NP-MRD: Showing NP-Card for 2,4-dihydroxy-5-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyhexanedioic acid (NP0304553)

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Record Information

Version

2.0

Created at

2022-09-10 19:43:42 UTC

Updated at

2022-09-10 19:43:43 UTC

NP-MRD ID

NP0304553

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,4-dihydroxy-5-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyhexanedioic acid

Description

2,4-Dihydroxy-5-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyhexanedioic acid belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid. 2,4-dihydroxy-5-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyhexanedioic acid is found in Secale cereale. 2,4-Dihydroxy-5-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyhexanedioic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241504362D          

 28 28  0  0  0  0            999 V2000
    5.0013   -3.7125    0.0000 C   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
    4.2868   -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  0  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
    2.8579   -2.4750    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
    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 O   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    0.4125    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
    2.8579   -3.3000    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
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  0  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  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 O   0  0  0  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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10  8  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  2  0  0  0  0
 12 20  1  0  0  0  0
  6 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
M  END

     RDKit          3D

 48 48  0  0  0  0  0  0  0  0999 V2000
    6.6862    2.4397   -0.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0396    1.1202   -0.0402 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0334    0.1735    0.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6844    0.4986   -0.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7165   -0.4414    0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3171   -0.1359   -0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8521    1.0481   -0.5121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4270    1.2491   -0.6934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0661    2.3728   -1.0022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4380    0.2025   -0.5305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8742    0.3563   -0.7017 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1789   -0.4743   -1.9059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2859   -1.1412   -2.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4590   -0.5708   -2.4304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4900   -0.1495    0.5497 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0278    0.5566    1.6604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9998   -0.2336    0.5454 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3757   -0.9182    1.7054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9164   -2.1663    1.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6616    1.0969    0.5002 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3169    1.7932   -0.6734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1233    0.9340    0.4975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7981    1.3095   -0.4840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7858    0.3685    1.5707 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0676   -1.7449    0.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3763   -2.0988    0.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3528   -1.1244    0.4191 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6685   -1.4540    0.6201 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2301    2.9721    0.4887 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0442    2.4700   -1.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6531    2.9662   -0.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4790    1.5278   -0.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5742   -0.9279   -0.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5366    1.8679   -0.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0652    1.3981   -0.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8293   -1.4723   -2.6954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1265   -1.2024    0.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1577    0.1909    1.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2801   -0.8460   -0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1860   -2.8173    0.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1764   -2.6568    2.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8599   -2.0578    0.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4174    1.7292    1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9509    1.4794   -1.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7682    0.4949    1.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2823   -2.4789    0.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6546   -3.1063    0.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9395   -2.3969    0.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 18 17  1  0
 17 15  1  0
 15 16  1  0
 15 11  1  0
 11 10  1  0
 10  8  1  0
  8  9  2  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27  3  1  0
  3  2  1  0
  2  1  1  0
  3  4  2  0
 11 12  1  0
 12 14  1  0
 12 13  2  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 24  1  0
 22 23  2  0
  4  5  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
 17 39  1  6
 15 37  1  1
 16 38  1  0
 11 35  1  6
  7 34  1  0
  6 33  1  0
 25 46  1  0
 26 47  1  0
 28 48  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
 14 36  1  0
 20 43  1  1
 21 44  1  0
 24 45  1  0
M  END


  Mrv1533004241504362D          

 28 28  0  0  0  0            999 V2000
    5.0013   -3.7125    0.0000 C   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
    4.2868   -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  0  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
    2.8579   -2.4750    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
    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 O   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    0.4125    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
    2.8579   -3.3000    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
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  0  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  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 O   0  0  0  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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10  8  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  2  0  0  0  0
 12 20  1  0  0  0  0
  6 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0304553

