NP-MRD: Showing NP-Card for 8-[(5-{[3,5-dihydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one (NP0222784)

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Record Information

Version

2.0

Created at

2022-09-06 00:42:35 UTC

Updated at

2022-09-06 00:42:36 UTC

NP-MRD ID

NP0222784

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-[(5-{[3,5-dihydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one

Description

8-[(5-{[3,5-Dihydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-3,6,9-trimethylidene-dodecahydroazuleno[4,5-b]furan-2-one belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. 8-[(5-{[3,5-Dihydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-3,6,9-trimethylidene-dodecahydroazuleno[4,5-b]furan-2-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004251516162D          

 51 56  0  0  0  0            999 V2000
   10.9763   -1.8209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3313   -1.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4543   -0.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8093    0.0237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9322    0.8394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2872    1.3538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5192    1.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3963    0.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0413   -0.2777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6283   -0.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5054   -0.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7374   -1.1820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9833    0.4496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1063    1.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4612    1.7798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6933    1.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5703    0.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2153    0.1482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8023    0.3612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6794   -0.4546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1573    0.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3894    0.5741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7444    1.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7814    1.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0090    2.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4946    1.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6696    1.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2151    0.8690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5802    1.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2252    0.5741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6172    1.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3057    2.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1552    2.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3388    3.0069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0821    3.3648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8254    3.0069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4704    3.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9491    0.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6592    0.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2803    1.6913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0483    1.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1712    2.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9392    3.1099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8742    1.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9972    2.3826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7002    1.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8232    1.9566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3452    0.6265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1132    0.9279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2222   -0.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8673   -0.7037    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
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 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
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 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
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 27 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 25 36  1  0  0  0  0
 36 37  2  0  0  0  0
 26 38  1  0  0  0  0
 23 38  1  0  0  0  0
 38 39  2  0  0  0  0
 21 40  1  0  0  0  0
 40 41  1  0  0  0  0
 16 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 14 44  1  0  0  0  0
  7 44  1  0  0  0  0
 44 45  1  0  0  0  0
  5 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
  3 50  1  0  0  0  0
 50 51  1  0  0  0  0
M  END


  Mrv1533004251516162D          

 51 56  0  0  0  0            999 V2000
   10.9763   -1.8209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3313   -1.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4543   -0.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8093    0.0237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9322    0.8394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2872    1.3538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5192    1.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3963    0.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0413   -0.2777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6283   -0.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5054   -0.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7374   -1.1820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9833    0.4496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1063    1.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4612    1.7798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6933    1.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5703    0.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2153    0.1482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8023    0.3612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6794   -0.4546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1573    0.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3894    0.5741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7444    1.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7814    1.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0090    2.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4946    1.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6696    1.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2151    0.8690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5802    1.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2252    0.5741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6172    1.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3057    2.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1552    2.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3388    3.0069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0821    3.3648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8254    3.0069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4704    3.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9491    0.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6592    0.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2803    1.6913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0483    1.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1712    2.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9392    3.1099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8742    1.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9972    2.3826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7002    1.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8232    1.9566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3452    0.6265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1132    0.9279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2222   -0.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8673   -0.7037    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
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 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
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 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
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 27 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 25 36  1  0  0  0  0
 36 37  2  0  0  0  0
 26 38  1  0  0  0  0
 23 38  1  0  0  0  0
 38 39  2  0  0  0  0
 21 40  1  0  0  0  0
 40 41  1  0  0  0  0
 16 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 14 44  1  0  0  0  0
  7 44  1  0  0  0  0
 44 45  1  0  0  0  0
  5 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
  3 50  1  0  0  0  0
 50 51  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0222784

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(OC2C(O)C(CO)OC(OC3C(O)C(O)C(OC4CC5C(C6OC(=O)C(=C)C6CCC5=C)C4=C)OC3CO)C2O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C33H48O18/c1-10-4-5-13-11(2)30(44)49-27(13)19-12(3)15(6-14(10)19)45-31-25(42)23(40)28(18(9-36)48-31)50-33-26(43)29(21(38)17(8-35)47-33)51-32-24(41)22(39)20(37)16(7-34)46-32/h13-29,31-43H,1-9H2

> <INCHI_KEY>
BNQARADBCICMOZ-UHFFFAOYSA-N

> <FORMULA>
C33H48O18

> <MOLECULAR_WEIGHT>
732.729

> <EXACT_MASS>
732.284064706

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
73.42922557127434

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-[(5-{[3,5-dihydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-3,6,9-trimethylidene-dodecahydroazuleno[4,5-b]furan-2-one

