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Showing metabocard for Adenosine phosphosulfate (HMDB0001003)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 14:57:49 UTC
HMDB IDHMDB0001003
Secondary Accession Numbers
  • HMDB01003
Metabolite Identification
Common NameAdenosine phosphosulfate
DescriptionAdenosine phosphosulfate, also known as adenylylsulfate or adenosine sulfatophosphate, belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. Adenosine phosphosulfate exists in all living species, ranging from bacteria to humans. Within humans, adenosine phosphosulfate participates in a number of enzymatic reactions. In particular, adenosine phosphosulfate can be biosynthesized from sulfate through the action of the enzyme bifunctional 3'-phosphoadenosine 5'-phosphosulfate synthase 2. In addition, adenosine phosphosulfate can be converted into phosphoadenosine phosphosulfate; which is catalyzed by the enzyme bifunctional 3'-phosphoadenosine 5'-phosphosulfate synthase 2. In humans, adenosine phosphosulfate is involved in sulfate/sulfite metabolism. Outside of the human body, Adenosine phosphosulfate has been detected, but not quantified in several different foods, such as chia, yardlong beans, swiss chards, sapodilla, and chicory leaves. This could make adenosine phosphosulfate a potential biomarker for the consumption of these foods. An adenosine 5'-phosphate having a sulfo group attached to one the phosphate OH groups.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001003 (Adenosine phosphosulfate)

  Mrv1652307092018372D          

 27 29  0  0  1  0            999 V2000
 9998.7501 9998.0568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.5401 9998.0485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0475 9999.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.7612 9999.4959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.4749 9999.9095    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10003.1989 9999.5102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.064410000.6244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.889510000.6244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.9126 9999.9217    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
10004.325110000.6368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.500110000.6368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.6263 9999.5102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6616 9999.9901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2491 9998.7205    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.0741 9998.7205    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3290 9999.5051    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9996.4939 9998.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.167710000.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.962810000.1477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.1606 9999.9553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5306 9999.5492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.592810000.5537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9995.9262 9999.1642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2962 9998.7582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.356510000.8727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2753 9999.9042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0002 9999.5104    0.0000 C   0  0  2  0  0  0  0  0  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
  5  7  2  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  2  0  0  0  0
  9 12  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 13 16  1  0  0  0  0
 14  1  1  1  0  0  0
 15  2  1  1  0  0  0
 16  3  1  6  0  0  0
 17 24  2  0  0  0  0
 17 23  1  0  0  0  0
 18 26  1  0  0  0  0
 18 25  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 19 25  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  2  0  0  0  0
 21 24  1  0  0  0  0
 21 26  1  0  0  0  0
 27 26  1  6  0  0  0
 27 14  1  0  0  0  0
 13 27  1  0  0  0  0
M  END
Download

3D MOL for HMDB0001003 (Adenosine phosphosulfate)

HMDB0001003
     RDKit          3D
Adenosine phosphosulfate
 41 43  0  0  0  0  0  0  0  0999 V2000
   -6.4148    1.3203   -0.7136 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2198    1.2368    0.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9079    2.0540    1.0557 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7590    1.9388    1.7533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8504    0.9850    1.4719 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1220    0.1240    0.4493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2950    0.2403   -0.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3242   -0.7113   -1.2035 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1774   -1.4133   -1.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4446   -0.9059   -0.0682 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1661   -1.4208    0.3346 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3290   -0.4431    0.8727 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9171   -1.0881    0.7827 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0404   -0.1739    1.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0322    0.9240    0.3580 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2586    2.0279    0.7334 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.9365    2.5063   -0.5268 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5318    3.3808    1.4500 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4152    1.3685    1.7498 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7427    0.9164    0.8273 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.2127    2.1100    0.0194 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8991    0.5086    1.6988 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3124   -0.2728   -0.2464 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9644   -1.4138   -0.6931 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9158   -2.3499   -1.0094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4585   -1.9475   -0.8976 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4539   -3.3334   -0.9562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4078    1.6928   -1.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3293    1.0131   -0.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6121    2.6686    2.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8904   -2.2712   -1.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2341   -2.2399    1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9103   -2.0449    1.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9079    0.0855    2.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9777   -0.7624    1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0896    4.1830    1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9671   -1.0035   -0.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0652   -0.4842   -1.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6981   -1.8650   -1.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8700   -1.5233   -1.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4712   -3.6167   -1.1988 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
 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  2  0
 20 23  1  0
 13 24  1  0
 24 25  1  0
 24 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
 23 37  1  0
 24 38  1  6
 25 39  1  0
 26 40  1  6
 27 41  1  0
M  END
Download

