NP-MRD: Showing NP-Card for (+)-2,3-Dihydro-9-hydroxy-2[1-(6-sinapinoyl)beta-D-glucosyloxy-1-methylethyl]-7H-furo[3,2-g][1]benzopyran-7-one (NP0045766)

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Record Information

Version

2.0

Created at

2022-03-17 19:37:04 UTC

Updated at

2022-03-17 19:37:04 UTC

NP-MRD ID

NP0045766

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-2,3-Dihydro-9-hydroxy-2[1-(6-sinapinoyl)beta-D-glucosyloxy-1-methylethyl]-7H-furo[3,2-g][1]benzopyran-7-one

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241212132D          

 45 49  0  0  0  0            999 V2000
   -2.4455    0.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4455   -0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7311   -0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7311    0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0166    0.7072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0166   -0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3021   -0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3021    0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4295   -0.1179    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9446   -0.7853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1600   -0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1600    0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9446    0.5496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4123    0.7071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4455    1.5322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2545   -0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6670    0.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0795   -0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0960   -0.8323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8104   -1.2448    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.8104   -2.0698    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0960   -2.4823    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3815   -2.0698    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3815   -1.2448    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6670   -0.8323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6670   -2.4823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0960   -3.3073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5249   -2.4823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5249   -0.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7144   -2.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5394   -2.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9519   -3.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5394   -4.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7144   -4.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3019   -3.3882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7769   -3.3883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1894   -4.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9519   -4.8172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3019   -4.8172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4769   -4.8172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3019   -1.9593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4769   -1.9593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0644   -1.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2394   -1.2448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4769   -0.5304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  2  0  0  0  0
  1  4  1  0  0  0  0
 11  2  2  0  0  0  0
  2  3  1  0  0  0  0
  5  4  1  0  0  0  0
  3  4  2  0  0  0  0
  3  6  1  0  0  0  0
  5  8  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
  9 13  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 11 12  1  0  0  0  0
  8 14  2  0  0  0  0
  1 15  1  0  0  0  0
  9 16  1  6  0  0  0
 16 17  1  0  0  0  0
 16 25  1  0  0  0  0
 16 18  1  0  0  0  0
 19 20  1  0  0  0  0
 19 24  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 23 26  1  6  0  0  0
 22 27  1  1  0  0  0
 21 28  1  6  0  0  0
 20 29  1  1  0  0  0
 29 44  1  0  0  0  0
 30 31  2  0  0  0  0
 30 35  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 32 36  1  0  0  0  0
 36 37  1  0  0  0  0
 33 38  1  0  0  0  0
 34 39  1  0  0  0  0
 39 40  1  0  0  0  0
 30 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
M  END


  Mrv0541 02241212132D          

 45 49  0  0  0  0            999 V2000
   -2.4455    0.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4455   -0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7311   -0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7311    0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0166    0.7072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0166   -0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3021   -0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3021    0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4295   -0.1179    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9446   -0.7853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1600   -0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1600    0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9446    0.5496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4123    0.7071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4455    1.5322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2545   -0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6670    0.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0795   -0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0960   -0.8323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8104   -1.2448    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.8104   -2.0698    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0960   -2.4823    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3815   -2.0698    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3815   -1.2448    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6670   -0.8323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6670   -2.4823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0960   -3.3073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5249   -2.4823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5249   -0.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7144   -2.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5394   -2.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9519   -3.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5394   -4.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7144   -4.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3019   -3.3882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7769   -3.3883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1894   -4.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9519   -4.8172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3019   -4.8172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4769   -4.8172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3019   -1.9593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4769   -1.9593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0644   -1.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2394   -1.2448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4769   -0.5304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  2  0  0  0  0
  1  4  1  0  0  0  0
 11  2  2  0  0  0  0
  2  3  1  0  0  0  0
  5  4  1  0  0  0  0
  3  4  2  0  0  0  0
  3  6  1  0  0  0  0
  5  8  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
  9 13  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 11 12  1  0  0  0  0
  8 14  2  0  0  0  0
  1 15  1  0  0  0  0
  9 16  1  6  0  0  0
 16 17  1  0  0  0  0
 16 25  1  0  0  0  0
 16 18  1  0  0  0  0
 19 20  1  0  0  0  0
 19 24  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
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 23 26  1  6  0  0  0
 22 27  1  1  0  0  0
 21 28  1  6  0  0  0
 20 29  1  1  0  0  0
 29 44  1  0  0  0  0
 30 31  2  0  0  0  0
 30 35  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 32 36  1  0  0  0  0
 36 37  1  0  0  0  0
 33 38  1  0  0  0  0
 34 39  1  0  0  0  0
 39 40  1  0  0  0  0
 30 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0045766

