NP-MRD: Showing NP-Card for 2-(hydroxymethyl)-6-{[8-(4-methoxy-6-methylhept-5-en-2-yl)-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-2-en-16-yl]oxy}oxane-3,4,5-triol (NP0225864)

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Record Information

Version

2.0

Created at

2022-09-06 04:42:52 UTC

Updated at

2022-09-06 04:42:52 UTC

NP-MRD ID

NP0225864

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(hydroxymethyl)-6-{[8-(4-methoxy-6-methylhept-5-en-2-yl)-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-2-en-16-yl]oxy}oxane-3,4,5-triol

Description

2-(Hydroxymethyl)-6-{[8-(4-methoxy-6-methylhept-5-en-2-yl)-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.0¹,¹³.0⁴,¹².0⁵,⁹]Nonadec-2-en-16-yl]oxy}oxane-3,4,5-triol belongs to the class of organic compounds known as cucurbitacin glycosides. These are polycyclic compounds containing a carbohydrate derivative glycosidically linked to a curcubitane nucleus. 2-(hydroxymethyl)-6-{[8-(4-methoxy-6-methylhept-5-en-2-yl)-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-2-en-16-yl]oxy}oxane-3,4,5-triol is found in Momordica charantia. 2-(Hydroxymethyl)-6-{[8-(4-methoxy-6-methylhept-5-en-2-yl)-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.0¹,¹³.0⁴,¹².0⁵,⁹]Nonadec-2-en-16-yl]oxy}oxane-3,4,5-triol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241515372D          

 45 50  0  0  0  0            999 V2000
    6.9750    0.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6478    0.9360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1400    1.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8128    2.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9934    2.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6662    3.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5011    1.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7473    1.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0746    0.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4125    1.0160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2314    0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5945    0.8530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4090    0.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5780   -0.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9727    0.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5503    1.1787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0438    1.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9796    1.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3166    2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1353    2.4285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6761    1.7977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0250    2.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5713    0.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3789    1.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5879    2.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9893    1.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1984    1.6945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4002    1.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2078    0.3245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8064   -0.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6140   -1.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2126   -1.6132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5974   -0.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1960   -0.5765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7898    0.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5807    1.0281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1912    1.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3836    2.1635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1817    0.6577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3867    0.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9197   -0.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9595    1.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2867    0.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1062    0.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7944    0.0833    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  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
 12 18  1  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
  7 21  1  0  0  0  0
 10 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 23  1  0  0  0  0
 15 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  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 28 37  1  0  0  0  0
 37 38  1  0  0  0  0
 26 39  1  0  0  0  0
 15 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
  3 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
M  END


  Mrv1533004241515372D          

 45 50  0  0  0  0            999 V2000
    6.9750    0.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6478    0.9360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1400    1.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8128    2.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9934    2.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6662    3.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5011    1.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7473    1.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0746    0.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4125    1.0160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2314    0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5945    0.8530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4090    0.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5780   -0.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9727    0.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5503    1.1787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0438    1.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9796    1.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3166    2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1353    2.4285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6761    1.7977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0250    2.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5713    0.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3789    1.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5879    2.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9893    1.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1984    1.6945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4002    1.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2078    0.3245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8064   -0.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6140   -1.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2126   -1.6132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5974   -0.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1960   -0.5765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7898    0.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5807    1.0281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1912    1.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3836    2.1635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1817    0.6577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3867    0.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9197   -0.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9595    1.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2867    0.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1062    0.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7944    0.0833    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  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
 12 18  1  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
  7 21  1  0  0  0  0
 10 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 23  1  0  0  0  0
 15 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  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 28 37  1  0  0  0  0
 37 38  1  0  0  0  0
 26 39  1  0  0  0  0
 15 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
  3 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0225864

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(CC(C)C1CCC2(C)C3C=CC45OCC3(CCC12C)C4CCC(OC1OC(CO)C(O)C(O)C1O)C5(C)C)C=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C37H60O8/c1-21(2)17-23(42-8)18-22(3)24-11-13-35(7)26-12-14-37-27(36(26,20-43-37)16-15-34(24,35)6)9-10-28(33(37,4)5)45-32-31(41)30(40)29(39)25(19-38)44-32/h12,14,17,22-32,38-41H,9-11,13,15-16,18-20H2,1-8H3

> <INCHI_KEY>
NMIXDARFKVGBJR-UHFFFAOYSA-N

> <FORMULA>
C37H60O8

> <MOLECULAR_WEIGHT>
632.879

> <EXACT_MASS>
632.428818892

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
105

> <JCHEM_AVERAGE_POLARIZABILITY>
72.9861148744446

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(hydroxymethyl)-6-{[8-(4-methoxy-6-methylhept-5-en-2-yl)-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-2-en-16-yl]oxy}oxane-3,4,5-triol

