NP-MRD: Showing NP-Card for Acetyl adenylate (NP0087664)

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Record Information

Version

2.0

Created at

2022-05-11 16:56:10 UTC

Updated at

2022-05-11 16:56:10 UTC

NP-MRD ID

NP0087664

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Acetyl adenylate

Description

Acetyl adenylate, also known as acetyl AMP, 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. In microbes acetyl adenylate also plays a role in the direction of flagellar rotation (PMID:2901103 ). Acetyl adenylate is a strong basic compound (based on its pKa). Acetyl adenylate exists in all living species, ranging from bacteria to humans. Acetyl adenylate was first documented in 1963 (PMID: 14086739). In humans, acetyl adenylate is involved in pyruvate metabolism (PMID: 4290317) (PMID: 2867775) (PMID: 4365579) (PMID: 238571).

Structure

MOL 3D MOL SDF PDB SMILES InChI

 
  Mrv0541 02231220542D          
 
 26 28  0  0  1  0            999 V2000
   18.1583  -11.6207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7941  -12.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3981  -11.8694    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.4451  -10.7913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5265  -11.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8735  -12.9025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7209  -11.3615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1424  -12.6123    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.3054  -10.7948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2730  -11.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6614  -13.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0644  -11.8349    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.3200  -12.6123    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.5329  -13.3691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3697  -12.7333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9294  -11.3581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2800  -11.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0125  -13.3552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6650  -12.1285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8357  -12.1285    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.0099  -12.1285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8323  -12.9579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8323  -11.3028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5953  -11.4099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7694  -11.4099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0099  -10.6947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  1  1  1  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  2  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
  8 14  1  6  0  0  0
 10 15  2  0  0  0  0
 10 16  1  0  0  0  0
 12 17  1  1  0  0  0
 13 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  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
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
  5  9  1  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
M  END

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
   -7.6049    1.0266   -0.4426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2830    0.6633    0.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0175    0.7161    1.3009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2367    0.2223   -0.7616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7812   -0.2412   -0.1125 P   0  0  1  0  0  5  0  0  0  0  0  0
   -3.9017   -0.4511    1.4346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4234   -1.8248   -0.6674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4765    0.7698   -0.3281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5563    0.0631   -1.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5158   -0.5038   -0.3140 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4206   -1.2879   -0.9016 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4414   -1.4464    0.0700 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5835   -0.7554   -0.5577 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622   -0.5032   -1.8564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9062    0.1502   -2.0567 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4379    0.2948   -0.8220 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6071    0.8929   -0.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4594    1.4768   -1.4195 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9059    0.9091    0.8677 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1122    0.3622    1.7935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9736   -0.2234    1.4212 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6255   -0.2610    0.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0070   -0.7523    1.3198 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0293   -1.5543    1.9209 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2063    0.4114    0.6404 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6141    0.9683    1.6137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7377    2.0974   -0.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7884    0.4732   -1.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3716    0.5923    0.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4545   -1.9127   -1.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0898    0.9047   -1.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0746   -0.5733   -1.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0468   -1.2392    0.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6438   -2.5077    0.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0593   -0.7971   -2.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0527    2.1520   -2.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4550    1.2340   -1.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4184    0.3894    2.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503   -0.3980    1.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3630   -2.4072    2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9208    1.0955    0.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1672    1.7746    1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  5  4  1  6
  5  7  1  0
  5  6  2  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 22  2  0
 22 21  1  0
 21 20  2  0
 20 19  1  0
 19 17  2  0
 17 18  1  0
 25 10  1  0
 22 13  1  0
 17 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  7 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  1
 12 34  1  1
 23 39  1  1
 24 40  1  0
 25 41  1  6
 26 42  1  0
 14 35  1  0
 20 38  1  0
 18 36  1  0
 18 37  1  0
M  END

