NP-MRD: Showing NP-Card for (2s,3r,4r,5r,6s)-5-(benzoyloxy)-4-hydroxy-2-{[(1s,2s,4s,5s,6r,10s)-2-(hydroxymethyl)-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-5-yl]oxy}-6-methyloxan-3-yl benzoate (NP0224518)

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Record Information

Version

2.0

Created at

2022-09-06 02:53:54 UTC

Updated at

2022-09-06 02:53:54 UTC

NP-MRD ID

NP0224518

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3r,4r,5r,6s)-5-(benzoyloxy)-4-hydroxy-2-{[(1s,2s,4s,5s,6r,10s)-2-(hydroxymethyl)-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-5-yl]oxy}-6-methyloxan-3-yl benzoate

Description

SCHEMBL421130 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. (2s,3r,4r,5r,6s)-5-(benzoyloxy)-4-hydroxy-2-{[(1s,2s,4s,5s,6r,10s)-2-(hydroxymethyl)-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-5-yl]oxy}-6-methyloxan-3-yl benzoate is found in Gmelina arborea. Based on a literature review very few articles have been published on SCHEMBL421130.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062204532D          

 51 57  0  0  1  0            999 V2000
   -0.7773    2.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0343    2.8099    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6477    2.3457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3907    2.7043    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0727    2.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0118    1.4174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6415    0.8845    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1467    0.2322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3293    0.1208    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3547   -0.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0815   -1.0941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5066    0.1818    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9107   -0.3888    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1070   -1.1901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5111   -1.7608    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7074   -2.5621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1115   -3.1327    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3078   -3.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2881   -4.5046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6805   -2.9020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2764   -3.4726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8768   -2.1007    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6689   -1.8700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2810   -1.5300    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4772   -0.7287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1186   -0.1581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0776    0.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5182    1.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3103    0.9831    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4517    3.5270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1947    3.8856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8767    3.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8157    2.5987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6197    3.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6807    4.6027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4237    4.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1057    4.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0448    3.6744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3018    3.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7697    3.9912    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8306    4.8140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0267    3.6327    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6554    4.0968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3984    3.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4594    2.9155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0804    4.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8234    3.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5054    4.3081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4445    5.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7015    5.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0194    5.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 12  9  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 15 24  1  0  0  0  0
 24 25  1  1  0  0  0
 13 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 29 28  1  1  0  0  0
  6 29  1  0  0  0  0
 12 29  1  0  0  0  0
  4 30  1  0  0  0  0
 30 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 34 39  1  0  0  0  0
 30 40  1  0  0  0  0
 40 41  1  1  0  0  0
 40 42  1  0  0  0  0
  2 42  1  0  0  0  0
 42 43  1  6  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 46 51  1  0  0  0  0
M  END


  Mrv1652309062204532D          

 51 57  0  0  1  0            999 V2000
   -0.7773    2.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0343    2.8099    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6477    2.3457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3907    2.7043    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0727    2.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0118    1.4174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6415    0.8845    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1467    0.2322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3293    0.1208    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3547   -0.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0815   -1.0941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5066    0.1818    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9107   -0.3888    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1070   -1.1901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5111   -1.7608    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7074   -2.5621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1115   -3.1327    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3078   -3.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2881   -4.5046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6805   -2.9020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2764   -3.4726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8768   -2.1007    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6689   -1.8700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2810   -1.5300    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4772   -0.7287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1186   -0.1581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0776    0.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5182    1.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3103    0.9831    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4517    3.5270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1947    3.8856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8767    3.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8157    2.5987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6197    3.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6807    4.6027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4237    4.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1057    4.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0448    3.6744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3018    3.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7697    3.9912    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8306    4.8140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0267    3.6327    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6554    4.0968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3984    3.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4594    2.9155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0804    4.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8234    3.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5054    4.3081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4445    5.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7015    5.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0194    5.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 12  9  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 15 24  1  0  0  0  0
 24 25  1  1  0  0  0
 13 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 29 28  1  1  0  0  0
  6 29  1  0  0  0  0
 12 29  1  0  0  0  0
  4 30  1  0  0  0  0
 30 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 34 39  1  0  0  0  0
 30 40  1  0  0  0  0
 40 41  1  1  0  0  0
 40 42  1  0  0  0  0
  2 42  1  0  0  0  0
 42 43  1  6  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 46 51  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0224518

