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Showing metabocard for Adenosine 3',5'-diphosphate (HMDB0000061)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (39) Show 39 proteinsXML
enzymes (39) Show 39 proteins
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:47:20 UTC
HMDB IDHMDB0000061
Secondary Accession Numbers
  • HMDB0001468
  • HMDB00061
  • HMDB01468
Metabolite Identification
Common NameAdenosine 3',5'-diphosphate
DescriptionAdenosine 3', 5'-diphosphate or PAP is a nucleotide that is closely related to ADP. It has two phosphate groups attached to the 5' and 3' positions of the pentose sugar ribose (instead of pyrophosphoric acid at the 5' position, as found in ADP), and the nucleobase adenine. PAP is converted to PAPS by Sulfotransferase and then back to PAP after the sulfotransferase reaction. Sulfotransferase (STs) catalyze the transfer reaction of the sulfate group from the ubiquitous donor 3'-phosphoadenosine 5'-phosphosulfate (PAPS) to an acceptor group of numerous substrates. This reaction, often referred to as sulfuryl transfer, sulfation, or sulfonation, is widely observed from bacteria to humans and plays a key role in various biological processes such as cell communication, growth and development, and defense. PAP also appears to a role in bipolar depression. Phosphatases converting 3'-phosphoadenosine 5'-phosphate (PAP) into adenosine 5'-phosphate are of fundamental importance in living cells as the accumulation of PAP is toxic to several cellular systems. These enzymes are lithium-sensitive and we have characterized a human PAP phosphatase as a potential target of lithium therapy.
Structure
Data?1589492503
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000061 (Adenosine 3',5'-diphosphate)


  Mrv1652308122017462D          

 27 29  0  0  0  0            999 V2000
 9999.2872 9998.2697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.587510000.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.3025 9999.7108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.017510000.1247    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10002.606310000.8397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.7325 9999.7108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.430810000.8397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.705410000.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4505 9999.4456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.0026 9998.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8095 9999.0039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.0645 9999.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.512410000.4017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.818110000.1240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.732010000.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.925110001.1161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.153310000.8433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10000.199910000.2050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.5325 9999.7200    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.7874 9998.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.6124 9998.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.8673 9999.7200    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.0974 9998.2675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.9178 9998.3547    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10001.8330 9999.1740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.4019 9997.6867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.5852 9998.8391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
 12 13  1  0  0  0  0
 13  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 15 16  2  0  0  0  0
 13 16  1  0  0  0  0
 14 15  1  0  0  0  0
 12 14  1  0  0  0  0
  8 17  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 19  1  0  0  0  0
 18 22  1  0  0  0  0
 20  1  1  1  0  0  0
 22  2  1  6  0  0  0
 19 14  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 21 23  1  1  0  0  0
M  END
Download

3D MOL for HMDB0000061 (Adenosine 3',5'-diphosphate)

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
    6.5740   -0.6315   -1.3135 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2584   -1.1406   -1.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8410   -2.1307   -2.1411 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5708   -2.5684   -2.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6539   -2.0442   -1.2325 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0181   -1.0691   -0.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3278   -0.6206   -0.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3959    0.3482    0.4733 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2019    0.5007    1.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -0.3786    0.5302 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9742   -0.4800    0.9436 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1331   -0.9613   -0.0661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1126   -0.6065    0.4626 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2473   -0.9470   -0.4624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4262   -0.5456    0.1782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7849   -0.8760   -0.7651 P   0  0  1  0  0  5  0  0  0  0  0  0
   -4.4175   -0.5573   -2.2102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2661   -2.4748   -0.6835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0806    0.1115   -0.3096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9526    0.8579    0.6948 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8470    1.3130    1.6455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7596    2.6196    1.1501 P   0  0  1  0  0  5  0  0  0  0  0  0
   -3.9969    2.7214    2.0408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9363    4.0864    1.2954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3005    2.4908   -0.4373 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4727    0.9143    1.2614 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4245    1.0283    2.6497 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0914   -0.3805   -0.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0549   -0.4986   -2.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3088   -3.3666   -2.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0364    1.2302    1.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8551   -1.1672    1.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2098   -1.1055    1.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1971   -0.4097   -1.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3348   -2.0307   -0.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5456   -3.1025   -0.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3305    0.7054   -1.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0180    1.4628   -0.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0944    4.0824    0.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3702    3.3865   -0.8689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0610    1.6957    0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3639    0.5385    2.9995 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  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
 16 15  1  1
 16 17  2  0
 16 18  1  0
 16 19  1  0
 13 20  1  0
 20 21  1  0
 22 21  1  1
 22 23  2  0
 22 24  1  0
 22 25  1  0
 20 26  1  0
 26 27  1  0
  7  2  1  0
 26 11  1  0
 10  6  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  9 31  1  0
 11 32  1  1
 13 33  1  1
 14 34  1  0
 14 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  6
 24 39  1  0
 25 40  1  0
 26 41  1  6
 27 42  1  0
M  END
Download

