NP-MRD: Showing NP-Card for methyl (1s,3r,5r,7r,8s)-3,8-dihydroxy-7-{[(3-phenylprop-2-enoyl)oxy]methyl}-2,6-dioxabicyclo[3.2.1]octane-3-carboxylate (NP0242504)

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Record Information

Version

2.0

Created at

2022-09-07 02:49:49 UTC

Updated at

2022-09-07 02:49:49 UTC

NP-MRD ID

NP0242504

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (1s,3r,5r,7r,8s)-3,8-dihydroxy-7-{[(3-phenylprop-2-enoyl)oxy]methyl}-2,6-dioxabicyclo[3.2.1]octane-3-carboxylate

Description

Methyl (1S,3R,5R,7R,8S)-3,8-dihydroxy-7-{[(3-phenylprop-2-enoyl)oxy]methyl}-2,6-dioxabicyclo[3.2.1]Octane-3-carboxylate belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. methyl (1s,3r,5r,7r,8s)-3,8-dihydroxy-7-{[(3-phenylprop-2-enoyl)oxy]methyl}-2,6-dioxabicyclo[3.2.1]octane-3-carboxylate is found in Solidago decurrens. Based on a literature review very few articles have been published on methyl (1S,3R,5R,7R,8S)-3,8-dihydroxy-7-{[(3-phenylprop-2-enoyl)oxy]methyl}-2,6-dioxabicyclo[3.2.1]Octane-3-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072204492D          

 26 28  0  0  1  0            999 V2000
    4.8460    1.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2010    0.8493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4330    1.1507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3100    1.9665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880    0.6363    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4330    0.1220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4300    1.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    1.5632    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9807    1.0488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807    0.2238    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2374   -0.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758   -0.9568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8574   -1.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6007   -1.0636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7958   -2.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4774   -2.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4158   -3.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0974   -3.9964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0357   -4.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2924   -5.1771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6108   -4.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6725   -3.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257   -0.2905    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4300   -0.1070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3940    0.6363    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5690    0.6363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  6  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 13  1  4  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 10 23  1  0  0  0  0
 23 24  1  6  0  0  0
  5 24  1  0  0  0  0
 23 25  1  0  0  0  0
  8 25  1  0  0  0  0
 25 26  1  1  0  0  0
M  END

     RDKit          3D

 46 48  0  0  0  0  0  0  0  0999 V2000
   -7.3355    0.3887   -0.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0020    0.7339   -0.5575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9068    0.2475    0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0629   -0.5555    1.0512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5495    0.6675   -0.2737 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6703    1.5581   -1.3400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9625    1.4358    0.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4774    1.4784    0.9319 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0861    0.5077    1.8910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4746   -0.7153    1.3514 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4119   -1.7318    1.7046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8525   -1.3704    1.1824 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9763   -2.1463    1.3758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8237   -3.2043    2.0467 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2965   -1.7696    0.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4107   -0.6634    0.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6737   -0.2507   -0.4110 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7432    0.9318   -1.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9203    1.3628   -1.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0932    0.6485   -1.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0204   -0.5198   -0.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8269   -0.9708   -0.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5506   -0.5369   -0.1615 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8384   -0.4664   -0.6127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8223    0.8100   -0.2882 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0573    1.4562   -1.4621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7400    0.9130    0.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3558   -0.7290   -0.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9948    0.5868   -1.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5119    2.0605   -1.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3982    1.0160    1.8281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3612    2.4881    0.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0313    2.4371    1.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4557   -1.0038    1.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3184   -1.8505    2.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6622   -2.7314    1.2649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1174   -2.4307    1.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5253   -0.0225   -0.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8576    1.5540   -1.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9515    2.2854   -2.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0297    1.0070   -1.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9113   -1.1013   -0.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8610   -1.8968    0.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0177   -1.3258   -0.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2277    0.6261   -0.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0636    0.7920   -2.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  6
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 10 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 24  5  1  0
 25  8  1  0
 22 17  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  1
 10 34  1  1
 11 35  1  0
 11 36  1  0
 15 37  1  0
 16 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  6
 25 45  1  1
 26 46  1  0
M  END


