NP-MRD: Showing NP-Card for 3-hydroxy-3-phenylpropionyl-CoA (NP0334320)

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Record Information

Version

2.0

Created at

2024-09-09 23:09:13 UTC

Updated at

2024-09-09 23:09:13 UTC

NP-MRD ID

NP0334320

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-hydroxy-3-phenylpropionyl-CoA

Description

3-Hydroxy-3-phenylpropionyl-coa, also known as beta-hydroxyphenylpropanoyl-coenzyme a(4-) or hydroxycinnamoyl-coa (ambiguous), is a member of the class of compounds known as acyl coas. Acyl coas are organic compounds containing a coenzyme A substructure linked to an acyl chain. 3-Hydroxy-3-phenylpropionyl-coa is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). 3-Hydroxy-3-phenylpropionyl-coa can be found in a number of food items such as italian sweet red pepper, boysenberry, vaccinium (blueberry, cranberry, huckleberry), and savoy cabbage, which makes 3-hydroxy-3-phenylpropionyl-coa a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI


  Mrv1533007131514092D          

 65 68  0  0  1  0            999 V2000
   -8.5383   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8883   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0038   15.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2893   15.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0038   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5749   15.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2893   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8554   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5698   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7120   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9975   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1459   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8567    8.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7133   12.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0280    6.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3874    5.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5749   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8604   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5711    8.2834    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1409   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5685   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6931    5.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8768    8.0058    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -6.9988   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4643    7.2914    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7133   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5330    4.3896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4264   14.0584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2843   14.0584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1142    5.6950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2743    6.8511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9394    5.2101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7999    6.5377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8604   13.2334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1409   15.2959    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.5685   13.2334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6973    8.0921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   14.4709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988   15.2959    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -10.3312    9.3648    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -11.4353   10.5910    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -10.2701   10.5300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5547   10.6478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7297    9.2189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2527   11.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6027   11.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.4277   11.1709    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
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  -12.2882    7.2482    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 17  6  2  0  0  0  0
 17  7  1  0  0  0  0
 18 12  1  0  0  0  0
 18 17  1  0  0  0  0
 19 13  1  1  0  0  0
 20  8  1  0  0  0  0
 21 12  1  0  0  0  0
 24 19  1  0  0  0  0
 24 23  1  0  0  0  0
 26 22  2  0  0  0  0
 27 22  1  0  0  0  0
 28 25  1  0  0  0  0
 29 23  1  0  0  0  0
 30  1  1  0  0  0  0
 30  2  1  0  0  0  0
 30 14  1  0  0  0  0
 30 25  1  0  0  0  0
 31 26  1  0  0  0  0
 32 10  1  4  0  0  0
 32 20  2  0  0  0  0
 33  9  1  4  0  0  0
 33 28  2  0  0  0  0
 34 15  2  0  0  0  0
 34 26  1  0  0  0  0
 35 15  1  0  0  0  0
 35 27  2  0  0  0  0
 36 16  2  0  0  0  0
 36 22  1  0  0  0  0
 37 16  1  0  0  0  0
 37 27  1  0  0  0  0
 29 37  1  1  0  0  0
 38 18  1  0  0  0  0
 39 20  1  0  0  0  0
 40 21  2  0  0  0  0
 23 41  1  6  0  0  0
 25 42  1  6  0  0  0
 43 28  1  0  0  0  0
 51 13  1  0  0  0  0
 52 14  1  0  0  0  0
 53 19  1  0  0  0  0
 53 29  1  0  0  0  0
 24 54  1  1  0  0  0
 56 44  1  0  0  0  0
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 57 47  1  0  0  0  0
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 57 55  1  0  0  0  0
 58 49  1  0  0  0  0
 58 50  2  0  0  0  0
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 58 55  1  0  0  0  0
 59 11  1  0  0  0  0
 59 21  1  0  0  0  0
 60 18  1  0  0  0  0
 19 61  1  6  0  0  0
 23 62  1  1  0  0  0
 24 63  1  1  0  0  0
 25 64  1  6  0  0  0
 29 65  1  6  0  0  0
M  CHG  4  39  -1  43  -1  44  -1  45  -1
M  END


