NP-MRD: Showing NP-Card for 4-Sinapoylquinic acid (NP0045290)

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Record Information

Version

2.0

Created at

2022-03-17 19:17:21 UTC

Updated at

2022-03-17 19:17:21 UTC

NP-MRD ID

NP0045290

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-Sinapoylquinic acid

Description

Not Available

Structure

MOL 3D MOL SDF PDB SMILES InChI

Structure #1
  Mrv0541 02241212082D          

 28 29  0  0  1  0            999 V2000
   -0.3134   -5.1672    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3211   -4.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3895   -3.9230    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1078   -4.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1155   -5.1538    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8337   -5.5596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4049   -5.5730    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9138   -3.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6882   -2.6687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7277   -3.4218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467   -3.2960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4126   -6.3979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0241   -5.5863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1272   -6.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -6.3978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1272   -7.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8418   -8.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8419   -8.8727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5564   -9.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5565  -10.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8421  -10.5228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8422  -11.3478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1275  -10.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4132  -10.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1274   -9.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3013  -10.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2710  -10.5225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2712  -11.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1 13  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  8  1  1  0  0  0
  3 11  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7 12  1  6  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 25  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  1  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

     RDKit          3D

 50 51  0  0  0  0  0  0  0  0999 V2000
    6.5554   -0.2641    3.3463 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8154   -0.1331    2.3077 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0689   -0.0015    1.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6582   -0.0933    1.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8488    0.0404    0.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4115   -0.0553    0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7822   -0.2895    1.4463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6717   -0.3764    1.4633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2699   -0.6024    2.5317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3677   -0.2067    0.2948 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7752   -0.2782    0.2402 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2957   -1.2443   -0.7623 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2922   -1.3982   -1.7481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5307   -0.7959   -1.4786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4533    0.0638   -0.6607 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3023    0.7115   -1.5570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2960   -0.7389    0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5459   -0.7508    0.1412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7685   -1.5165    1.2882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7440    1.1316    0.1240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2483    1.1181   -0.1925 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6037    2.0959    0.5413 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4198    0.2833   -1.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7829    0.3784   -1.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3718    0.6194   -2.3436 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5589    0.7648   -3.4930 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5937    0.2415   -0.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9691    0.3369   -0.1034 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1360   -1.2401    3.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3381    0.5705    3.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9910   -0.1996    4.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2614   -0.2809    2.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7990    0.0664   -0.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3079   -0.4251    2.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1885   -0.4942    1.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4063   -2.2483   -0.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6441   -1.7562   -2.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1031   -1.7048   -1.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2962   -0.2802   -2.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0426    0.1067   -1.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2430   -1.6920    2.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1712    2.1401    0.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8018    0.8880    1.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1387    1.2414   -1.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6890    2.9684    0.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8146    0.3921   -1.8693 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1725    0.9703   -4.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9526   -0.1670   -3.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8280    1.5936   -3.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4517    0.5107   -0.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 21  1  0
 21 22  1  0
 21 20  1  0
 20 15  1  0
 15 16  1  6
 15 14  1  0
 14 12  1  0
 12 13  1  0
 15 17  1  0
 17 19  1  0
 17 18  2  0
  5 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  2  0
 27 28  1  0
 27  3  1  0
 12 11  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  6 33  1  0
  7 34  1  0
 11 35  1  1
 21 44  1  6
 22 45  1  0
 20 42  1  0
 20 43  1  0
 16 40  1  0
 14 38  1  0
 14 39  1  0
 12 36  1  1
 13 37  1  0
 19 41  1  0
 23 46  1  0
 26 47  1  0
 26 48  1  0
 26 49  1  0
 28 50  1  0
M  END

Structure #1
  Mrv0541 02241212082D          

 28 29  0  0  1  0            999 V2000
   -0.3134   -5.1672    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3211   -4.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3895   -3.9230    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1078   -4.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1155   -5.1538    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8337   -5.5596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4049   -5.5730    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9138   -3.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6882   -2.6687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7277   -3.4218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467   -3.2960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4126   -6.3979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0241   -5.5863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1272   -6.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -6.3978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1272   -7.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8418   -8.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8419   -8.8727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5564   -9.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5565  -10.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8421  -10.5228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8422  -11.3478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1275  -10.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4132  -10.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1274   -9.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3013  -10.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2710  -10.5225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2712  -11.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1 13  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  8  1  1  0  0  0
  3 11  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7 12  1  6  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 25  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  1  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045290

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(\C=C\C(=O)O[C@H]2[C@H](O)C[C@@](O)(C[C@H]2O)C(O)=O)=CC(OC)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C18H22O10/c1-26-12-5-9(6-13(27-2)15(12)22)3-4-14(21)28-16-10(19)7-18(25,17(23)24)8-11(16)20/h3-6,10-11,16,19-20,22,25H,7-8H2,1-2H3,(H,23,24)/b4-3+/t10-,11-,16-,18+/m1/s1