3D SDF for HMDB0001003 (Adenosine phosphosulfate)

  Mrv1652307092018372D          

 27 29  0  0  1  0            999 V2000
 9998.7501 9998.0568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.5401 9998.0485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0475 9999.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.7612 9999.4959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.4749 9999.9095    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10003.1989 9999.5102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.064410000.6244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.889510000.6244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.9126 9999.9217    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
10004.325110000.6368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.500110000.6368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.6263 9999.5102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6616 9999.9901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2491 9998.7205    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.0741 9998.7205    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3290 9999.5051    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9996.4939 9998.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.167710000.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.962810000.1477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.1606 9999.9553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5306 9999.5492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.592810000.5537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9995.9262 9999.1642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2962 9998.7582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.356510000.8727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2753 9999.9042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0002 9999.5104    0.0000 C   0  0  2  0  0  0  0  0  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
  5  7  2  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  2  0  0  0  0
  9 12  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 13 16  1  0  0  0  0
 14  1  1  1  0  0  0
 15  2  1  1  0  0  0
 16  3  1  6  0  0  0
 17 24  2  0  0  0  0
 17 23  1  0  0  0  0
 18 26  1  0  0  0  0
 18 25  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 19 25  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  2  0  0  0  0
 21 24  1  0  0  0  0
 21 26  1  0  0  0  0
 27 26  1  6  0  0  0
 27 14  1  0  0  0  0
 13 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001003

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OS(O)(=O)=O)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C10H14N5O10PS/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-26(18,19)25-27(20,21)22/h2-4,6-7,10,16-17H,1H2,(H,18,19)(H2,11,12,13)(H,20,21,22)/t4-,6-,7-,10-/m1/s1

> <INCHI_KEY>
IRLPACMLTUPBCL-KQYNXXCUSA-N

> <FORMULA>
C10H14N5O10PS

> <MOLECULAR_WEIGHT>
427.284

> <EXACT_MASS>
427.019898895

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
35.06803193134003

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]sulfonic acid

> <ALOGPS_LOGP>
-1.64

> <JCHEM_LOGP>
-5.56531027203623

> <ALOGPS_LOGS>
-2.11

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.6138084060306217

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.3443566047904136

> <JCHEM_PKA_STRONGEST_BASIC>
3.9432165992164756

> <JCHEM_POLAR_SURFACE_AREA>
229.43999999999994

> <JCHEM_REFRACTIVITY>
84.06029999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.29e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
adenosine phosphosulfate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0001003 (Adenosine phosphosulfate)

HMDB0001003
     RDKit          3D
Adenosine phosphosulfate
 41 43  0  0  0  0  0  0  0  0999 V2000
   -6.4148    1.3203   -0.7136 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2198    1.2368    0.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9079    2.0540    1.0557 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7590    1.9388    1.7533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8504    0.9850    1.4719 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1220    0.1240    0.4493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2950    0.2403   -0.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3242   -0.7113   -1.2035 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1774   -1.4133   -1.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4446   -0.9059   -0.0682 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1661   -1.4208    0.3346 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3290   -0.4431    0.8727 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9171   -1.0881    0.7827 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0404   -0.1739    1.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0322    0.9240    0.3580 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2586    2.0279    0.7334 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.9365    2.5063   -0.5268 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5318    3.3808    1.4500 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4152    1.3685    1.7498 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7427    0.9164    0.8273 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.2127    2.1100    0.0194 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8991    0.5086    1.6988 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3124   -0.2728   -0.2464 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9644   -1.4138   -0.6931 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9158   -2.3499   -1.0094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4585   -1.9475   -0.8976 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4539   -3.3334   -0.9562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4078    1.6928   -1.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3293    1.0131   -0.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6121    2.6686    2.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8904   -2.2712   -1.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2341   -2.2399    1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9103   -2.0449    1.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9079    0.0855    2.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9777   -0.7624    1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0896    4.1830    1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9671   -1.0035   -0.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0652   -0.4842   -1.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6981   -1.8650   -1.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8700   -1.5233   -1.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4712   -3.6167   -1.1988 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
 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  2  0
 20 23  1  0
 13 24  1  0
 24 25  1  0
 24 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
 23 37  1  0
 24 38  1  6
 25 39  1  0
 26 40  1  6
 27 41  1  0
M  END
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PDB for HMDB0001003 (Adenosine phosphosulfate)

