NP-MRD: Showing NP-Card for propanoyl-CoA (NP0339941)

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Record Information

Version

2.0

Created at

2024-09-12 00:21:43 UTC

Updated at

2024-09-12 00:21:43 UTC

NP-MRD ID

NP0339941

Secondary Accession Numbers

None

Natural Product Identification

Common Name

propanoyl-CoA

Description

Propanoyl-CoA belongs to the class of organic compounds known as acyl coas. These are organic compounds containing a coenzyme A substructure linked to an acyl chain. propanoyl-CoA was first documented in 2009 (PMID: 18820024). Based on a literature review a significant number of articles have been published on propanoyl-CoA (PMID: 36031136) (PMID: 34447362) (PMID: 33040522) (PMID: 31536953) (PMID: 30721738) (PMID: 27272952).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05272302532D          

 52 54  0  0  0  0            999 V2000
   10.6342  -11.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3487  -12.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0632  -11.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0632  -11.0650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7776  -12.3025    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.4921  -11.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2066  -12.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9210  -11.8900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6355  -12.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6355  -13.1275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3500  -11.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0644  -12.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7789  -11.8900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4934  -12.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4934  -13.1275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2079  -11.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2079  -11.0650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9223  -12.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5098  -13.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3348  -11.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6368  -12.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3513  -12.3025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0657  -12.7150    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.6532  -13.4294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7802  -13.1275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4947  -12.7150    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.9072  -13.4294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2092  -12.3025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9236  -12.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6381  -12.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7243  -11.4820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1112  -10.9300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2828  -10.1230    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   26.0897  -10.2945    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   24.4758   -9.9515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4543   -9.3160    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   26.5313  -11.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8669  -10.5568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9438  -12.0249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3918  -12.6380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7643  -12.1112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1768  -12.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9838  -12.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5358  -13.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3428  -13.0957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2809  -14.0518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4739  -14.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9218  -13.6103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0700  -11.8336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3163  -11.4981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0822  -12.0005    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   22.4782  -12.0005    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 33 36  1  0  0  0  0
 31 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 30 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 42 48  1  0  0  0  0
 43 49  1  0  0  0  0
 49 50  2  0  0  0  0
 41 50  1  0  0  0  0
 26 51  1  0  0  0  0
 23 52  1  0  0  0  0
M  CHG  4  34  -1  36  -1  51  -1  52  -1
M  END


  Mrv2104 05272302532D          

 52 54  0  0  0  0            999 V2000
   10.6342  -11.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3487  -12.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0632  -11.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0632  -11.0650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7776  -12.3025    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.4921  -11.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2066  -12.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9210  -11.8900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6355  -12.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6355  -13.1275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3500  -11.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0644  -12.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7789  -11.8900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4934  -12.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4934  -13.1275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2079  -11.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2079  -11.0650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9223  -12.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5098  -13.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3348  -11.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6368  -12.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3513  -12.3025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0657  -12.7150    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.6532  -13.4294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7802  -13.1275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4947  -12.7150    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.9072  -13.4294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2092  -12.3025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9236  -12.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6381  -12.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7243  -11.4820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1112  -10.9300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2828  -10.1230    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   26.0897  -10.2945    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   24.4758   -9.9515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4543   -9.3160    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   26.5313  -11.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8669  -10.5568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9438  -12.0249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3918  -12.6380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7643  -12.1112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1768  -12.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9838  -12.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5358  -13.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3428  -13.0957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2809  -14.0518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4739  -14.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9218  -13.6103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0700  -11.8336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3163  -11.4981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0822  -12.0005    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   22.4782  -12.0005    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 33 36  1  0  0  0  0
 31 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 30 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 42 48  1  0  0  0  0
 43 49  1  0  0  0  0
 49 50  2  0  0  0  0
 41 50  1  0  0  0  0
 26 51  1  0  0  0  0
 23 52  1  0  0  0  0
M  CHG  4  34  -1  36  -1  51  -1  52  -1
M  END
> <DATABASE_ID>
NP0339941

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP([O-])(=O)OP([O-])(=O)OCC1OC(C(O)C1OP([O-])([O-])=O)N1C=NC2=C1N=CN=C2N

