NP-MRD: Showing NP-Card for 7,17-diethenyl-8,18-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-3,9,13,19-tetraoxatricyclo[14.4.0.0⁶,¹¹]icosa-1(20),10-diene-2,12-dione (NP0260940)

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Record Information

Version

1.0

Created at

2022-09-08 03:15:10 UTC

Updated at

2022-09-08 03:15:10 UTC

NP-MRD ID

NP0260940

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7,17-diethenyl-8,18-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-3,9,13,19-tetraoxatricyclo[14.4.0.0⁶,¹¹]icosa-1(20),10-diene-2,12-dione

Description

7,17-Diethenyl-8,18-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-3,9,13,19-tetraoxatricyclo[14.4.0.0⁶,¹¹]Icosa-1(20),10-diene-2,12-dione 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. 7,17-diethenyl-8,18-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-3,9,13,19-tetraoxatricyclo[14.4.0.0⁶,¹¹]icosa-1(20),10-diene-2,12-dione is found in Lisianthius jefensis and Lisianthius seemannii. 7,17-Diethenyl-8,18-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-3,9,13,19-tetraoxatricyclo[14.4.0.0⁶,¹¹]Icosa-1(20),10-diene-2,12-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004161505472D          

 50 54  0  0  0  0            999 V2000
   11.5717    3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8572    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8572    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1427    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1427    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4283    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0350   -0.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    4.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    5.6645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    4.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4557    3.2498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8572    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8572   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5717    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2862    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5717    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2862    2.3645    0.0000 O   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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 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  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  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
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 22 31  1  0  0  0  0
 31 32  1  0  0  0  0
 20 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 33 36  1  0  0  0  0
 17 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
 10 40  1  0  0  0  0
 40 41  2  0  0  0  0
 11 42  1  0  0  0  0
  7 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
  5 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
  3 49  1  0  0  0  0
 49 50  1  0  0  0  0
M  END


  Mrv1533004161505472D          

 50 54  0  0  0  0            999 V2000
   11.5717    3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8572    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8572    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1427    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1427    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4283    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0350   -0.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    4.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    5.6645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    4.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4557    3.2498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8572    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8572   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5717    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2862    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5717    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2862    2.3645    0.0000 O   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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 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  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  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
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 22 31  1  0  0  0  0
 31 32  1  0  0  0  0
 20 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 33 36  1  0  0  0  0
 17 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
 10 40  1  0  0  0  0
 40 41  2  0  0  0  0
 11 42  1  0  0  0  0
  7 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
  5 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
  3 49  1  0  0  0  0
 49 50  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0260940

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(OC2OC=C3C(CCOC(=O)C4=COC(OC5OC(CO)C(O)C(O)C5O)C(C=C)C4CCOC3=O)C2C=C)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C32H44O18/c1-3-13-15-5-7-43-28(42)18-12-46-30(50-32-26(40)24(38)22(36)20(10-34)48-32)14(4-2)16(18)6-8-44-27(41)17(15)11-45-29(13)49-31-25(39)23(37)21(35)19(9-33)47-31/h3-4,11-16,19-26,29-40H,1-2,5-10H2

> <INCHI_KEY>
RIPZUWHZZHFHAQ-UHFFFAOYSA-N

> <FORMULA>
C32H44O18

> <MOLECULAR_WEIGHT>
716.686

> <EXACT_MASS>
716.252764577

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
70.3338678395274

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7,17-diethenyl-8,18-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-3,9,13,19-tetraoxatricyclo[14.4.0.0⁶,¹¹]icosa-1(20),10-diene-2,12-dione

> <ALOGPS_LOGP>
-1.34

> <JCHEM_LOGP>
-2.258389460666666

> <ALOGPS_LOGS>
-2.31

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.427471028147817

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.905986197975798

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810847615592513

> <JCHEM_POLAR_SURFACE_AREA>
269.81999999999994

> <JCHEM_REFRACTIVITY>
162.89600000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.47e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,17-diethenyl-8,18-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-3,9,13,19-tetraoxatricyclo[14.4.0.0⁶,¹¹]icosa-1(20),10-diene-2,12-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  O   UNK     0      21.600   6.724   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      20.267   5.954   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.267   4.414   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      18.933   3.644   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      18.933   2.104   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      17.599   1.334   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      16.266   2.104   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      16.266   3.644   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      14.932   4.414   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.598   3.644   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.598   2.104   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.828   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.495   0.000   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.955   0.000   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.621   0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.532  -0.319   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.851   2.104   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.517   1.334   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.184   2.104   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.184   3.644   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.850   4.414   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.850   5.954   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.184   6.724   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       5.184   8.264   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.517   9.034   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       7.851   8.264   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.850   9.034   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.850  10.574   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.516   8.264   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.183   9.034   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.516   6.724   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       1.183   5.954   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       6.517   4.414   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.517   5.954   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.851   6.724   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.851   3.644   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.621   4.977   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       9.955   5.747   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      11.495   5.747   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      12.828   4.977   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      13.917   6.066   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      14.932   1.334   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      14.932  -0.206   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      16.266  -0.976   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      20.267   1.334   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      20.267  -0.206   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      21.600   2.104   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      22.934   1.334   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      21.600   3.644   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      22.934   4.414   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   49                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   45                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   42                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   40                                                  
CONECT   11   10   12   42                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   36                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   33                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   31                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   22   32                                                  
CONECT   32   31                                                            
CONECT   33   20   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   33   17   37                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   10   41                                                  
CONECT   41   40                                                            
CONECT   42   11    7   43                                                  
CONECT   43   42   44                                                       
CONECT   44   43                                                            
CONECT   45    5   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47    3   50                                                  
CONECT   50   49                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  108    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₄₄O₁₈