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(\C=C\C(=O)OC[C@H]2O[C@@H](OC(C)(C)[C@H]3CC4=CC5=C(OC(=O)C=C5)C(O)=C4O3)[C@H](O)[C@@H](O)[C@@H]2O)=CC(OC)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C31H34O14/c1-31(2,20-12-16-11-15-6-8-22(33)44-28(15)27(38)29(16)43-20)45-30-26(37)25(36)24(35)19(42-30)13-41-21(32)7-5-14-9-17(39-3)23(34)18(10-14)40-4/h5-11,19-20,24-26,30,34-38H,12-13H2,1-4H3/b7-5+/t19-,20-,24-,25+,26-,30+/m1/s1

> <INCHI_KEY>
IVHSSCUMYDHEGB-XRTQGIEQSA-N

> <FORMULA>
C31H34O14

> <MOLECULAR_WEIGHT>
630.5933

> <EXACT_MASS>
630.194855796

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
62.431021530563555

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({2-[(2R)-9-hydroxy-7-oxo-2H,3H,7H-furo[3,2-g]chromen-2-yl]propan-2-yl}oxy)oxan-2-yl]methyl (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
2.30

> <JCHEM_LOGP>
2.7229755046666666

> <ALOGPS_LOGS>
-3.70

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.739857122703782

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.273135663435555

> <JCHEM_PKA_STRONGEST_BASIC>
-3.499019453131395

> <JCHEM_POLAR_SURFACE_AREA>
199.89999999999998

> <JCHEM_REFRACTIVITY>
155.2101

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.26e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({2-[(2R)-9-hydroxy-7-oxo-2H,3H-furo[3,2-g]chromen-2-yl]propan-2-yl}oxy)oxan-2-yl]methyl (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.565   1.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.565  -1.760   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.231  -0.990   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.231   0.550   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.898   1.320   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.898  -1.760   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.564  -0.990   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.564   0.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.268  -0.220   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.363  -1.466   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.899  -0.990   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.899   0.550   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -7.363   1.026   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.770   1.320   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -4.565   2.860   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -9.808  -0.220   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.578   1.114   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -11.348  -0.220   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0     -13.246  -1.554   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0     -14.579  -2.324   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -14.579  -3.864   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -13.246  -4.634   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -11.912  -3.864   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -11.912  -2.324   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0     -10.578  -1.554   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0     -10.578  -4.634   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0     -13.246  -6.174   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0     -15.913  -4.634   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0     -15.913  -1.554   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -21.867  -4.991   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -23.407  -4.991   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -24.177  -6.325   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -23.407  -7.658   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -21.867  -7.658   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -21.097  -6.325   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0     -25.717  -6.325   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0     -26.487  -7.658   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0     -24.177  -8.992   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0     -21.097  -8.992   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0     -19.557  -8.992   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -21.097  -3.657   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -19.557  -3.657   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -18.787  -2.324   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0     -17.247  -2.324   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0     -19.557  -0.990   0.000  0.00  0.00           O+0
CONECT    1   12    4   15                                                  
CONECT    2   11    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    1    5    3                                                  
CONECT    5    4    8                                                       
CONECT    6    3    7                                                       
CONECT    7    6    8                                                       
CONECT    8    5    7   14                                                  
CONECT    9   10   13   16                                                  
CONECT   10    9   11                                                       
CONECT   11    2   10   12                                                  
CONECT   12    1   13   11                                                  
CONECT   13    9   12                                                       
CONECT   14    8                                                            
CONECT   15    1                                                            
CONECT   16    9   17   25   18                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   20   24                                                       
CONECT   20   19   21   29                                                  
CONECT   21   20   22   28                                                  
CONECT   22   21   23   27                                                  
CONECT   23   22   24   26                                                  
CONECT   24   19   23   25                                                  
CONECT   25   16   24                                                       
CONECT   26   23                                                            
CONECT   27   22                                                            
CONECT   28   21                                                            
CONECT   29   20   44                                                       
CONECT   30   31   35   41                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   36                                                  
CONECT   33   32   34   38                                                  
CONECT   34   33   35   39                                                  
CONECT   35   30   34                                                       
CONECT   36   32   37                                                       
CONECT   37   36                                                            
CONECT   38   33                                                            
CONECT   39   34   40                                                       
CONECT   40   39                                                            
CONECT   41   30   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   29   43                                                       
CONECT   45   43                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   98    0
END

View in JSmol

Synonyms

Value	Source
(+)-2,3-Dihydro-9-hydroxy-2[1-(6-sinapinoyl)b-D-glucosyloxy-1-methylethyl]-7H-furo[3,2-g][1]benzopyran-7-one	Generator
(+)-2,3-Dihydro-9-hydroxy-2[1-(6-sinapinoyl)β-D-glucosyloxy-1-methylethyl]-7H-furo[3,2-g][1]benzopyran-7-one	Generator

Chemical Formula

C₃₁H₃₄O₁₄

Average Mass

630.5933 Da

Monoisotopic Mass

630.19486 Da

IUPAC Name

[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({2-[(2R)-9-hydroxy-7-oxo-2H,3H,7H-furo[3,2-g]chromen-2-yl]propan-2-yl}oxy)oxan-2-yl]methyl (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

Traditional Name

[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({2-[(2R)-9-hydroxy-7-oxo-2H,3H-furo[3,2-g]chromen-2-yl]propan-2-yl}oxy)oxan-2-yl]methyl (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

CAS Registry Number

115235-61-5

SMILES

COC1=CC(\C=C\C(=O)OC[C@H]2O[C@@H](OC(C)(C)[C@H]3CC4=CC5=C(OC(=O)C=C5)C(O)=C4O3)[C@H](O)[C@@H](O)[C@@H]2O)=CC(OC)=C1O

InChI Identifier

InChI=1S/C31H34O14/c1-31(2,20-12-16-11-15-6-8-22(33)44-28(15)27(38)29(16)43-20)45-30-26(37)25(36)24(35)19(42-30)13-41-21(32)7-5-14-9-17(39-3)23(34)18(10-14)40-4/h5-11,19-20,24-26,30,34-38H,12-13H2,1-4H3/b7-5+/t19-,20-,24-,25+,26-,30+/m1/s1

InChI Key

IVHSSCUMYDHEGB-XRTQGIEQSA-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
Apium graveolens	FooDB	KNAPSACK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cytochalasans. These are fungal metabolites structurally characterized by the presence of an isoindolone nucleus fused to a macrocyclic ring, which can either a lactone, as in cytochalasin B, a carbonate, as in cytochalasin E, or a carbocycle, as in cytochalasin D, H, and K.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Cytochalasans

Sub Class

Not Available

Direct Parent

Cytochalasans

Alternative Parents

Substituents

Carbocyclic cytochalasan skeleton
Cytochalasan
Isoindolone
Isoindoline
Isoindole
Isoindole or derivatives
Monocyclic benzene moiety
Pyrrolidone
2-pyrrolidone
Benzenoid
Tertiary alcohol
Pyrrolidine
Cyclic alcohol
Secondary alcohol
Secondary carboxylic acid amide
Carboxamide group
Lactam
Carboxylic acid ester
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Azacycle
Carboxylic acid derivative
Alcohol
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	2.3	ALOGPS
logP	2.72	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	9.27	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	199.9 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	155.21 m³·mol⁻¹	ChemAxon
Polarizability	62.43 Å³	ChemAxon
Number of Rings	5	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

FDB001752

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

Not Available

Showing NP-Card for (+)-2,3-Dihydro-9-hydroxy-2[1-(6-sinapinoyl)beta-D-glucosyloxy-1-methylethyl]-7H-furo[3,2-g][1]benzopyran-7-one (NP0045766)

MOL for NP0045766 ((+)-2,3-Dihydro-9-hydroxy-2[1-(6-sinapinoyl)beta-D-glucosyloxy-1-methylethyl]-7H-furo[3,2-g][1]benzopyran-7-one)

3D MOL for NP0045766 ((+)-2,3-Dihydro-9-hydroxy-2[1-(6-sinapinoyl)beta-D-glucosyloxy-1-methylethyl]-7H-furo[3,2-g][1]benzopyran-7-one)

3D SDF for NP0045766 ((+)-2,3-Dihydro-9-hydroxy-2[1-(6-sinapinoyl)beta-D-glucosyloxy-1-methylethyl]-7H-furo[3,2-g][1]benzopyran-7-one)

3D-SDF for NP0045766 ((+)-2,3-Dihydro-9-hydroxy-2[1-(6-sinapinoyl)beta-D-glucosyloxy-1-methylethyl]-7H-furo[3,2-g][1]benzopyran-7-one)

PDB for NP0045766 ((+)-2,3-Dihydro-9-hydroxy-2[1-(6-sinapinoyl)beta-D-glucosyloxy-1-methylethyl]-7H-furo[3,2-g][1]benzopyran-7-one)

3D PDB for NP0045766 ((+)-2,3-Dihydro-9-hydroxy-2[1-(6-sinapinoyl)beta-D-glucosyloxy-1-methylethyl]-7H-furo[3,2-g][1]benzopyran-7-one)

SMILES for NP0045766 ((+)-2,3-Dihydro-9-hydroxy-2[1-(6-sinapinoyl)beta-D-glucosyloxy-1-methylethyl]-7H-furo[3,2-g][1]benzopyran-7-one)

INCHI for NP0045766 ((+)-2,3-Dihydro-9-hydroxy-2[1-(6-sinapinoyl)beta-D-glucosyloxy-1-methylethyl]-7H-furo[3,2-g][1]benzopyran-7-one)

Structure for NP0045766 ((+)-2,3-Dihydro-9-hydroxy-2[1-(6-sinapinoyl)beta-D-glucosyloxy-1-methylethyl]-7H-furo[3,2-g][1]benzopyran-7-one)

3D Structure for NP0045766 ((+)-2,3-Dihydro-9-hydroxy-2[1-(6-sinapinoyl)beta-D-glucosyloxy-1-methylethyl]-7H-furo[3,2-g][1]benzopyran-7-one)