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@@H](O[C@@H]2[C@@H]3O[C@]3(CO)[C@@H]3[C@H]2C=CO[C@H]3O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](OC(=O)C2=CC=CC=C2)[C@H](O)[C@H]1OC(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C35H40O16/c1-16-26(47-30(42)17-8-4-2-5-9-17)25(41)28(48-31(43)18-10-6-3-7-11-18)34(45-16)49-27-19-12-13-44-32(21(19)35(15-37)29(27)51-35)50-33-24(40)23(39)22(38)20(14-36)46-33/h2-13,16,19-29,32-34,36-41H,14-15H2,1H3/t16-,19+,20+,21+,22+,23-,24+,25+,26-,27-,28+,29-,32-,33-,34-,35+/m0/s1

> <INCHI_KEY>
HQWXDLVYDLJFNJ-KCGBNRIOSA-N

> <FORMULA>
C35H40O16

> <MOLECULAR_WEIGHT>
716.689

> <EXACT_MASS>
716.231635208

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
70.84313633780701

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4R,5R,6S)-5-(benzoyloxy)-4-hydroxy-2-{[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0^{2,4}]dec-7-en-5-yl]oxy}-6-methyloxan-3-yl benzoate

> <JCHEM_LOGP>
0.8348704086666656

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.803296021072189

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.127651242524363

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810847601929344

> <JCHEM_POLAR_SURFACE_AREA>
232.65999999999994

> <JCHEM_REFRACTIVITY>
167.7051

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4R,5R,6S)-5-(benzoyloxy)-4-hydroxy-2-{[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0^{2,4}]dec-7-en-5-yl]oxy}-6-methyloxan-3-yl benzoate

> <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      -1.451   4.576   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.064   5.245   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.209   4.379   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.596   5.048   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.869   4.182   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.755   2.646   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.931   1.651   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.874   0.433   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.348   0.226   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.395  -1.314   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.752  -2.042   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.812   0.339   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.700  -0.726   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.066  -2.222   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.954  -3.287   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.320  -4.783   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.208  -5.848   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.575  -7.343   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.538  -8.409   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.270  -5.417   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.383  -6.482   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.637  -3.921   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -3.115  -3.491   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.524  -2.856   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.891  -1.360   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.221  -0.295   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -0.145   1.201   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.967   2.266   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.446   1.835   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.710   6.584   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       4.097   7.253   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       5.370   6.387   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       5.256   4.851   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       6.757   7.056   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.871   8.592   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.258   9.261   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.531   8.395   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       9.417   6.859   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.030   6.190   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.437   7.450   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       1.551   8.986   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       0.050   6.781   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -1.223   7.647   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -2.610   6.978   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -2.724   5.442   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      -3.883   7.845   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -5.270   7.175   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -6.543   8.042   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -6.430   9.578   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -5.043  10.247   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -3.770   9.380   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   42                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   30                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   29                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7    9                                                       
CONECT    9    8    7   10   12                                             
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13   29                                                  
CONECT   13   12   14   26                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   24                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   15   25                                                  
CONECT   25   24                                                            
CONECT   26   13   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28    6   12                                                  
CONECT   30    4   31   40                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   34                                                       
CONECT   40   30   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40    2   43                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47   51                                                  
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   46                                                       
MASTER        0    0    0    0    0    0    0    0   51    0  114    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₅H₄₀O₁₆

Average Mass

716.6890 Da

Monoisotopic Mass

716.23164 Da

IUPAC Name

(2S,3R,4R,5R,6S)-5-(benzoyloxy)-4-hydroxy-2-{[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0^{2,4}]dec-7-en-5-yl]oxy}-6-methyloxan-3-yl benzoate

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@@H](O[C@@H]2[C@@H]3O[C@]3(CO)[C@@H]3[C@H]2C=CO[C@H]3O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](OC(=O)C2=CC=CC=C2)[C@H](O)[C@H]1OC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C35H40O16/c1-16-26(47-30(42)17-8-4-2-5-9-17)25(41)28(48-31(43)18-10-6-3-7-11-18)34(45-16)49-27-19-12-13-44-32(21(19)35(15-37)29(27)51-35)50-33-24(40)23(39)22(38)20(14-36)46-33/h2-13,16,19-29,32-34,36-41H,14-15H2,1H3/t16-,19+,20+,21+,22+,23-,24+,25+,26-,27-,28+,29-,32-,33-,34-,35+/m0/s1