3D SDF for HMDB0000061 (Adenosine 3',5'-diphosphate)


  Mrv1652308122017462D          

 27 29  0  0  0  0            999 V2000
 9999.2872 9998.2697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.587510000.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.3025 9999.7108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.017510000.1247    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10002.606310000.8397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.7325 9999.7108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.430810000.8397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.705410000.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4505 9999.4456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.0026 9998.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8095 9999.0039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.0645 9999.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.512410000.4017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.818110000.1240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.732010000.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.925110001.1161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.153310000.8433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10000.199910000.2050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.5325 9999.7200    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.7874 9998.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.6124 9998.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.8673 9999.7200    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.0974 9998.2675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.9178 9998.3547    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10001.8330 9999.1740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.4019 9997.6867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.5852 9998.8391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
 12 13  1  0  0  0  0
 13  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 15 16  2  0  0  0  0
 13 16  1  0  0  0  0
 14 15  1  0  0  0  0
 12 14  1  0  0  0  0
  8 17  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 19  1  0  0  0  0
 18 22  1  0  0  0  0
 20  1  1  1  0  0  0
 22  2  1  6  0  0  0
 19 14  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 21 23  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0000061

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H]3O)C2=NC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(25-27(20,21)22)4(24-10)1-23-26(17,18)19/h2-4,6-7,10,16H,1H2,(H2,11,12,13)(H2,17,18,19)(H2,20,21,22)/t4-,6-,7-,10-/m1/s1

> <INCHI_KEY>
WHTCPDAXWFLDIH-KQYNXXCUSA-N

> <FORMULA>
C10H15N5O10P2

> <MOLECULAR_WEIGHT>
427.2011

> <EXACT_MASS>
427.029414749

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
34.284901391907525

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-1.63

> <JCHEM_LOGP>
-4.800569399208871

> <ALOGPS_LOGS>
-2.11

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.3803079575190602

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.7047720713348022

> <JCHEM_PKA_STRONGEST_BASIC>
3.9159304731893356

> <JCHEM_POLAR_SURFACE_AREA>
232.59999999999994

> <JCHEM_REFRACTIVITY>
84.94139999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.33e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
adenosine 3',5'-bisphosphate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0000061 (Adenosine 3',5'-diphosphate)

https://cactus.nci.nih.gov/chemical/structure/NC1=C2N=CN(%5BC@@H%5D3O%5BC@H%5...
 OpenBabel09142113213D
Jmol version 14.31.45  2021-07-21 05:08 EXTRACT: ({0:41})
 42 44  0  0  0  0  0  0  0  0999 V2000
   -6.7584    1.7047   -1.0595 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8913    0.9376   -0.3013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5000    1.0684   -0.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6910    1.8316   -1.2212 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4480    1.5521   -0.9557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3827    0.5894    0.0073 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1615    0.0108    0.5731 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2995   -0.2028    1.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0452    0.9070    0.3821 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1322    0.0792    0.5017 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3472   -0.1256    1.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3307    0.7585   -0.1640 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6725    1.9404    0.5627 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8901    2.9066    0.1428 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.5734    3.5791   -1.2854 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0667    4.0602    1.2518 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1378    2.1161    0.0500 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7723   -1.2281   -0.2387 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1213   -1.1911   -1.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3309   -2.3564    0.4373 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3793   -3.3630   -0.2554 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.8944   -4.4330    0.8318 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6585   -4.1362   -1.4698 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5320   -2.5939   -0.7751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7730   -1.2757   -0.1886 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1883   -1.2615   -1.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2155   -2.4364    0.5177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6703    0.2622    0.3498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2262   -0.5876    1.2070 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5356   -0.6759    1.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3553    0.0638    0.5862 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4076    2.3420   -1.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7170    1.6024   -0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5942    2.0143   -1.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1801    0.0752   -0.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0745    1.0238   -1.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7675    4.1134   -1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7841    4.6805    1.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304   -5.0727    0.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8925   -4.6620   -1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1772   -2.5165    0.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9551   -1.3770    2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  2  3  2  0  0  0  0
  2 31  1  0  0  0  0
  3  4  1  0  0  0  0
  3 28  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5 34  1  0  0  0  0
  6  7  1  0  0  0  0
  6 28  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  7 25  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 10 18  1  0  0  0  0
 12 13  1  0  0  0  0
 12 35  1  0  0  0  0
 12 36  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  2  0  0  0  0
 15 37  1  0  0  0  0
 16 38  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 18 25  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  2  0  0  0  0
 22 39  1  0  0  0  0
 23 40  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 41  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 42  1  0  0  0  0
M  END
$$$$
Download

