NP-MRD: Showing NP-Card for (2s,3r,4s)-3,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,4-dihydro-2h-pyran-2,6-dicarboxylic acid (NP0252519)

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Record Information

Version

2.0

Created at

2022-09-07 16:03:36 UTC

Updated at

2022-09-07 16:03:36 UTC

NP-MRD ID

NP0252519

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3r,4s)-3,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,4-dihydro-2h-pyran-2,6-dicarboxylic acid

Description

(?)-3,5-Dicaffeoyldaucic acid belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. (2s,3r,4s)-3,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,4-dihydro-2h-pyran-2,6-dicarboxylic acid is found in Ipomoea batatas. Based on a literature review very few articles have been published on (?)-3,5-Dicaffeoyldaucic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072218032D          

 38 40  0  0  1  0            999 V2000
   -0.7145    1.2375    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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    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
   -1.4289   -1.6500    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   -2.8875    0.0000 C   0  0  0  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
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    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
   -2.1434    2.0625    0.0000 C   0  0  1  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
   -1.4289    3.3000    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    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  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
   -2.8579    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 O   0  0  0  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
   -2.8579    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    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
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.0000    0.0000 C   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
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  2  0  0  0  0
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 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  2  0  0  0  0
 31 38  1  0  0  0  0
M  END

     RDKit          3D

 58 60  0  0  0  0  0  0  0  0999 V2000
   -0.8973   -2.4568    1.1795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5771   -1.6454    0.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6150   -0.8887    1.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4304    0.7817    1.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.7264    1.4318    3.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4636    2.3169    2.3776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4653    3.0687    2.9704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1865    2.4309    1.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9375    3.3277    0.2717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1787    1.6679    0.4700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3226   -1.5090   -0.8198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3085   -2.2539   -1.5131 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0048   -3.1102   -2.4906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4945   -3.4229   -3.6489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2479   -4.2879   -4.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3658   -4.6994   -4.2300 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7420   -4.6406   -5.8162 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7511   -2.9518   -4.0141 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5008   -2.1717   -3.1214 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4912   -2.9593   -2.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6511   -4.2044   -2.5009 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2899   -2.3215   -1.4518 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6161   -1.3374   -2.2222 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4165   -0.5479   -1.3840 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4508    0.8136   -1.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7385    1.4670   -2.1245 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3552    1.5066   -0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1278    0.8234    0.4041 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0462    1.3984    1.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8010    0.5532    2.1690 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6978    0.9858    3.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8577    2.3412    3.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7513    2.8505    4.2029 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1280    3.2283    2.4895 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2848    4.5985    2.6425 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2209    2.7503    1.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7608   -1.0426    2.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1914    0.1041   -0.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1943    0.0122    3.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9345    1.3330    4.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0260    3.7257    2.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7674    3.4453   -0.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0028    1.7964   -0.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2135   -2.9440   -0.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0083   -3.5283   -2.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0947   -5.2363   -5.8238 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0636   -1.4348   -3.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2749   -2.1587   -1.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0270   -0.6543   -2.8636 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3991    2.5776   -0.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0515   -0.2496    0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6650   -0.5244    2.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6495    3.4428    0.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 22  1  0
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 16 15  2  0
 15 14  1  0
 14 13  1  0
 13  2  1  0
  2  1  2  0
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 31 32  2  0
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 36 37  1  0
 36 38  2  0
 16 17  1  0
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 38 31  1  0
 12  5  1  0
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 21 49  1  6
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  3 39  1  0
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  6 41  1  0
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 25 51  1  6
 29 52  1  0
 30 53  1  0
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 33 55  1  0
 35 56  1  0
 37 57  1  0
 38 58  1  0
 19 48  1  0
M  END


  Mrv1652309072218032D          

 38 40  0  0  1  0            999 V2000
   -0.7145    1.2375    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 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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   -2.8875    0.0000 C   0  0  0  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
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 17 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 21 25  1  0  0  0  0
 14 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
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 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  2  0  0  0  0
 31 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0252519

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)[C@H]1OC(=C[C@H](OC(=O)\C=C\C2=CC=C(O)C(O)=C2)[C@H]1OC(=O)\C=C\C1=CC=C(O)C(O)=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H20O13/c26-14-5-1-12(9-16(14)28)3-7-20(30)36-18-11-19(24(32)33)37-23(25(34)35)22(18)38-21(31)8-4-13-2-6-15(27)17(29)10-13/h1-11,18,22-23,26-29H,(H,32,33)(H,34,35)/b7-3+,8-4+/t18-,22+,23-/m0/s1

