NP-MRD: Showing NP-Card for 5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-2-(hydroxymethyl)oxane-3,4-diol (NP0259965)

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Record Information

Version

2.0

Created at

2022-09-08 02:00:00 UTC

Updated at

2022-09-08 02:00:01 UTC

NP-MRD ID

NP0259965

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-2-(hydroxymethyl)oxane-3,4-diol

Description

5-{[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-2-(hydroxymethyl)oxane-3,4-diol belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones. 5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-2-(hydroxymethyl)oxane-3,4-diol is found in Albizia julibrissin. 5-{[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-2-(hydroxymethyl)oxane-3,4-diol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004171515532D          

 50 55  0  0  0  0            999 V2000
    0.3392    3.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5942    2.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    2.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2971    1.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549    0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619    0.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3168    1.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1238    1.9123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6759    1.2992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648    2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0198    3.1385    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
   -0.4849   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242   -2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6312   -2.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8861   -3.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6931   -3.2472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2451   -2.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3341   -3.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5890   -4.4734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3960   -4.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9480   -4.0318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7550   -4.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3070   -3.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1140   -3.7618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0099   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8169   -5.1595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4579   -5.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7128   -6.3857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6509   -5.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0989   -6.0426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3538   -6.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1384   -7.0822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1384   -7.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3538   -8.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6894   -8.9158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6393   -8.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6393   -9.3996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8689   -7.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0439   -7.4947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5271   -3.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9751   -4.1303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681   -3.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721   -2.7326    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  2  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  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  1  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  1  0  0  0  0
 22 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 27 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 41 45  1  0  0  0  0
 38 45  1  0  0  0  0
 45 46  1  0  0  0  0
 25 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 47 50  2  0  0  0  0
 20 50  1  0  0  0  0
M  END


  Mrv1533004171515532D          

 50 55  0  0  0  0            999 V2000
    0.3392    3.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5942    2.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    2.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2971    1.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549    0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619    0.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3168    1.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1238    1.9123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6759    1.2992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648    2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0198    3.1385    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
   -0.4849   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242   -2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6312   -2.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8861   -3.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6931   -3.2472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2451   -2.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3341   -3.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5890   -4.4734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3960   -4.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9480   -4.0318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7550   -4.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3070   -3.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1140   -3.7618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0099   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8169   -5.1595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4579   -5.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7128   -6.3857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6509   -5.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0989   -6.0426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3538   -6.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1384   -7.0822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1384   -7.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3538   -8.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6894   -8.9158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6393   -8.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6393   -9.3996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8689   -7.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0439   -7.4947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5271   -3.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9751   -4.1303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681   -3.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721   -2.7326    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  2  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  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  1  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  1  0  0  0  0
 22 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 27 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 41 45  1  0  0  0  0
 38 45  1  0  0  0  0
 45 46  1  0  0  0  0
 25 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 47 50  2  0  0  0  0
 20 50  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0259965

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(OC)=C1O)C1OCC2C1COC2C1=CC(OC)=C(OC2OC(CO)C(O)C(O)C2OC2OCC(O)(CO)C2O)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C33H44O17/c1-41-18-5-14(6-19(42-2)23(18)36)26-16-10-46-27(17(16)11-45-26)15-7-20(43-3)28(21(8-15)44-4)49-31-29(25(38)24(37)22(9-34)48-31)50-32-30(39)33(40,12-35)13-47-32/h5-8,16-17,22,24-27,29-32,34-40H,9-13H2,1-4H3

> <INCHI_KEY>
BUBVKRMIMSPLND-UHFFFAOYSA-N

> <FORMULA>
C33H44O17

> <MOLECULAR_WEIGHT>
712.698

> <EXACT_MASS>
712.257849957

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
71.90113658760808

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-2-(hydroxymethyl)oxane-3,4-diol

