.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3119    4.9989    2.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9659    4.3736    0.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5247    1.7339   -0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3975    2.6030   -1.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1665    0.7392   -2.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9927   -0.1730    0.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1123   -1.1876    0.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5579   -2.7183   -1.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0800   -0.3585   -2.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3533    0.8008   -0.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3614    0.3256   -1.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0635   -0.4414   -0.7203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3715   -2.0121   -1.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1182   -2.8778    0.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 13 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 10  2  1  0
 34 11  1  0
  7  3  2  0
 30 25  1  0
 27  6  1  0
  1 36  1  0
  5 37  1  0
  9 38  1  0
 11 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 18 43  1  0
 22 44  1  0
 24 45  1  0
 24 46  1  0
 25 47  1  0
 27 48  1  0
 28 49  1  0
 29 50  1  0
 30 51  1  0
 31 52  1  0
 32 53  1  0
 33 54  1  0
 34 55  1  0
 35 56  1  0
M  END


  Mrv1652309112106022D          

 35 39  0  0  0  0            999 V2000
    9.2661    2.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5019    1.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2062    1.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0151    0.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1928    0.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8756    1.1431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5589   -0.5002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7499    0.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0456    0.7320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4193    0.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7366   -0.5666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2357   -1.2221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4176   -1.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1003   -0.3546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6012    0.3010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2839    1.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0184    0.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2096    0.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1146    1.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8647    1.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4232    1.0614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1588    2.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7255    3.3134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4631    3.6830    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.8317    4.2139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2826    3.7780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0852    3.5869    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.9428    4.3995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7741    3.1329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7749    4.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7005    4.4731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3958    1.7299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6024   -0.0531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5522   -0.1784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9678    1.5676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  2  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
  1 29  1  0  0  0  0
 27 30  1  0  0  0  0
 24 31  1  0  0  0  0
 19 32  1  0  0  0  0
 18 33  1  0  0  0  0
  4 34  1  0  0  0  0
  3 35  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249529

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1C2COP(O)(=O)OP(O)(=O)OCC3OC(C(O)C3O)N3C=NC4=C(N=CN4C(O2)C1O)C3=N

> <INCHI_IDENTIFIER>
InChI=1S/C15H21N5O13P2/c16-12-7-13-18-4-19(12)14-10(23)8(21)5(31-14)1-29-34(25,26)33-35(27,28)30-2-6-9(22)11(24)15(32-6)20(13)3-17-7/h3-6,8-11,14-16,21-24H,1-2H2,(H,25,26)(H,27,28)

> <INCHI_KEY>
BQOHYSXSASDCEA-UHFFFAOYSA-N

> <FORMULA>
C15H21N5O13P2

> <MOLECULAR_WEIGHT>
541.303

> <EXACT_MASS>
541.061109752

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
44.61885674479851

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4,8,10,14,15-hexahydroxy-24-imino-7,9,11,25,26-pentaoxa-1,17,19,22-tetraaza-8lambda5,10lambda5-diphosphapentacyclo[18.3.1.1^{2,5}.1^{13,16}.0^{17,21}]hexacosa-18,20,22-triene-8,10-dione

> <ALOGPS_LOGP>
-1.93

> <JCHEM_LOGP>
-4.579381945296682

> <ALOGPS_LOGS>
-1.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.825730520645132