PDB for HMDB0000061 (Adenosine 3',5'-diphosphate)

HEADER    PROTEIN                                 12-AUG-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-AUG-20         0                                  
HETATM    1  O   UNK     0    8665.3368663.437   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0    8669.6308666.899   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8670.9658666.127   0.000  0.00  0.00           O+0
HETATM    4  P   UNK     0    8672.2998666.899   0.000  0.00  0.00           P+0
HETATM    5  O   UNK     0    8671.5328668.234   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8673.6348666.127   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8673.0718668.234   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0    8660.5178667.096   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0    8660.0418665.632   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0    8661.0728664.487   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0    8662.5788664.807   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0    8663.0548666.272   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8662.0238667.417   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0    8664.4608666.898   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0    8664.3008668.430   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0    8662.7948668.750   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0    8659.4868668.241   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0    8667.0408667.049   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0    8665.7948666.144   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8666.2708664.679   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8667.8108664.679   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8668.2868666.144   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0    8668.7158663.433   0.000  0.00  0.00           O+0
HETATM   24  P   UNK     0    8670.2478663.595   0.000  0.00  0.00           P+0
HETATM   25  O   UNK     0    8670.0888665.125   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0    8671.1508662.349   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0    8671.4928664.500   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2    3   22                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6    7                                             
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    4                                                            
CONECT    8   13    9   17                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   13   11   14                                                  
CONECT   13   12    8   16                                                  
CONECT   14   15   12   19                                                  
CONECT   15   16   14                                                       
CONECT   16   15   13                                                       
CONECT   17    8                                                            
CONECT   18   19   22                                                       
CONECT   19   20   18   14                                                  
CONECT   20   19   21    1                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21   18    2                                                  
CONECT   23   24   21                                                       
CONECT   24   23   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END
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3D PDB for HMDB0000061 (Adenosine 3',5'-diphosphate)

