NP-MRD: Showing NP-Card for 3-cyano-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl 3-(4-hydroxyphenyl)prop-2-enoate (NP0167240)

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Record Information

Version

2.0

Created at

2022-09-03 02:47:06 UTC

Updated at

2022-09-03 02:47:07 UTC

NP-MRD ID

NP0167240

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-cyano-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl 3-(4-hydroxyphenyl)prop-2-enoate

Description

3-Cyano-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl 3-(4-hydroxyphenyl)prop-2-enoate belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. 3-cyano-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl 3-(4-hydroxyphenyl)prop-2-enoate is found in Sorbaria sorbifolia. 3-Cyano-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl 3-(4-hydroxyphenyl)prop-2-enoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171513012D          

 30 31  0  0  0  0            999 V2000
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -9.4875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    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
  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
  5  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
  9 10  1  4  0  0  0
 10 11  3  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 16 14  1  4  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  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  2  0  0  0  0
 18 24  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 53 54  0  0  0  0  0  0  0  0999 V2000
    0.1251   -1.8494    3.0045 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4842   -1.7086    1.9118 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183   -1.5140    0.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2640   -0.7665   -0.2893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7015   -0.5306   -1.6676 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9029   -1.1827   -1.9837 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0998   -0.7456   -1.3288 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8919    0.1992   -0.5504 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3422   -1.4009   -1.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5159   -1.2502   -1.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1238   -0.4005   -0.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5234   -0.2080   -0.3228 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2206    0.5192    0.5912 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5756    1.0938    1.6645 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2581    1.8316    2.5969 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2187    0.9354    1.8212 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5154    0.1757    0.8612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9730   -0.0917    0.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0149   -0.5489   -0.6144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2116    0.0125   -0.2593 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1497   -0.9603    0.0200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3435   -0.4939    0.4913 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5388   -1.1986   -0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6819   -0.6351    0.4042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5380    0.9751    0.4226 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1363    1.5644    1.6384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9274    1.6510   -0.7501 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3612    2.8770   -0.3295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7983    0.8700   -1.3878 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3023    0.0138   -2.3697 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982   -2.0487    0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1322   -0.8617   -2.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9018    0.5701   -1.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2163   -2.2405   -2.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2447   -2.0042   -1.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0162   -0.6592   -1.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2893    0.6415    0.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4162    2.8243    2.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6984    1.3797    2.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4768    0.0468    1.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8808    1.0025    0.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1545   -0.2658    1.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0400    0.7038    0.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4067   -0.7902    1.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5460   -2.2672    0.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5745   -1.0455   -1.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2051   -0.1089   -0.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6505    1.1651    0.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7003    1.1417    2.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6776    1.9126   -1.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1175    2.8643    0.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0350    1.5279   -1.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6414   -0.7215   -2.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  4  3  2  0
  3  2  1  0
  2  1  3  0
 20 29  1  0
 29 30  1  0
 29 27  1  0
 27 28  1  0
 27 25  1  0
 25 26  1  0
 25 22  1  0
 17 11  1  0
 24 47  1  0
 23 45  1  0
 23 46  1  0
 22 44  1  1
 20 43  1  1
 18 41  1  0
 18 42  1  0
  5 32  1  0
  5 33  1  0
  9 34  1  0
 10 35  1  0
 12 36  1  0
 13 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
  3 31  1  0
 29 52  1  6
 30 53  1  0
 27 50  1  6
 28 51  1  0
 25 48  1  6
 26 49  1  0
M  END


  Mrv1533004171513012D          

 30 31  0  0  0  0            999 V2000
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -9.4875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    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
  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
  5  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
  9 10  1  4  0  0  0
 10 11  3  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 16 14  1  4  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  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  2  0  0  0  0
 18 24  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0167240

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(OCC(COC(=O)C=CC2=CC=C(O)C=C2)=CC#N)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H23NO9/c21-8-7-13(10-28-16(24)6-3-12-1-4-14(23)5-2-12)11-29-20-19(27)18(26)17(25)15(9-22)30-20/h1-7,15,17-20,22-23,25-27H,9-11H2