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8251235281605354

> <JCHEM_PKA_STRONGEST_BASIC>
3.4471056951499803

> <JCHEM_POLAR_SURFACE_AREA>
258.93999999999994

> <JCHEM_REFRACTIVITY>
118.76489999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.91e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,8,10,14,15-hexahydroxy-24-imino-7,9,11,25,26-pentaoxa-1,17,19,22-tetraaza-8lambda5,10lambda5-diphosphapentacyclo[18.3.1.1^{2,5}.1^{13,16}.0^{17,21}]hexacosa-18,20,22-triene-8,10-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249529
     RDKit          3D
Cyclic ADP-ribose
 56 60  0  0  0  0  0  0  0  0999 V2000
    1.5489   -4.0546    1.4445 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1188   -2.8753    1.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2630   -2.9791    0.7605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2040   -3.9408    0.8576 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4046   -3.4119    0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2258   -2.1414    0.0901 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9370   -1.8990    0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3074   -0.7687    0.0733 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0447   -0.6422    0.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7336   -1.6907    0.7964 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1536   -1.4985    1.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5231   -0.3148    1.7354 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1653    0.5131    0.8693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5741    1.9051    0.7684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5808    2.1690    1.6743 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4331    3.2869    1.0956 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.7489    3.7260   -0.3100 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3862    4.6405    2.1079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0645    2.4963    1.1858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1574    3.0970    0.0566 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.5305    4.2350   -0.7407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5042    3.7173    0.8691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6487    1.8622   -0.9544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0140    1.7218   -1.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2707    0.4751   -1.8800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4036   -0.5473   -1.5547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9971   -1.0627   -0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4105   -1.2886   -0.7561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6296   -2.4045   -1.5423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6383   -0.0618   -1.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4852    0.8562   -1.0419 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1487   -0.0965   -0.5136 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3669    0.1466   -1.1340 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9231   -1.5667   -0.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1796   -2.1388   -0.0512 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9234   -4.8333    1.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3351   -3.9586    0.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2768    0.4106    0.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6860   -2.1962    1.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2381    0.5746    1.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4116    2.6281    0.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1900    2.1044   -0.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3119    4.9989    2.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9659    4.3736    0.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5247    1.7339   -0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3975    2.6030   -1.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1665    0.7392   -2.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9927   -0.1730    0.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1123   -1.1876    0.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5579   -2.7183   -1.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0800   -0.3585   -2.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3533    0.8008   -0.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3614    0.3256   -1.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0635   -0.4414   -0.7203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3715   -2.0121   -1.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1182   -2.8778    0.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 13 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 10  2  1  0
 34 11  1  0
  7  3  2  0
 30 25  1  0
 27  6  1  0
  1 36  1  0
  5 37  1  0
  9 38  1  0
 11 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 18 43  1  0
 22 44  1  0
 24 45  1  0
 24 46  1  0
 25 47  1  0
 27 48  1  0
 28 49  1  0
 29 50  1  0
 30 51  1  0
 31 52  1  0
 32 53  1  0
 33 54  1  0
 34 55  1  0
 35 56  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      17.297   4.612   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.737   3.136   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.052   2.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.695   0.836   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.160   0.712   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      16.568   2.134   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      15.977  -0.934   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      16.333   0.565   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      15.018   1.366   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      13.849   0.364   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.442  -1.058   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      13.507  -2.281   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      11.979  -2.083   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      11.387  -0.662   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      12.322   0.562   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      11.730   1.983   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       9.368   0.639   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.858   0.944   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.681   2.473   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.081   3.115   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      10.123   1.981   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.630   5.066   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      10.688   6.185   0.000  0.00  0.00           O+0
HETATM   24  P   UNK     0      12.065   6.875   0.000  0.00  0.00           P+0
HETATM   25  O   UNK     0      10.886   7.866   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      13.594   7.052   0.000  0.00  0.00           O+0
HETATM   27  P   UNK     0      15.092   6.696   0.000  0.00  0.00           P+0
HETATM   28  O   UNK     0      14.826   8.212   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      16.378   5.848   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      16.380   7.541   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      12.508   8.350   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       6.339   3.229   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       6.725  -0.099   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      19.697  -0.333   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      20.473   2.926   0.000  0.00  0.00           O+0
CONECT    1    2   29                                                       
CONECT    2    1    3    6                                                  
CONECT    3    2    4   35                                                  
CONECT    4    3    5   34                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    2                                                       
CONECT    7    5    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10    7   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   10   16                                                  
CONECT   16   15                                                            
CONECT   17   14   18   21                                                  
CONECT   18   17   19   33                                                  
CONECT   19   18   20   32                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20   17                                                       
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26   31                                             
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27    1                                                       
CONECT   30   27                                                            
CONECT   31   24                                                            
CONECT   32   19                                                            
CONECT   33   18                                                            
CONECT   34    4                                                            
CONECT   35    3                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