 
  Mrv0541 02231220542D          
 
 26 28  0  0  1  0            999 V2000
   18.1583  -11.6207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7941  -12.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3981  -11.8694    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.4451  -10.7913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5265  -11.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8735  -12.9025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7209  -11.3615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1424  -12.6123    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.3054  -10.7948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2730  -11.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6614  -13.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0644  -11.8349    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.3200  -12.6123    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.5329  -13.3691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3697  -12.7333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9294  -11.3581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2800  -11.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0125  -13.3552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6650  -12.1285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8357  -12.1285    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.0099  -12.1285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8323  -12.9579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8323  -11.3028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5953  -11.4099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7694  -11.4099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0099  -10.6947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  1  1  1  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  2  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
  8 14  1  6  0  0  0
 10 15  2  0  0  0  0
 10 16  1  0  0  0  0
 12 17  1  1  0  0  0
 13 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  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
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
  5  9  1  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0087664

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N

> <INCHI_IDENTIFIER>
InChI=1S/C12H16N5O8P/c1-5(18)25-26(21,22)23-2-6-8(19)9(20)12(24-6)17-4-16-7-10(13)14-3-15-11(7)17/h3-4,6,8-9,12,19-20H,2H2,1H3,(H,21,22)(H2,13,14,15)/t6-,8-,9-,12-/m1/s1

> <INCHI_KEY>
UBPVOHPZRZIJHM-WOUKDFQISA-N

> <FORMULA>
C12H16N5O8P

> <MOLECULAR_WEIGHT>
389.2579

> <EXACT_MASS>
389.073649025

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
33.78506478674841

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-2.44

> <JCHEM_LOGP>
-4.659024191743382

> <ALOGPS_LOGS>
-2.11

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.457192389904808

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8364534526946747

> <JCHEM_PKA_STRONGEST_BASIC>
4.988471089896406

> <JCHEM_POLAR_SURFACE_AREA>
192.13999999999996

> <JCHEM_REFRACTIVITY>
83.21999999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.02e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5'-acetylphosphoadenosine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0      33.895 -21.692   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      35.082 -22.511   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      32.476 -22.156   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      34.431 -20.144   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      36.449 -21.505   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      35.231 -24.085   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0      31.212 -21.208   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      31.999 -23.543   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      36.037 -20.150   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      37.843 -22.118   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      36.701 -24.736   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      29.987 -22.092   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      30.464 -23.543   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      32.728 -24.956   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0      38.023 -23.769   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0      39.068 -21.202   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      28.523 -21.615   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      29.890 -24.930   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      27.375 -22.640   0.000  0.00  0.00           O+0
HETATM   20  P   UNK     0      25.827 -22.640   0.000  0.00  0.00           P+0
HETATM   21  O   UNK     0      24.285 -22.640   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      25.820 -24.188   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      25.820 -21.099   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      23.511 -21.298   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      21.970 -21.298   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      24.285 -19.963   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10    9                                                  
CONECT    6    2   11                                                       
CONECT    7    3   12                                                       
CONECT    8    3   13   14                                                  
CONECT    9    4    5                                                       
CONECT   10    5   15   16                                                  
CONECT   11    6   15                                                       
CONECT   12    7   17   13                                                  
CONECT   13    8   18   12                                                  
CONECT   14    8                                                            
CONECT   15   10   11                                                       
CONECT   16   10                                                            
CONECT   17   12   19                                                       
CONECT   18   13                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22   23                                             
CONECT   21   20   24                                                       
CONECT   22   20                                                            
CONECT   23   20                                                            
CONECT   24   21   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Value	Source
5'-Acetylphosphoadenosine	Kegg
Acetyl adenylic acid	Generator
5'-O-[Acetoxy(hydroxy)phosphoryl]adenosine	HMDB
Acetyl AMP	HMDB
Acetyladenylate	HMDB
[[(2R,3S,4R,5R)-5-(6-Aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] acetate	HMDB