InChI Key

HQWXDLVYDLJFNJ-KCGBNRIOSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Gmelina arborea	LOTUS Database	35616633

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

O-glycosyl compound
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Monocyclic benzene moiety
Benzenoid
Dicarboxylic acid or derivatives
Monosaccharide
Oxane
Carboxylic acid ester
Secondary alcohol
Ether
Oxirane
Dialkyl ether
Acetal
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Primary alcohol
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	0.83	ChemAxon
pKa (Strongest Acidic)	12.13	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	232.66 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	167.71 m³·mol⁻¹	ChemAxon
Polarizability	70.84 Å³	ChemAxon
Number of Rings	7	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

10269431

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21635729

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3r,4r,5r,6s)-5-(benzoyloxy)-4-hydroxy-2-{[(1s,2s,4s,5s,6r,10s)-2-(hydroxymethyl)-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-5-yl]oxy}-6-methyloxan-3-yl benzoate (NP0224518)

MOL for NP0224518 ((2s,3r,4r,5r,6s)-5-(benzoyloxy)-4-hydroxy-2-{[(1s,2s,4s,5s,6r,10s)-2-(hydroxymethyl)-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-5-yl]oxy}-6-methyloxan-3-yl benzoate)

3D MOL for NP0224518 ((2s,3r,4r,5r,6s)-5-(benzoyloxy)-4-hydroxy-2-{[(1s,2s,4s,5s,6r,10s)-2-(hydroxymethyl)-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-5-yl]oxy}-6-methyloxan-3-yl benzoate)

3D SDF for NP0224518 ((2s,3r,4r,5r,6s)-5-(benzoyloxy)-4-hydroxy-2-{[(1s,2s,4s,5s,6r,10s)-2-(hydroxymethyl)-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-5-yl]oxy}-6-methyloxan-3-yl benzoate)

3D-SDF for NP0224518 ((2s,3r,4r,5r,6s)-5-(benzoyloxy)-4-hydroxy-2-{[(1s,2s,4s,5s,6r,10s)-2-(hydroxymethyl)-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-5-yl]oxy}-6-methyloxan-3-yl benzoate)

PDB for NP0224518 ((2s,3r,4r,5r,6s)-5-(benzoyloxy)-4-hydroxy-2-{[(1s,2s,4s,5s,6r,10s)-2-(hydroxymethyl)-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-5-yl]oxy}-6-methyloxan-3-yl benzoate)

3D PDB for NP0224518 ((2s,3r,4r,5r,6s)-5-(benzoyloxy)-4-hydroxy-2-{[(1s,2s,4s,5s,6r,10s)-2-(hydroxymethyl)-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-5-yl]oxy}-6-methyloxan-3-yl benzoate)

SMILES for NP0224518 ((2s,3r,4r,5r,6s)-5-(benzoyloxy)-4-hydroxy-2-{[(1s,2s,4s,5s,6r,10s)-2-(hydroxymethyl)-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-5-yl]oxy}-6-methyloxan-3-yl benzoate)

INCHI for NP0224518 ((2s,3r,4r,5r,6s)-5-(benzoyloxy)-4-hydroxy-2-{[(1s,2s,4s,5s,6r,10s)-2-(hydroxymethyl)-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-5-yl]oxy}-6-methyloxan-3-yl benzoate)

Structure for NP0224518 ((2s,3r,4r,5r,6s)-5-(benzoyloxy)-4-hydroxy-2-{[(1s,2s,4s,5s,6r,10s)-2-(hydroxymethyl)-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-5-yl]oxy}-6-methyloxan-3-yl benzoate)

3D Structure for NP0224518 ((2s,3r,4r,5r,6s)-5-(benzoyloxy)-4-hydroxy-2-{[(1s,2s,4s,5s,6r,10s)-2-(hydroxymethyl)-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-5-yl]oxy}-6-methyloxan-3-yl benzoate)