COMPND    HMDB0249529
HETATM    1  N1  UNL     1       1.549  -4.055   1.445  1.00  0.00           N  
HETATM    2  C1  UNL     1       1.119  -2.875   1.025  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.263  -2.979   0.761  1.00  0.00           C  
HETATM    4  N2  UNL     1      -1.204  -3.941   0.858  1.00  0.00           N  
HETATM    5  C3  UNL     1      -2.405  -3.412   0.442  1.00  0.00           C  
HETATM    6  N3  UNL     1      -2.226  -2.141   0.090  1.00  0.00           N  
HETATM    7  C4  UNL     1      -0.937  -1.899   0.286  1.00  0.00           C  
HETATM    8  N4  UNL     1      -0.307  -0.769   0.073  1.00  0.00           N  
HETATM    9  C5  UNL     1       1.045  -0.642   0.324  1.00  0.00           C  
HETATM   10  N5  UNL     1       1.734  -1.691   0.796  1.00  0.00           N  
HETATM   11  C6  UNL     1       3.154  -1.498   1.081  1.00  0.00           C  
HETATM   12  O1  UNL     1       3.523  -0.315   1.735  1.00  0.00           O  
HETATM   13  C7  UNL     1       4.165   0.513   0.869  1.00  0.00           C  
HETATM   14  C8  UNL     1       3.574   1.905   0.768  1.00  0.00           C  
HETATM   15  O2  UNL     1       2.581   2.169   1.674  1.00  0.00           O  
HETATM   16  P1  UNL     1       1.433   3.287   1.096  1.00  0.00           P  
HETATM   17  O3  UNL     1       1.749   3.726  -0.310  1.00  0.00           O  
HETATM   18  O4  UNL     1       1.386   4.641   2.108  1.00  0.00           O  
HETATM   19  O5  UNL     1      -0.064   2.496   1.186  1.00  0.00           O  
HETATM   20  P2  UNL     1      -1.157   3.097   0.057  1.00  0.00           P  
HETATM   21  O6  UNL     1      -0.530   4.235  -0.741  1.00  0.00           O  
HETATM   22  O7  UNL     1      -2.504   3.717   0.869  1.00  0.00           O  
HETATM   23  O8  UNL     1      -1.649   1.862  -0.954  1.00  0.00           O  
HETATM   24  C9  UNL     1      -3.014   1.722  -1.055  1.00  0.00           C  
HETATM   25  C10 UNL     1      -3.271   0.475  -1.880  1.00  0.00           C  
HETATM   26  O9  UNL     1      -2.404  -0.547  -1.555  1.00  0.00           O  
HETATM   27  C11 UNL     1      -2.997  -1.063  -0.388  1.00  0.00           C  
HETATM   28  C12 UNL     1      -4.410  -1.289  -0.756  1.00  0.00           C  
HETATM   29  O10 UNL     1      -4.630  -2.404  -1.542  1.00  0.00           O  
HETATM   30  C13 UNL     1      -4.638  -0.062  -1.668  1.00  0.00           C  
HETATM   31  O11 UNL     1      -5.485   0.856  -1.042  1.00  0.00           O  
HETATM   32  C14 UNL     1       4.149  -0.097  -0.514  1.00  0.00           C  
HETATM   33  O12 UNL     1       5.367   0.147  -1.134  1.00  0.00           O  
HETATM   34  C15 UNL     1       3.923  -1.567  -0.221  1.00  0.00           C  
HETATM   35  O13 UNL     1       5.180  -2.139  -0.051  1.00  0.00           O  
HETATM   36  H1  UNL     1       0.923  -4.833   1.528  1.00  0.00           H  
HETATM   37  H2  UNL     1      -3.335  -3.959   0.414  1.00  0.00           H  
HETATM   38  H3  UNL     1       1.277   0.411   0.015  1.00  0.00           H  
HETATM   39  H4  UNL     1       3.686  -2.196   1.752  1.00  0.00           H  
HETATM   40  H5  UNL     1       5.238   0.575   1.230  1.00  0.00           H  
HETATM   41  H6  UNL     1       4.412   2.628   0.921  1.00  0.00           H  
HETATM   42  H7  UNL     1       3.190   2.104  -0.270  1.00  0.00           H  
HETATM   43  H8  UNL     1       2.312   4.999   2.256  1.00  0.00           H  
HETATM   44  H9  UNL     1      -2.966   4.374   0.283  1.00  0.00           H  
HETATM   45  H10 UNL     1      -3.525   1.734  -0.095  1.00  0.00           H  
HETATM   46  H11 UNL     1      -3.398   2.603  -1.641  1.00  0.00           H  
HETATM   47  H12 UNL     1      -3.166   0.739  -2.975  1.00  0.00           H  
HETATM   48  H13 UNL     1      -2.993  -0.173   0.318  1.00  0.00           H  
HETATM   49  H14 UNL     1      -5.112  -1.188   0.078  1.00  0.00           H  
HETATM   50  H15 UNL     1      -5.558  -2.718  -1.523  1.00  0.00           H  
HETATM   51  H16 UNL     1      -5.080  -0.358  -2.622  1.00  0.00           H  
HETATM   52  H17 UNL     1      -5.353   0.801  -0.071  1.00  0.00           H  
HETATM   53  H18 UNL     1       3.361   0.326  -1.166  1.00  0.00           H  
HETATM   54  H19 UNL     1       6.063  -0.441  -0.720  1.00  0.00           H  
HETATM   55  H20 UNL     1       3.372  -2.012  -1.047  1.00  0.00           H  
HETATM   56  H21 UNL     1       5.118  -2.878   0.602  1.00  0.00           H  
CONECT    1    2    2   36
CONECT    2    3   10
CONECT    3    4    7    7
CONECT    4    5    5
CONECT    5    6   37
CONECT    6    7   27
CONECT    7    8
CONECT    8    9    9
CONECT    9   10   38
CONECT   10   11
CONECT   11   12   34   39
CONECT   12   13
CONECT   13   14   32   40
CONECT   14   15   41   42
CONECT   15   16
CONECT   16   17   17   18   19
CONECT   18   43
CONECT   19   20
CONECT   20   21   21   22   23
CONECT   22   44
CONECT   23   24
CONECT   24   25   45   46
CONECT   25   26   30   47
CONECT   26   27
CONECT   27   28   48
CONECT   28   29   30   49
CONECT   29   50
CONECT   30   31   51
CONECT   31   52
CONECT   32   33   34   53
CONECT   33   54
CONECT   34   35   55
CONECT   35   56
END

