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Showing NP-Card for Pentanoyl-CoA (NP0339160)

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Record Information
Version2.0
Created at2024-09-11 19:58:44 UTC
Updated at2024-09-11 19:58:44 UTC
NP-MRD IDNP0339160
Secondary Accession NumbersNone
Natural Product Identification
Common NamePentanoyl-CoA
DescriptionPentanoyl-CoA belongs to the class of inorganic compounds known as homogeneous transition metal compounds. These are inorganic compounds containing only metal atoms,with the largest atom being a transition metal atom. Pentanoyl-CoA is a strong basic compound (based on its pKa). Pentanoyl-CoA can be biosynthesized from 3-hydroxyvalproic acid CoA; which is catalyzed by the enzyme trifunctional enzyme, mitochondrial. In humans, pentanoyl-CoA is involved in valproic acid metabolism pathway. This is then used in the citric acid cycle to start a chain of reactions, eventually forming many adenosine triphosphates. Pentanoyl CoA is an acyl-CoA with the C-5 Acyl chain. The second step, transfer of the acyl group to CoA (the same molecule that carries acetyl groups as acetyl-CoA), conserves free energy in the formation of a thioester bond. It was first documented in 2000 (PMID: 11413487). Because there is no transport protein for CoA adducts, acyl groups must enter the mitochondria via a shuttle system involving the small molecule carnitine (PMID: 16902246) (PMID: 17374880) (PMID: 20044567).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0339160 (Pentanoyl-CoA)


  Mrv1652303262014172D          

 54 56  0  0  1  0            999 V2000
    5.7697   -6.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5902   -6.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0752   -6.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8956   -6.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3805   -7.4872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2011   -7.4009    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.0450   -8.2408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4697   -6.2339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6412   -7.0408    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.0217   -5.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6092   -4.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3949   -7.3764    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.3086   -8.1969    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.8022   -5.0778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7160   -5.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0892   -7.6540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5017   -8.3684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.0217   -4.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8467   -5.6208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9217   -8.7489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8467   -4.1918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1661   -9.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2592   -4.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3456   -9.2084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1094   -6.9639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6092   -3.4774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7502   -9.5559    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.9432   -9.3844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5572   -9.7275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5787  -10.3629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0100   -9.9621    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.6745  -10.7157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7638  -10.2976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2564   -9.6265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8540  -10.8020    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.0335  -10.8882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9403  -11.6224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7678   -9.9815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6860   -8.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5064   -7.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9914   -8.6496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8119   -8.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2968   -9.2308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1173   -9.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6022   -9.8120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4227   -9.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9076  -10.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7281  -10.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5486  -10.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6419   -9.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8143  -11.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5720  -11.1469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7583   -8.9721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1474   -7.8097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  1  1  0  0  0
 10  8  1  0  0  0  0
 15  8  1  0  0  0  0
 12  9  1  0  0  0  0
 16  9  1  0  0  0  0
 11 10  2  0  0  0  0
 19 10  1  0  0  0  0
 18 11  1  0  0  0  0
 14 11  1  0  0  0  0
 13 12  1  0  0  0  0
 12 25  1  6  0  0  0
 13 20  1  6  0  0  0
 17 13  1  0  0  0  0
 15 14  2  0  0  0  0
 17 16  1  0  0  0  0
 17 22  1  1  0  0  0
 26 18  1  0  0  0  0
 21 18  2  0  0  0  0
 23 19  2  0  0  0  0
 27 20  1  0  0  0  0
 23 21  1  0  0  0  0
 24 22  1  0  0  0  0
 31 24  1  0  0  0  0
 28 27  1  0  0  0  0
 29 27  2  0  0  0  0
 30 27  1  0  0  0  0
 32 31  1  0  0  0  0
 33 31  2  0  0  0  0
 34 31  1  0  0  0  0
 35 32  1  0  0  0  0
 36 35  1  0  0  0  0
 37 35  2  0  0  0  0
 38 35  1  0  0  0  0
 49 36  1  0  0  0  0
 40 39  1  0  0  0  0
  6 39  1  0  0  0  0
 41 40  1  0  0  0  0
 42 41  1  0  0  0  0
 43 42  1  0  0  0  0
 54 42  2  0  0  0  0
 44 43  1  0  0  0  0
 45 44  1  0  0  0  0
 46 45  1  0  0  0  0
 47 46  1  0  0  0  0
 53 46  2  0  0  0  0
 48 47  1  0  0  0  0
 52 47  1  0  0  0  0
 49 48  1  0  0  0  0
 50 48  1  0  0  0  0
 51 48  1  0  0  0  0
M  END
Download

