NP-MRD: Showing NP-Card for sinapoyl-CoA (NP0339756)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-11 23:23:57 UTC

Updated at

2024-09-11 23:23:58 UTC

NP-MRD ID

NP0339756

Secondary Accession Numbers

None

Natural Product Identification

Common Name

sinapoyl-CoA

Description

sinapoyl-CoA was first documented in 2012 (PMID: 22515452). Based on a literature review a small amount of articles have been published on sinapoyl-CoA (PMID: 28321576) (PMID: 27580618) (PMID: 27534116) (PMID: 22158675).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05272301562D          

 63 66  0  0  0  0            999 V2000
    6.0846   -6.9384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6721   -7.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2596   -8.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3866   -8.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3866   -8.8904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1010   -7.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1010   -6.8279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8155   -8.0654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5300   -7.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2444   -8.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9589   -7.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9589   -6.8279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6734   -8.0654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3879   -7.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1023   -8.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8168   -7.6529    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.5313   -8.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5313   -8.8904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2457   -7.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2457   -6.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9602   -6.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9602   -5.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6747   -5.1779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6747   -4.3529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3892   -3.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3892   -5.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1036   -5.1779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3892   -6.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1036   -6.8279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1036   -7.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6747   -6.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9576   -7.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2432   -7.6529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5287   -7.2404    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.9412   -6.5259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8142   -6.8279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0997   -7.2404    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.6872   -6.5259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3853   -7.6529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6708   -7.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0437   -7.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1299   -8.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4832   -9.0254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3117   -9.8324    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4953   -9.6608    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.1186  -10.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401  -10.6393    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.9369   -8.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2724   -9.3986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3494   -7.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7973   -7.3173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1699   -7.8442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5824   -7.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3893   -7.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9414   -6.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7483   -6.8597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6864   -5.9035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8795   -5.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3274   -6.3451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4756   -8.1217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219   -8.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5122   -7.9548    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.1162   -7.9548    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 19 17  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28 31  1  0  0  0  0
 21 31  2  0  0  0  0
  2 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  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
 44 47  1  0  0  0  0
 42 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
 41 51  1  0  0  0  0
 50 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 55 57  2  0  0  0  0
 57 58  1  0  0  0  0
 58 59  2  0  0  0  0
 53 59  1  0  0  0  0
 54 60  1  0  0  0  0
 60 61  2  0  0  0  0
 52 61  1  0  0  0  0
 37 62  1  0  0  0  0
 34 63  1  0  0  0  0
M  CHG  4  45  -1  47  -1  62  -1  63  -1
M  END


  Mrv2104 05272301562D          

 63 66  0  0  0  0            999 V2000
    6.0846   -6.9384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6721   -7.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2596   -8.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3866   -8.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3866   -8.8904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1010   -7.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1010   -6.8279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8155   -8.0654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5300   -7.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2444   -8.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9589   -7.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9589   -6.8279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6734   -8.0654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3879   -7.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1023   -8.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8168   -7.6529    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.5313   -8.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5313   -8.8904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2457   -7.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2457   -6.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9602   -6.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9602   -5.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6747   -5.1779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6747   -4.3529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3892   -3.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3892   -5.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1036   -5.1779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3892   -6.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1036   -6.8279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1036   -7.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6747   -6.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9576   -7.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2432   -7.6529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5287   -7.2404    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.9412   -6.5259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8142   -6.8279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0997   -7.2404    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.6872   -6.5259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3853   -7.6529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6708   -7.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0437   -7.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1299   -8.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4832   -9.0254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3117   -9.8324    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4953   -9.6608    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.1186  -10.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401  -10.6393    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.9369   -8.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2724   -9.3986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3494   -7.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7973   -7.3173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1699   -7.8442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5824   -7.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3893   -7.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9414   -6.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7483   -6.8597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6864   -5.9035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8795   -5.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3274   -6.3451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4756   -8.1217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219   -8.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5122   -7.9548    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.1162   -7.9548    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 19 17  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28 31  1  0  0  0  0
 21 31  2  0  0  0  0
  2 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  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
 44 47  1  0  0  0  0
 42 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
 41 51  1  0  0  0  0
 50 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 55 57  2  0  0  0  0
 57 58  1  0  0  0  0
 58 59  2  0  0  0  0
 53 59  1  0  0  0  0
 54 60  1  0  0  0  0
 60 61  2  0  0  0  0
 52 61  1  0  0  0  0
 37 62  1  0  0  0  0
 34 63  1  0  0  0  0
M  CHG  4  45  -1  47  -1  62  -1  63  -1
M  END
> <DATABASE_ID>
NP0339756

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C=CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP([O-])(=O)OP([O-])(=O)OCC2OC(C(O)C2OP([O-])([O-])=O)N2C=NC3=C2N=CN=C3N)=CC(OC)=C1O