HMDB0249529
     RDKit          3D
Cyclic ADP-ribose
 56 60  0  0  0  0  0  0  0  0999 V2000
    1.5489   -4.0546    1.4445 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1188   -2.8753    1.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2630   -2.9791    0.7605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2040   -3.9408    0.8576 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4046   -3.4119    0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2258   -2.1414    0.0901 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9370   -1.8990    0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3074   -0.7687    0.0733 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0447   -0.6422    0.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7336   -1.6907    0.7964 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1536   -1.4985    1.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5231   -0.3148    1.7354 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1653    0.5131    0.8693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5741    1.9051    0.7684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5808    2.1690    1.6743 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4331    3.2869    1.0956 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.7489    3.7260   -0.3100 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3862    4.6405    2.1079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0645    2.4963    1.1858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1574    3.0970    0.0566 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.5305    4.2350   -0.7407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5042    3.7173    0.8691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6487    1.8622   -0.9544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0140    1.7218   -1.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2707    0.4751   -1.8800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4036   -0.5473   -1.5547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9971   -1.0627   -0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4105   -1.2886   -0.7561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6296   -2.4045   -1.5423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6383   -0.0618   -1.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4852    0.8562   -1.0419 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1487   -0.0965   -0.5136 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3669    0.1466   -1.1340 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9231   -1.5667   -0.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1796   -2.1388   -0.0512 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9234   -4.8333    1.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3351   -3.9586    0.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2768    0.4106    0.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6860   -2.1962    1.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2381    0.5746    1.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4116    2.6281    0.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1900    2.1044   -0.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3119    4.9989    2.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9659    4.3736    0.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5247    1.7339   -0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3975    2.6030   -1.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1665    0.7392   -2.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9927   -0.1730    0.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1123   -1.1876    0.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5579   -2.7183   -1.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0800   -0.3585   -2.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3533    0.8008   -0.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3614    0.3256   -1.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0635   -0.4414   -0.7203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3715   -2.0121   -1.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1182   -2.8778    0.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 13 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 10  2  1  0
 34 11  1  0
  7  3  2  0
 30 25  1  0
 27  6  1  0
  1 36  1  0
  5 37  1  0
  9 38  1  0
 11 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 18 43  1  0
 22 44  1  0
 24 45  1  0
 24 46  1  0
 25 47  1  0
 27 48  1  0
 28 49  1  0
 29 50  1  0
 30 51  1  0
 31 52  1  0
 32 53  1  0
 33 54  1  0
 34 55  1  0
 35 56  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₁N₅O₁₃P₂

