NP-MRD: Showing NP-Card for 17-(hydroxymethyl)-12-methyl-17-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-5-en-7-one (NP0221299)

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Record Information

Version

2.0

Created at

2022-09-05 22:50:31 UTC

Updated at

2022-09-05 22:50:31 UTC

NP-MRD ID

NP0221299

Secondary Accession Numbers

None

Natural Product Identification

Common Name

17-(hydroxymethyl)-12-methyl-17-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-5-en-7-one

Description

17-(Hydroxymethyl)-12-methyl-17-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]Nonadec-5-en-7-one belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. 17-(hydroxymethyl)-12-methyl-17-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-5-en-7-one is found in Diplospora dubia. 17-(Hydroxymethyl)-12-methyl-17-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]Nonadec-5-en-7-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004171513522D          

 46 52  0  0  0  0            999 V2000
    1.5709    1.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9760    0.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3898    1.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2148    1.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6260    0.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4327    0.2776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5175   -0.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2312   -0.9568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7632   -0.8773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2123   -0.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3873   -0.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9815   -0.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1553   -1.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6887   -0.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1103    0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5522    0.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1462    1.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7137    1.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1341    0.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7588   -0.3858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5347   -0.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6800    0.7066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0205   -0.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1188   -1.1281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9417   -1.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4045   -0.5045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2274   -0.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6902    0.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3302    0.8614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7930    1.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6158    1.4850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0787    2.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9015    2.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2616    1.3663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7186    2.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1815    3.5932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8958    2.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5358    3.7119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4330    2.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6101    2.3460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5874   -1.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4102   -1.3655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1245   -1.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4846   -2.7314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3017   -1.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8389   -2.6127    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  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 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  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
  2 19  1  0  0  0  0
 14 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 14 23  1  0  0  0  0
 20 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  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 32 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 30 39  1  0  0  0  0
 39 40  1  0  0  0  0
 27 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
 43 45  1  0  0  0  0
 25 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END


  Mrv1533004171513522D          

 46 52  0  0  0  0            999 V2000
    1.5709    1.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9760    0.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3898    1.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2148    1.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6260    0.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4327    0.2776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5175   -0.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2312   -0.9568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7632   -0.8773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2123   -0.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3873   -0.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9815   -0.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1553   -1.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6887   -0.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1103    0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5522    0.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1462    1.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7137    1.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1341    0.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7588   -0.3858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5347   -0.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6800    0.7066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0205   -0.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1188   -1.1281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9417   -1.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4045   -0.5045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2274   -0.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6902    0.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3302    0.8614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7930    1.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6158    1.4850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0787    2.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9015    2.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2616    1.3663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7186    2.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1815    3.5932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8958    2.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5358    3.7119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4330    2.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6101    2.3460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5874   -1.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4102   -1.3655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1245   -1.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4846   -2.7314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3017   -1.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8389   -2.6127    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  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 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  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
  2 19  1  0  0  0  0
 14 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 14 23  1  0  0  0  0
 20 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  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 32 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 30 39  1  0  0  0  0
 39 40  1  0  0  0  0
 27 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
 43 45  1  0  0  0  0
 25 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0221299

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12CCC3OC(=O)C=C3C1CCC13CC(CCC21)C(CO)(C3)OC1OC(COC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C32H48O14/c1-30-6-5-17-15(8-21(35)43-17)16(30)4-7-31-9-14(2-3-20(30)31)32(12-31,13-34)46-29-27(41)25(39)23(37)19(45-29)11-42-28-26(40)24(38)22(36)18(10-33)44-28/h8,14,16-20,22-29,33-34,36-41H,2-7,9-13H2,1H3

> <INCHI_KEY>
NXJZDARFLHVZHG-UHFFFAOYSA-N

> <FORMULA>
C32H48O14

> <MOLECULAR_WEIGHT>
656.722

> <EXACT_MASS>
656.304406226

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
67.96356134333868

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
17-(hydroxymethyl)-12-methyl-17-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-5-en-7-one

> <ALOGPS_LOGP>
-1.41

> <JCHEM_LOGP>
-1.4945656706666666

> <ALOGPS_LOGS>
-2.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.909660869347375

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.777915247333162

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0824144733123147

> <JCHEM_POLAR_SURFACE_AREA>
225.05999999999997

> <JCHEM_REFRACTIVITY>
154.56260000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.61e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
17-(hydroxymethyl)-12-methyl-17-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-5-en-7-one