3D MOL for NP0339160 (Pentanoyl-CoA)

Download
3D SDF for NP0339160 (Pentanoyl-CoA)

  Mrv1652303262014172D          

 54 56  0  0  1  0            999 V2000
    5.7697   -6.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5902   -6.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0752   -6.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8956   -6.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3805   -7.4872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2011   -7.4009    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.0450   -8.2408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4697   -6.2339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6412   -7.0408    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.0217   -5.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6092   -4.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3949   -7.3764    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.3086   -8.1969    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.8022   -5.0778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7160   -5.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0892   -7.6540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5017   -8.3684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.0217   -4.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8467   -5.6208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9217   -8.7489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8467   -4.1918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1661   -9.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2592   -4.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3456   -9.2084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1094   -6.9639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6092   -3.4774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7502   -9.5559    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.9432   -9.3844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5572   -9.7275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5787  -10.3629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0100   -9.9621    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.6745  -10.7157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7638  -10.2976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2564   -9.6265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8540  -10.8020    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.0335  -10.8882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9403  -11.6224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7678   -9.9815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6860   -8.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5064   -7.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9914   -8.6496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8119   -8.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2968   -9.2308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1173   -9.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6022   -9.8120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4227   -9.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9076  -10.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7281  -10.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5486  -10.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6419   -9.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8143  -11.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5720  -11.1469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7583   -8.9721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1474   -7.8097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  1  1  0  0  0
 10  8  1  0  0  0  0
 15  8  1  0  0  0  0
 12  9  1  0  0  0  0
 16  9  1  0  0  0  0
 11 10  2  0  0  0  0
 19 10  1  0  0  0  0
 18 11  1  0  0  0  0
 14 11  1  0  0  0  0
 13 12  1  0  0  0  0
 12 25  1  6  0  0  0
 13 20  1  6  0  0  0
 17 13  1  0  0  0  0
 15 14  2  0  0  0  0
 17 16  1  0  0  0  0
 17 22  1  1  0  0  0
 26 18  1  0  0  0  0
 21 18  2  0  0  0  0
 23 19  2  0  0  0  0
 27 20  1  0  0  0  0
 23 21  1  0  0  0  0
 24 22  1  0  0  0  0
 31 24  1  0  0  0  0
 28 27  1  0  0  0  0
 29 27  2  0  0  0  0
 30 27  1  0  0  0  0
 32 31  1  0  0  0  0
 33 31  2  0  0  0  0
 34 31  1  0  0  0  0
 35 32  1  0  0  0  0
 36 35  1  0  0  0  0
 37 35  2  0  0  0  0
 38 35  1  0  0  0  0
 49 36  1  0  0  0  0
 40 39  1  0  0  0  0
  6 39  1  0  0  0  0
 41 40  1  0  0  0  0
 42 41  1  0  0  0  0
 43 42  1  0  0  0  0
 54 42  2  0  0  0  0
 44 43  1  0  0  0  0
 45 44  1  0  0  0  0
 46 45  1  0  0  0  0
 47 46  1  0  0  0  0
 53 46  2  0  0  0  0
 48 47  1  0  0  0  0
 52 47  1  0  0  0  0
 49 48  1  0  0  0  0
 50 48  1  0  0  0  0
 51 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0339160

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C26H44N7O17P3S/c1-4-5-6-17(35)54-10-9-28-16(34)7-8-29-24(38)21(37)26(2,3)12-47-53(44,45)50-52(42,43)46-11-15-20(49-51(39,40)41)19(36)25(48-15)33-14-32-18-22(27)30-13-31-23(18)33/h13-15,19-21,25,36-37H,4-12H2,1-3H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/t15-,19-,20-,21?,25-/m1/s1