> <INCHI_IDENTIFIER>
InChI=1/C24H40N7O17P3S/c1-4-15(33)52-8-7-26-14(32)5-6-27-22(36)19(35)24(2,3)10-45-51(42,43)48-50(40,41)44-9-13-18(47-49(37,38)39)17(34)23(46-13)31-12-30-16-20(25)28-11-29-21(16)31/h11-13,17-19,23,34-35H,4-10H2,1-3H3,(H,26,32)(H,27,36)(H,40,41)(H,42,43)(H2,25,28,29)(H2,37,38,39)/p-4

> <INCHI_KEY>
QAQREVBBADEHPA-UHFFFAOYNA-J

> <FORMULA>
C24H36N7O17P3S

> <MOLECULAR_WEIGHT>
819.57

> <EXACT_MASS>
819.112319215

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
73.11219317884269

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
-4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-hydroxy-2,2-dimethyl-3-[(2-{[2-(propanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propyl ({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl phosphonato}oxy)phosphonate

> <JCHEM_LOGP>
-5.36520161976507

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
0.9219272969883876

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8257565645629557

> <JCHEM_PKA_STRONGEST_BASIC>
4.887053440723844

> <JCHEM_POLAR_SURFACE_AREA>
374.94999999999993

> <JCHEM_REFRACTIVITY>
172.34810000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-2,2-dimethyl-3-[(2-{[2-(propanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propyl {[5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl phosphonato}oxyphosphonate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0      19.851 -22.195   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.184 -22.965   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      22.518 -22.195   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      22.518 -20.655   0.000  0.00  0.00           O+0
HETATM    5  S   UNK     0      23.852 -22.965   0.000  0.00  0.00           S+0
HETATM    6  C   UNK     0      25.185 -22.195   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      26.519 -22.965   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      27.853 -22.195   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      29.186 -22.965   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      29.186 -24.505   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      30.520 -22.195   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.854 -22.965   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      33.187 -22.195   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      34.521 -22.965   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      34.521 -24.505   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      35.855 -22.195   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      35.855 -20.655   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      37.188 -22.965   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      36.418 -24.298   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      37.958 -21.631   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      38.522 -23.735   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      39.856 -22.965   0.000  0.00  0.00           O+0
HETATM   23  P   UNK     0      41.189 -23.735   0.000  0.00  0.00           P+0
HETATM   24  O   UNK     0      40.419 -25.068   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      42.523 -24.505   0.000  0.00  0.00           O+0
HETATM   26  P   UNK     0      43.857 -23.735   0.000  0.00  0.00           P+0
HETATM   27  O   UNK     0      44.627 -25.068   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      45.190 -22.965   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      46.524 -23.735   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      47.858 -22.965   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      48.019 -21.433   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      46.874 -20.403   0.000  0.00  0.00           O+0
HETATM   33  P   UNK     0      47.194 -18.896   0.000  0.00  0.00           P+0
HETATM   34  O   UNK     0      48.701 -19.216   0.000  0.00  0.00           O-1
HETATM   35  O   UNK     0      45.688 -18.576   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      47.515 -17.390   0.000  0.00  0.00           O-1
HETATM   37  C   UNK     0      49.525 -21.113   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      50.151 -19.706   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      50.295 -22.447   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      49.265 -23.591   0.000  0.00  0.00           O+0
HETATM   41  N   UNK     0      51.827 -22.608   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0      52.597 -23.941   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      54.103 -23.621   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      55.133 -24.765   0.000  0.00  0.00           C+0
HETATM   45  N   UNK     0      56.640 -24.445   0.000  0.00  0.00           N+0
HETATM   46  N   UNK     0      54.658 -26.230   0.000  0.00  0.00           N+0
HETATM   47  C   UNK     0      53.151 -26.550   0.000  0.00  0.00           C+0
HETATM   48  N   UNK     0      52.121 -25.406   0.000  0.00  0.00           N+0
HETATM   49  N   UNK     0      54.264 -22.089   0.000  0.00  0.00           N+0
HETATM   50  C   UNK     0      52.857 -21.463   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      43.087 -22.401   0.000  0.00  0.00           O-1
HETATM   52  O   UNK     0      41.959 -22.401   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25   52                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   28   51                                             
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   40                                                  
CONECT   31   30   32   37                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35   36                                             
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   33                                                            
CONECT   37   31   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   41                                                  
CONECT   40   39   30                                                       
CONECT   41   39   42   50                                                  
CONECT   42   41   43   48                                                  
CONECT   43   42   44   49                                                  
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   42                                                       
CONECT   49   43   50                                                       
CONECT   50   49   41                                                       
CONECT   51   26                                                            
CONECT   52   23                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  108    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₆N₇O₁₇P₃S