> <ALOGPS_LOGP>
0.36

> <JCHEM_LOGP>
-1.5821501373333324

> <ALOGPS_LOGS>
-2.85

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.808724399925788

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.301642003945357

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810925917908886

> <JCHEM_POLAR_SURFACE_AREA>
233.90999999999997

> <JCHEM_REFRACTIVITY>
166.8412

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.98e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-2-(hydroxymethyl)oxane-3,4-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       0.633   6.683   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.109   5.218   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.079   4.074   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.555   2.609   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.476   1.465   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.982   1.785   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.458   3.249   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.964   3.570   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -4.995   2.425   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.428   4.394   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.904   5.859   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.905  -1.246   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.000  -2.492   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.465  -2.016   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.929   0.000   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.834  -1.246   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.929  -2.492   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.405  -3.956   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.911  -4.277   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.387  -5.741   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.894  -6.061   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.924  -4.917   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.357  -6.886   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.833  -8.350   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.339  -8.670   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       7.370  -7.526   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       8.876  -7.846   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.906  -6.702   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      11.413  -7.022   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       9.352  -9.311   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      10.858  -9.631   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       8.321 -10.455   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       8.797 -11.920   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       6.815 -10.135   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       5.785 -11.280   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       6.260 -12.744   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       7.725 -13.220   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       7.725 -14.760   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.260 -15.236   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       6.887 -16.643   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       4.927 -16.006   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       4.927 -17.546   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       5.355 -13.990   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       3.815 -13.990   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       2.851  -6.565   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       1.820  -7.710   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       0.314  -7.390   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       2.375  -5.101   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7    3   11                                                  
CONECT   11   10                                                            
CONECT   12    5   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   12   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   15   20                                                  
CONECT   20   19   21   50                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   26   47                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   36                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   27   37                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   45                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   43   45                                             
CONECT   42   41                                                            
CONECT   43   41   44                                                       
CONECT   44   43                                                            
CONECT   45   41   38   46                                                  
CONECT   46   45                                                            
CONECT   47   25   48   50                                                  
CONECT   48   47   49                                                       
CONECT   49   48                                                            
CONECT   50   47   20                                                       
MASTER        0    0    0    0    0    0    0    0   50    0  110    0
END

View in JSmol

Synonyms

Value	Source
(-)-Syringaresnol-4-O-b-D-apiofuranosyl-(1->2)-b-D-glucopyranoside	Generator
(-)-Syringaresnol-4-O-β-D-apiofuranosyl-(1->2)-β-D-glucopyranoside	Generator

Chemical Formula

C₃₃H₄₄O₁₇

Average Mass

712.6980 Da

Monoisotopic Mass

712.25785 Da

IUPAC Name

5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-2-(hydroxymethyl)oxane-3,4-diol

Traditional Name

5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-2-(hydroxymethyl)oxane-3,4-diol

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1O)C1OCC2C1COC2C1=CC(OC)=C(OC2OC(CO)C(O)C(O)C2OC2OCC(O)(CO)C2O)C(OC)=C1

InChI Identifier

InChI=1S/C33H44O17/c1-41-18-5-14(6-19(42-2)23(18)36)26-16-10-46-27(17(16)11-45-26)15-7-20(43-3)28(21(8-15)44-4)49-31-29(25(38)24(37)22(9-34)48-31)50-32-30(39)33(40,12-35)13-47-32/h5-8,16-17,22,24-27,29-32,34-40H,9-13H2,1-4H3

InChI Key

BUBVKRMIMSPLND-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Albizia julibrissin	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Lignan glycosides

Sub Class

Not Available

Direct Parent

Lignan glycosides

Alternative Parents

Substituents

Lignan glycoside
Furanoid lignan
Furofuran lignan skeleton
Fatty acyl glycoside of mono- or disaccharide
Phenolic glycoside
Fatty acyl glycoside
Alkyl glycoside
Glycosyl compound
O-glycosyl compound
Disaccharide
Methoxyphenol
M-dimethoxybenzene
Dimethoxybenzene
Phenol ether
Furofuran
Phenoxy compound
Methoxybenzene
Anisole
Phenol
Alkyl aryl ether
Fatty acyl
Oxane
Benzenoid
Monocyclic benzene moiety
Oxolane
Tertiary alcohol
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Dialkyl ether
Ether
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Alcohol
Organooxygen compound
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	0.36	ALOGPS
logP	-1.6	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	9.3	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	233.91 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	166.84 m³·mol⁻¹	ChemAxon
Polarizability	71.9 Å³	ChemAxon
Number of Rings	6	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

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

72683305

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-2-(hydroxymethyl)oxane-3,4-diol (NP0259965)

MOL for NP0259965 (5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-2-(hydroxymethyl)oxane-3,4-diol)

3D MOL for NP0259965 (5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-2-(hydroxymethyl)oxane-3,4-diol)

3D SDF for NP0259965 (5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-2-(hydroxymethyl)oxane-3,4-diol)

3D-SDF for NP0259965 (5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-2-(hydroxymethyl)oxane-3,4-diol)

PDB for NP0259965 (5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-2-(hydroxymethyl)oxane-3,4-diol)

3D PDB for NP0259965 (5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-2-(hydroxymethyl)oxane-3,4-diol)

SMILES for NP0259965 (5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-2-(hydroxymethyl)oxane-3,4-diol)

INCHI for NP0259965 (5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-2-(hydroxymethyl)oxane-3,4-diol)

Structure for NP0259965 (5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-2-(hydroxymethyl)oxane-3,4-diol)

3D Structure for NP0259965 (5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-2-(hydroxymethyl)oxane-3,4-diol)