  Mrv1652309072204492D          

 26 28  0  0  1  0            999 V2000
    4.8460    1.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2010    0.8493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4330    1.1507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3100    1.9665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880    0.6363    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4330    0.1220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4300    1.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    1.5632    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9807    1.0488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807    0.2238    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2374   -0.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758   -0.9568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8574   -1.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6007   -1.0636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7958   -2.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4774   -2.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4158   -3.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0974   -3.9964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0357   -4.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2924   -5.1771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6108   -4.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6725   -3.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257   -0.2905    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4300   -0.1070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3940    0.6363    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5690    0.6363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  6  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 13  1  4  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 10 23  1  0  0  0  0
 23 24  1  6  0  0  0
  5 24  1  0  0  0  0
 23 25  1  0  0  0  0
  8 25  1  0  0  0  0
 25 26  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0242504

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@]1(O)C[C@H]2O[C@H](COC(=O)C=CC3=CC=CC=C3)[C@@H](O1)[C@H]2O

> <INCHI_IDENTIFIER>
InChI=1S/C18H20O8/c1-23-17(21)18(22)9-12-15(20)16(26-18)13(25-12)10-24-14(19)8-7-11-5-3-2-4-6-11/h2-8,12-13,15-16,20,22H,9-10H2,1H3/t12-,13-,15+,16-,18-/m1/s1

> <INCHI_KEY>
RBBBFXCGIKRNMO-CVFLJDHBSA-N

> <FORMULA>
C18H20O8

> <MOLECULAR_WEIGHT>
364.35

> <EXACT_MASS>
364.115817604

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
35.91031318036406

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1S,3R,5R,7R,8S)-3,8-dihydroxy-7-{[(3-phenylprop-2-enoyl)oxy]methyl}-2,6-dioxabicyclo[3.2.1]octane-3-carboxylate

> <JCHEM_LOGP>
1.6959209629999994

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.128069531809551

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.558619853028627

> <JCHEM_PKA_STRONGEST_BASIC>
-3.623945370333354

> <JCHEM_POLAR_SURFACE_AREA>
111.52000000000001

> <JCHEM_REFRACTIVITY>
87.5443

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1S,3R,5R,7R,8S)-3,8-dihydroxy-7-{[(3-phenylprop-2-enoyl)oxy]methyl}-2,6-dioxabicyclo[3.2.1]octane-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       9.046   2.546   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.842   1.585   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.408   2.148   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.179   3.671   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.204   1.188   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.408   0.228   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.536   2.575   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.035   2.918   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.831   1.958   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.831   0.418   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.443  -0.250   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.328  -1.786   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.600  -2.654   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.988  -1.985   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.485  -4.189   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.758  -5.057   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.643  -6.592   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.915  -7.460   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.800  -8.996   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.413  -9.664   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.140  -8.796   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.255  -7.261   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.035  -0.542   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.536  -0.200   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.602   1.188   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.062   1.188   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7   24                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   25                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   23                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23   10   24   25                                                  
CONECT   24   23    5                                                       
CONECT   25   23    8   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Value	Source
Methyl (1S,3R,5R,7R,8S)-3,8-dihydroxy-7-{[(3-phenylprop-2-enoyl)oxy]methyl}-2,6-dioxabicyclo[3.2.1]octane-3-carboxylic acid	Generator

Chemical Formula

C₁₈H₂₀O₈

Average Mass

364.3500 Da

Monoisotopic Mass

364.11582 Da

IUPAC Name

methyl (1S,3R,5R,7R,8S)-3,8-dihydroxy-7-{[(3-phenylprop-2-enoyl)oxy]methyl}-2,6-dioxabicyclo[3.2.1]octane-3-carboxylate

Traditional Name

methyl (1S,3R,5R,7R,8S)-3,8-dihydroxy-7-{[(3-phenylprop-2-enoyl)oxy]methyl}-2,6-dioxabicyclo[3.2.1]octane-3-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@@]1(O)C[C@H]2O[C@H](COC(=O)C=CC3=CC=CC=C3)[C@@H](O1)[C@H]2O

