NP-MRD: Showing NP-Card for Cinnamoyl-CoA (NP0045669)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-03-17 19:33:42 UTC

Updated at

2022-03-17 19:33:42 UTC

NP-MRD ID

NP0045669

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cinnamoyl-CoA

Description

Cinnamoyl-CoA belongs to the class of organic compounds known as 2-enoyl coas. These are organic compounds containing a coenzyme A substructure linked to a 2-enoyl chain. Cinnamoyl-CoA is found in Carica papaya , Picea jezoensis, Polygonum minus and Zingiber officinale . Cinnamoyl-CoA is a strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

 
  Mrv0541 02241220442D          
 
 58 61  0  0  1  0            999 V2000
   17.5208  -11.0058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1730  -12.3970    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0861  -11.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5208  -10.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9121  -13.1361    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.5208  -11.9187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0861  -10.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3905  -11.3969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8252   -9.7884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1296  -13.1361    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.3904  -13.7882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8687  -12.3535    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.3905   -9.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6949  -11.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6948  -13.7012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0861  -12.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6949  -10.1796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3905   -8.9623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8252  -13.7012    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.9993  -12.6578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8239  -12.9621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0427  -13.7012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8252  -14.5273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7385  -12.6578    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.7385  -14.3534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7385  -11.8753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8689  -12.6578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7385  -16.0054    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.5645  -16.0054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7391  -16.9620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9124  -16.0054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2601  -15.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9557  -16.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6513  -15.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9557  -16.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9557  -15.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3469  -16.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6513  -14.7881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0426  -15.5707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3469  -16.7880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7382  -16.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4338  -15.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1294  -16.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8250  -15.5707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1294  -16.7880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5207  -16.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2162  -15.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9118  -16.0054    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.6721  -15.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4371  -15.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2021  -15.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6637  -14.6636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9684  -15.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9683  -16.8719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7333  -17.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4984  -16.8719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4984  -15.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7333  -15.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  6  0  0  0
  6 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 14  2  0  0  0  0
 10 15  1  6  0  0  0
 12 16  1  1  0  0  0
 13 17  2  0  0  0  0
 13 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 19 23  2  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  2  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  2  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 34 37  1  0  0  0  0
 34 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  2  0  0  0  0
 39 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
 43 45  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
  7  9  1  0  0  0  0
 10 12  1  0  0  0  0
 14 17  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 49 52  2  0  0  0  0
 51 53  1  0  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
 55 56  2  0  0  0  0
 56 57  1  0  0  0  0
 57 58  2  0  0  0  0
 53 58  1  0  0  0  0
M  END

 
  Mrv0541 02241220442D          
 
 58 61  0  0  1  0            999 V2000
   17.5208  -11.0058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1730  -12.3970    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0861  -11.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5208  -10.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9121  -13.1361    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.5208  -11.9187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0861  -10.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3905  -11.3969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8252   -9.7884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1296  -13.1361    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.3904  -13.7882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8687  -12.3535    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.3905   -9.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6949  -11.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6948  -13.7012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0861  -12.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6949  -10.1796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3905   -8.9623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8252  -13.7012    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.9993  -12.6578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8239  -12.9621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0427  -13.7012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8252  -14.5273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7385  -12.6578    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.7385  -14.3534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7385  -11.8753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8689  -12.6578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7385  -16.0054    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.5645  -16.0054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7391  -16.9620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9124  -16.0054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2601  -15.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9557  -16.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6513  -15.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9557  -16.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9557  -15.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3469  -16.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6513  -14.7881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0426  -15.5707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3469  -16.7880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7382  -16.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4338  -15.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1294  -16.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8250  -15.5707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1294  -16.7880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5207  -16.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2162  -15.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9118  -16.0054    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.6721  -15.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4371  -15.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2021  -15.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6637  -14.6636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9684  -15.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9683  -16.8719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7333  -17.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4984  -16.8719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4984  -15.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7333  -15.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  6  0  0  0
  6 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 14  2  0  0  0  0
 10 15  1  6  0  0  0
 12 16  1  1  0  0  0
 13 17  2  0  0  0  0
 13 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 19 23  2  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  2  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  2  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 34 37  1  0  0  0  0
 34 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  2  0  0  0  0
 39 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
 43 45  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
  7  9  1  0  0  0  0
 10 12  1  0  0  0  0
 14 17  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 49 52  2  0  0  0  0
 51 53  1  0  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
 55 56  2  0  0  0  0
 56 57  1  0  0  0  0
 57 58  2  0  0  0  0
 53 58  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045669