COMPND    https://cactus.nci.nih.gov/chemical/structure/NC1=C2N=CN(%5BC@@H%5D3O%5BC@H%5... 
AUTHOR    GENERATED BY OPEN BABEL 3.1.0
HETATM    1  N   UNL     1      -6.758   1.705  -1.060  1.00  0.00           N  
HETATM    2  C   UNL     1      -5.891   0.938  -0.301  1.00  0.00           C  
HETATM    3  C   UNL     1      -4.500   1.068  -0.448  1.00  0.00           C  
HETATM    4  N   UNL     1      -3.691   1.832  -1.221  1.00  0.00           N  
HETATM    5  C   UNL     1      -2.448   1.552  -0.956  1.00  0.00           C  
HETATM    6  N   UNL     1      -2.383   0.589   0.007  1.00  0.00           N  
HETATM    7  C   UNL     1      -1.161   0.011   0.573  1.00  0.00           C  
HETATM    8  H   UNL     1      -1.300  -0.203   1.633  1.00  0.00           H  
HETATM    9  O   UNL     1      -0.045   0.907   0.382  1.00  0.00           O  
HETATM   10  C   UNL     1       1.132   0.079   0.502  1.00  0.00           C  
HETATM   11  H   UNL     1       1.347  -0.126   1.550  1.00  0.00           H  
HETATM   12  C   UNL     1       2.331   0.758  -0.164  1.00  0.00           C  
HETATM   13  O   UNL     1       2.672   1.940   0.563  1.00  0.00           O  
HETATM   14  P   UNL     1       3.890   2.907   0.143  1.00  0.00           P  
HETATM   15  O   UNL     1       3.573   3.579  -1.285  1.00  0.00           O  
HETATM   16  O   UNL     1       4.067   4.060   1.252  1.00  0.00           O  
HETATM   17  O   UNL     1       5.138   2.116   0.050  1.00  0.00           O  
HETATM   18  C   UNL     1       0.772  -1.228  -0.239  1.00  0.00           C  
HETATM   19  H   UNL     1       1.121  -1.191  -1.271  1.00  0.00           H  
HETATM   20  O   UNL     1       1.331  -2.356   0.437  1.00  0.00           O  
HETATM   21  P   UNL     1       2.379  -3.363  -0.255  1.00  0.00           P  
HETATM   22  O   UNL     1       2.894  -4.433   0.832  1.00  0.00           O  
HETATM   23  O   UNL     1       1.659  -4.136  -1.470  1.00  0.00           O  
HETATM   24  O   UNL     1       3.532  -2.594  -0.775  1.00  0.00           O  
HETATM   25  C   UNL     1      -0.773  -1.276  -0.189  1.00  0.00           C  
HETATM   26  H   UNL     1      -1.188  -1.262  -1.196  1.00  0.00           H  
HETATM   27  O   UNL     1      -1.216  -2.436   0.518  1.00  0.00           O  
HETATM   28  C   UNL     1      -3.670   0.262   0.350  1.00  0.00           C  
HETATM   29  N   UNL     1      -4.226  -0.588   1.207  1.00  0.00           N  
HETATM   30  C   UNL     1      -5.536  -0.676   1.310  1.00  0.00           C  
HETATM   31  N   UNL     1      -6.355   0.064   0.586  1.00  0.00           N  
HETATM   32  H   UNL     1      -6.408   2.342  -1.701  1.00  0.00           H  
HETATM   33  H   UNL     1      -7.717   1.602  -0.952  1.00  0.00           H  
HETATM   34  H   UNL     1      -1.594   2.014  -1.429  1.00  0.00           H  
HETATM   35  H   UNL     1       3.180   0.075  -0.167  1.00  0.00           H  
HETATM   36  H   UNL     1       2.075   1.024  -1.190  1.00  0.00           H  
HETATM   37  H   UNL     1       2.768   4.113  -1.298  1.00  0.00           H  
HETATM   38  H   UNL     1       4.784   4.681   1.063  1.00  0.00           H  
HETATM   39  H   UNL     1       3.530  -5.073   0.483  1.00  0.00           H  
HETATM   40  H   UNL     1       0.892  -4.662  -1.202  1.00  0.00           H  
HETATM   41  H   UNL     1      -2.177  -2.517   0.579  1.00  0.00           H  
HETATM   42  H   UNL     1      -5.955  -1.377   2.017  1.00  0.00           H  
CONECT    1    2   32   33                                            
CONECT    2    1    3    3   31                                       
CONECT    3    2    2    4   28                                       
CONECT    4    3    5    5                                            
CONECT    5    4    4    6   34                                       
CONECT    6    5    7   28                                            
CONECT    7    6    8    9   25                                       
CONECT    8    7                                                      
CONECT    9    7   10                                                 
CONECT   10    9   11   12   18                                       
CONECT   11   10                                                      
CONECT   12   10   13   35   36                                       
CONECT   13   12   14                                                 
CONECT   14   13   15   16   17                                       
CONECT   14   17                                                      
CONECT   15   14   37                                                 
CONECT   16   14   38                                                 
CONECT   17   14   14                                                 
CONECT   18   10   19   20   25                                       
CONECT   19   18                                                      
CONECT   20   18   21                                                 
CONECT   21   20   22   23   24                                       
CONECT   21   24                                                      
CONECT   22   21   39                                                 
CONECT   23   21   40                                                 
CONECT   24   21   21                                                 
CONECT   25   18   26    7   27                                       
CONECT   26   25                                                      
CONECT   27   25   41                                                 
CONECT   28    6    3   29   29                                       
CONECT   29   28   28   30                                            
CONECT   30   29   31   31   42                                       
CONECT   31   30   30    2                                            
CONECT   32    1                                                      
CONECT   33    1                                                      
CONECT   34    5                                                      
CONECT   35   12                                                      
CONECT   36   12                                                      
CONECT   37   15                                                      
CONECT   38   16                                                      
CONECT   39   22                                                      
CONECT   40   23                                                      
CONECT   41   27                                                      
CONECT   42   30                                                      
MASTER        0    0    0    0    0    0    0    0   42    0   42    0
END
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SMILES for HMDB0000061 (Adenosine 3',5'-diphosphate)

NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H]3O)C2=NC=N1
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INCHI for HMDB0000061 (Adenosine 3',5'-diphosphate)

InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(25-27(20,21)22)4(24-10)1-23-26(17,18)19/h2-4,6-7,10,16H,1H2,(H2,11,12,13)(H2,17,18,19)(H2,20,21,22)/t4-,6-,7-,10-/m1/s1
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View in JSmolView Stereo Labels
Synonyms
ValueSource
3'-PhosphoadenylateChEBI
Adenosine 3',5'-bisphosphateChEBI
PAPChEBI
Phosphoadenosine phosphateChEBI
3'-Phosphoadenylic acidGenerator
Adenosine 3',5'-bisphosphoric acidGenerator
Phosphoadenosine phosphoric acidGenerator
Adenosine 3',5'-diphosphoric acidGenerator
3'-Phosphoryl-AMPHMDB
3,5-ADPHMDB
3,5-DiphosphoadenosineHMDB
3-Phosphoadenosine 5-phosphateHMDB
5-(Dihydrogen phosphate) 3-adenylateHMDB
5-(Dihydrogen phosphate)3'-adenylic acidHMDB
Adenosine 3,5-bisHMDB
Adenosine 3,5-bisphosphateHMDB
Adenosine 3'-phosphate-5'-phosphate, disodium saltHMDB
3'-Phosphoadenosine 5'-phosphateHMDB
Adenosine 3'-phosphate-5'-phosphate, monosodium saltHMDB
3',5'-ADPHMDB
Adenosine 3'-phosphate-5'-phosphateHMDB
Chemical FormulaC10H15N5O10P2
Average Molecular Weight427.2011
Monoisotopic Molecular Weight427.029414749
IUPAC Name{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}phosphonic acid
Traditional Nameadenosine 3',5'-bisphosphate
CAS Registry Number1053-73-2
SMILES
NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H]3O)C2=NC=N1
InChI Identifier
InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(25-27(20,21)22)4(24-10)1-23-26(17,18)19/h2-4,6-7,10,16H,1H2,(H2,11,12,13)(H2,17,18,19)(H2,20,21,22)/t4-,6-,7-,10-/m1/s1
InChI KeyWHTCPDAXWFLDIH-KQYNXXCUSA-N
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.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleotides
Sub ClassPurine ribonucleotides
Direct ParentPurine ribonucleoside 3',5'-bisphosphates
Alternative Parents
Substituents
  • Purine ribonucleoside 3',5'-bisphosphate
  • Purine ribonucleoside monophosphate
  • Pentose phosphate
  • Ribonucleoside 3'-phosphate
  • Pentose-5-phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • 6-aminopurine
  • Pentose monosaccharide
  • Monosaccharide phosphate
  • Imidazopyrimidine
  • Purine
  • Aminopyrimidine
  • Monoalkyl phosphate
  • Organic phosphoric acid derivative
  • N-substituted imidazole
  • Phosphoric acid ester
  • Monosaccharide
  • Imidolactam
  • Pyrimidine
  • Alkyl phosphate
  • Imidazole
  • Azole
  • Tetrahydrofuran
  • Heteroaromatic compound
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Amine
  • Alcohol
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility614.5 mg/mLNot Available
LogPNot AvailableNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility3.33 g/LALOGPS
logP-1.6ALOGPS
logP-4.8ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)0.7ChemAxon
pKa (Strongest Basic)3.92ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area232.6 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity84.94 m³·mol⁻¹ChemAxon
Polarizability34.28 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Spectral Properties

Collision Cross Sections

NameAdductTypeData SourceValueReference
AllCCS[M-H]-ExperimentalNot Available184.2http://allccs.zhulab.cn/database/detail?ID=AllCCS00000096
AllCCS[M+H]+ExperimentalNot Available183.1http://allccs.zhulab.cn/database/detail?ID=AllCCS00000096
DarkChem[M+H]+PredictedNot Available193.23131661259
DarkChem[M-H]-PredictedNot Available186.27631661259
AllCCS[M+H]+PredictedNot Available188.15732859911
AllCCS[M-H]-PredictedNot Available179.31132859911

Retention Indices

Underivatized

Not Available

Derivatized

DerivativeValueReference
Adenosine 3',5'-diphosphate,1TMS,#13505.912https://arxiv.org/abs/1905.12712
Adenosine 3',5'-diphosphate,1TMS,#23625.6653https://arxiv.org/abs/1905.12712
Adenosine 3',5'-diphosphate,1TMS,#33598.321https://arxiv.org/abs/1905.12712
Adenosine 3',5'-diphosphate,1TMS,#43578.9763https://arxiv.org/abs/1905.12712
Adenosine 3',5'-diphosphate,1TBDMS,#13763.691https://arxiv.org/abs/1905.12712
Adenosine 3',5'-diphosphate,1TBDMS,#23841.0894https://arxiv.org/abs/1905.12712
Adenosine 3',5'-diphosphate,1TBDMS,#33826.5637https://arxiv.org/abs/1905.12712
Adenosine 3',5'-diphosphate,1TBDMS,#43776.972https://arxiv.org/abs/1905.12712
Spectra

GC-MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9332100000-c2cf1343058e5c4606842017-09-01View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0002-9141400000-8e8cf251eecd6d39cf022017-10-06View Spectrum