HEADER    PROTEIN                                 09-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-20         0                                  
HETATM    1  O   UNK     0    8664.3348663.039   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8667.6758663.024   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8668.6228666.498   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8669.9548665.726   0.000  0.00  0.00           O+0
HETATM    5  P   UNK     0    8671.2868666.498   0.000  0.00  0.00           P+0
HETATM    6  O   UNK     0    8672.6388665.752   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8670.5208667.832   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8672.0608667.832   0.000  0.00  0.00           O+0
HETATM    9  S   UNK     0    8673.9708666.521   0.000  0.00  0.00           S+0
HETATM   10  O   UNK     0    8674.7408667.855   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8673.2008667.855   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8675.3028665.752   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8666.0358666.648   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0    8665.2658664.278   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8666.8058664.278   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8667.2818665.743   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8660.1228663.989   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8663.2468668.015   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8660.9978666.942   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8659.5008666.583   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8662.0578665.825   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0    8658.4408667.700   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0    8659.0628665.107   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0    8661.6208664.349   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0    8661.7328668.296   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0    8663.4478666.488   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0    8664.8008665.753   0.000  0.00  0.00           C+0
CONECT    1   14                                                            
CONECT    2   15                                                            
CONECT    3    4   16                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7    8                                             
CONECT    6    5    9                                                       
CONECT    7    5                                                            
CONECT    8    5                                                            
CONECT    9    6   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13   16   27                                                       
CONECT   14   15    1   27                                                  
CONECT   15   14   16    2                                                  
CONECT   16   15   13    3                                                  
CONECT   17   24   23                                                       
CONECT   18   26   25                                                       
CONECT   19   20   21   25                                                  
CONECT   20   19   22   23                                                  
CONECT   21   19   24   26                                                  
CONECT   22   20                                                            
CONECT   23   17   20                                                       
CONECT   24   17   21                                                       
CONECT   25   18   19                                                       
CONECT   26   18   21   27                                                  
CONECT   27   26   14   13                                                  
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END
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3D PDB for HMDB0001003 (Adenosine phosphosulfate)