> <ALOGPS_LOGP>
-1.62

> <JCHEM_LOGP>
-3.468062786666665

> <ALOGPS_LOGS>
-1.72

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.219380155142328

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.775586716407155

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9813782004815153

> <JCHEM_POLAR_SURFACE_AREA>
283.97999999999996

> <JCHEM_REFRACTIVITY>
164.72680000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.41e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-[(5-{[3,5-dihydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  O   UNK     0      20.489  -3.399   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      19.285  -2.439   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.515  -0.916   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      18.311   0.044   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      18.540   1.567   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      17.336   2.527   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      15.903   1.965   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.673   0.442   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      16.877  -0.518   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      14.240  -0.121   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.010  -1.644   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      12.576  -2.206   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      13.035   0.839   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      13.265   2.362   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      12.061   3.322   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      10.627   2.760   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.398   1.237   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      11.602   0.277   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       8.964   0.674   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.735  -0.849   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       7.760   1.634   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.327   1.072   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.123   2.032   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.192   3.570   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.750   4.111   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.790   2.907   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.250   2.907   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.402   1.622   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -1.083   2.032   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.287   1.072   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -1.152   3.570   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.437   4.419   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.290   4.111   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.632   5.613   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.020   6.281   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.407   5.613   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.611   6.573   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.638   1.622   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       3.097   0.180   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       7.990   3.157   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       9.423   3.720   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       9.653   5.243   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      11.087   5.805   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      14.699   2.925   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      14.928   4.447   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      19.974   2.130   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      20.203   3.652   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      21.178   1.169   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      22.611   1.732   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      20.948  -0.353   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      22.152  -1.314   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   50                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   46                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   44                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10   14                                                       
CONECT   14   13   15   44                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   41                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   40                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   38                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   36                                                  
CONECT   26   25   27   38                                                  
CONECT   27   26   28   33                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   27   34                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   25   37                                                  
CONECT   37   36                                                            
CONECT   38   26   23   39                                                  
CONECT   39   38                                                            
CONECT   40   21   41                                                       
CONECT   41   40   16   42                                                  
CONECT   42   41   43                                                       
CONECT   43   42                                                            
CONECT   44   14    7   45                                                  
CONECT   45   44                                                            
CONECT   46    5   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48    3   51                                                  
CONECT   51   50                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  112    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₄₈O₁₈

Average Mass

732.7290 Da

Monoisotopic Mass

732.28406 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

OCC1OC(OC2C(O)C(CO)OC(OC3C(O)C(O)C(OC4CC5C(C6OC(=O)C(=C)C6CCC5=C)C4=C)OC3CO)C2O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C33H48O18/c1-10-4-5-13-11(2)30(44)49-27(13)19-12(3)15(6-14(10)19)45-31-25(42)23(40)28(18(9-36)48-31)50-33-26(43)29(21(38)17(8-35)47-33)51-32-24(41)22(39)20(37)16(7-34)46-32/h13-29,31-43H,1-9H2

InChI Key

BNQARADBCICMOZ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Oligosaccharide
Guaianolide-skeleton
Terpene glycoside
Terpene lactone
Guaiane sesquiterpenoid
Sesquiterpenoid
Glycosyl compound
O-glycosyl compound
Gamma butyrolactone
Oxane
Alpha,beta-unsaturated carboxylic ester
Tetrahydrofuran
Enoate ester
Secondary alcohol
Carboxylic acid ester
Lactone
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Acetal
Carboxylic acid derivative
Polyol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Primary alcohol
Carbonyl group
Organooxygen compound
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	-1.6	ALOGPS
logP	-3.5	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	11.78	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	283.98 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	164.73 m³·mol⁻¹	ChemAxon
Polarizability	73.43 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 8-[(5-{[3,5-dihydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one (NP0222784)

MOL for NP0222784 (8-[(5-{[3,5-dihydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one)

3D MOL for NP0222784 (8-[(5-{[3,5-dihydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one)

3D SDF for NP0222784 (8-[(5-{[3,5-dihydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one)

3D-SDF for NP0222784 (8-[(5-{[3,5-dihydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one)

PDB for NP0222784 (8-[(5-{[3,5-dihydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one)

3D PDB for NP0222784 (8-[(5-{[3,5-dihydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one)

SMILES for NP0222784 (8-[(5-{[3,5-dihydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one)

INCHI for NP0222784 (8-[(5-{[3,5-dihydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one)

Structure for NP0222784 (8-[(5-{[3,5-dihydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one)

3D Structure for NP0222784 (8-[(5-{[3,5-dihydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one)