> <INCHI_IDENTIFIER>
InChI=1/C32H46N7O20P3S/c1-32(2,27(44)30(45)35-8-7-21(40)34-9-10-63-22(41)6-5-17-11-18(53-3)24(42)19(12-17)54-4)14-56-62(51,52)59-61(49,50)55-13-20-26(58-60(46,47)48)25(43)31(57-20)39-16-38-23-28(33)36-15-37-29(23)39/h5-6,11-12,15-16,20,25-27,31,42-44H,7-10,13-14H2,1-4H3,(H,34,40)(H,35,45)(H,49,50)(H,51,52)(H2,33,36,37)(H2,46,47,48)/p-4

> <INCHI_KEY>
RBFUWESMWRUGFY-UHFFFAOYNA-J

> <FORMULA>
C32H42N7O20P3S

> <MOLECULAR_WEIGHT>
969.7

> <EXACT_MASS>
969.144013268

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
105

> <JCHEM_AVERAGE_POLARIZABILITY>
89.34853687493137

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl {[3-hydroxy-3-({2-[(2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropyl phosphonato]oxy}phosphonate

> <JCHEM_LOGP>
-4.091880014187019

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
0.9219272966395308

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8257565631742607

> <JCHEM_PKA_STRONGEST_BASIC>
4.887037627902868

> <JCHEM_POLAR_SURFACE_AREA>
413.63999999999993

> <JCHEM_REFRACTIVITY>
213.04470000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl [3-hydroxy-3-({2-[(2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropyl 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      11.358 -12.952   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.588 -14.285   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.818 -15.619   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.922 -15.055   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      11.922 -16.595   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      13.255 -14.285   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      13.255 -12.745   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      14.589 -15.055   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      15.923 -14.285   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.256 -15.055   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.590 -14.285   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      18.590 -12.745   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0      19.924 -15.055   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      21.257 -14.285   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.591 -15.055   0.000  0.00  0.00           C+0
HETATM   16  S   UNK     0      23.925 -14.285   0.000  0.00  0.00           S+0
HETATM   17  C   UNK     0      25.258 -15.055   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      25.258 -16.595   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      26.592 -14.285   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      26.592 -12.745   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      27.926 -11.975   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      27.926 -10.435   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      29.259  -9.665   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      29.259  -8.125   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      30.593  -7.355   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      30.593 -10.435   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      31.927  -9.665   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      30.593 -11.975   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      31.927 -12.745   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      31.927 -14.285   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      29.259 -12.745   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.254 -13.515   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       7.921 -14.285   0.000  0.00  0.00           O+0
HETATM   34  P   UNK     0       6.587 -13.515   0.000  0.00  0.00           P+0
HETATM   35  O   UNK     0       7.357 -12.182   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       5.253 -12.745   0.000  0.00  0.00           O+0
HETATM   37  P   UNK     0       3.920 -13.515   0.000  0.00  0.00           P+0
HETATM   38  O   UNK     0       3.150 -12.182   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       2.586 -14.285   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       1.252 -13.515   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -0.082 -14.285   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -0.242 -15.817   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       0.902 -16.847   0.000  0.00  0.00           O+0
HETATM   44  P   UNK     0       0.582 -18.354   0.000  0.00  0.00           P+0
HETATM   45  O   UNK     0      -0.925 -18.034   0.000  0.00  0.00           O-1
HETATM   46  O   UNK     0       2.088 -18.674   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       0.262 -19.860   0.000  0.00  0.00           O-1
HETATM   48  C   UNK     0      -1.749 -16.137   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      -2.375 -17.544   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      -2.519 -14.803   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      -1.488 -13.659   0.000  0.00  0.00           O+0
HETATM   52  N   UNK     0      -4.050 -14.642   0.000  0.00  0.00           N+0
HETATM   53  C   UNK     0      -4.820 -13.309   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -6.327 -13.629   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      -7.357 -12.485   0.000  0.00  0.00           C+0
HETATM   56  N   UNK     0      -8.864 -12.805   0.000  0.00  0.00           N+0
HETATM   57  N   UNK     0      -6.881 -11.020   0.000  0.00  0.00           N+0
HETATM   58  C   UNK     0      -5.375 -10.700   0.000  0.00  0.00           C+0
HETATM   59  N   UNK     0      -4.345 -11.844   0.000  0.00  0.00           N+0
HETATM   60  N   UNK     0      -6.488 -15.161   0.000  0.00  0.00           N+0
HETATM   61  C   UNK     0      -5.081 -15.787   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0       4.690 -14.849   0.000  0.00  0.00           O-1
HETATM   63  O   UNK     0       5.817 -14.849   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3    4   32                                             
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   31                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   28   21                                                       
CONECT   32    2   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36   63                                             
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   38   39   62                                             
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   51                                                  
CONECT   42   41   43   48                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45   46   47                                             
CONECT   45   44                                                            
CONECT   46   44                                                            
CONECT   47   44                                                            
CONECT   48   42   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   51   52                                                  
CONECT   51   50   41                                                       
CONECT   52   50   53   61                                                  
CONECT   53   52   54   59                                                  
CONECT   54   53   55   60                                                  
CONECT   55   54   56   57                                                  
CONECT   56   55                                                            
CONECT   57   55   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   53                                                       
CONECT   60   54   61                                                       
CONECT   61   60   52                                                       
CONECT   62   37                                                            
CONECT   63   34                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  132    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₄₂N₇O₂₀P₃S