  Mrv1533007131514092D          

 65 68  0  0  1  0            999 V2000
   -8.5383   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8883   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0038   15.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2893   15.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0038   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5749   15.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2893   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8554   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5698   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7120   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9975   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.7133   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4264   14.0584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2843   14.0584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1142    5.6950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2743    6.8511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9394    5.2101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7999    6.5377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1409   15.2959    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.5685   13.2334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6973    8.0921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   14.4709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988   15.2959    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -10.3312    9.3648    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -11.4353   10.5910    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -10.2701   10.5300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5547   10.6478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7297    9.2189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2527   11.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6027   11.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8567    9.5209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.4277   10.3459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.4277   11.1709    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2830   14.4709    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8604   14.8834    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6143    9.1072    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1725    8.7760    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.9988   13.6459    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2882    7.2482    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 17  6  2  0  0  0  0
 17  7  1  0  0  0  0
 18 12  1  0  0  0  0
 18 17  1  0  0  0  0
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 20  8  1  0  0  0  0
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 24 23  1  0  0  0  0
 26 22  2  0  0  0  0
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 28 25  1  0  0  0  0
 29 23  1  0  0  0  0
 30  1  1  0  0  0  0
 30  2  1  0  0  0  0
 30 14  1  0  0  0  0
 30 25  1  0  0  0  0
 31 26  1  0  0  0  0
 32 10  1  4  0  0  0
 32 20  2  0  0  0  0
 33  9  1  4  0  0  0
 33 28  2  0  0  0  0
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 29 37  1  1  0  0  0
 38 18  1  0  0  0  0
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 40 21  2  0  0  0  0
 23 41  1  6  0  0  0
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 43 28  1  0  0  0  0
 51 13  1  0  0  0  0
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 57 55  1  0  0  0  0
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 58 50  2  0  0  0  0
 58 52  1  0  0  0  0
 58 55  1  0  0  0  0
 59 11  1  0  0  0  0
 59 21  1  0  0  0  0
 60 18  1  0  0  0  0
 19 61  1  6  0  0  0
 23 62  1  1  0  0  0
 24 63  1  1  0  0  0
 25 64  1  6  0  0  0
 29 65  1  6  0  0  0
M  CHG  4  39  -1  43  -1  44  -1  45  -1
M  END
> <DATABASE_ID>
NP0334320

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C(O)(CC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H44N7O18P3S/c1-30(2,25(42)28(43)33-9-8-20(39)32-10-11-59-21(40)12-18(38)17-6-4-3-5-7-17)14-52-58(49,50)55-57(47,48)51-13-19-24(54-56(44,45)46)23(41)29(53-19)37-16-36-22-26(31)34-15-35-27(22)37/h3-7,15-16,18-19,23-25,29,38,41-42H,8-14H2,1-2H3,(H,32,39)(H,33,43)(H,47,48)(H,49,50)(H2,31,34,35)(H2,44,45,46)/p-4/t18?,19-,23-,24-,25+,29-/m1/s1

> <INCHI_KEY>
AAZZVFONLHYNDZ-NVQRUNIKSA-J

> <FORMULA>
C30H40N7O18P3S

> <MOLECULAR_WEIGHT>
911.66

> <EXACT_MASS>
911.138533964

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
80.87019652689294

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-[2-({2-[(3-hydroxy-3-phenylpropanoyl)sulfanyl]ethyl}carboximidato)ethyl]-3,3-dimethylbutanecarboximidate