> <INCHI_KEY>
WKRKXTOYTASIOP-RKTLJHTASA-N

> <FORMULA>
C18H22O10

> <MOLECULAR_WEIGHT>
398.3613

> <EXACT_MASS>
398.121296924

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
38.60383252747861

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,3R,4S,5R)-1,3,5-trihydroxy-4-{[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid

> <ALOGPS_LOGP>
0.28

> <JCHEM_LOGP>
-0.28030696766666713

> <ALOGPS_LOGS>
-2.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.288676841462127

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3791346539039107

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2461604273069087

> <JCHEM_POLAR_SURFACE_AREA>
162.98

> <JCHEM_REFRACTIVITY>
94.18019999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.49e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,4S,5R)-1,3,5-trihydroxy-4-{[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.585  -9.645   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.599  -8.105   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.727  -7.323   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.068  -8.081   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.082  -9.620   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.423 -10.378   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.756 -10.403   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.706  -6.134   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.285  -4.982   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       3.225  -6.387   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.274  -6.153   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.770 -11.943   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.912 -10.428   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.104 -12.713   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.437 -11.943   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.104 -14.253   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.438 -15.023   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.438 -16.562   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.772 -17.332   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.772 -18.872   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.439 -19.643   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.439 -21.183   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.105 -18.873   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.771 -19.643   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.104 -17.333   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.562 -18.873   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.106 -19.642   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.106 -21.182   0.000  0.00  0.00           C+0
CONECT    1    2    7   13                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    8   11                                             
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    1    5   12                                                  
CONECT    8    3    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    3                                                            
CONECT   12    7   14                                                       
CONECT   13    1                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   25                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   27                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23   26                                                       
CONECT   25   18   23                                                       
CONECT   26   24                                                            
CONECT   27   20   28                                                       
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

View in JSmol

Synonyms

Value	Source
4-Sinapoylquinate	Generator

Chemical Formula

C₁₈H₂₂O₁₀

Average Mass

398.3613 Da

Monoisotopic Mass

398.12130 Da

IUPAC Name

(1S,3R,4S,5R)-1,3,5-trihydroxy-4-{[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid

Traditional Name

(1S,3R,4S,5R)-1,3,5-trihydroxy-4-{[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(\C=C\C(=O)O[C@H]2[C@H](O)C[C@@](O)(C[C@H]2O)C(O)=O)=CC(OC)=C1O

InChI Identifier

InChI=1S/C18H22O10/c1-26-12-5-9(6-13(27-2)15(12)22)3-4-14(21)28-16-10(19)7-18(25,17(23)24)8-11(16)20/h3-6,10-11,16,19-20,22,25H,7-8H2,1-2H3,(H,23,24)/b4-3+/t10-,11-,16-,18+/m1/s1

InChI Key

WKRKXTOYTASIOP-RKTLJHTASA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Malus pumila	FooDB	PHENOL EXPLORER
Prunus armeniaca	FooDB	PHENOL EXPLORER
Prunus avium	FooDB	PHENOL EXPLORER
Prunus cerasus	FooDB	PHENOL EXPLORER
Prunus domestica	FooDB	PHENOL EXPLORER
Prunus persica var. persica	FooDB	PHENOL EXPLORER
Pyrus communis	FooDB	PHENOL EXPLORER

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinic acids and derivatives. Quinic acids and derivatives are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3.4, And 5, as well as a carboxylic acid at position 1.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Quinic acids and derivatives

Alternative Parents

Substituents

Quinic acid
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Methoxyphenol
M-dimethoxybenzene
Dimethoxybenzene
Anisole
Phenoxy compound
Methoxybenzene
Phenol ether
Styrene
Phenol
Alkyl aryl ether
Fatty acid ester
Cyclohexanol
Fatty acyl
Monocyclic benzene moiety
Hydroxy acid
Dicarboxylic acid or derivatives
Benzenoid
Alpha-hydroxy acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Secondary alcohol
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Ether
Polyol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

cinnamate ester (CHEBI:75496 )
cyclitol carboxylic acid (CHEBI:75496 )

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	0.28	ALOGPS
logP	-0.28	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	3.38	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	162.98 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	94.18 m³·mol⁻¹	ChemAxon
Polarizability	38.6 Å³	ChemAxon
Number of Rings	2	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

FDB000251

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

75496

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 4-Sinapoylquinic acid (NP0045290)

MOL for NP0045290 (4-Sinapoylquinic acid)

3D MOL for NP0045290 (4-Sinapoylquinic acid)

3D SDF for NP0045290 (4-Sinapoylquinic acid)

3D-SDF for NP0045290 (4-Sinapoylquinic acid)

PDB for NP0045290 (4-Sinapoylquinic acid)

3D PDB for NP0045290 (4-Sinapoylquinic acid)

SMILES for NP0045290 (4-Sinapoylquinic acid)

INCHI for NP0045290 (4-Sinapoylquinic acid)

Structure for NP0045290 (4-Sinapoylquinic acid)

3D Structure for NP0045290 (4-Sinapoylquinic acid)