Average Molecular Weight

541.303

Monoisotopic Molecular Weight

541.061109752

IUPAC Name

3,4,8,10,14,15-hexahydroxy-24-imino-7,9,11,25,26-pentaoxa-1,17,19,22-tetraaza-8lambda5,10lambda5-diphosphapentacyclo[18.3.1.1^{2,5}.1^{13,16}.0^{17,21}]hexacosa-18,20,22-triene-8,10-dione

Traditional Name

3,4,8,10,14,15-hexahydroxy-24-imino-7,9,11,25,26-pentaoxa-1,17,19,22-tetraaza-8lambda5,10lambda5-diphosphapentacyclo[18.3.1.1^{2,5}.1^{13,16}.0^{17,21}]hexacosa-18,20,22-triene-8,10-dione

CAS Registry Number

Not Available

SMILES

OC1C2COP(O)(=O)OP(O)(=O)OCC3OC(C(O)C3O)N3C=NC4=C(N=CN4C(O2)C1O)C3=N

InChI Identifier

InChI=1S/C15H21N5O13P2/c16-12-7-13-18-4-19(12)14-10(23)8(21)5(31-14)1-29-34(25,26)33-35(27,28)30-2-6-9(22)11(24)15(32-6)20(13)3-17-7/h3-6,8-11,14-16,21-24H,1-2H2,(H,25,26)(H,27,28)

InChI Key

BQOHYSXSASDCEA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Pentose phosphates