> <INCHI_KEY>
RXUATCUKICAIOA-TVCSPYKZSA-N

> <FORMULA>
C26H44N7O17P3S

> <MOLECULAR_WEIGHT>
851.651

> <EXACT_MASS>
851.172723243

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
98

> <JCHEM_AVERAGE_POLARIZABILITY>
76.5000099167154

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy({3-hydroxy-2,2-dimethyl-3-[(2-{[2-(pentanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy})phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-0.09

> <JCHEM_LOGP>
-4.29194593614796

> <ALOGPS_LOGS>
-2.37

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.9001207347761846

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8209787813398228

> <JCHEM_PKA_STRONGEST_BASIC>
4.006053268556904

> <JCHEM_POLAR_SURFACE_AREA>
363.62999999999994

> <JCHEM_REFRACTIVITY>
186.03690000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.67e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-({[hydroxy([hydroxy(3-hydroxy-2,2-dimethyl-3-[(2-{[2-(pentanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy)phosphoryl]oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0339160 (Pentanoyl-CoA)
Download
PDB for NP0339160 (Pentanoyl-CoA)
HEADER    PROTEIN                                 26-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAR-20         0                                  
HETATM    1  C   UNK     0      10.770 -11.806   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.302 -11.645   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.207 -12.891   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.738 -12.730   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.644 -13.976   0.000  0.00  0.00           C+0
HETATM    6  S   UNK     0      17.175 -13.815   0.000  0.00  0.00           S+0
HETATM    7  O   UNK     0      15.017 -15.383   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      38.210 -11.637   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      38.530 -13.143   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      39.241 -10.492   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      38.471  -9.158   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      39.937 -13.769   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      39.776 -15.301   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      36.964  -9.479   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      36.803 -11.010   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      37.500 -14.287   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      38.270 -15.621   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      39.241  -7.825   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      40.781 -10.492   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0      40.921 -16.331   0.000  0.00  0.00           O+0
HETATM   21  N   UNK     0      40.781  -7.825   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      37.643 -17.028   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      41.551  -9.158   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      36.112 -17.189   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      41.271 -12.999   0.000  0.00  0.00           O+0
HETATM   26  N   UNK     0      38.471  -6.491   0.000  0.00  0.00           N+0
HETATM   27  P   UNK     0      40.600 -17.838   0.000  0.00  0.00           P+0
HETATM   28  O   UNK     0      39.094 -17.518   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      42.107 -18.158   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      40.280 -19.344   0.000  0.00  0.00           O+0
HETATM   31  P   UNK     0      35.485 -18.596   0.000  0.00  0.00           P+0
HETATM   32  O   UNK     0      34.859 -20.003   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      36.892 -19.222   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      34.079 -17.969   0.000  0.00  0.00           O+0
HETATM   35  P   UNK     0      33.327 -20.164   0.000  0.00  0.00           P+0
HETATM   36  O   UNK     0      31.796 -20.325   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      33.489 -21.695   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      33.167 -18.632   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      18.081 -15.061   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      19.612 -14.900   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0      20.517 -16.146   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0      22.049 -15.985   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      22.954 -17.231   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      24.486 -17.070   0.000  0.00  0.00           C+0
HETATM   45  N   UNK     0      25.391 -18.316   0.000  0.00  0.00           N+0
HETATM   46  C   UNK     0      26.922 -18.155   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      27.828 -19.401   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      29.359 -19.240   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      30.891 -19.079   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      29.198 -17.708   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      29.520 -20.771   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      27.201 -20.808   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      27.549 -16.748   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      22.675 -14.578   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5   39                                                       
CONECT    7    5                                                            
CONECT    8    9   10   15                                                  
CONECT    9    8   12   16                                                  
CONECT   10    8   11   19                                                  
CONECT   11   10   18   14                                                  
CONECT   12    9   13   25                                                  
CONECT   13   12   20   17                                                  
CONECT   14   11   15                                                       
CONECT   15    8   14                                                       
CONECT   16    9   17                                                       
CONECT   17   13   16   22                                                  
CONECT   18   11   26   21                                                  
CONECT   19   10   23                                                       
CONECT   20   13   27                                                       
CONECT   21   18   23                                                       
CONECT   22   17   24                                                       
CONECT   23   19   21                                                       
CONECT   24   22   31                                                       
CONECT   25   12                                                            
CONECT   26   18                                                            
CONECT   27   20   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27                                                            
CONECT   31   24   32   33   34                                             
CONECT   32   31   35                                                       
CONECT   33   31                                                            
CONECT   34   31                                                            
CONECT   35   32   36   37   38                                             
CONECT   36   35   49                                                       
CONECT   37   35                                                            
CONECT   38   35                                                            
CONECT   39   40    6                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43   54                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47   53                                                  
CONECT   47   46   48   52                                                  
CONECT   48   47   49   50   51                                             
CONECT   49   36   48                                                       
CONECT   50   48                                                            
CONECT   51   48                                                            
CONECT   52   47                                                            
CONECT   53   46                                                            
CONECT   54   42                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  112    0
END