InChI Identifier

InChI=1S/C18H20O8/c1-23-17(21)18(22)9-12-15(20)16(26-18)13(25-12)10-24-14(19)8-7-11-5-3-2-4-6-11/h2-8,12-13,15-16,20,22H,9-10H2,1H3/t12-,13-,15+,16-,18-/m1/s1

InChI Key

RBBBFXCGIKRNMO-CVFLJDHBSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Solidago decurrens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Cinnamic acid esters

Direct Parent

Cinnamic acid esters

Alternative Parents

Substituents

Cinnamic acid ester
Styrene
Fatty acid ester
Dioxepane
1,4-dioxepane
Fatty acyl
Benzenoid
Pyran
Oxane
Monosaccharide
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tetrahydrofuran
Secondary alcohol
Hemiacetal
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	1.7	ChemAxon
pKa (Strongest Acidic)	9.56	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	111.52 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	87.54 m³·mol⁻¹	ChemAxon
Polarizability	35.91 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

162896033

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (1s,3r,5r,7r,8s)-3,8-dihydroxy-7-{[(3-phenylprop-2-enoyl)oxy]methyl}-2,6-dioxabicyclo[3.2.1]octane-3-carboxylate (NP0242504)

MOL for NP0242504 (methyl (1s,3r,5r,7r,8s)-3,8-dihydroxy-7-{[(3-phenylprop-2-enoyl)oxy]methyl}-2,6-dioxabicyclo[3.2.1]octane-3-carboxylate)

3D MOL for NP0242504 (methyl (1s,3r,5r,7r,8s)-3,8-dihydroxy-7-{[(3-phenylprop-2-enoyl)oxy]methyl}-2,6-dioxabicyclo[3.2.1]octane-3-carboxylate)

3D SDF for NP0242504 (methyl (1s,3r,5r,7r,8s)-3,8-dihydroxy-7-{[(3-phenylprop-2-enoyl)oxy]methyl}-2,6-dioxabicyclo[3.2.1]octane-3-carboxylate)

3D-SDF for NP0242504 (methyl (1s,3r,5r,7r,8s)-3,8-dihydroxy-7-{[(3-phenylprop-2-enoyl)oxy]methyl}-2,6-dioxabicyclo[3.2.1]octane-3-carboxylate)

PDB for NP0242504 (methyl (1s,3r,5r,7r,8s)-3,8-dihydroxy-7-{[(3-phenylprop-2-enoyl)oxy]methyl}-2,6-dioxabicyclo[3.2.1]octane-3-carboxylate)

3D PDB for NP0242504 (methyl (1s,3r,5r,7r,8s)-3,8-dihydroxy-7-{[(3-phenylprop-2-enoyl)oxy]methyl}-2,6-dioxabicyclo[3.2.1]octane-3-carboxylate)

SMILES for NP0242504 (methyl (1s,3r,5r,7r,8s)-3,8-dihydroxy-7-{[(3-phenylprop-2-enoyl)oxy]methyl}-2,6-dioxabicyclo[3.2.1]octane-3-carboxylate)

INCHI for NP0242504 (methyl (1s,3r,5r,7r,8s)-3,8-dihydroxy-7-{[(3-phenylprop-2-enoyl)oxy]methyl}-2,6-dioxabicyclo[3.2.1]octane-3-carboxylate)

Structure for NP0242504 (methyl (1s,3r,5r,7r,8s)-3,8-dihydroxy-7-{[(3-phenylprop-2-enoyl)oxy]methyl}-2,6-dioxabicyclo[3.2.1]octane-3-carboxylate)

3D Structure for NP0242504 (methyl (1s,3r,5r,7r,8s)-3,8-dihydroxy-7-{[(3-phenylprop-2-enoyl)oxy]methyl}-2,6-dioxabicyclo[3.2.1]octane-3-carboxylate)