NP-MRD: Showing NP-Card for (2r,3r,4r,5s)-2,3,4,5,7-pentahydroxy-6-oxoheptyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate (NP0174040)

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Record Information

Version

2.0

Created at

2022-09-03 11:14:48 UTC

Updated at

2022-09-03 11:14:48 UTC

NP-MRD ID

NP0174040

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3r,4r,5s)-2,3,4,5,7-pentahydroxy-6-oxoheptyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Description

7-Caffeoylsedoheptulose belongs to the class of organic compounds known as heptoses. These are monosaccharides in which the sugar unit is a seven-carbon containing moeity. (2r,3r,4r,5s)-2,3,4,5,7-pentahydroxy-6-oxoheptyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate is found in Nyssa sylvatica. (2r,3r,4r,5s)-2,3,4,5,7-pentahydroxy-6-oxoheptyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate was first documented in 2000 (PMID: 10820826). Based on a literature review very few articles have been published on 7-Caffeoylsedoheptulose.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032213142D          

 26 26  0  0  1  0            999 V2000
    1.4289   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  5 12  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

     RDKit          3D

 46 46  0  0  0  0  0  0  0  0999 V2000
   -1.2096   -1.6595    0.5433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3109   -0.4259    0.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6223    0.2220    0.3424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7234   -0.4890    0.2622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0517    0.0934    0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1622   -0.7530    0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4138   -0.2514   -0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6462    1.0871   -0.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9475    1.5854   -0.3095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5906    1.9430   -0.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8088    3.3045   -0.1655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2989    1.4381    0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1991    0.3501    0.5692 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1403   -0.0887    0.7082 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6365   -0.9230   -0.4215 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6626   -0.3007   -1.6552 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8027   -1.7972   -0.1156 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8082   -2.8808   -1.0803 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1599   -1.2128   -0.2483 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4633   -0.6937   -1.5027 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7030   -0.3921    0.8554 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3333    0.9179    0.9202 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2092   -0.3971    0.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7295   -1.4946    0.6224 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0139    0.8432    0.6398 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2173    1.9763    0.7455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6834    1.2981    0.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5950   -1.5785    0.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9721   -1.8317    0.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2501   -0.9585   -0.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7191    0.9328   -0.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0434    3.9630   -0.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4799    2.1440    0.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7124    0.8750    0.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1844   -0.6821    1.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7741   -1.6997   -0.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9173    0.6539   -1.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6821   -2.2581    0.8599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2570   -2.5947   -1.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8490   -2.1618   -0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9023   -1.0709   -2.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5274   -0.8436    1.8583 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932    1.3024    0.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6778    0.8528    1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7080    0.8752   -0.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6631    2.7812    0.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 25 23  1  0
 23 24  2  0
 23 21  1  0
 21 22  1  0
 21 19  1  0
 19 20  1  0
 19 17  1  0
 17 18  1  0
 17 15  1  0
 15 16  1  0
 15 14  1  0
 14 13  1  0
 13  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12  5  1  0
 26 46  1  0
 25 44  1  0
 25 45  1  0
 21 42  1  1
 22 43  1  0
 19 40  1  6
 20 41  1  0
 17 38  1  1
 18 39  1  0
 15 36  1  6
 16 37  1  0
 14 34  1  0
 14 35  1  0
  3 27  1  0
  4 28  1  0
  6 29  1  0
  7 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
M  END


  Mrv1652309032213142D          

 26 26  0  0  1  0            999 V2000
    1.4289   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  5 12  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0174040

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC(=O)[C@@H](O)[C@H](O)[C@H](O)[C@H](O)COC(=O)\C=C\C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H20O10/c17-6-11(20)14(23)16(25)15(24)12(21)7-26-13(22)4-2-8-1-3-9(18)10(19)5-8/h1-5,12,14-19,21,23-25H,6-7H2/b4-2+/t12-,14-,15-,16+/m1/s1

> <INCHI_KEY>
HAQVRLITLGQXNW-PEZPLWPMSA-N

> <FORMULA>
C16H20O10

> <MOLECULAR_WEIGHT>
372.326

> <EXACT_MASS>
372.105646844

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
35.566360353595215

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4R,5S)-2,3,4,5,7-pentahydroxy-6-oxoheptyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
-0.49

