NP-MRD: Showing NP-Card for 3-{[(3r,4s,5s,6s)-6-[(3e)-4-(3,4-dihydroxyphenyl)-1-hydroxy-2-oxo(4-?h)but-3-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4-methyloxan-2-one (NP0248508)

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Record Information

Version

2.0

Created at

2022-09-07 10:47:45 UTC

Updated at

2022-09-07 10:47:45 UTC

NP-MRD ID

NP0248508

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-{[(3r,4s,5s,6s)-6-[(3e)-4-(3,4-dihydroxyphenyl)-1-hydroxy-2-oxo(4-?h)but-3-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4-methyloxan-2-one

Description

3-{[(3R,4S,5S,6S)-6-[(3E)-4-(3,4-dihydroxyphenyl)-1-hydroxy-2-oxo(4-²H)but-3-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4-methyloxan-2-one belongs to the class of organic compounds known as c-cinnamoyl glycosides. These are c-glycoside derivatives of cinnamic acid. Cinnamic acid is an aromatic compound containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. 3-{[(3r,4s,5s,6s)-6-[(3e)-4-(3,4-dihydroxyphenyl)-1-hydroxy-2-oxo(4-?h)but-3-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4-methyloxan-2-one is found in Veronica stricta. Based on a literature review very few articles have been published on 3-{[(3R,4S,5S,6S)-6-[(3E)-4-(3,4-dihydroxyphenyl)-1-hydroxy-2-oxo(4-²H)but-3-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4-methyloxan-2-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072212472D          

 33 35  0  0  1  0            999 V2000
    1.4289   -1.6500    0.0000 H   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
    0.0000   -1.6500    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   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   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
    0.7145    2.0625    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
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
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  8  9  1  0  0  0  0
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 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
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  8 24  1  0  0  0  0
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 31 33  2  0  0  0  0
 26 33  1  0  0  0  0
M  ISO  1   1   2
M  END

     RDKit          3D

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    4.0035    0.4637   -0.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3008    1.3267    0.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8821    1.5466    0.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4021    2.4517    0.9903 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4475    0.0191    0.0944 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6213   -0.8636    0.3661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7714   -1.3618    1.5275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4960   -1.0998   -0.6647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8687   -0.0838   -1.6069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6686    0.7696   -1.9466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9693    1.2162   -0.7039 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9650    1.9140    0.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7653   -1.9886    0.4788 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8521   -2.6902    1.0148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7263   -1.7464    1.5561 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0911   -2.9292    1.9359 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2461   -0.6731    1.2091 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7492   -0.1021    2.3788 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4415    0.2924   -0.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0707   -0.6667   -1.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.5531    0.8481    0.7048 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2617    1.6217    1.6044 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9057   -0.9606   -1.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5426    1.2735    0.8313 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0651    0.4325    1.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6979    0.5386   -1.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2473   -0.5270   -2.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0121    0.1586   -2.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9981    1.6457   -2.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1099    1.8634   -0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3607    2.4220    1.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5403    1.1214    0.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5931    2.6383   -0.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3647   -2.4271   -0.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5129   -2.8558    0.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3220   -1.4301    2.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3867   -3.7086    1.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1353   -1.1794    0.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0476    0.1598    3.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4607   -1.2532   -1.7736 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8976   -1.6056   -1.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9857   -0.9725   -0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2510    1.4835    1.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7658    1.7884    1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  2  0
  3  4  1  0
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  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
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 12 18  1  0
 18 19  1  0
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 13 14  2  0
 10 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
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 27 28  1  0
 28 29  2  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  2  0
 24  8  1  0
 33 26  1  0
 13 12  1  0
  3 34  1  0
  6 35  1  6
  7 36  1  0
  8 37  1  1
 10 38  1  1
 12 39  1  1
 18 44  1  6
 19 45  1  0
 19 46  1  0
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 17 42  1  0
 17 43  1  0
 16 40  1  0
 16 41  1  0
 20 48  1  6
 21 49  1  0
 22 50  1  1
 23 51  1  0
 24 52  1  6
 25 53  1  0
 27 54  1  0
 28 55  1  0
 30 56  1  0
 32 57  1  0
 33 58  1  0
M  ISO  1   1   2
M  END


  Mrv1652309072212472D          

 33 35  0  0  1  0            999 V2000
    1.4289   -1.6500    0.0000 H   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
    0.0000   -1.6500    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   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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M  ISO  1   1   2
M  END
> <DATABASE_ID>
NP0248508

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[2H]\C(=C/C(=O)C(O)[C@H]1OC(OC2C(C)CCOC2=O)[C@H](O)[C@@H](O)[C@@H]1O)C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H26O11/c1-9-6-7-30-20(29)18(9)31-21-17(28)15(26)16(27)19(32-21)14(25)12(23)5-3-10-2-4-11(22)13(24)8-10/h2-5,8-9,14-19,21-22,24-28H,6-7H2,1H3/b5-3+/t9?,14?,15-,16-,17+,18?,19+,21?/m0/s1/i3D

> <INCHI_KEY>
LDVUQCXIQALIRF-CUZRUTGFSA-N

> <FORMULA>
C21H26O11

> <MOLECULAR_WEIGHT>
455.434

> <EXACT_MASS>
455.153788403

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
43.01448101002633

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-{[(3R,4S,5S,6S)-6-[(3E)-4-(3,4-dihydroxyphenyl)-1-hydroxy-2-oxo(4-2H)but-3-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4-methyloxan-2-one