Average Mass

716.6860 Da

Monoisotopic Mass

716.25276 Da

IUPAC Name

7,17-diethenyl-8,18-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-3,9,13,19-tetraoxatricyclo[14.4.0.0⁶,¹¹]icosa-1(20),10-diene-2,12-dione

Traditional Name

7,17-diethenyl-8,18-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-3,9,13,19-tetraoxatricyclo[14.4.0.0⁶,¹¹]icosa-1(20),10-diene-2,12-dione

CAS Registry Number

Not Available

SMILES

OCC1OC(OC2OC=C3C(CCOC(=O)C4=COC(OC5OC(CO)C(O)C(O)C5O)C(C=C)C4CCOC3=O)C2C=C)C(O)C(O)C1O

InChI Identifier

InChI=1S/C32H44O18/c1-3-13-15-5-7-43-28(42)18-12-46-30(50-32-26(40)24(38)22(36)20(10-34)48-32)14(4-2)16(18)6-8-44-27(41)17(15)11-45-29(13)49-31-25(39)23(37)21(35)19(9-33)47-31/h3-4,11-16,19-26,29-40H,1-2,5-10H2

InChI Key

RIPZUWHZZHFHAQ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Lisianthius jefensis	LOTUS Database	35616633
Lisianthius seemannii	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

Hexose monosaccharide
O-glycosyl compound
Dicarboxylic acid or derivatives
Monosaccharide
Oxane
Vinylogous ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Lactone
Carboxylic acid ester
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Primary alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	-1.3	ALOGPS
logP	-2.3	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	11.91	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	269.82 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	162.9 m³·mol⁻¹	ChemAxon
Polarizability	70.33 Å³	ChemAxon
Number of Rings	5	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

14705279

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7,17-diethenyl-8,18-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-3,9,13,19-tetraoxatricyclo[14.4.0.0⁶,¹¹]icosa-1(20),10-diene-2,12-dione (NP0260940)

MOL for NP0260940 (7,17-diethenyl-8,18-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-3,9,13,19-tetraoxatricyclo[14.4.0.0⁶,¹¹]icosa-1(20),10-diene-2,12-dione)

3D MOL for NP0260940 (7,17-diethenyl-8,18-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-3,9,13,19-tetraoxatricyclo[14.4.0.0⁶,¹¹]icosa-1(20),10-diene-2,12-dione)

3D SDF for NP0260940 (7,17-diethenyl-8,18-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-3,9,13,19-tetraoxatricyclo[14.4.0.0⁶,¹¹]icosa-1(20),10-diene-2,12-dione)

3D-SDF for NP0260940 (7,17-diethenyl-8,18-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-3,9,13,19-tetraoxatricyclo[14.4.0.0⁶,¹¹]icosa-1(20),10-diene-2,12-dione)

PDB for NP0260940 (7,17-diethenyl-8,18-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-3,9,13,19-tetraoxatricyclo[14.4.0.0⁶,¹¹]icosa-1(20),10-diene-2,12-dione)

3D PDB for NP0260940 (7,17-diethenyl-8,18-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-3,9,13,19-tetraoxatricyclo[14.4.0.0⁶,¹¹]icosa-1(20),10-diene-2,12-dione)

SMILES for NP0260940 (7,17-diethenyl-8,18-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-3,9,13,19-tetraoxatricyclo[14.4.0.0⁶,¹¹]icosa-1(20),10-diene-2,12-dione)

INCHI for NP0260940 (7,17-diethenyl-8,18-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-3,9,13,19-tetraoxatricyclo[14.4.0.0⁶,¹¹]icosa-1(20),10-diene-2,12-dione)

Structure for NP0260940 (7,17-diethenyl-8,18-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-3,9,13,19-tetraoxatricyclo[14.4.0.0⁶,¹¹]icosa-1(20),10-diene-2,12-dione)

3D Structure for NP0260940 (7,17-diethenyl-8,18-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-3,9,13,19-tetraoxatricyclo[14.4.0.0⁶,¹¹]icosa-1(20),10-diene-2,12-dione)