> <ALOGPS_LOGP>
0.45

> <JCHEM_LOGP>
-3.0820807373222676

> <ALOGPS_LOGS>
-2.01

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8950378819167

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8199610180414996

> <JCHEM_PKA_STRONGEST_BASIC>
4.883697331545009

> <JCHEM_POLAR_SURFACE_AREA>
402.1600000000001

> <JCHEM_REFRACTIVITY>
222.79300000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.52e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-N-[2-({2-[(3-hydroxy-3-phenylpropanoyl)sulfanyl]ethyl}carboximidato)ethyl]-3,3-dimethylbutanecarboximidate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0     -15.938  24.702   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.858  24.702   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.607  28.552   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.273  29.322   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.607  27.012   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.940  28.552   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.273  26.242   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.063  26.242   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -10.397  27.012   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.062  27.012   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.729  26.242   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.272  27.012   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -18.399  16.232   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -14.398  23.162   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -26.186  12.162   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -21.256  10.870   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.940  27.012   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.606  26.242   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -19.733  15.462   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -7.730  27.012   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.061  26.242   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -23.694  10.352   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -22.170  14.944   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -21.140  16.089   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -14.398  26.242   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -25.101   9.726   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -23.533  11.883   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -13.064  27.012   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -21.400  13.611   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -14.398  24.702   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0     -25.262   8.194   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0      -6.396  26.242   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0     -11.731  26.242   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0     -26.347  10.631   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0     -24.779  12.789   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0     -22.287   9.726   0.000  0.00  0.00           N+0
HETATM   37  N   UNK     0     -22.026  12.204   0.000  0.00  0.00           N+0
HETATM   38  O   UNK     0       1.606  24.702   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -7.730  28.552   0.000  0.00  0.00           O-1
HETATM   40  O   UNK     0      -1.061  24.702   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0     -23.702  15.105   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0     -15.732  27.012   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0     -13.064  28.552   0.000  0.00  0.00           O-1
HETATM   44  O   UNK     0     -19.285  17.481   0.000  0.00  0.00           O-1
HETATM   45  O   UNK     0     -21.346  19.770   0.000  0.00  0.00           O-1
HETATM   46  O   UNK     0     -19.171  19.656   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0     -17.835  19.876   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0     -16.295  17.209   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0     -17.272  20.852   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0     -14.192  20.852   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0     -18.399  17.772   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0     -15.732  22.392   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0     -19.894  13.931   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0     -21.460  17.595   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0     -15.732  19.312   0.000  0.00  0.00           O+0
HETATM   56  P   UNK     0     -20.315  18.625   0.000  0.00  0.00           P+0
HETATM   57  P   UNK     0     -17.065  18.542   0.000  0.00  0.00           P+0
HETATM   58  P   UNK     0     -15.732  20.852   0.000  0.00  0.00           P+0
HETATM   59  S   UNK     0      -2.395  27.012   0.000  0.00  0.00           S+0
HETATM   60  H   UNK     0       1.606  27.782   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0     -19.813  17.000   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0     -22.722  16.382   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0     -20.819  14.582   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0     -13.064  25.472   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0     -22.938  13.530   0.000  0.00  0.00           H+0
CONECT    1   30                                                            
CONECT    2   30                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   17                                                       
CONECT    7    5   17                                                       
CONECT    8    9   20                                                       
CONECT    9    8   33                                                       
CONECT   10   11   32                                                       
CONECT   11   10   59                                                       
CONECT   12   18   21                                                       
CONECT   13   19   51                                                       
CONECT   14   30   52                                                       
CONECT   15   34   35                                                       
CONECT   16   36   37                                                       
CONECT   17    6    7   18                                                  
CONECT   18   12   17   38   60                                             
CONECT   19   13   24   53   61                                             
CONECT   20    8   32   39                                                  
CONECT   21   12   40   59                                                  
CONECT   22   26   27   36                                                  
CONECT   23   24   29   41   62                                             
CONECT   24   19   23   54   63                                             
CONECT   25   28   30   42   64                                             
CONECT   26   22   31   34                                                  
CONECT   27   22   35   37                                                  
CONECT   28   25   33   43                                                  
CONECT   29   23   37   53   65                                             
CONECT   30    1    2   14   25                                             
CONECT   31   26                                                            
CONECT   32   10   20                                                       
CONECT   33    9   28                                                       
CONECT   34   15   26                                                       
CONECT   35   15   27                                                       
CONECT   36   16   22                                                       
CONECT   37   16   27   29                                                  
CONECT   38   18                                                            
CONECT   39   20                                                            
CONECT   40   21                                                            
CONECT   41   23                                                            
CONECT   42   25                                                            
CONECT   43   28                                                            
CONECT   44   56                                                            
CONECT   45   56                                                            
CONECT   46   56                                                            
CONECT   47   57                                                            
CONECT   48   57                                                            
CONECT   49   58                                                            
CONECT   50   58                                                            
CONECT   51   13   57                                                       
CONECT   52   14   58                                                       
CONECT   53   19   29                                                       
CONECT   54   24   56                                                       
CONECT   55   57   58                                                       
CONECT   56   44   45   46   54                                             
CONECT   57   47   48   51   55                                             
CONECT   58   49   50   52   55                                             
CONECT   59   11   21                                                       
CONECT   60   18                                                            
CONECT   61   19                                                            
CONECT   62   23                                                            
CONECT   63   24                                                            
CONECT   64   25                                                            
CONECT   65   29                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  136    0
END