LC-MS/MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 10V, positivesplash10-000i-0913100000-4559e980fc823f06cda12020-07-21View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 20V, positivesplash10-000i-0910000000-164b37f4075a5627b64d2020-07-21View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 40V, positivesplash10-000i-1900000000-0f28c9a19c771609202d2020-07-21View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-003r-3900000000-fc11f9ff14bc678ffb892021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-057i-2913300000-fdb650a7ed3a1d7dc1192021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0059-9700000000-e0ed082bd1249fa162f62021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-000i-1900000000-a2612ac21c9094d3d4b12021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-000i-0900000000-a48b75d77591f32a31a62021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-000i-0910000000-164b37f4075a5627b64d2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-000i-0913100000-5a86462d5152e2e074f02021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-004i-0101900000-c682799b7471e544d5a72021-09-20View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0902300000-77268ef9fe8672f81e9f2015-09-14View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-6986eb10675f363acf422015-09-14View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-1900000000-493254661a51349997bd2015-09-14View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-7801900000-b4b0af4deca129a6a12c2015-09-15View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0059-9800000000-4a1ffcf05d9938fe121e2015-09-15View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9200000000-fb4a5bf16d0e5bcaa1e02015-09-15View Spectrum

NMR

Spectrum TypeDescriptionDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)2012-12-04View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16View Spectrum
2D NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, H2O, predicted)2012-12-04View Spectrum
Biological Properties
Cellular Locations
  • Golgi apparatus
Biospecimen Locations
  • Cellular Cytoplasm
Tissue Locations
  • Brain
  • Liver
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
Cellular CytoplasmDetected and Quantified137 uMAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB01812
Phenol Explorer Compound IDNot Available
FooDB IDFDB030650
KNApSAcK IDC00019352
Chemspider ID140102
KEGG Compound IDC00054
BioCyc ID3-5-ADP
BiGG ID33684
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound159296
PDB IDNot Available
ChEBI ID17985
Food Biomarker OntologyNot Available
VMH IDPAP
MarkerDB IDNot Available
References
Synthesis ReferenceTsunako, Mitsutomo; Kotone, Akira. Preparation of nucleoside-2',5'- and 3',5'-diphosphoric acids. Jpn. Kokai Tokkyo Koho (1991), 13 pp.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Lewis AJ, Otake Y, Walle UK, Walle T: Sulphonation of N-hydroxy-2-acetylaminofluorene by human dehydroepiandrosterone sulphotransferase. Xenobiotica. 2000 Mar;30(3):253-61. [PubMed:10752640 ]
  2. Gasmi L, McLennan AG: The mouse Nudt7 gene encodes a peroxisomal nudix hydrolase specific for coenzyme A and its derivatives. Biochem J. 2001 Jul 1;357(Pt 1):33-8. [PubMed:11415433 ]
  3. Leonidas DD, Chavali GB, Oikonomakos NG, Chrysina ED, Kosmopoulou MN, Vlassi M, Frankling C, Acharya KR: High-resolution crystal structures of ribonuclease A complexed with adenylic and uridylic nucleotide inhibitors. Implications for structure-based design of ribonucleolytic inhibitors. Protein Sci. 2003 Nov;12(11):2559-74. [PubMed:14573867 ]
  4. Turner NA, Moake JL, McIntire LV: Blockade of adenosine diphosphate receptors P2Y(12) and P2Y(1) is required to inhibit platelet aggregation in whole blood under flow. Blood. 2001 Dec 1;98(12):3340-5. [PubMed:11719372 ]
  5. Traut TW: Physiological concentrations of purines and pyrimidines. Mol Cell Biochem. 1994 Nov 9;140(1):1-22. [PubMed:7877593 ]
  6. Russo N, Acharya KR, Vallee BL, Shapiro R: A combined kinetic and modeling study of the catalytic center subsites of human angiogenin. Proc Natl Acad Sci U S A. 1996 Jan 23;93(2):804-8. [PubMed:8570639 ]
  7. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Only showing the first 10 proteins. There are 39 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details
1. Ectonucleotide pyrophosphatase/phosphodiesterase family member 1