Alternative Parents

Substituents

Pentose-5-phosphate
Pentose phosphate
Monosaccharide phosphate
Organic pyrophosphate
Imidazopyrimidine
Purine
N-substituted imidazole
Organic phosphoric acid derivative
Imidolactam
Pyrimidine
Azole
Imidazole
Heteroaromatic compound
Oxolane
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organonitrogen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.9	ALOGPS
logP	-4.6	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	1.83	ChemAxon
pKa (Strongest Basic)	3.45	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	258.94 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	118.76 m³·mol⁻¹	ChemAxon
Polarizability	44.62 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	181.16	30932474
DeepCCS	[M-H]-	178.765	30932474
DeepCCS	[M-2H]-	211.936	30932474
DeepCCS	[M+Na]+	187.073	30932474
AllCCS	[M+H]+	210.2	32859911
AllCCS	[M+H-H2O]+	208.5	32859911
AllCCS	[M+NH4]+	211.7	32859911
AllCCS	[M+Na]+	212.1	32859911
AllCCS	[M-H]-	199.8	32859911
AllCCS	[M+Na-2H]-	200.0	32859911
AllCCS	[M+HCOO]-	200.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cyclic ADP-ribose	OC1C2COP(O)(=O)OP(O)(=O)OCC3OC(C(O)C3O)N3C=NC4=C(N=CN4C(O2)C1O)C3=N	4517.7	Standard polar	33892256
Cyclic ADP-ribose	OC1C2COP(O)(=O)OP(O)(=O)OCC3OC(C(O)C3O)N3C=NC4=C(N=CN4C(O2)C1O)C3=N	3849.9	Standard non polar	33892256
Cyclic ADP-ribose	OC1C2COP(O)(=O)OP(O)(=O)OCC3OC(C(O)C3O)N3C=NC4=C(N=CN4C(O2)C1O)C3=N	4810.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_2_16) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_2_17) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclic ADP-ribose GC-MS (TMS_2_18) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclic ADP-ribose 10V, Positive-QTOF	splash10-0006-0000090000-4369f31222f5fd57e607	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclic ADP-ribose 20V, Positive-QTOF	splash10-0006-0000090000-4369f31222f5fd57e607	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclic ADP-ribose 40V, Positive-QTOF	splash10-03e9-1000970000-33894bc29c4a509d5f34	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclic ADP-ribose 10V, Negative-QTOF	splash10-0006-0000090000-0f8b02718d41880be4f7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclic ADP-ribose 20V, Negative-QTOF	splash10-0006-0000090000-5e42a61a2700e6d16d15	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclic ADP-ribose 40V, Negative-QTOF	splash10-0w29-1000790000-114177bb468e8386a3d0	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10816475

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22062770

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Enzymes

Enzyme Details

1. ADP-ribosyl cyclase 2

General function:: Involved in NAD+ nucleosidase activity
Specific function:: Synthesizes cyclic ADP-ribose, a second messenger that elicits calcium release from intracellular stores. May be involved in pre-B-cell growth.
Gene Name:: BST1
Uniprot ID:: Q10588
Molecular weight:: 35723.545

Enzyme Details

2. ADP-ribosyl cyclase 1

General function:: Involved in NAD+ nucleosidase activity
Specific function:: Synthesizes cyclic ADP-ribose, a second messenger for glucose-induced insulin secretion. Also has cADPr hydrolase activity. Also moonlights as a receptor in cells of the immune system.
Gene Name:: CD38
Uniprot ID:: P28907
Molecular weight:: 34328.145

Enzyme Details

3. NAD(+) hydrolase SARM1

General function:: Not Available
Specific function:: NAD(+) hydrolase, which plays a key role in axonal degeneration following injury by regulating NAD(+) metabolism (PubMed:25908823, PubMed:27671644, PubMed:28334607). Acts as a negative regulator of MYD88- and TRIF-dependent toll-like receptor signaling pathway by promoting Wallerian degeneration, an injury-induced form of programmed subcellular death which involves degeneration of an axon distal to the injury site (PubMed:15123841, PubMed:16964262, PubMed:20306472, PubMed:25908823). Wallerian degeneration is triggered by NAD(+) depletion: in response to injury, SARM1 is activated and catalyzes cleavage of NAD(+) into ADP-D-ribose (ADPR), cyclic ADPR (cADPR) and nicotinamide; NAD(+) cleavage promoting cytoskeletal degradation and axon destruction (PubMed:25908823, PubMed:28334607, PubMed:30333228, PubMed:31128467, PubMed:31439793, PubMed:32049506, PubMed:32828421, PubMed:31439792, PubMed:33053563). Also able to hydrolyze NADP(+), but not other NAD(+)-related molecules (PubMed:29395922). Can activate neuronal cell death in response to stress (PubMed:20306472). Regulates dendritic arborization through the MAPK4-JNK pathway (By similarity). Involved in innate immune response: inhibits both TICAM1/TRIF- and MYD88-dependent activation of JUN/AP-1, TRIF-dependent activation of NF-kappa-B and IRF3, and the phosphorylation of MAPK14/p38 (PubMed:16964262).
Gene Name:: SARM1
Uniprot ID:: Q6SZW1
Molecular weight:: 79387.365

