NP-MRD: Showing NP-Card for (1s)-1-(3-benzoylphenyl)ethyl (2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl carbonate (NP0228525)

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Record Information

Version

2.0

Created at

2022-09-06 08:13:15 UTC

Updated at

2022-09-06 08:13:15 UTC

NP-MRD ID

NP0228525

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s)-1-(3-benzoylphenyl)ethyl (2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl carbonate

Description

(1S)-1-(3-benzoylphenyl)ethyl (2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl carbonate belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups. (1s)-1-(3-benzoylphenyl)ethyl (2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl carbonate is found in Panax ginseng. Based on a literature review very few articles have been published on (1S)-1-(3-benzoylphenyl)ethyl (2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl carbonate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062210132D          

 31 33  0  0  1  0            999 V2000
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  2  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
    2.1434   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   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
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  6  0  0  0
  2 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
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 22 31  2  0  0  0  0
 18 31  1  0  0  0  0
M  END

     RDKit          3D

 55 57  0  0  0  0  0  0  0  0999 V2000
   -0.6419    0.1887   -3.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4707    0.0913   -2.0293 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6151   -0.7138   -1.6829 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7295   -0.1737   -1.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7163    1.0487   -0.8374 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8327   -0.9088   -0.6947 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9398   -0.2994   -0.0663 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0677   -0.7629    1.2515 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8948    0.1637    1.9168 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9746   -0.1765    3.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7977    0.7551    4.0276 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2866    0.1537    1.3593 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6620    1.4775    1.1090 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4136   -0.7130    0.1132 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5629   -2.0481    0.4436 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2236   -0.5134   -0.8177 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5427    0.5525   -1.6575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7370   -0.3381   -1.3882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0789   -1.6775   -1.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2558   -2.0750   -0.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1208   -1.1932   -0.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7745    0.1293   -0.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6707    1.0873    0.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1666    2.1566    0.9078 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1058    0.8899    0.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8254    1.4265    1.6697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2026    1.2482    1.7851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8986    0.5171    0.8402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1994   -0.0242   -0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8205    0.1604   -0.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5853    0.5439   -0.7664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0004   -0.7634   -3.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2271    1.1301   -1.7172 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4160    1.1571    1.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4791   -1.1612    3.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9655   -0.2148    3.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5283    1.6507    3.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0232   -0.2519    2.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5600    1.7021    0.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3481   -0.3883   -0.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7333   -2.5450    0.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1182   -1.4643   -1.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1410    0.3169   -2.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4515   -2.4318   -1.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5047   -3.1386   -0.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0455   -1.5693    0.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3301    2.0032    2.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7533    1.6803    2.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9729    0.3865    0.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7397   -0.6018   -0.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3528   -0.2806   -1.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3593    1.5987   -0.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
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  9 10  1  0
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  9 12  1  0
 12 13  1  0
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 14 15  1  0
 14 16  1  0
 16 17  1  0
  2 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 31  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 16  7  1  0
 31 18  1  0
 30 25  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  1
  7 36  1  1
  9 37  1  1
 10 38  1  0
 10 39  1  0
 11 40  1  0
 12 41  1  1
 13 42  1  0
 14 43  1  6
 15 44  1  0
 16 45  1  6
 17 46  1  0
 19 47  1  0
 20 48  1  0
 21 49  1  0
 31 55  1  0
 26 50  1  0
 27 51  1  0
 28 52  1  0
 29 53  1  0
 30 54  1  0
M  END


  Mrv1652309062210132D          

 31 33  0  0  1  0            999 V2000
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  2  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
    2.1434   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   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
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  6  0  0  0
  2 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
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 22 31  2  0  0  0  0
 18 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0228525

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](OC(=O)O[C@H]1O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]1O)C1=CC=CC(=C1)C(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H24O9/c1-12(14-8-5-9-15(10-14)17(24)13-6-3-2-4-7-13)29-22(28)31-21-20(27)19(26)18(25)16(11-23)30-21/h2-10,12,16,18-21,23,25-27H,11H2,1H3/t12-,16-,18-,19+,20-,21+/m0/s1