General function:
Involved in catalytic activity
Specific function:
Involved primarily in ATP hydrolysis at the plasma membrane. Plays a role in regulating pyrophosphate levels, and functions in bone mineralization and soft tissue calcification. In vitro, has a broad specificity, hydrolyzing other nucleoside 5' triphosphates such as GTP, CTP, TTP and UTP to their corresponding monophosphates with release of pyrophosphate and diadenosine polyphosphates, and also 3',5'-cAMP to AMP. May also be involved in the regulation of the availability of nucleotide sugars in the endoplasmic reticulum and Golgi, and the regulation of purinergic signaling. Appears to modulate insulin sensitivity.
Gene Name:
ENPP1
Uniprot ID:
P22413
Molecular weight:
104923.58
Reactions
Phosphoadenosine phosphosulfate + Water → Oat gum + Adenosine 3',5'-diphosphatedetails
Enzyme Details
2. Ectonucleotide pyrophosphatase/phosphodiesterase family member 3
General function:
Involved in catalytic activity
Specific function:
Cleaves a variety of phosphodiester and phosphosulfate bonds including deoxynucleotides, nucleotide sugars, and NAD (By similarity).
Gene Name:
ENPP3
Uniprot ID:
O14638
Molecular weight:
100123.54
Reactions
Phosphoadenosine phosphosulfate + Water → Oat gum + Adenosine 3',5'-diphosphatedetails
Enzyme Details
3. Carbohydrate sulfotransferase 11
General function:
Involved in sulfotransferase activity
Specific function:
Catalyzes the transfer of sulfate to position 4 of the N-acetylgalactosamine (GalNAc) residue of chondroitin. Chondroitin sulfate constitutes the predominant proteoglycan present in cartilage and is distributed on the surfaces of many cells and extracellular matrices. Can also sulfate Gal residues in desulfated dermatan sulfate. Preferentially sulfates in GlcA->GalNAc unit than in IdoA->GalNAc unit. Does not form 4, 6-di-O-sulfated GalNAc when chondroitin sulfate C is used as an acceptor.
Gene Name:
CHST11
Uniprot ID:
Q9NPF2
Molecular weight:
41002.97
Reactions
Phosphoadenosine phosphosulfate + Chondroitin → Adenosine 3',5'-diphosphate + chondroitin 4'-sulfatedetails
Phosphoadenosine phosphosulfate + Chondroitin → Adenosine 3',5'-diphosphate + Chondroitin 4-sulfatedetails
Enzyme Details
4. Carbohydrate sulfotransferase 3
General function:
Involved in sulfotransferase activity
Specific function:
Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the transfer of sulfate to position 6 of the N-acetylgalactosamine (GalNAc) residue of chondroitin. Chondroitin sulfate constitutes the predominant proteoglycan present in cartilage and is distributed on the surfaces of many cells and extracellular matrices. Can also sulfate Gal residues of keratan sulfate, another glycosaminoglycan, and the Gal residues in sialyl N-acetyllactosamine (sialyl LacNAc) oligosaccharides. May play a role in the maintenance of naive T-lymphocytes in the spleen.
Gene Name:
CHST3
Uniprot ID:
Q7LGC8
Molecular weight:
54705.5
Reactions
Phosphoadenosine phosphosulfate + Chondroitin → Adenosine 3',5'-diphosphate + Chondroitin 6-sulfatedetails
Enzyme Details
5. Carbohydrate sulfotransferase 13
General function:
Involved in sulfotransferase activity
Specific function:
Catalyzes the transfer of sulfate to position 4 of the N-acetylgalactosamine (GalNAc) residue of chondroitin. Chondroitin sulfate constitutes the predominant proteoglycan present in cartilage and is distributed on the surfaces of many cells and extracellular matrices. Transfers sulfate to the C4 hydroxyl of beta1,4-linked GalNAc that is substituted with a beta-linked glucuronic acid at the C-3 hydroxyl. No activity toward dermatan.
Gene Name:
CHST13
Uniprot ID:
Q8NET6
Molecular weight:
38919.34
Reactions
Phosphoadenosine phosphosulfate + Chondroitin → Adenosine 3',5'-diphosphate + chondroitin 4'-sulfatedetails
Phosphoadenosine phosphosulfate + Chondroitin → Adenosine 3',5'-diphosphate + Chondroitin 4-sulfatedetails
Enzyme Details
6. Carbohydrate sulfotransferase 12
General function:
Involved in sulfotransferase activity
Specific function:
Catalyzes the transfer of sulfate to position 4 of the N-acetylgalactosamine (GalNAc) residue of chondroitin and desulfated dermatan sulfate. Chondroitin sulfate constitutes the predominant proteoglycan present in cartilage and is distributed on the surfaces of many cells and extracellular matrices. Activity toward partially desulfated dermatan sulfate is however lower. Does not form 4, 6-di-O-sulfated GalNAc when chondroitin sulfate C is used as an acceptor.