> <ALOGPS_LOGP>
4.24

> <JCHEM_LOGP>
4.390961801999998

> <ALOGPS_LOGS>
-5.27

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.200084385931639

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.210546757678145

> <JCHEM_PKA_STRONGEST_BASIC>
-2.98108354408589

> <JCHEM_POLAR_SURFACE_AREA>
117.84000000000002

> <JCHEM_REFRACTIVITY>
173.31960000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.41e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(hydroxymethyl)-6-{[8-(4-methoxy-6-methylhept-5-en-2-yl)-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-2-en-16-yl]oxy}oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      13.020   0.333   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      12.409   1.747   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      13.328   2.983   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.717   4.397   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.188   4.575   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.577   5.988   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.269   3.339   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.728   1.869   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.473   0.978   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.237   1.897   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.899   0.394   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.710   1.592   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.364   0.007   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.812  -0.370   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.682   0.790   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.894   2.200   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.815   3.505   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.562   2.772   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.191   4.235   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.719   4.533   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.729   3.356   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.380   4.751   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.800   1.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.441   3.347   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.964   3.785   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.847   2.725   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.370   3.163   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -0.747   2.103   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.388   0.606   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.505  -0.454   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.146  -1.952   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -2.264  -3.011   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -2.982  -0.016   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -4.099  -1.076   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -3.341   1.481   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -4.817   1.919   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -2.224   2.541   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -2.583   4.039   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       2.206   1.228   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       0.722   0.817   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       1.717  -0.233   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      14.858   2.805   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      15.469   1.391   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      16.998   1.213   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      14.550   0.156   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   42                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   21                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   21                                             
CONECT   11   10                                                            
CONECT   12   10   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   23   39                                             
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   12   19   23                                             
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    7   10   22                                             
CONECT   22   21                                                            
CONECT   23   18   15   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   39                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   37                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   33                                                  
CONECT   31   30   32                                                       
CONECT   32   31                                                            
CONECT   33   30   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   28   38                                                  
CONECT   38   37                                                            
CONECT   39   26   15   40   41                                             
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42    3   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43                                                            
MASTER        0    0    0    0    0    0    0    0   45    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₇H₆₀O₈

Average Mass

632.8790 Da

Monoisotopic Mass

632.42882 Da

IUPAC Name

2-(hydroxymethyl)-6-{[8-(4-methoxy-6-methylhept-5-en-2-yl)-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-2-en-16-yl]oxy}oxane-3,4,5-triol

Traditional Name

2-(hydroxymethyl)-6-{[8-(4-methoxy-6-methylhept-5-en-2-yl)-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-2-en-16-yl]oxy}oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

COC(CC(C)C1CCC2(C)C3C=CC45OCC3(CCC12C)C4CCC(OC1OC(CO)C(O)C(O)C1O)C5(C)C)C=C(C)C

InChI Identifier

InChI=1S/C37H60O8/c1-21(2)17-23(42-8)18-22(3)24-11-13-35(7)26-12-14-37-27(36(26,20-43-37)16-15-34(24,35)6)9-10-28(33(37,4)5)45-32-31(41)30(40)29(39)25(19-38)44-32/h12,14,17,22-32,38-41H,9-11,13,15-16,18-20H2,1-8H3

InChI Key

NMIXDARFKVGBJR-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Momordica charantia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cucurbitacin glycosides. These are polycyclic compounds containing a carbohydrate derivative glycosidically linked to a curcubitane nucleus.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Cucurbitacin glycosides

Alternative Parents

Substituents

Cucurbitacin glycoside skeleton
Cucurbitacin skeleton
Triterpenoid
Glycosyl compound
O-glycosyl compound
Monosaccharide
Oxane
Tetrahydrofuran
Secondary alcohol
Acetal
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Polyol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
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	4.24	ALOGPS
logP	4.39	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	117.84 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	173.32 m³·mol⁻¹	ChemAxon
Polarizability	72.99 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	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 2-(hydroxymethyl)-6-{[8-(4-methoxy-6-methylhept-5-en-2-yl)-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-2-en-16-yl]oxy}oxane-3,4,5-triol (NP0225864)

MOL for NP0225864 (2-(hydroxymethyl)-6-{[8-(4-methoxy-6-methylhept-5-en-2-yl)-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-2-en-16-yl]oxy}oxane-3,4,5-triol)

3D MOL for NP0225864 (2-(hydroxymethyl)-6-{[8-(4-methoxy-6-methylhept-5-en-2-yl)-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-2-en-16-yl]oxy}oxane-3,4,5-triol)

3D SDF for NP0225864 (2-(hydroxymethyl)-6-{[8-(4-methoxy-6-methylhept-5-en-2-yl)-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-2-en-16-yl]oxy}oxane-3,4,5-triol)

3D-SDF for NP0225864 (2-(hydroxymethyl)-6-{[8-(4-methoxy-6-methylhept-5-en-2-yl)-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-2-en-16-yl]oxy}oxane-3,4,5-triol)

PDB for NP0225864 (2-(hydroxymethyl)-6-{[8-(4-methoxy-6-methylhept-5-en-2-yl)-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-2-en-16-yl]oxy}oxane-3,4,5-triol)

3D PDB for NP0225864 (2-(hydroxymethyl)-6-{[8-(4-methoxy-6-methylhept-5-en-2-yl)-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-2-en-16-yl]oxy}oxane-3,4,5-triol)

SMILES for NP0225864 (2-(hydroxymethyl)-6-{[8-(4-methoxy-6-methylhept-5-en-2-yl)-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-2-en-16-yl]oxy}oxane-3,4,5-triol)

INCHI for NP0225864 (2-(hydroxymethyl)-6-{[8-(4-methoxy-6-methylhept-5-en-2-yl)-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-2-en-16-yl]oxy}oxane-3,4,5-triol)

Structure for NP0225864 (2-(hydroxymethyl)-6-{[8-(4-methoxy-6-methylhept-5-en-2-yl)-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-2-en-16-yl]oxy}oxane-3,4,5-triol)

3D Structure for NP0225864 (2-(hydroxymethyl)-6-{[8-(4-methoxy-6-methylhept-5-en-2-yl)-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-2-en-16-yl]oxy}oxane-3,4,5-triol)