View in JSmol

Synonyms

Value	Source
3-Hydroxy-3-phenylpropanoyl-CoA(4-)	ChEBI
3-Hydroxy-3-phenylpropanoyl-coenzyme A(4-)	ChEBI
3-Hydroxy-3-phenylpropionyl-coenzyme A(4-)	ChEBI
beta-Hydroxyphenylpropanoyl-CoA(4-)	ChEBI
beta-Hydroxyphenylpropanoyl-coenzyme A(4-)	ChEBI
beta-Hydroxyphenylpropionyl-CoA(4-)	ChEBI
beta-Hydroxyphenylpropionyl-coenzyme A(4-)	ChEBI
b-Hydroxyphenylpropanoyl-CoA(4-)	Generator
Β-hydroxyphenylpropanoyl-CoA(4-)	Generator
b-Hydroxyphenylpropanoyl-coenzyme A(4-)	Generator
Β-hydroxyphenylpropanoyl-coenzyme A(4-)	Generator
b-Hydroxyphenylpropionyl-CoA(4-)	Generator
Β-hydroxyphenylpropionyl-CoA(4-)	Generator
b-Hydroxyphenylpropionyl-coenzyme A(4-)	Generator
Β-hydroxyphenylpropionyl-coenzyme A(4-)	Generator
(S)-3-Hydroxy-3-phenylpropionyl CoA	MeSH
3-Hydroxy-3-phenylpropionyl-coenzyme A	MeSH
(R)-3-Hydroxy-3-phenylpropionyl CoA	MeSH
3-Hydroxy-3-phenylpropionyl CoA	MeSH

Chemical Formula

C₃₀H₄₀N₇O₁₈P₃S

Average Mass

911.6600 Da

Monoisotopic Mass

911.13853 Da

IUPAC Name

(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-[2-({2-[(3-hydroxy-3-phenylpropanoyl)sulfanyl]ethyl}carboximidato)ethyl]-3,3-dimethylbutanecarboximidate

Traditional Name

(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-N-[2-({2-[(3-hydroxy-3-phenylpropanoyl)sulfanyl]ethyl}carboximidato)ethyl]-3,3-dimethylbutanecarboximidate

CAS Registry Number

Not Available

SMILES

[H]C(O)(CC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C30H44N7O18P3S/c1-30(2,25(42)28(43)33-9-8-20(39)32-10-11-59-21(40)12-18(38)17-6-4-3-5-7-17)14-52-58(49,50)55-57(47,48)51-13-19-24(54-56(44,45)46)23(41)29(53-19)37-16-36-22-26(31)34-15-35-27(22)37/h3-7,15-16,18-19,23-25,29,38,41-42H,8-14H2,1-2H3,(H,32,39)(H,33,43)(H,47,48)(H,49,50)(H2,31,34,35)(H2,44,45,46)/p-4/t18?,19-,23-,24-,25+,29-/m1/s1

InChI Key

AAZZVFONLHYNDZ-NVQRUNIKSA-J

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Monosaccharide phosphates

Alternative Parents

Substituents

Octose monosaccharide
Monosaccharide phosphate
Medium-chain keto acid
Monoalkyl phosphate
Sugar acid
Alpha-keto acid
Alkyl phosphate
Beta-hydroxy ketone
Phosphoric acid ester
Organic phosphoric acid derivative
Keto acid
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Polyol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Alcohol
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

ketoaldonic acid phosphate (CHEBI:18069 )

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	0.45	ALOGPS
logP	-3.1	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.88	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	402.16 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	222.79 m³·mol⁻¹	ChemAxon
Polarizability	80.87 Å³	ChemAxon
Number of Rings	4	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

FDB030427

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

CPD-513

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

70680322

PDB ID

Not Available

ChEBI ID

71294

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 3-hydroxy-3-phenylpropionyl-CoA (NP0334320)

MOL for NP0334320 (3-hydroxy-3-phenylpropionyl-CoA)

3D MOL for NP0334320 (3-hydroxy-3-phenylpropionyl-CoA)

3D SDF for NP0334320 (3-hydroxy-3-phenylpropionyl-CoA)

3D-SDF for NP0334320 (3-hydroxy-3-phenylpropionyl-CoA)

PDB for NP0334320 (3-hydroxy-3-phenylpropionyl-CoA)

3D PDB for NP0334320 (3-hydroxy-3-phenylpropionyl-CoA)

SMILES for NP0334320 (3-hydroxy-3-phenylpropionyl-CoA)

INCHI for NP0334320 (3-hydroxy-3-phenylpropionyl-CoA)

Structure for NP0334320 (3-hydroxy-3-phenylpropionyl-CoA)

3D Structure for NP0334320 (3-hydroxy-3-phenylpropionyl-CoA)