> <INCHI_KEY>
VOTMSYBBJIFRQZ-KECLRZMLSA-N

> <FORMULA>
C25H20O13

> <MOLECULAR_WEIGHT>
528.422

> <EXACT_MASS>
528.090390704

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
49.71261446631874

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S)-3,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,4-dihydro-2H-pyran-2,6-dicarboxylic acid

> <JCHEM_LOGP>
3.0343477686666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.510635770513589

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8505582116783548

> <JCHEM_PKA_STRONGEST_BASIC>
-5.14531724849003

> <JCHEM_POLAR_SURFACE_AREA>
217.34999999999997

> <JCHEM_REFRACTIVITY>
128.01079999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S)-3,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,4-dihydro-2H-pyran-2,6-dicarboxylic acid

> <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  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.001   6.930   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -6.668   8.470   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -8.002   6.160   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -6.668   3.850   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -5.335   1.540   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0     -13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0     -12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0     -13.337   0.000   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0     -10.669   0.000   0.000  0.00  0.00           C+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   25                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   16   21                                                       
CONECT   21   20   22   25                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   21   14   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   38                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   31                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   80    0
END

View in JSmol

Synonyms

Value	Source
(?)-3,5-dicaffeoyldaucate	Generator

Chemical Formula

C₂₅H₂₀O₁₃

Average Mass

528.4220 Da

Monoisotopic Mass

528.09039 Da

IUPAC Name

(2S,3R,4S)-3,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,4-dihydro-2H-pyran-2,6-dicarboxylic acid

Traditional Name

(2S,3R,4S)-3,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,4-dihydro-2H-pyran-2,6-dicarboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)[C@H]1OC(=C[C@H](OC(=O)\C=C\C2=CC=C(O)C(O)=C2)[C@H]1OC(=O)\C=C\C1=CC=C(O)C(O)=C1)C(O)=O

InChI Identifier

InChI=1S/C25H20O13/c26-14-5-1-12(9-16(14)28)3-7-20(30)36-18-11-19(24(32)33)37-23(25(34)35)22(18)38-21(31)8-4-13-2-6-15(27)17(29)10-13/h1-11,18,22-23,26-29H,(H,32,33)(H,34,35)/b7-3+,8-4+/t18-,22+,23-/m0/s1

InChI Key

VOTMSYBBJIFRQZ-KECLRZMLSA-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
Ipomoea batatas	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic acids and derivatives

Alternative Parents

Substituents

Tetracarboxylic acid or derivatives
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Catechol
Styrene
Phenol
Fatty acid ester
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Fatty acyl
Monocyclic benzene moiety
Pyran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Carbonyl group
Organic oxide
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	3.03	ChemAxon
pKa (Strongest Acidic)	2.85	ChemAxon
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	217.35 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	128.01 m³·mol⁻¹	ChemAxon
Polarizability	49.71 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

17250036

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bracket

METLIN ID

Not Available

PubChem Compound

16091445

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3r,4s)-3,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,4-dihydro-2h-pyran-2,6-dicarboxylic acid (NP0252519)

MOL for NP0252519 ((2s,3r,4s)-3,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,4-dihydro-2h-pyran-2,6-dicarboxylic acid)

3D MOL for NP0252519 ((2s,3r,4s)-3,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,4-dihydro-2h-pyran-2,6-dicarboxylic acid)

3D SDF for NP0252519 ((2s,3r,4s)-3,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,4-dihydro-2h-pyran-2,6-dicarboxylic acid)

3D-SDF for NP0252519 ((2s,3r,4s)-3,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,4-dihydro-2h-pyran-2,6-dicarboxylic acid)

PDB for NP0252519 ((2s,3r,4s)-3,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,4-dihydro-2h-pyran-2,6-dicarboxylic acid)

3D PDB for NP0252519 ((2s,3r,4s)-3,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,4-dihydro-2h-pyran-2,6-dicarboxylic acid)

SMILES for NP0252519 ((2s,3r,4s)-3,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,4-dihydro-2h-pyran-2,6-dicarboxylic acid)

INCHI for NP0252519 ((2s,3r,4s)-3,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,4-dihydro-2h-pyran-2,6-dicarboxylic acid)

Structure for NP0252519 ((2s,3r,4s)-3,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,4-dihydro-2h-pyran-2,6-dicarboxylic acid)

3D Structure for NP0252519 ((2s,3r,4s)-3,4-bis({[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3,4-dihydro-2h-pyran-2,6-dicarboxylic acid)