COMPND    HMDB0001003
HETATM    1  N1  UNL     1      -6.415   1.320  -0.714  1.00  0.00           N  
HETATM    2  C1  UNL     1      -5.220   1.237   0.047  1.00  0.00           C  
HETATM    3  N2  UNL     1      -4.908   2.054   1.056  1.00  0.00           N  
HETATM    4  C2  UNL     1      -3.759   1.939   1.753  1.00  0.00           C  
HETATM    5  N3  UNL     1      -2.850   0.985   1.472  1.00  0.00           N  
HETATM    6  C3  UNL     1      -3.122   0.124   0.449  1.00  0.00           C  
HETATM    7  C4  UNL     1      -4.295   0.240  -0.264  1.00  0.00           C  
HETATM    8  N4  UNL     1      -4.324  -0.711  -1.203  1.00  0.00           N  
HETATM    9  C5  UNL     1      -3.177  -1.413  -1.074  1.00  0.00           C  
HETATM   10  N5  UNL     1      -2.445  -0.906  -0.068  1.00  0.00           N  
HETATM   11  C6  UNL     1      -1.166  -1.421   0.335  1.00  0.00           C  
HETATM   12  O1  UNL     1      -0.329  -0.443   0.873  1.00  0.00           O  
HETATM   13  C7  UNL     1       0.917  -1.088   0.783  1.00  0.00           C  
HETATM   14  C8  UNL     1       2.040  -0.174   1.200  1.00  0.00           C  
HETATM   15  O2  UNL     1       2.032   0.924   0.358  1.00  0.00           O  
HETATM   16  P1  UNL     1       3.259   2.028   0.733  1.00  0.00           P  
HETATM   17  O3  UNL     1       3.936   2.506  -0.527  1.00  0.00           O  
HETATM   18  O4  UNL     1       2.532   3.381   1.450  1.00  0.00           O  
HETATM   19  O5  UNL     1       4.415   1.369   1.750  1.00  0.00           O  
HETATM   20  S1  UNL     1       5.743   0.916   0.827  1.00  0.00           S  
HETATM   21  O6  UNL     1       6.213   2.110   0.019  1.00  0.00           O  
HETATM   22  O7  UNL     1       6.899   0.509   1.699  1.00  0.00           O  
HETATM   23  O8  UNL     1       5.312  -0.273  -0.246  1.00  0.00           O  
HETATM   24  C9  UNL     1       0.964  -1.414  -0.693  1.00  0.00           C  
HETATM   25  O9  UNL     1       1.916  -2.350  -1.009  1.00  0.00           O  
HETATM   26  C10 UNL     1      -0.459  -1.948  -0.898  1.00  0.00           C  
HETATM   27  O10 UNL     1      -0.454  -3.333  -0.956  1.00  0.00           O  
HETATM   28  H1  UNL     1      -6.408   1.693  -1.685  1.00  0.00           H  
HETATM   29  H2  UNL     1      -7.329   1.013  -0.325  1.00  0.00           H  
HETATM   30  H3  UNL     1      -3.612   2.669   2.561  1.00  0.00           H  
HETATM   31  H4  UNL     1      -2.890  -2.271  -1.700  1.00  0.00           H  
HETATM   32  H5  UNL     1      -1.234  -2.240   1.083  1.00  0.00           H  
HETATM   33  H6  UNL     1       0.910  -2.045   1.330  1.00  0.00           H  
HETATM   34  H7  UNL     1       1.908   0.086   2.259  1.00  0.00           H  
HETATM   35  H8  UNL     1       2.978  -0.762   1.123  1.00  0.00           H  
HETATM   36  H9  UNL     1       3.090   4.183   1.272  1.00  0.00           H  
HETATM   37  H10 UNL     1       5.967  -1.004  -0.316  1.00  0.00           H  
HETATM   38  H11 UNL     1       1.065  -0.484  -1.311  1.00  0.00           H  
HETATM   39  H12 UNL     1       2.698  -1.865  -1.417  1.00  0.00           H  
HETATM   40  H13 UNL     1      -0.870  -1.523  -1.825  1.00  0.00           H  
HETATM   41  H14 UNL     1       0.471  -3.617  -1.199  1.00  0.00           H  
CONECT    1    2   28   29
CONECT    2    3    3    7
CONECT    3    4
CONECT    4    5    5   30
CONECT    5    6
CONECT    6    7    7   10
CONECT    7    8
CONECT    8    9    9
CONECT    9   10   31
CONECT   10   11
CONECT   11   12   26   32
CONECT   12   13
CONECT   13   14   24   33
CONECT   14   15   34   35
CONECT   15   16
CONECT   16   17   17   18   19
CONECT   18   36
CONECT   19   20
CONECT   20   21   21   22   22
CONECT   20   23
CONECT   23   37
CONECT   24   25   26   38
CONECT   25   39
CONECT   26   27   40
CONECT   27   41
END
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SMILES for HMDB0001003 (Adenosine phosphosulfate)

NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OS(O)(=O)=O)[C@@H](O)[C@H]1O
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INCHI for HMDB0001003 (Adenosine phosphosulfate)