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(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)C(=O)NCCC(=O)NCCSC(=O)\C=C\C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H42N7O17P3S/c1-30(2,25(41)28(42)33-11-10-20(38)32-12-13-58-21(39)9-8-18-6-4-3-5-7-18)15-51-57(48,49)54-56(46,47)50-14-19-24(53-55(43,44)45)23(40)29(52-19)37-17-36-22-26(31)34-16-35-27(22)37/h3-9,16-17,19,23-25,29,40-41H,10-15H2,1-2H3,(H,32,38)(H,33,42)(H,46,47)(H,48,49)(H2,31,34,35)(H2,43,44,45)/b9-8+/t19-,23-,24-,25?,29-/m1/s1

> <INCHI_KEY>
JVNVHNHITFVWIX-WAFZYBDGSA-N

> <FORMULA>
C30H42N7O17P3S

> <MOLECULAR_WEIGHT>
897.677

> <EXACT_MASS>
897.157073179

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
81.99935470305101

> <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-{[(2E)-3-phenylprop-2-enoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
0.16

> <JCHEM_LOGP>
-4.382445562299685

> <ALOGPS_LOGS>
-2.50

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
2.67877117985815

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8252479627216065

> <JCHEM_PKA_STRONGEST_BASIC>
4.946047024039826

> <JCHEM_POLAR_SURFACE_AREA>
363.6299999999999

> <JCHEM_REFRACTIVITY>
202.62419999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.81e+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-{[(2E)-3-phenylprop-2-enoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy)phosphoryl]oxyphosphoryl}oxy)methyl]oxolan-3-yl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  N   UNK     0      32.706 -20.544   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      32.056 -23.141   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      30.027 -20.544   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      32.706 -19.002   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      31.569 -24.521   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      30.839 -22.248   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      30.027 -19.002   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      28.729 -21.274   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      31.407 -18.272   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      30.109 -24.521   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      32.462 -25.738   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      29.621 -23.060   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      28.729 -18.272   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.430 -20.544   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      29.297 -25.576   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      28.161 -22.654   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      27.430 -19.002   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0      28.729 -16.730   0.000  0.00  0.00           N+0
HETATM   19  P   UNK     0      27.674 -25.576   0.000  0.00  0.00           P+0
HETATM   20  O   UNK     0      26.132 -23.628   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      27.671 -24.196   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      26.213 -25.576   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      27.674 -27.118   0.000  0.00  0.00           O+0
HETATM   24  P   UNK     0      23.779 -23.628   0.000  0.00  0.00           P+0
HETATM   25  O   UNK     0      23.779 -26.793   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      23.779 -22.167   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      22.155 -23.628   0.000  0.00  0.00           O+0
HETATM   28  P   UNK     0      23.779 -29.877   0.000  0.00  0.00           P+0
HETATM   29  O   UNK     0      25.320 -29.877   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      23.780 -31.662   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      22.236 -29.877   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      26.619 -29.065   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      27.917 -29.877   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      29.216 -29.065   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      27.917 -31.175   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      27.917 -28.335   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      30.514 -29.877   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      29.216 -27.605   0.000  0.00  0.00           O+0
HETATM   39  N   UNK     0      31.813 -29.065   0.000  0.00  0.00           N+0
HETATM   40  O   UNK     0      30.514 -31.338   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      33.111 -29.877   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      34.410 -29.065   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      35.708 -29.877   0.000  0.00  0.00           C+0
HETATM   44  N   UNK     0      37.007 -29.065   0.000  0.00  0.00           N+0
HETATM   45  O   UNK     0      35.708 -31.338   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      38.305 -29.877   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      39.604 -29.065   0.000  0.00  0.00           C+0
HETATM   48  S   UNK     0      40.902 -29.877   0.000  0.00  0.00           S+0
HETATM   49  C   UNK     0      42.321 -29.021   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      43.749 -29.845   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      45.177 -29.021   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      42.306 -27.372   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      46.608 -29.847   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      46.607 -31.494   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      48.036 -32.319   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      49.464 -31.494   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      49.464 -29.847   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      48.036 -29.022   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10   11                                                  
CONECT    6    2   12                                                       
CONECT    7    3   13    9                                                  
CONECT    8    3   14                                                       
CONECT    9    4    7                                                       
CONECT   10    5   15   12                                                  
CONECT   11    5                                                            
CONECT   12    6   16   10                                                  
CONECT   13    7   17   18                                                  
CONECT   14    8   17                                                       
CONECT   15   10   19                                                       
CONECT   16   12   20                                                       
CONECT   17   13   14                                                       
CONECT   18   13                                                            
CONECT   19   15   21   22   23                                             
CONECT   20   16   24                                                       
CONECT   21   19                                                            
CONECT   22   19                                                            
CONECT   23   19                                                            
CONECT   24   20   25   26   27                                             
CONECT   25   24   28                                                       
CONECT   26   24                                                            
CONECT   27   24                                                            
CONECT   28   25   29   30   31                                             
CONECT   29   28   32                                                       
CONECT   30   28                                                            
CONECT   31   28                                                            
CONECT   32   29   33                                                       
CONECT   33   32   34   35   36                                             
CONECT   34   33   37   38                                                  
CONECT   35   33                                                            
CONECT   36   33                                                            
CONECT   37   34   39   40                                                  
CONECT   38   34                                                            
CONECT   39   37   41                                                       
CONECT   40   37                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43   46                                                       
CONECT   45   43                                                            
CONECT   46   44   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50   52                                                  
CONECT   50   49   51                                                       
CONECT   51   50   53                                                       
CONECT   52   49                                                            
CONECT   53   51   54   58                                                  
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   53                                                       
MASTER        0    0    0    0    0    0    0    0   58    0  122    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₂N₇O₁₇P₃S