Average Mass

819.5700 Da

Monoisotopic Mass

819.11232 Da

IUPAC Name

3-hydroxy-2,2-dimethyl-3-[(2-{[2-(propanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propyl ({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl phosphonato}oxy)phosphonate

Traditional Name

3-hydroxy-2,2-dimethyl-3-[(2-{[2-(propanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propyl {[5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl phosphonato}oxyphosphonate

CAS Registry Number

Not Available

SMILES

CCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP([O-])(=O)OP([O-])(=O)OCC1OC(C(O)C1OP([O-])([O-])=O)N1C=NC2=C1N=CN=C2N

InChI Identifier

InChI=1/C24H40N7O17P3S/c1-4-15(33)52-8-7-26-14(32)5-6-27-22(36)19(35)24(2,3)10-45-51(42,43)48-50(40,41)44-9-13-18(47-49(37,38)39)17(34)23(46-13)31-12-30-16-20(25)28-11-29-21(16)31/h11-13,17-19,23,34-35H,4-10H2,1-3H3,(H,26,32)(H,27,36)(H,40,41)(H,42,43)(H2,25,28,29)(H2,37,38,39)/p-4

InChI Key

QAQREVBBADEHPA-UHFFFAOYNA-J

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as acyl coas. These are organic compounds containing a coenzyme A substructure linked to an acyl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Acyl CoAs

Alternative Parents

Substituents

Coenzyme a or derivatives
Purine ribonucleoside 3',5'-bisphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside diphosphate
Pentose phosphate
Pentose-5-phosphate
Ribonucleoside 3'-phosphate
Beta amino acid or derivatives
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Organic pyrophosphate
Imidazopyrimidine
Purine
Aminopyrimidine
N-substituted imidazole
Alkyl phosphate
Organic phosphoric acid derivative
N-acyl-amine
Monosaccharide
Pyrimidine
Fatty amide
Phosphoric acid ester
Imidolactam
Tetrahydrofuran
Imidazole
Heteroaromatic compound
Azole
Thiocarboxylic acid ester
Carbothioic s-ester
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Thiocarboxylic acid or derivatives
Sulfenyl compound
Organoheterocyclic compound
Azacycle
Carboxylic acid derivative
Oxacycle
Alcohol
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Carbonyl group
Primary amine
Organic oxide
Amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a CoA derivative (PROPIONYL-COA )

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	-5.4	ChemAxon
pKa (Strongest Acidic)	0.83	ChemAxon
pKa (Strongest Basic)	4.89	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	374.95 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	172.35 m³·mol⁻¹	ChemAxon
Polarizability	73.11 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Propionyl-CoA