InChI=1S/C10H14N5O10PS/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-26(18,19)25-27(20,21)22/h2-4,6-7,10,16-17H,1H2,(H,18,19)(H2,11,12,13)(H,20,21,22)/t4-,6-,7-,10-/m1/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
Chemical FormulaC10H14N5O10PS
Average Molecular Weight427.284
Monoisotopic Molecular Weight427.019898895
IUPAC Name[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]sulfonic acid
Traditional Nameadenosine phosphosulfate
CAS Registry Number485-84-7
SMILES
NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OS(O)(=O)=O)[C@@H](O)[C@H]1O
InChI Identifier
InChI=1S/C10H14N5O10PS/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-26(18,19)25-27(20,21)22/h2-4,6-7,10,16-17H,1H2,(H,18,19)(H2,11,12,13)(H,20,21,22)/t4-,6-,7-,10-/m1/s1
InChI KeyIRLPACMLTUPBCL-KQYNXXCUSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleotides
Sub ClassPurine ribonucleotides
Direct ParentPurine ribonucleoside monophosphates
Alternative Parents
Substituents
  • Purine ribonucleoside monophosphate
  • Pentose phosphate
  • Pentose-5-phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • 6-aminopurine
  • Monosaccharide phosphate
  • Pentose monosaccharide
  • Imidazopyrimidine
  • Purine
  • Monoalkyl phosphate
  • Aminopyrimidine
  • Alkyl phosphate
  • Pyrimidine
  • Monosaccharide
  • Imidolactam
  • Phosphoric acid ester
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Tetrahydrofuran
  • Heteroaromatic compound
  • Azole
  • Imidazole
  • Organic sulfuric acid or derivatives
  • Secondary alcohol
  • 1,2-diol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Organic oxide
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Amine
  • Alcohol
  • Primary amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effect
Health effect
Disposition
Biological locationSource
Process
Naturally occurring process
Role
Biological role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Not Available180.478http://allccs.zhulab.cn/database/detail?ID=AllCCS00000113
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen LocationsNot Available
Tissue Locations
  • Fibroblasts
  • Pancreas
  • Platelet
  • Prostate
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB03708
Phenol Explorer Compound IDNot Available
FooDB IDFDB022362
KNApSAcK IDC00007445
Chemspider ID9821
KEGG Compound IDC00224
BioCyc IDAPS
BiGG ID34307
Wikipedia LinkNot Available
METLIN ID5933
PubChem Compound10238
PDB IDNot Available
ChEBI ID17709
Food Biomarker OntologyNot Available
VMH IDAPS
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Raju U, Kadner S, Levitz M, Kaganowicz A, Blaustein A: Glucosiduronidation and esterification of androsterone by human breast tumors in vitro. Steroids. 1981 Apr;37(4):399-407. [PubMed:7245287 ]
  2. Mateos-Trigos G, Evans RJ, Heath MF: Effects of P2Y(1) and P2Y(12) receptor antagonists on ADP-induced shape change of equine platelets: comparison with human platelets. Platelets. 2002 Aug-Sep;13(5-6):285-92. [PubMed:12189014 ]
  3. Chou HC, Lang NP, Kadlubar FF: Metabolic activation of N-hydroxy arylamines and N-hydroxy heterocyclic amines by human sulfotransferase(s). Cancer Res. 1995 Feb 1;55(3):525-9. [PubMed:7834621 ]
  4. Al-Buheissi SZ, Patel HR, Meinl W, Hewer A, Bryan RL, Glatt H, Miller RA, Phillips DH: N-Acetyltransferase and sulfotransferase activity in human prostate: potential for carcinogen activation. Pharmacogenet Genomics. 2006 Jun;16(6):391-9. [PubMed:16708048 ]
  5. Keogh JR, Wolf MF, Overend ME, Tang L, Eaton JW: Biocompatibility of sulphonated polyurethane surfaces. Biomaterials. 1996 Oct;17(20):1987-94. [PubMed:8894093 ]
  6. Eto Y, Tokoro T, Handa T, Herschkowitz NN, Rennert OM: Acid mucopolysaccharide (AMPS) abnormality in multiple sulfatase deficiency: chemical compositions of AMPS in urine and liver. Pediatr Res. 1982 May;16(5):395-9. [PubMed:6212904 ]
  7. Slomiany BL, Liau YH, Sarosiek J, Tsukada H, Mizuta K, Rosenthal W, Slomiany A: Sulfation of glycolipids by human gastric mucosa in disease. Digestion. 1987;36(4):246-52. [PubMed:3475228 ]
  8. Eklund E, Roden L, Malmstrom M, Malmstrom A: Dermatan is a better substrate for 4-O-sulfation than chondroitin: implications in the generation of 4-O-sulfated, L-iduronate-rich galactosaminoglycans. Arch Biochem Biophys. 2000 Nov 15;383(2):171-7. [PubMed:11185550 ]