> <INCHI_KEY>
JDEJUHBDYJVLND-UHFFFAOYSA-N

> <FORMULA>
C20H23NO9

> <MOLECULAR_WEIGHT>
421.402

> <EXACT_MASS>
421.137281325

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
41.76204952158305

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-cyano-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl 3-(4-hydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
0.56

> <JCHEM_LOGP>
-0.21449347033333305

> <ALOGPS_LOGS>
-2.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.211109237500372

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.397940227151215

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835523549564

> <JCHEM_POLAR_SURFACE_AREA>
169.7

> <JCHEM_REFRACTIVITY>
103.73750000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.22e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-cyano-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl 3-(4-hydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       8.002 -12.320   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       9.336 -14.630   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      10.669 -13.860   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.003 -14.630   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.003 -16.170   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669 -16.940   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       9.336 -17.710   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      13.337 -13.860   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      14.670 -14.630   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      16.004 -13.860   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      16.004 -12.320   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      17.338 -14.630   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.672 -13.860   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.005 -14.630   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.339 -13.860   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.673 -14.630   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      22.673 -16.170   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      24.006 -16.940   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      21.339 -16.940   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      20.005 -16.170   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668 -14.630   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.668 -16.170   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.001 -14.630   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.001 -11.550   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   29                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    8   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   18                                                       
CONECT   25    5   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27    3   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Value	Source
3-Cyano-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl 3-(4-hydroxyphenyl)prop-2-enoic acid	Generator

Chemical Formula

C₂₀H₂₃NO₉

Average Mass

421.4020 Da

Monoisotopic Mass

421.13728 Da

IUPAC Name

3-cyano-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl 3-(4-hydroxyphenyl)prop-2-enoate

Traditional Name

3-cyano-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl 3-(4-hydroxyphenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

OCC1OC(OCC(COC(=O)C=CC2=CC=C(O)C=C2)=CC#N)C(O)C(O)C1O

InChI Identifier

InChI=1S/C20H23NO9/c21-8-7-13(10-28-16(24)6-3-12-1-4-14(23)5-2-12)11-29-20-19(27)18(26)17(25)15(9-22)30-20/h1-7,15,17-20,22-23,25-27H,9-11H2

InChI Key

JDEJUHBDYJVLND-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
Sorbaria sorbifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
Coumaric acid ester
Alkyl glycoside
Cinnamic acid ester
Hydroxycinnamic acid or derivatives
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Styrene
Fatty acid ester
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Monosaccharide
Benzenoid
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Polyol
Carboxylic acid derivative
Nitrile
Carbonitrile
Monocarboxylic acid or derivatives
Acetal
Organoheterocyclic compound
Oxacycle
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Cyanide
Organopnictogen compound
Alcohol
Primary alcohol
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
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	0.56	ALOGPS
logP	-0.21	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	9.4	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	169.7 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	103.74 m³·mol⁻¹	ChemAxon
Polarizability	41.76 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

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

85171964

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-cyano-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl 3-(4-hydroxyphenyl)prop-2-enoate (NP0167240)

MOL for NP0167240 (3-cyano-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl 3-(4-hydroxyphenyl)prop-2-enoate)

3D MOL for NP0167240 (3-cyano-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl 3-(4-hydroxyphenyl)prop-2-enoate)

3D SDF for NP0167240 (3-cyano-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl 3-(4-hydroxyphenyl)prop-2-enoate)

3D-SDF for NP0167240 (3-cyano-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl 3-(4-hydroxyphenyl)prop-2-enoate)

PDB for NP0167240 (3-cyano-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl 3-(4-hydroxyphenyl)prop-2-enoate)

3D PDB for NP0167240 (3-cyano-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl 3-(4-hydroxyphenyl)prop-2-enoate)

SMILES for NP0167240 (3-cyano-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl 3-(4-hydroxyphenyl)prop-2-enoate)

INCHI for NP0167240 (3-cyano-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl 3-(4-hydroxyphenyl)prop-2-enoate)

Structure for NP0167240 (3-cyano-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl 3-(4-hydroxyphenyl)prop-2-enoate)

3D Structure for NP0167240 (3-cyano-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl 3-(4-hydroxyphenyl)prop-2-enoate)