Gene Name:
CHST12
Uniprot ID:
Q9NRB3
Molecular weight:
48413.945
Reactions
Phosphoadenosine phosphosulfate + Chondroitin → Adenosine 3',5'-diphosphate + chondroitin 4'-sulfatedetails
Phosphoadenosine phosphosulfate + Chondroitin → Adenosine 3',5'-diphosphate + Chondroitin 4-sulfatedetails
Enzyme Details
7. Galactosylceramide sulfotransferase
General function:
Involved in galactosylceramide sulfotransferase activity
Specific function:
Catalyzes the sulfation of membrane glycolipids. Seems to prefer beta-glycosides at the non-reducing termini of sugar chains attached to a lipid moiety. Catalyzes the synthesis of galactosylceramide sulfate (sulfatide), a major lipid component of the myelin sheath and of monogalactosylalkylacylglycerol sulfate (seminolipid), present in spermatocytes (By similarity). Also acts on lactosylceramide, galactosyl 1-alkyl-2-sn-glycerol and galactosyl diacylglycerol (in vitro).
Gene Name:
GAL3ST1
Uniprot ID:
Q99999
Molecular weight:
48763.63
Reactions
Phosphoadenosine phosphosulfate + a galactosylceramide → Adenosine 3',5'-diphosphate + a galactosylceramidesulfatedetails
Phosphoadenosine phosphosulfate + monogalactosylalkylacylglycerol → Adenosine 3',5'-diphosphate + monogalactosylalkylacylglycerol sulfatedetails
Phosphoadenosine phosphosulfate + Galactosylceramide → Adenosine 3',5'-diphosphate + Sulfatidedetails
Phosphoadenosine phosphosulfate + Digalactosylceramide → Adenosine 3',5'-diphosphate + Digalactosylceramidesulfatedetails
Enzyme Details
8. Heparan sulfate glucosamine 3-O-sulfotransferase 3B1
General function:
Involved in sulfotransferase activity
Specific function:
Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) to catalyze the transfer of a sulfo group to an N-unsubstituted glucosamine linked to a 2-O-sulfo iduronic acid unit on heparan sulfate. Catalyzes the O-sulfation of glucosamine in IdoUA2S-GlcNS and also in IdoUA2S-GlcNH2. The substrate-specific O-sulfation generates an enzyme-modified heparan sulfate which acts as a binding receptor to Herpes simplex virus-1 (HSV-1) and permits its entry. Unlike 3-OST-1, does not convert non-anticoagulant heparan sulfate to anticoagulant heparan sulfate.
Gene Name:
HS3ST3B1
Uniprot ID:
Q9Y662
Molecular weight:
43323.605
Reactions
Phosphoadenosine phosphosulfate + [heparan sulfate]-glucosamine → Adenosine 3',5'-diphosphate + [heparan sulfate]-glucosamine 3-sulfatedetails
Enzyme Details
9. Heparan sulfate glucosamine 3-O-sulfotransferase 3A1
General function:
Involved in sulfotransferase activity
Specific function:
Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) to catalyze the transfer of a sulfo group to an N-unsubstituted glucosamine linked to a 2-O-sulfo iduronic acid unit on heparan sulfate. Catalyzes the O-sulfation of glucosamine in IdoUA2S-GlcNS and also in IdoUA2S-GlcNH2. The substrate-specific O-sulfation generates an enzyme-modified heparan sulfate which acts as a binding receptor to Herpes simplex virus-1 (HSV-1) and permits its entry. Unlike 3-OST-1, does not convert non-anticoagulant heparan sulfate to anticoagulant heparan sulfate.
Gene Name:
HS3ST3A1
Uniprot ID:
Q9Y663
Molecular weight:
44899.155
Reactions
Phosphoadenosine phosphosulfate + [heparan sulfate]-glucosamine → Adenosine 3',5'-diphosphate + [heparan sulfate]-glucosamine 3-sulfatedetails
Enzyme Details
10. Sulfotransferase 1A1
General function:
Involved in sulfotransferase activity
Specific function:
Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of catecholamines, phenolic drugs and neurotransmitters. Has also estrogen sulfotransferase activity. responsible for the sulfonation and activation of minoxidil. Is Mediates the metabolic activation of carcinogenic N-hydroxyarylamines to DNA binding products and could so participate as modulating factor of cancer risk.
Gene Name:
SULT1A1
Uniprot ID:
P50225
Molecular weight:
34165.13
Reactions
Phosphoadenosine phosphosulfate + a phenol → Adenosine 3',5'-diphosphate + an aryl sulfatedetails
Phosphoadenosine phosphosulfate + Phenol → Adenosine 3',5'-diphosphate + Phenol sulphatedetails

Only showing the first 10 proteins. There are 39 proteins in total.

Show all enzymes and transporters