Enzymes

Enzyme Details
1. 3'(2'),5'-bisphosphate nucleotidase 1
General function:
Involved in inositol or phosphatidylinositol phosphatase activity
Specific function:
Converts adenosine 3'-phosphate 5'-phosphosulfate (PAPS) to adenosine 5'-phosphosulfate (APS) and 3'(2')-phosphoadenosine 5'- phosphate (PAP) to AMP. Has 1000-fold lower activity towards inositol 1,4-bisphosphate (Ins(1,4)P2) and inositol 1,3,4-trisphosphate (Ins(1,3,4)P3), but does not hydrolyze Ins(1)P, Ins(3,4)P2, Ins(1,3,4,5)P4 or InsP6.
Gene Name:
BPNT1
Uniprot ID:
O95861
Molecular weight:
33392.035
Reactions
Phosphoadenosine phosphosulfate + Water → Adenosine phosphosulfate + Phosphatedetails
Enzyme Details
2. Bifunctional 3'-phosphoadenosine 5'-phosphosulfate synthase 1
General function:
Involved in ATP binding
Specific function:
Bifunctional enzyme with both ATP sulfurylase and APS kinase activity, which mediates two steps in the sulfate activation pathway. The first step is the transfer of a sulfate group to ATP to yield adenosine 5'-phosphosulfate (APS), and the second step is the transfer of a phosphate group from ATP to APS yielding 3'-phosphoadenylylsulfate (PAPS: activated sulfate donor used by sulfotransferase). In mammals, PAPS is the sole source of sulfate; APS appears to be only an intermediate in the sulfate-activation pathway. Also involved in the biosynthesis of sulfated L-selectin ligands in endothelial cells.
Gene Name:
PAPSS1
Uniprot ID:
O43252
Molecular weight:
70832.725
Reactions
Adenosine triphosphate + Oat gum → Pyrophosphate + Adenosine phosphosulfatedetails
Adenosine triphosphate + Adenosine phosphosulfate → ADP + Phosphoadenosine phosphosulfatedetails
Enzyme Details
3. Bifunctional 3'-phosphoadenosine 5'-phosphosulfate synthase 2
General function:
Involved in ATP binding
Specific function:
Bifunctional enzyme with both ATP sulfurylase and APS kinase activity, which mediates two steps in the sulfate activation pathway. The first step is the transfer of a sulfate group to ATP to yield adenosine 5'-phosphosulfate (APS), and the second step is the transfer of a phosphate group from ATP to APS yielding 3'-phosphoadenylylsulfate (PAPS: activated sulfate donor used by sulfotransferase). In mammals, PAPS is the sole source of sulfate; APS appears to be only an intermediate in the sulfate-activation pathway. May have a important role in skeletogenesis during postnatal growth (By similarity).
Gene Name:
PAPSS2
Uniprot ID:
O95340
Molecular weight:
69969.8
Reactions
Adenosine triphosphate + Oat gum → Pyrophosphate + Adenosine phosphosulfatedetails
Adenosine triphosphate + Adenosine phosphosulfate → ADP + Phosphoadenosine phosphosulfatedetails
Enzyme Details
4. Adenosine 3'-phospho 5'-phosphosulfate transporter 1
General function:
Involved in transmembrane transport
Specific function:
Mediates the transport of adenosine 3'-phospho 5'- phosphosulfate (PAPS), from cytosol into Golgi. PAPS is a universal sulfuryl donor for sulfation events that take place in the Golgi. May indirectly participate in activation of the NF- kappa-B and MAPK pathways
Gene Name:
SLC35B2
Uniprot ID:
Q8TB61
Molecular weight:
47514.3
Enzyme Details
5. Inositol monophosphatase 3
General function:
Involved in inositol or phosphatidylinositol phosphatase activity
Specific function:
May play a role in the formation of skeletal elements derived through endochondral ossification, possibly by clearing adenosine 3',5'-bisphosphate produced by Golgi sulfotransferases during glycosaminoglycan sulfation (By similarity).
Gene Name:
IMPAD1
Uniprot ID:
Q9NX62
Molecular weight:
38681.15
Reactions
Phosphoadenosine phosphosulfate + Water → Adenosine phosphosulfate + Phosphatedetails
Enzyme Details
6. Adenosine 3'-phospho 5'-phosphosulfate transporter 2
General function:
Involved in transmembrane transport
Specific function:
Mediates the transport of adenosine 3'-phospho 5'- phosphosulfate (PAPS), from cytosol into Golgi. PAPS is a universal sulfuryl donor for sulfation events that take place in the Golgi. Compensates for the insufficient expression of SLC35B2/PAPST1 during the synthesis of sulfated glycoconjugates in the colon
Gene Name:
SLC35B3
Uniprot ID:
Q9H1N7
Molecular weight:
44592.3