Chemical Formula

C₁₂H₁₆N₅O₈P

Average Mass

389.2579 Da

Monoisotopic Mass

389.07365 Da

IUPAC Name

(acetyloxy)({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy})phosphinic acid

Traditional Name

5'-acetylphosphoadenosine

CAS Registry Number

Not Available

SMILES

CC(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N

InChI Identifier

InChI=1S/C12H16N5O8P/c1-5(18)25-26(21,22)23-2-6-8(19)9(20)12(24-6)17-4-16-7-10(13)14-3-15-11(7)17/h3-4,6,8-9,12,19-20H,2H2,1H3,(H,21,22)(H2,13,14,15)/t6-,8-,9-,12-/m1/s1

InChI Key

UBPVOHPZRZIJHM-WOUKDFQISA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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 phosphate
Pentose-5-phosphate
C-glycosyl compound
Glycosyl compound
Monosaccharide phosphate
Monoalkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Alkyl phosphate
Tetrahydrofuran
Secondary alcohol
Hemiacetal
Polyol
Organoheterocyclic compound
Oxacycle
Primary alcohol
Alcohol
Hydrocarbon derivative
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

D-tagatose 6-phosphate (CHEBI:4251 )

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	-2.4	ALOGPS
logP	-4.7	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	0.84	ChemAxon
pKa (Strongest Basic)	4.99	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	192.14 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	83.22 m³·mol⁻¹	ChemAxon
Polarizability	33.79 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0006880

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB024132

KNApSAcK ID

Not Available

Chemspider ID

389703

KEGG Compound ID

C05993

BioCyc ID

ACETYL_AMP

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440867

PDB ID

Not Available

ChEBI ID

37666

Good Scents ID

Not Available

References

General References

WEBSTER LT Jr: STUDIES OF THE ACETYL COENZYME A SYNTHETASE REACTION. I. ISOLATION AND CHARACTERIZATION OF ENZYME-BOUND ACETYL ADENYLATE. J Biol Chem. 1963 Dec;238:4010-5. [PubMed:14086739 ]
Webster LT Jr: Studies of the acetyl coenzyme A synthetase reaction. V. The requirement for monovalent and divalent cations in partial reactions involving enzyme-bound acetyl adenylate. J Biol Chem. 1967 Mar 25;242(6):1232-40. [PubMed:4290317 ]
Hilscher LW, Hanson CD, Russell DH, Raushel FM: Measurement of positional isotope exchange rates in enzyme-catalyzed reactions by fast atom bombardment mass spectrometry: application to argininosuccinate synthetase. Biochemistry. 1985 Oct 8;24(21):5888-93. doi: 10.1021/bi00342a030. [PubMed:2867775 ]
Schmellenkamp H, Eggerer H: Mechanism of enzymic acetylation of des-acetyl citrate lyase. Proc Natl Acad Sci U S A. 1974 May;71(5):1987-91. doi: 10.1073/pnas.71.5.1987. [PubMed:4365579 ]
Ramponi G, Manao G, Camici G: Nonenzymatic acetylation of histones with acetyl phosphate and acetyl adenylate. Biochemistry. 1975 Jun 17;14(12):2681-5. doi: 10.1021/bi00683a018. [PubMed:238571 ]

Showing NP-Card for Acetyl adenylate (NP0087664)

MOL for NP0087664 (Acetyl adenylate)

3D MOL for NP0087664 (Acetyl adenylate)

3D SDF for NP0087664 (Acetyl adenylate)

3D-SDF for NP0087664 (Acetyl adenylate)

PDB for NP0087664 (Acetyl adenylate)

3D PDB for NP0087664 (Acetyl adenylate)

SMILES for NP0087664 (Acetyl adenylate)

INCHI for NP0087664 (Acetyl adenylate)

Structure for NP0087664 (Acetyl adenylate)

3D Structure for NP0087664 (Acetyl adenylate)