Download
3D PDB for NP0339160 (Pentanoyl-CoA)
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SMILES for NP0339160 (Pentanoyl-CoA)
CCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N
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INCHI for NP0339160 (Pentanoyl-CoA)
InChI=1S/C26H44N7O17P3S/c1-4-5-6-17(35)54-10-9-28-16(34)7-8-29-24(38)21(37)26(2,3)12-47-53(44,45)50-52(42,43)46-11-15-20(49-51(39,40)41)19(36)25(48-15)33-14-32-18-22(27)30-13-31-23(18)33/h13-15,19-21,25,36-37H,4-12H2,1-3H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/t15-,19-,20-,21?,25-/m1/s1
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View in JSmol
Synonyms
ValueSource
Pentanoyl-coenzyme AHMDB
Chemical FormulaC26H44N7O17P3S
Average Mass851.6510 Da
Monoisotopic Mass851.17272 Da
IUPAC Name{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy({3-hydroxy-2,2-dimethyl-3-[(2-{[2-(pentanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy})phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
Traditional Name[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-({[hydroxy([hydroxy(3-hydroxy-2,2-dimethyl-3-[(2-{[2-(pentanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy)phosphoryl]oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxyphosphonic acid
CAS Registry NumberNot Available
SMILES
CCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N
InChI Identifier
InChI=1S/C26H44N7O17P3S/c1-4-5-6-17(35)54-10-9-28-16(34)7-8-29-24(38)21(37)26(2,3)12-47-53(44,45)50-52(42,43)46-11-15-20(49-51(39,40)41)19(36)25(48-15)33-14-32-18-22(27)30-13-31-23(18)33/h13-15,19-21,25,36-37H,4-12H2,1-3H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/t15-,19-,20-,21?,25-/m1/s1
InChI KeyRXUATCUKICAIOA-TVCSPYKZSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of inorganic compounds known as homogeneous transition metal compounds. These are inorganic compounds containing only metal atoms,with the largest atom being a transition metal atom.
KingdomInorganic compounds  
Super ClassHomogeneous metal compounds  
ClassHomogeneous transition metal compounds  
Sub ClassNot Available
Direct ParentHomogeneous transition metal compounds  
Alternative ParentsNot Available
Substituents
  • Homogeneous transition metal
Molecular FrameworkNot Available
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.09ALOGPS
logP-4.3ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)0.82ChemAxon
pKa (Strongest Basic)4.01ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count17ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area363.63 ŲChemAxon
Rotatable Bond Count23ChemAxon
Refractivity186.04 m³·mol⁻¹ChemAxon
Polarizability76.5 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDHMDB0013037  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB029262  
KNApSAcK IDNot Available
Chemspider ID388465  
KEGG Compound IDC00888  
BioCyc ID5-HYDROXYPENTANOYL-COA  
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound439337  
PDB IDNot Available
ChEBI ID15536  
Good Scents IDNot Available
References
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487  ] 
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246  ] 
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880  ] 
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567  ]