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zheng Y, Wang P, Yang X, Zhao L, Ren L, Li J: Metagenomics insight into bioaugmentation mechanism of Propionibacterium acidipropionici during anaerobic acidification of kitchen waste. Bioresour Technol. 2022 Oct;362:127843. doi: 10.1016/j.biortech.2022.127843. Epub 2022 Aug 27. [PubMed:36031136 ]
Isaac A, Francis B, Amann RI, Amin SA: Tight Adherence (Tad) Pilus Genes Indicate Putative Niche Differentiation in Phytoplankton Bloom Associated Rhodobacterales. Front Microbiol. 2021 Aug 10;12:718297. doi: 10.3389/fmicb.2021.718297. eCollection 2021. [PubMed:34447362 ]
Stirling AJ, Gilbert SE, Conner M, Mallette E, Kimber MS, Seah SYK: A Key Glycine in Bacterial Steroid-Degrading Acyl-CoA Dehydrogenases Allows Flavin-Ring Repositioning and Modulates Substrate Side Chain Specificity. Biochemistry. 2020 Oct 27;59(42):4081-4092. doi: 10.1021/acs.biochem.0c00568. Epub 2020 Oct 11. [PubMed:33040522 ]
Yevglevskis M, Nathubhai A, Wadda K, Lee GL, Al-Rawi S, Jiao T, Mitchell PJ, James TD, Threadgill MD, Woodman TJ, Lloyd MD: Novel 2-arylthiopropanoyl-CoA inhibitors of alpha-methylacyl-CoA racemase 1A (AMACR; P504S) as potential anti-prostate cancer agents. Bioorg Chem. 2019 Nov;92:103263. doi: 10.1016/j.bioorg.2019.103263. Epub 2019 Sep 7. [PubMed:31536953 ]
Thiel A, Rumbeli R, Mair P, Yeman H, Beilstein P: 3-NOP: ADME studies in rats and ruminating animals. Food Chem Toxicol. 2019 Mar;125:528-539. doi: 10.1016/j.fct.2019.02.002. Epub 2019 Feb 2. [PubMed:30721738 ]
Becker T, Ploss K, Boland W: Biosynthesis of isoxazolin-5-one and 3-nitropropanoic acid containing glucosides in juvenile Chrysomelina. Org Biomol Chem. 2016 Jul 14;14(26):6274-80. doi: 10.1039/c6ob00899b. Epub 2016 Jun 6. [PubMed:27272952 ]
Liu S, Wang L, Zheng H, Xu Z, Roellig DM, Li N, Frace MA, Tang K, Arrowood MJ, Moss DM, Zhang L, Feng Y, Xiao L: Comparative genomics reveals Cyclospora cayetanensis possesses coccidia-like metabolism and invasion components but unique surface antigens. BMC Genomics. 2016 Apr 30;17:316. doi: 10.1186/s12864-016-2632-3. [PubMed:27129308 ]
Pal M, Khanal M, Marko R, Thirumalairajan S, Bearne SL: Rational design and synthesis of substrate-product analogue inhibitors of alpha-methylacyl-coenzyme A racemase from Mycobacterium tuberculosis. Chem Commun (Camb). 2016 Feb 14;52(13):2740-3. doi: 10.1039/c5cc08096g. [PubMed:26759836 ]
Jin Z, Berthiaume JM, Li Q, Henry F, Huang Z, Sadhukhan S, Gao P, Tochtrop GP, Puchowicz MA, Zhang GF: Catabolism of (2E)-4-hydroxy-2-nonenal via omega- and omega-1-oxidation stimulated by ketogenic diet. J Biol Chem. 2014 Nov 14;289(46):32327-32338. doi: 10.1074/jbc.M114.602458. Epub 2014 Oct 1. [PubMed:25274632 ]
Takenaka S, Yoshida K, Tanaka K, Yoshida K: Molecular characterization of a novel N-acetyltransferase from Chryseobacterium sp. Appl Environ Microbiol. 2014 Mar;80(5):1770-6. doi: 10.1128/AEM.03449-13. Epub 2013 Dec 27. [PubMed:24375143 ]
Thomas ST, VanderVen BC, Sherman DR, Russell DG, Sampson NS: Pathway profiling in Mycobacterium tuberculosis: elucidation of cholesterol-derived catabolite and enzymes that catalyze its metabolism. J Biol Chem. 2011 Dec 23;286(51):43668-43678. doi: 10.1074/jbc.M111.313643. Epub 2011 Nov 1. [PubMed:22045806 ]
Kazakov AE, Rodionov DA, Alm E, Arkin AP, Dubchak I, Gelfand MS: Comparative genomics of regulation of fatty acid and branched-chain amino acid utilization in proteobacteria. J Bacteriol. 2009 Jan;191(1):52-64. doi: 10.1128/JB.01175-08. Epub 2008 Sep 26. [PubMed:18820024 ]

Showing NP-Card for propanoyl-CoA (NP0339941)

MOL for NP0339941 (propanoyl-CoA)

3D MOL for NP0339941 (propanoyl-CoA)

3D SDF for NP0339941 (propanoyl-CoA)

3D-SDF for NP0339941 (propanoyl-CoA)

PDB for NP0339941 (propanoyl-CoA)

3D PDB for NP0339941 (propanoyl-CoA)

SMILES for NP0339941 (propanoyl-CoA)

INCHI for NP0339941 (propanoyl-CoA)

Structure for NP0339941 (propanoyl-CoA)

3D Structure for NP0339941 (propanoyl-CoA)