NP-MRD: Showing NP-Card for 6-O-Benzoylsucrose (NP0078249)

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Record Information

Version

2.0

Created at

2022-04-28 23:21:01 UTC

Updated at

2022-04-28 23:21:01 UTC

NP-MRD ID

NP0078249

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-O-Benzoylsucrose

Description

[(2R,3S,4S,5R,6R)-6-{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. 6-O-Benzoylsucrose is found in Polygala karensium and Polygala tricornis. Based on a literature review very few articles have been published on [(2R,3S,4S,5R,6R)-6-{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292201212D          

 31 33  0  0  1  0            999 V2000
    6.9768   -3.6317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2318   -4.4163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6797   -5.0294    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8727   -4.8579    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6178   -4.0732    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1698   -3.4601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8108   -3.9017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2588   -4.5148    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5914   -4.9997    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8463   -5.7843    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6713   -5.7843    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9262   -4.9997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1562   -6.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8207   -7.2055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3614   -6.4518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8067   -4.7448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7068   -3.9017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8998   -4.0732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3207   -5.4710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9347   -5.8140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0387   -4.5878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5288   -3.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3358   -3.1901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8879   -2.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6329   -1.7924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6948   -2.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2469   -2.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0538   -2.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3088   -3.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7567   -3.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9498   -3.5332    0.0000 C   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
  1  6  1  0  0  0  0
  5  7  1  1  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
 11 13  1  6  0  0  0
 13 14  1  0  0  0  0
 10 15  1  1  0  0  0
  9 16  1  6  0  0  0
  8 17  1  1  0  0  0
 17 18  1  0  0  0  0
  4 19  1  1  0  0  0
  3 20  1  6  0  0  0
  2 21  1  1  0  0  0
  1 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 31  1  0  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
    3.7694    0.3733   -1.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1034    0.2650   -0.1824 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4744    1.0558    0.7352 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4683    2.0034    0.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2091    1.4272   -0.1163 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6744    0.4843    0.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6738    0.7198    1.0373 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3645    0.4425   -0.1061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2128   -0.6067   -0.1252 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6344   -1.9425    0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6663   -2.2321   -0.7894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7868   -0.6869   -1.4256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292   -1.4668   -1.2734 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9982   -0.9978   -2.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1481   -1.7721   -2.1281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4883   -1.2448    0.0982 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5793   -2.3739    0.8797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4543   -0.2846    0.6875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8996    0.9873    0.2878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8488    2.1395    1.5358 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9961    2.2872    2.2642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271    3.0144    0.3230 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4658    4.3196    0.7887 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3198    2.5074   -0.5855 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2917    2.1439   -1.8070 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1473   -0.7006    0.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7538   -1.4774   -0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7443   -2.3982   -0.4631 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1300   -2.5345    0.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5250   -1.7601    1.8218 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5417   -0.8518    1.4742 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8672    2.8191   -0.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2623    2.4984    1.4734 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5375    0.8628   -1.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8754    0.0619    1.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2560   -2.0603    1.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4286   -2.7077    0.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9534   -1.7911   -1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7787   -2.5288   -1.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2591    0.0464   -2.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6261   -1.1342   -3.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9362   -2.7263   -1.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5023   -0.7660    0.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4663   -2.4687    1.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2875   -0.3953    1.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8401    1.0465    0.6374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0042    2.3715    2.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4683    3.1232    2.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7202    3.0787   -0.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3178    4.7120    0.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9754    3.3849   -0.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2890    1.4503   -2.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4665   -1.3823   -1.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2003   -2.9893   -1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8998   -3.2412    1.1622 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7971   -1.8395    2.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0935   -0.2650    2.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12  9  1  0
  9 10  1  0
 10 11  1  0
  9  8  1  6
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
  5 24  1  0
 24 25  1  0
 24 22  1  0
 22 23  1  0
 22 20  1  0
 20 21  1  0
  9 18  1  0
 18 19  1  0
 18 16  1  0
 16 17  1  0
 16 13  1  0
 20  7  1  0
 31 26  1  0
 15 42  1  0
 14 40  1  0
 14 41  1  0
 13 39  1  6
 10 36  1  0
 10 37  1  0
 11 38  1  0
  7 35  1  1
  5 34  1  6
  4 32  1  0
  4 33  1  0
 27 53  1  0
 28 54  1  0
 29 55  1  0
 30 56  1  0
 31 57  1  0
 24 51  1  6
 25 52  1  0
 22 49  1  6
 23 50  1  0
 20 47  1  1
 21 48  1  0
 18 45  1  1
 19 46  1  0
 16 43  1  6
 17 44  1  0
M  END


  Mrv1652304292201212D          

 31 33  0  0  1  0            999 V2000
    6.9768   -3.6317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2318   -4.4163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6797   -5.0294    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8727   -4.8579    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6178   -4.0732    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1698   -3.4601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8108   -3.9017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2588   -4.5148    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5914   -4.9997    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8463   -5.7843    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6713   -5.7843    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9262   -4.9997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1562   -6.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8207   -7.2055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3614   -6.4518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8067   -4.7448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7068   -3.9017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8998   -4.0732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3207   -5.4710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9347   -5.8140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0387   -4.5878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5288   -3.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3358   -3.1901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8879   -2.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6329   -1.7924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6948   -2.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2469   -2.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0538   -2.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3088   -3.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7567   -3.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9498   -3.5332    0.0000 C   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
  1  6  1  0  0  0  0
  5  7  1  1  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
 11 13  1  6  0  0  0
 13 14  1  0  0  0  0
 10 15  1  1  0  0  0
  9 16  1  6  0  0  0
  8 17  1  1  0  0  0
 17 18  1  0  0  0  0
  4 19  1  1  0  0  0
  3 20  1  6  0  0  0
  2 21  1  1  0  0  0
  1 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0078249