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(C(O)C(OC(=O)C=CC1=CC=C(O)C(OC)=C1)C(O)=O)C(O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H20O11/c1-26-10-7-8(3-5-9(10)18)4-6-11(19)28-15(17(24)25)12(20)14(27-2)13(21)16(22)23/h3-7,12-15,18,20-21H,1-2H3,(H,22,23)(H,24,25)

> <INCHI_KEY>
KFBSMNVRNAZJEL-UHFFFAOYSA-N

> <FORMULA>
C17H20O11

> <MOLECULAR_WEIGHT>
400.336

> <EXACT_MASS>
400.100561464

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
37.856876688750035

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,4-dihydroxy-5-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyhexanedioic acid

> <ALOGPS_LOGP>
1.02

> <JCHEM_LOGP>
0.1263108616666668

> <ALOGPS_LOGS>
-2.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.564804591210699

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8734338161414397

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7497257685537564

> <JCHEM_POLAR_SURFACE_AREA>
180.04999999999998

> <JCHEM_REFRACTIVITY>
90.9014

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.09e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,4-dihydroxy-5-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyhexanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.002  -6.160   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.001  -3.850   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667  -6.160   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -5.335  -1.540   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       9.336  -3.850   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      12.003  -3.850   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      10.669  -6.160   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   24                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   21                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   20                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   12                                                       
CONECT   21    6   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24    3   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   56    0
END

View in JSmol

Synonyms

Value	Source
2,4-Dihydroxy-5-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyhexanedioate	Generator

Chemical Formula

C₁₇H₂₀O₁₁

Average Mass

400.3360 Da

Monoisotopic Mass

400.10056 Da

IUPAC Name

2,4-dihydroxy-5-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyhexanedioic acid

Traditional Name

2,4-dihydroxy-5-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyhexanedioic acid

CAS Registry Number

Not Available

SMILES

COC(C(O)C(OC(=O)C=CC1=CC=C(O)C(OC)=C1)C(O)=O)C(O)C(O)=O

InChI Identifier

InChI=1S/C17H20O11/c1-26-10-7-8(3-5-9(10)18)4-6-11(19)28-15(17(24)25)12(20)14(27-2)13(21)16(22)23/h3-7,12-15,18,20-21H,1-2H3,(H,22,23)(H,24,25)

InChI Key

KFBSMNVRNAZJEL-UHFFFAOYSA-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
Secale cereale	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Glucuronic acid derivatives

Alternative Parents

Substituents

Glucuronic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Methoxyphenol
Tricarboxylic acid or derivatives
Phenoxy compound
Methoxybenzene
Phenol ether
Styrene
Anisole
Beta-hydroxy acid
Phenol
Fatty acid ester
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monosaccharide
Alpha-hydroxy acid
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Hydroxy acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Ether
Dialkyl ether
Carbonyl group
Organic oxide
Alcohol
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	1.02	ALOGPS
logP	0.13	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	2.87	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	180.05 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	90.9 m³·mol⁻¹	ChemAxon
Polarizability	37.86 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,4-dihydroxy-5-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyhexanedioic acid (NP0304553)

MOL for NP0304553 (2,4-dihydroxy-5-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyhexanedioic acid)

3D MOL for NP0304553 (2,4-dihydroxy-5-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyhexanedioic acid)

3D SDF for NP0304553 (2,4-dihydroxy-5-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyhexanedioic acid)

3D-SDF for NP0304553 (2,4-dihydroxy-5-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyhexanedioic acid)

PDB for NP0304553 (2,4-dihydroxy-5-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyhexanedioic acid)

3D PDB for NP0304553 (2,4-dihydroxy-5-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyhexanedioic acid)

SMILES for NP0304553 (2,4-dihydroxy-5-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyhexanedioic acid)

INCHI for NP0304553 (2,4-dihydroxy-5-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyhexanedioic acid)

Structure for NP0304553 (2,4-dihydroxy-5-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyhexanedioic acid)

3D Structure for NP0304553 (2,4-dihydroxy-5-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyhexanedioic acid)