> <INCHI_KEY>
IPFQAUNKOWALJM-JXWFNBLZSA-N

> <FORMULA>
C22H24O9

> <MOLECULAR_WEIGHT>
432.425

> <EXACT_MASS>
432.142032353

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
43.250860150116594

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S)-1-(3-benzoylphenyl)ethyl (2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl carbonate

> <JCHEM_LOGP>
1.728278507666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.193425465199592

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.192983806149185

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810947642277767

> <JCHEM_POLAR_SURFACE_AREA>
142.75000000000003

> <JCHEM_REFRACTIVITY>
106.3054

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S)-1-(3-benzoylphenyl)ethyl (2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl carbonate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       0.000  -7.700   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0     -10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    7   17                                                  
CONECT   17   16                                                            
CONECT   18    2   19   31                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   31                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   25                                                       
CONECT   31   22   18                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
(1S)-1-(3-Benzoylphenyl)ethyl (2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl carbonic acid	Generator

Chemical Formula

C₂₂H₂₄O₉

Average Mass

432.4250 Da

Monoisotopic Mass

432.14203 Da

IUPAC Name

(1S)-1-(3-benzoylphenyl)ethyl (2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl carbonate

Traditional Name

(1S)-1-(3-benzoylphenyl)ethyl (2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl carbonate

CAS Registry Number

Not Available

SMILES

C[C@H](OC(=O)O[C@H]1O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]1O)C1=CC=CC(=C1)C(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C22H24O9/c1-12(14-8-5-9-15(10-14)17(24)13-6-3-2-4-7-13)29-22(28)31-21-20(27)19(26)18(25)16(11-23)30-21/h2-10,12,16,18-21,23,25-27H,11H2,1H3/t12-,16-,18-,19+,20-,21+/m0/s1

InChI Key

IPFQAUNKOWALJM-JXWFNBLZSA-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
Panax ginseng	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzophenones

Direct Parent

Benzophenones

Alternative Parents

Substituents

Benzophenone
Aryl-phenylketone
Diphenylmethane
Hexose monosaccharide
Benzyloxycarbonyl
Benzoyl
Aryl ketone
Carbonic acid diester
Monosaccharide
Oxane
Carbonic acid derivative
Ketone
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Polyol
Organooxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Primary alcohol
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	1.73	ChemAxon
pKa (Strongest Acidic)	12.19	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	142.75 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	106.31 m³·mol⁻¹	ChemAxon
Polarizability	43.25 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

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

163012291

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s)-1-(3-benzoylphenyl)ethyl (2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl carbonate (NP0228525)

MOL for NP0228525 ((1s)-1-(3-benzoylphenyl)ethyl (2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl carbonate)

3D MOL for NP0228525 ((1s)-1-(3-benzoylphenyl)ethyl (2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl carbonate)

3D SDF for NP0228525 ((1s)-1-(3-benzoylphenyl)ethyl (2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl carbonate)

3D-SDF for NP0228525 ((1s)-1-(3-benzoylphenyl)ethyl (2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl carbonate)

PDB for NP0228525 ((1s)-1-(3-benzoylphenyl)ethyl (2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl carbonate)

3D PDB for NP0228525 ((1s)-1-(3-benzoylphenyl)ethyl (2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl carbonate)

SMILES for NP0228525 ((1s)-1-(3-benzoylphenyl)ethyl (2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl carbonate)

INCHI for NP0228525 ((1s)-1-(3-benzoylphenyl)ethyl (2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl carbonate)

Structure for NP0228525 ((1s)-1-(3-benzoylphenyl)ethyl (2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl carbonate)

3D Structure for NP0228525 ((1s)-1-(3-benzoylphenyl)ethyl (2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl carbonate)