> <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       2.932   2.188   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.689   0.846   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.461   2.179   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.001   2.176   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.769   0.841   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       8.274   0.518   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       8.433  -1.014   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.765  -1.786   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       7.025  -1.638   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.996  -0.491   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.456  -0.489   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.699  -1.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.156  -1.868   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.286  -0.556   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.206   0.226   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.031   0.844   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.273   2.270   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.332   2.318   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.117   0.876   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.416  -0.720   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.865  -0.197   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.136   1.319   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.038  -1.578   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.088  -2.106   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -3.624  -2.217   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.488  -0.942   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -6.024  -1.052   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.888   0.222   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -6.216   1.608   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -7.080   2.883   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -8.616   2.772   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -9.480   4.047   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -11.016   3.936   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0     -11.688   2.550   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -8.808   5.432   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -9.672   6.707   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -7.272   5.543   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -6.600   6.929   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -6.408   4.268   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -4.872   4.379   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -6.696  -2.438   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -8.232  -2.549   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -5.832  -3.713   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -6.505  -5.099   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -4.296  -3.602   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -3.433  -4.877   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11   19                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9    5   11                                                  
CONECT   11   10    2   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19   23                                             
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18    2   14                                                  
CONECT   20   16   21   23   24                                             
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   14                                                       
CONECT   24   20   25                                                       
CONECT   25   24   26   45                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   41                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   39                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   35                                                  
CONECT   33   32   34                                                       
CONECT   34   33                                                            
CONECT   35   32   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   30   40                                                  
CONECT   40   39                                                            
CONECT   41   27   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   25   46                                                  
CONECT   46   45                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  104    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₄₈O₁₄

Average Mass

656.7220 Da

Monoisotopic Mass

656.30441 Da

IUPAC Name

17-(hydroxymethyl)-12-methyl-17-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-5-en-7-one

Traditional Name

17-(hydroxymethyl)-12-methyl-17-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-5-en-7-one

CAS Registry Number

Not Available

SMILES

CC12CCC3OC(=O)C=C3C1CCC13CC(CCC21)C(CO)(C3)OC1OC(COC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C32H48O14/c1-30-6-5-17-15(8-21(35)43-17)16(30)4-7-31-9-14(2-3-20(30)31)32(12-31,13-34)46-29-27(41)25(39)23(37)19(45-29)11-42-28-26(40)24(38)22(36)18(10-33)44-28/h8,14,16-20,22-29,33-34,36-41H,2-7,9-13H2,1H3

InChI Key

NXJZDARFLHVZHG-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Diplospora dubia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Diterpene glycosides

Alternative Parents

Substituents

Diterpene glycoside
Diterpene lactone
Diterpenoid
17-oxasteroid
Steroid
Disaccharide
Glycosyl compound
O-glycosyl compound
Oxane
2-furanone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Dihydrofuran
Secondary alcohol
Lactone
Carboxylic acid ester
Polyol
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Primary alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
Organooxygen compound
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	-1.4	ALOGPS
logP	-1.5	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	7.78	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	225.06 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	154.56 m³·mol⁻¹	ChemAxon
Polarizability	67.96 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

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

73657381

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 17-(hydroxymethyl)-12-methyl-17-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-5-en-7-one (NP0221299)

MOL for NP0221299 (17-(hydroxymethyl)-12-methyl-17-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-5-en-7-one)

3D MOL for NP0221299 (17-(hydroxymethyl)-12-methyl-17-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-5-en-7-one)

3D SDF for NP0221299 (17-(hydroxymethyl)-12-methyl-17-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-5-en-7-one)

3D-SDF for NP0221299 (17-(hydroxymethyl)-12-methyl-17-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-5-en-7-one)

PDB for NP0221299 (17-(hydroxymethyl)-12-methyl-17-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-5-en-7-one)

3D PDB for NP0221299 (17-(hydroxymethyl)-12-methyl-17-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-5-en-7-one)

SMILES for NP0221299 (17-(hydroxymethyl)-12-methyl-17-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-5-en-7-one)

INCHI for NP0221299 (17-(hydroxymethyl)-12-methyl-17-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-5-en-7-one)

Structure for NP0221299 (17-(hydroxymethyl)-12-methyl-17-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-5-en-7-one)

3D Structure for NP0221299 (17-(hydroxymethyl)-12-methyl-17-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-5-en-7-one)