> <JCHEM_LOGP>
-1.4706067593333334

> <ALOGPS_LOGS>
-2.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.677685732580002

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.0286425381124

> <JCHEM_PKA_STRONGEST_BASIC>
-3.327632992888711

> <JCHEM_POLAR_SURFACE_AREA>
184.98

> <JCHEM_REFRACTIVITY>
87.05379999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.60e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4R,5S)-2,3,4,5,7-pentahydroxy-6-oxoheptyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  O   UNK     0       2.667  -6.160   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.335  -1.540   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.001  -3.850   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.002  -6.160   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       9.336  -3.850   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.669  -6.160   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      12.003  -3.850   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      14.670  -3.850   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    5                                                       
CONECT   13    2   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₀O₁₀

Average Mass

372.3260 Da

Monoisotopic Mass

372.10565 Da

IUPAC Name

(2R,3R,4R,5S)-2,3,4,5,7-pentahydroxy-6-oxoheptyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Traditional Name

(2R,3R,4R,5S)-2,3,4,5,7-pentahydroxy-6-oxoheptyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

OCC(=O)[C@@H](O)[C@H](O)[C@H](O)[C@H](O)COC(=O)\C=C\C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C16H20O10/c17-6-11(20)14(23)16(25)15(24)12(21)7-26-13(22)4-2-8-1-3-9(18)10(19)5-8/h1-5,12,14-19,21,23-25H,6-7H2/b4-2+/t12-,14-,15-,16+/m1/s1

InChI Key

HAQVRLITLGQXNW-PEZPLWPMSA-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
Nyssa sylvatica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as heptoses. These are monosaccharides in which the sugar unit is a seven-carbon containing moeity.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Heptoses

Alternative Parents

Substituents

Heptose monosaccharide
Hydroxycinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid or derivatives
Cinnamic acid ester
Fatty alcohol
Catechol
Styrene
1-hydroxy-4-unsubstituted benzenoid
Fatty acid ester
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Beta-hydroxy ketone
Fatty acyl
Acyloin
Alpha-hydroxy ketone
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Polyol
Monocarboxylic acid or derivatives
Alcohol
Carbonyl group
Primary alcohol
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	-0.49	ALOGPS
logP	-1.5	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	9.03	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	184.98 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	87.05 m³·mol⁻¹	ChemAxon
Polarizability	35.57 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

102369742

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Li XC, elSohly HN, Clark AM: 7-Caffeoylsedoheptulose from Nyssa sylvatica. Phytochemistry. 2000 Apr;53(8):1033-7. doi: 10.1016/s0031-9422(99)00435-5. [PubMed:10820826 ]
LOTUS database [Link]

Showing NP-Card for (2r,3r,4r,5s)-2,3,4,5,7-pentahydroxy-6-oxoheptyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate (NP0174040)

MOL for NP0174040 ((2r,3r,4r,5s)-2,3,4,5,7-pentahydroxy-6-oxoheptyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D MOL for NP0174040 ((2r,3r,4r,5s)-2,3,4,5,7-pentahydroxy-6-oxoheptyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D SDF for NP0174040 ((2r,3r,4r,5s)-2,3,4,5,7-pentahydroxy-6-oxoheptyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D-SDF for NP0174040 ((2r,3r,4r,5s)-2,3,4,5,7-pentahydroxy-6-oxoheptyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

PDB for NP0174040 ((2r,3r,4r,5s)-2,3,4,5,7-pentahydroxy-6-oxoheptyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D PDB for NP0174040 ((2r,3r,4r,5s)-2,3,4,5,7-pentahydroxy-6-oxoheptyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

SMILES for NP0174040 ((2r,3r,4r,5s)-2,3,4,5,7-pentahydroxy-6-oxoheptyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

INCHI for NP0174040 ((2r,3r,4r,5s)-2,3,4,5,7-pentahydroxy-6-oxoheptyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

Structure for NP0174040 ((2r,3r,4r,5s)-2,3,4,5,7-pentahydroxy-6-oxoheptyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D Structure for NP0174040 ((2r,3r,4r,5s)-2,3,4,5,7-pentahydroxy-6-oxoheptyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)