Average Mass

897.6770 Da

Monoisotopic Mass

897.15707 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-{[(2E)-3-phenylprop-2-enoyl]sulfanyl}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-{[(2E)-3-phenylprop-2-enoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy)phosphoryl]oxyphosphoryl}oxy)methyl]oxolan-3-yl]oxyphosphonic acid

CAS Registry Number

76109-04-1

SMILES

OC(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)C(=O)NCCC(=O)NCCSC(=O)\C=C\C1=CC=CC=C1

InChI Identifier

InChI=1S/C30H42N7O17P3S/c1-30(2,25(41)28(42)33-11-10-20(38)32-12-13-58-21(39)9-8-18-6-4-3-5-7-18)15-51-57(48,49)54-56(46,47)50-14-19-24(53-55(43,44)45)23(40)29(52-19)37-17-36-22-26(31)34-16-35-27(22)37/h3-9,16-17,19,23-25,29,40-41H,10-15H2,1-2H3,(H,32,38)(H,33,42)(H,46,47)(H,48,49)(H2,31,34,35)(H2,43,44,45)/b9-8+/t19-,23-,24-,25?,29-/m1/s1

InChI Key

JVNVHNHITFVWIX-WAFZYBDGSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Carica papaya L.	Plant	KNApSAcK
Picea jezoensis	Plant	KNApSAcK
Polygonum minus	Plant	KNApSAcK
Sorghum bicolor	FooDB	KNAPSACK
Zingiber officinale	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-enoyl coas. These are organic compounds containing a coenzyme A substructure linked to a 2-enoyl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

2-enoyl CoAs

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Monolignols (C00540 )

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	0.16	ALOGPS
logP	-4.4	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	0.83	ChemAxon
pKa (Strongest Basic)	4.95	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	363.63 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	202.62 m³·mol⁻¹	ChemAxon
Polarizability	82 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

FDB001607

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C00540

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cinnamoyl-CoA

METLIN ID

Not Available

PubChem Compound

5280356

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Cinnamoyl-CoA (NP0045669)

MOL for NP0045669 (Cinnamoyl-CoA)

3D MOL for NP0045669 (Cinnamoyl-CoA)

3D SDF for NP0045669 (Cinnamoyl-CoA)

3D-SDF for NP0045669 (Cinnamoyl-CoA)

PDB for NP0045669 (Cinnamoyl-CoA)

3D PDB for NP0045669 (Cinnamoyl-CoA)

SMILES for NP0045669 (Cinnamoyl-CoA)

INCHI for NP0045669 (Cinnamoyl-CoA)

Structure for NP0045669 (Cinnamoyl-CoA)

3D Structure for NP0045669 (Cinnamoyl-CoA)