Average Mass

969.7000 Da

Monoisotopic Mass

969.14401 Da

IUPAC Name

[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl {[3-hydroxy-3-({2-[(2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropyl phosphonato]oxy}phosphonate

Traditional Name

[5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl [3-hydroxy-3-({2-[(2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropyl phosphonato]oxyphosphonate

CAS Registry Number

Not Available

SMILES

COC1=CC(C=CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP([O-])(=O)OP([O-])(=O)OCC2OC(C(O)C2OP([O-])([O-])=O)N2C=NC3=C2N=CN=C3N)=CC(OC)=C1O

InChI Identifier

InChI=1/C32H46N7O20P3S/c1-32(2,27(44)30(45)35-8-7-21(40)34-9-10-63-22(41)6-5-17-11-18(53-3)24(42)19(12-17)54-4)14-56-62(51,52)59-61(49,50)55-13-20-26(58-60(46,47)48)25(43)31(57-20)39-16-38-23-28(33)36-15-37-29(23)39/h5-6,11-12,15-16,20,25-27,31,42-44H,7-10,13-14H2,1-4H3,(H,34,40)(H,35,45)(H,49,50)(H,51,52)(H2,33,36,37)(H2,46,47,48)/p-4

InChI Key

RBFUWESMWRUGFY-UHFFFAOYNA-J

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	-4.1	ChemAxon
pKa (Strongest Acidic)	0.83	ChemAxon
pKa (Strongest Basic)	4.89	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	413.64 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	213.04 m³·mol⁻¹	ChemAxon
Polarizability	89.35 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

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

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chao N, Li S, Li N, Qi Q, Jiang WT, Jiang XN, Gai Y: Two distinct cinnamoyl-CoA reductases in Selaginella moellendorffii offer insight into the divergence of CCRs in plants. Planta. 2017 Jul;246(1):33-43. doi: 10.1007/s00425-017-2678-8. Epub 2017 Mar 20. [PubMed:28321576 ]
Chao N, Li N, Qi Q, Li S, Lv T, Jiang XN, Gai Y: Characterization of the cinnamoyl-CoA reductase (CCR) gene family in Populus tomentosa reveals the enzymatic active sites and evolution of CCR. Planta. 2017 Jan;245(1):61-75. doi: 10.1007/s00425-016-2591-6. Epub 2016 Aug 31. [PubMed:27580618 ]
Shinozaki J, Kenmoku H, Nihei K, Masuda K, Noji M, Konno K, Asakawa Y, Kazuma K: Cloning and Functional Analysis of Three Chalcone Synthases from the Flowers of Safflowers Carthamus tinctorius. Nat Prod Commun. 2016 Jun;11(6):787-90. [PubMed:27534116 ]
Kasai D, Kamimura N, Tani K, Umeda S, Abe T, Fukuda M, Masai E: Characterization of FerC, a MarR-type transcriptional regulator, involved in transcriptional regulation of the ferulate catabolic operon in Sphingobium sp. strain SYK-6. FEMS Microbiol Lett. 2012 Jul;332(1):68-75. doi: 10.1111/j.1574-6968.2012.02576.x. Epub 2012 May 8. [PubMed:22515452 ]
Rautengarten C, Ebert B, Ouellet M, Nafisi M, Baidoo EE, Benke P, Stranne M, Mukhopadhyay A, Keasling JD, Sakuragi Y, Scheller HV: Arabidopsis Deficient in Cutin Ferulate encodes a transferase required for feruloylation of omega-hydroxy fatty acids in cutin polyester. Plant Physiol. 2012 Feb;158(2):654-65. doi: 10.1104/pp.111.187187. Epub 2011 Dec 8. [PubMed:22158675 ]

Showing NP-Card for sinapoyl-CoA (NP0339756)

MOL for NP0339756 (sinapoyl-CoA)

3D MOL for NP0339756 (sinapoyl-CoA)

3D SDF for NP0339756 (sinapoyl-CoA)

3D-SDF for NP0339756 (sinapoyl-CoA)

PDB for NP0339756 (sinapoyl-CoA)

3D PDB for NP0339756 (sinapoyl-CoA)

SMILES for NP0339756 (sinapoyl-CoA)

INCHI for NP0339756 (sinapoyl-CoA)

Structure for NP0339756 (sinapoyl-CoA)

3D Structure for NP0339756 (sinapoyl-CoA)