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](COC(=O)C3=CC=CC=C3)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H26O12/c20-6-10-13(23)16(26)19(8-21,30-10)31-18-15(25)14(24)12(22)11(29-18)7-28-17(27)9-4-2-1-3-5-9/h1-5,10-16,18,20-26H,6-8H2/t10-,11-,12-,13-,14+,15-,16+,18-,19+/m1/s1

> <INCHI_KEY>
AFHCRQREQZIDSI-OVUASUNJSA-N

> <FORMULA>
C19H26O12

> <MOLECULAR_WEIGHT>
446.405

> <EXACT_MASS>
446.142426277

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
41.857952217530965

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3S,4S,5R,6R)-6-{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate

> <ALOGPS_LOGP>
-1.92

> <JCHEM_LOGP>
-2.033535115000001

> <ALOGPS_LOGS>
-1.10

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.395583975806797

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.841964120488853

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981433338188096

> <JCHEM_POLAR_SURFACE_AREA>
195.59999999999997

> <JCHEM_REFRACTIVITY>
98.59609999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.52e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4S,5R,6R)-6-{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      13.023  -6.779   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.499  -8.244   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.469  -9.388   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.962  -9.068   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.487  -7.603   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      11.517  -6.459   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       8.980  -7.283   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       7.950  -8.428   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.704  -9.333   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.180 -10.797   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.720 -10.797   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       9.196  -9.333   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       9.625 -12.043   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.999 -13.450   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       6.275 -12.043   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       5.239  -8.857   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.919  -7.283   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.413  -7.603   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       9.932 -10.212   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      12.945 -10.853   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      15.006  -8.564   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      14.054  -5.635   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      15.560  -5.955   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      16.591  -4.810   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      16.115  -3.346   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      18.097  -5.131   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      19.127  -3.986   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      20.634  -4.306   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      21.110  -5.771   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      20.079  -6.915   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      18.573  -6.595   0.000  0.00  0.00           C+0
CONECT    1    2    6   22                                                  
CONECT    2    1    3   21                                                  
CONECT    3    2    4   20                                                  
CONECT    4    3    5   19                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   12   17                                             
CONECT    9    8   10   16                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11    8                                                       
CONECT   13   11   14                                                       
CONECT   14   13                                                            
CONECT   15   10                                                            
CONECT   16    9                                                            
CONECT   17    8   18                                                       
CONECT   18   17                                                            
CONECT   19    4                                                            
CONECT   20    3                                                            
CONECT   21    2                                                            
CONECT   22    1   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   26                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
[(2R,3S,4S,5R,6R)-6-{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoic acid	Generator

Chemical Formula

C₁₉H₂₆O₁₂

Average Mass

446.4050 Da

Monoisotopic Mass

446.14243 Da

IUPAC Name

[(2R,3S,4S,5R,6R)-6-{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate

Traditional Name

[(2R,3S,4S,5R,6R)-6-{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](COC(=O)C3=CC=CC=C3)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C19H26O12/c20-6-10-13(23)16(26)19(8-21,30-10)31-18-15(25)14(24)12(22)11(29-18)7-28-17(27)9-4-2-1-3-5-9/h1-5,10-16,18,20-26H,6-8H2/t10-,11-,12-,13-,14+,15-,16+,18-,19+/m1/s1

InChI Key

AFHCRQREQZIDSI-OVUASUNJSA-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
Polygala karensium	LOTUS Database	35616633
Polygala tricornis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

C-glycosyl compound
Disaccharide
O-glycosyl compound
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Ketal
Benzenoid
Monocyclic benzene moiety
Oxane
Oxolane
Carboxylic acid ester
Secondary alcohol
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Oxacycle
Carboxylic acid derivative
Acetal
Polyol
Hydrocarbon derivative
Organic oxide
Alcohol
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	-1.9	ALOGPS
logP	-2	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	11.84	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	195.6 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	98.6 m³·mol⁻¹	ChemAxon
Polarizability	41.86 Å³	ChemAxon
Number of Rings	3	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9081659

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10906400

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 6-O-Benzoylsucrose (NP0078249)

MOL for NP0078249 (6-O-Benzoylsucrose)

3D MOL for NP0078249 (6-O-Benzoylsucrose)

3D SDF for NP0078249 (6-O-Benzoylsucrose)

3D-SDF for NP0078249 (6-O-Benzoylsucrose)

PDB for NP0078249 (6-O-Benzoylsucrose)

3D PDB for NP0078249 (6-O-Benzoylsucrose)

SMILES for NP0078249 (6-O-Benzoylsucrose)

INCHI for NP0078249 (6-O-Benzoylsucrose)

Structure for NP0078249 (6-O-Benzoylsucrose)

3D Structure for NP0078249 (6-O-Benzoylsucrose)