> <JCHEM_LOGP>
0.08905768033333462

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.81259627277345

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.00188148595115

> <JCHEM_PKA_STRONGEST_BASIC>
-3.660367775165951

> <JCHEM_POLAR_SURFACE_AREA>
183.21

> <JCHEM_REFRACTIVITY>
107.04520000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-{[(3R,4S,5S,6S)-6-[(3E)-4-(3,4-dihydroxyphenyl)-1-hydroxy-2-oxo(4-2H)but-3-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4-methyloxan-2-one

> <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  H   UNK     0       2.667  -3.080   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   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  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.001 -11.550   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.334 -11.550   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   26                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   24                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   20                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   12   19                                                  
CONECT   19   18                                                            
CONECT   20   10   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22    8   25                                                  
CONECT   25   24                                                            
CONECT   26    2   27   33                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   26                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₆O₁₁

Average Mass

455.4340 Da

Monoisotopic Mass

455.15379 Da

IUPAC Name

3-{[(3R,4S,5S,6S)-6-[(3E)-4-(3,4-dihydroxyphenyl)-1-hydroxy-2-oxo(4-2H)but-3-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4-methyloxan-2-one

Traditional Name

3-{[(3R,4S,5S,6S)-6-[(3E)-4-(3,4-dihydroxyphenyl)-1-hydroxy-2-oxo(4-2H)but-3-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4-methyloxan-2-one

CAS Registry Number

Not Available

SMILES

[2H]\C(=C/C(=O)C(O)[C@H]1OC(OC2C(C)CCOC2=O)[C@H](O)[C@@H](O)[C@@H]1O)C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C21H26O11/c1-9-6-7-30-20(29)18(9)31-21-17(28)15(26)16(27)19(32-21)14(25)12(23)5-3-10-2-4-11(22)13(24)8-10/h2-5,8-9,14-19,21-22,24-28H,6-7H2,1H3/b5-3+/t9?,14?,15-,16-,17+,18?,19+,21?/m0/s1/i3D

InChI Key

LDVUQCXIQALIRF-CUZRUTGFSA-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
Hebe stricta	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as c-cinnamoyl glycosides. These are c-glycoside derivatives of cinnamic acid. Cinnamic acid is an aromatic compound containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Cinnamic acid esters

Direct Parent

C-cinnamoyl glycosides

Alternative Parents

Substituents

C-cinnamoyl glycoside
Hydroxycinnamic acid or derivatives
O-glycosyl compound
Glycosyl compound
Styrene
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Delta_valerolactone
Delta valerolactone
Benzenoid
Oxane
Monosaccharide
Monocyclic benzene moiety
Acyloin
Alpha,beta-unsaturated ketone
Enone
Alpha-hydroxy ketone
Acryloyl-group
Secondary alcohol
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	0.089	ChemAxon
pKa (Strongest Acidic)	9	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	183.21 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	107.05 m³·mol⁻¹	ChemAxon
Polarizability	43.01 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

163186469

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-{[(3r,4s,5s,6s)-6-[(3e)-4-(3,4-dihydroxyphenyl)-1-hydroxy-2-oxo(4-?h)but-3-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4-methyloxan-2-one (NP0248508)

MOL for NP0248508 (3-{[(3r,4s,5s,6s)-6-[(3e)-4-(3,4-dihydroxyphenyl)-1-hydroxy-2-oxo(4-?h)but-3-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4-methyloxan-2-one)

3D MOL for NP0248508 (3-{[(3r,4s,5s,6s)-6-[(3e)-4-(3,4-dihydroxyphenyl)-1-hydroxy-2-oxo(4-?h)but-3-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4-methyloxan-2-one)

3D SDF for NP0248508 (3-{[(3r,4s,5s,6s)-6-[(3e)-4-(3,4-dihydroxyphenyl)-1-hydroxy-2-oxo(4-?h)but-3-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4-methyloxan-2-one)

3D-SDF for NP0248508 (3-{[(3r,4s,5s,6s)-6-[(3e)-4-(3,4-dihydroxyphenyl)-1-hydroxy-2-oxo(4-?h)but-3-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4-methyloxan-2-one)

PDB for NP0248508 (3-{[(3r,4s,5s,6s)-6-[(3e)-4-(3,4-dihydroxyphenyl)-1-hydroxy-2-oxo(4-?h)but-3-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4-methyloxan-2-one)

3D PDB for NP0248508 (3-{[(3r,4s,5s,6s)-6-[(3e)-4-(3,4-dihydroxyphenyl)-1-hydroxy-2-oxo(4-?h)but-3-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4-methyloxan-2-one)

SMILES for NP0248508 (3-{[(3r,4s,5s,6s)-6-[(3e)-4-(3,4-dihydroxyphenyl)-1-hydroxy-2-oxo(4-?h)but-3-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4-methyloxan-2-one)

INCHI for NP0248508 (3-{[(3r,4s,5s,6s)-6-[(3e)-4-(3,4-dihydroxyphenyl)-1-hydroxy-2-oxo(4-?h)but-3-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4-methyloxan-2-one)

Structure for NP0248508 (3-{[(3r,4s,5s,6s)-6-[(3e)-4-(3,4-dihydroxyphenyl)-1-hydroxy-2-oxo(4-?h)but-3-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4-methyloxan-2-one)

3D Structure for NP0248508 (3-{[(3r,4s,5s,6s)-6-[(3e)-4-(3,4-dihydroxyphenyl)-1-hydroxy-2-oxo(4-?h)but-3-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4-methyloxan-2-one)