Enzyme Details

4. NAD(+) hydrolase SARM1

General function:: Not Available
Specific function:: NAD(+) hydrolase, which plays a key role in axonal degeneration following injury by regulating NAD(+) metabolism (PubMed:32001778). Acts as a negative regulator of MYD88- and TRIF-dependent toll-like receptor signaling pathway by promoting Wallerian degeneration, an injury-induced form of programmed subcellular death which involves degeneration of an axon distal to the injury site (By similarity). Wallerian degeneration is triggerred by NAD(+) depletion: in response to injury, SARM1 is activated and catalyzes cleavage of NAD(+) into ADP-D-ribose (ADPR), cyclic ADPR (cADPR) and nicotinamide; NAD(+) cleavage promoting cytoskeletal degradation and axon destruction (PubMed:28334607). Also able to hydrolyze NADP(+), but not other NAD(+)-related molecules (By similarity). Can activate neuronal cell death in response to stress (By similarity).
Gene Name:: SARM1
Uniprot ID:: F1QWA8
Molecular weight:: 80331.47

Enzyme Details

5. ADP-ribosyl cyclase/cyclic ADP-ribose hydrolase 1

General function:: Not Available
Specific function:: Synthesizes the second messengers cyclic ADP-ribose and nicotinate-adenine dinucleotide phosphate, the former a second messenger for glucose-induced insulin secretion. Also has cADPr hydrolase activity.Regulates osteoclastic bone resorption, probably via production of cyclic ADP-ribose and triggering of a cytosolic calcium ion signal through ryanodine receptor activation.
Gene Name:: CD38
Uniprot ID:: Q64244
Molecular weight:: 34435.6

Enzyme Details

6. ADP-ribosyl cyclase/cyclic ADP-ribose hydrolase 1

General function:: Not Available
Specific function:: Synthesizes the second messengers cyclic ADP-ribose and nicotinate-adenine dinucleotide phosphate, the former a second messenger for glucose-induced insulin secretion. Also has cADPr hydrolase activity (By similarity).
Gene Name:: CD38
Uniprot ID:: P56528
Molecular weight:: 34407.545

Enzyme Details

7. ADP-ribosyl cyclase/cyclic ADP-ribose hydrolase

General function:: Not Available
Specific function:: Synthesizes the second messengers cyclic ADP-ribose and nicotinate-adenine dinucleotide phosphate, the former a second messenger for calcium mobilization from endoplasmic reticulum. Also has cADPr hydrolase activity.
Gene Name:: Not Available
Uniprot ID:: P29241
Molecular weight:: 31898.415

Showing metabocard for Cyclic ADP-ribose (HMDB0249529)

MOL for HMDB0249529 (Cyclic ADP-ribose)

3D MOL for HMDB0249529 (Cyclic ADP-ribose)

3D SDF for HMDB0249529 (Cyclic ADP-ribose)

3D-SDF for HMDB0249529 (Cyclic ADP-ribose)

PDB for HMDB0249529 (Cyclic ADP-ribose)

3D PDB for HMDB0249529 (Cyclic ADP-ribose)

SMILES for HMDB0249529 (Cyclic ADP-ribose)

INCHI for HMDB0249529 (Cyclic ADP-ribose)

Structure for HMDB0249529 (Cyclic ADP-ribose)

3D Structure for HMDB0249529 (Cyclic ADP-ribose)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes