NP-MRD: Showing NP-Card for 5,3',4'-Trihydroxy-7-methoxy-4-phenylcoumarin 5-O-(6''-acetyl)-galactoside (NP0057201)

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Record Information

Version

2.0

Created at

2022-04-28 02:42:22 UTC

Updated at

2022-04-28 02:42:22 UTC

NP-MRD ID

NP0057201

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,3',4'-Trihydroxy-7-methoxy-4-phenylcoumarin 5-O-(6''-acetyl)-galactoside

Description

5,3',4'-Trihydroxy-7-methoxy-4-phenylcoumarin 5-O-(6''-acetyl)-galactoside is found in Exostema caribaeum.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282204422D          

 36 39  0  0  1  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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
    0.7145    1.2375    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    2.4750    0.0000 O   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
    0.0000   -0.0000    0.0000 C   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
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 O   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   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  3  9  1  0  0  0  0
  5 10  1  0  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
 10 15  1  0  0  0  0
 14 16  1  0  0  0  0
 13 17  1  0  0  0  0
  4 18  2  0  0  0  0
 18 19  1  0  0  0  0
  1 19  2  0  0  0  0
 18 20  1  0  0  0  0
 21 20  1  1  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  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 25 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 24 32  1  1  0  0  0
 23 33  1  1  0  0  0
 22 34  1  1  0  0  0
  1 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END

     RDKit          3D

 60 63  0  0  0  0  0  0  0  0999 V2000
   -1.6382    6.0759    1.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9797    4.8380    0.9218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6492    3.6776    0.5924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9258    2.4844    0.5321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5096    1.2779    0.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8205    0.0919    0.1505 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5318   -0.1195    0.3736 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1431   -0.6091   -0.7701 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4853   -0.8564   -0.6513 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3012    0.4372   -0.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6803    0.1202   -0.4276 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6717    1.0500   -0.3158 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1173    0.7312   -0.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3602    2.2799   -0.3154 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8512   -1.7983    0.4417 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4587   -2.9320   -0.0775 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6874   -2.1446    1.3381 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9944   -3.1924    0.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7808   -0.9908    1.5835 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4724   -1.5347    1.9555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8825    1.2862   -0.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5427    0.1345   -0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8999   -1.1400   -0.5464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2062   -2.1575    0.3304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6588   -3.4167    0.1835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7881   -3.7023   -0.8424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2161   -4.9710   -1.0172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4713   -2.6931   -1.7293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5936   -2.9319   -2.7862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0303   -1.4177   -1.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9237    0.2532   -0.6305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5643    1.4650   -0.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7923    1.5804   -0.7656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8860    2.5367   -0.2357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5806    2.4978    0.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9941    3.6968    0.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2778    6.2961    0.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3113    6.1182    1.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9088    6.9065    1.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1394    2.5252    0.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0279    0.8400    0.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8102   -1.3046   -1.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0452    1.0036    0.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0866    1.0876   -1.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5655    1.2594    0.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6434    0.9624   -1.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1839   -0.3595    0.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6171   -1.3058    1.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2918   -3.0287   -1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0815   -2.4725    2.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6115   -3.9815    0.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739   -0.3669    2.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5091   -1.6779    2.9356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8889   -1.9434    1.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8895   -4.2334    0.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4444   -5.7147   -0.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1955   -3.8405   -2.8957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7765   -0.6454   -2.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4569   -0.6500   -0.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5568    4.6190    0.3771 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
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  4  5  1  0
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  8  9  1  0
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 12 14  2  0
  9 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  5 21  2  0
 21 35  1  0
 35 34  1  0
 34 32  1  0
 32 33  2  0
 32 31  1  0
 31 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
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 28 30  2  0
 35 36  2  0
 36  3  1  0
 19  7  1  0
 22 21  1  0
 30 23  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  7 41  1  1
  9 42  1  6
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 13 45  1  0
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 13 47  1  0
 15 48  1  1
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 17 50  1  1
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 20 53  1  0
 31 59  1  0
 24 54  1  0
 25 55  1  0
 27 56  1  0
 29 57  1  0
 30 58  1  0
 36 60  1  0
M  END


  Mrv1652304282204422D          

 36 39  0  0  1  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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
    0.7145    1.2375    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    2.4750    0.0000 O   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
    0.0000   -0.0000    0.0000 C   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
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8579    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 O   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   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  3  9  1  0  0  0  0
  5 10  1  0  0  0  0
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 13 17  1  0  0  0  0
  4 18  2  0  0  0  0
 18 19  1  0  0  0  0
  1 19  2  0  0  0  0
 18 20  1  0  0  0  0
 21 20  1  1  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  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 25 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 24 32  1  1  0  0  0
 23 33  1  1  0  0  0
 22 34  1  1  0  0  0
  1 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0057201

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O[C@@H]2O[C@@H](COC(C)=O)[C@H](O)[C@H](O)[C@@H]2O)=C2C(OC(=O)C=C2C2=CC=C(O)C(O)=C2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H24O12/c1-10(25)33-9-18-21(29)22(30)23(31)24(36-18)35-17-7-12(32-2)6-16-20(17)13(8-19(28)34-16)11-3-4-14(26)15(27)5-11/h3-8,18,21-24,26-27,29-31H,9H2,1-2H3/t18-,21-,22-,23-,24+/m0/s1

> <INCHI_KEY>
IHKNBCYHNGYRCB-KGZUAYNTSA-N

> <FORMULA>
C24H24O12

> <MOLECULAR_WEIGHT>
504.444

> <EXACT_MASS>
504.126776213

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
47.17977534400882

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S,3R,4S,5S,6S)-6-{[4-(3,4-dihydroxyphenyl)-7-methoxy-2-oxo-2H-chromen-5-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate

> <ALOGPS_LOGP>
1.23

> <JCHEM_LOGP>
0.32124827933333355

> <ALOGPS_LOGS>
-3.10

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.021497038453447

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.06250806528635

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6491028194739643

> <JCHEM_POLAR_SURFACE_AREA>
181.43999999999997

> <JCHEM_REFRACTIVITY>
128.80309999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.00e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,3R,4S,5S,6S)-6-{[4-(3,4-dihydroxyphenyl)-7-methoxy-2-oxochromen-5-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   2.310   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   4.620   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -4.001   6.930   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -5.335   9.240   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -5.335   4.620   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -5.335   1.540   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2   19   35                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5   18                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7    3                                                       
CONECT   10    5   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14   10                                                       
CONECT   16   14                                                            
CONECT   17   13                                                            
CONECT   18    4   19   20                                                  
CONECT   19   18    1                                                       
CONECT   20   18   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23   34                                                  
CONECT   23   22   24   33                                                  
CONECT   24   23   25   32                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25   21                                                       
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   24                                                            
CONECT   33   23                                                            
CONECT   34   22                                                            
CONECT   35    1   36                                                       
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₄O₁₂

Average Mass

504.4440 Da

Monoisotopic Mass

504.12678 Da

IUPAC Name

[(2S,3R,4S,5S,6S)-6-{[4-(3,4-dihydroxyphenyl)-7-methoxy-2-oxo-2H-chromen-5-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Traditional Name

[(2S,3R,4S,5S,6S)-6-{[4-(3,4-dihydroxyphenyl)-7-methoxy-2-oxochromen-5-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate

CAS Registry Number

Not Available

SMILES

COC1=CC(O[C@@H]2O[C@@H](COC(C)=O)[C@H](O)[C@H](O)[C@@H]2O)=C2C(OC(=O)C=C2C2=CC=C(O)C(O)=C2)=C1

InChI Identifier

InChI=1S/C24H24O12/c1-10(25)33-9-18-21(29)22(30)23(31)24(36-18)35-17-7-12(32-2)6-16-20(17)13(8-19(28)34-16)11-3-4-14(26)15(27)5-11/h3-8,18,21-24,26-27,29-31H,9H2,1-2H3/t18-,21-,22-,23-,24+/m0/s1

InChI Key

IHKNBCYHNGYRCB-KGZUAYNTSA-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
Exostema caribaeum	Plant	KNApSAcK

Chemical Taxonomy

Classification

Not classified

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	1.23	ALOGPS
logP	0.32	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	9.06	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	181.44 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	128.8 m³·mol⁻¹	ChemAxon
Polarizability	47.18 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

Not Available

References

General References

Not Available

Showing NP-Card for 5,3',4'-Trihydroxy-7-methoxy-4-phenylcoumarin 5-O-(6''-acetyl)-galactoside (NP0057201)

MOL for NP0057201 (5,3',4'-Trihydroxy-7-methoxy-4-phenylcoumarin 5-O-(6''-acetyl)-galactoside)

3D MOL for NP0057201 (5,3',4'-Trihydroxy-7-methoxy-4-phenylcoumarin 5-O-(6''-acetyl)-galactoside)

3D SDF for NP0057201 (5,3',4'-Trihydroxy-7-methoxy-4-phenylcoumarin 5-O-(6''-acetyl)-galactoside)

3D-SDF for NP0057201 (5,3',4'-Trihydroxy-7-methoxy-4-phenylcoumarin 5-O-(6''-acetyl)-galactoside)

PDB for NP0057201 (5,3',4'-Trihydroxy-7-methoxy-4-phenylcoumarin 5-O-(6''-acetyl)-galactoside)

3D PDB for NP0057201 (5,3',4'-Trihydroxy-7-methoxy-4-phenylcoumarin 5-O-(6''-acetyl)-galactoside)

SMILES for NP0057201 (5,3',4'-Trihydroxy-7-methoxy-4-phenylcoumarin 5-O-(6''-acetyl)-galactoside)

INCHI for NP0057201 (5,3',4'-Trihydroxy-7-methoxy-4-phenylcoumarin 5-O-(6''-acetyl)-galactoside)

Structure for NP0057201 (5,3',4'-Trihydroxy-7-methoxy-4-phenylcoumarin 5-O-(6''-acetyl)-galactoside)

3D Structure for NP0057201 (5,3',4'-Trihydroxy-7-methoxy-4-phenylcoumarin 5-O-(6''-acetyl)-galactoside)