NP-MRD: Showing NP-Card for Rumphioside C (NP0331656)

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Record Information

Version

2.0

Created at

2023-05-31 12:00:35 UTC

Updated at

2024-09-03 04:16:23 UTC

NP-MRD ID

NP0331656

Natural Product DOI

https://doi.org/10.57994/0645

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Rumphioside C

Description

Rumphioside E belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. Rumphioside C was first documented in 2023 (PMID: 37200063). Based on a literature review very few articles have been published on Rumphioside E.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062207122D          

 44 48  0  0  1  0            999 V2000
   -1.9545    2.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1992    2.5407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5341    2.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    2.3846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6243    1.2326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3796    0.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4697    0.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8046   -0.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0494   -0.0756    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5356   -0.6574    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1618   -1.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8101   -1.4354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2737   -2.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5373   -1.9110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0738   -2.5377    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7992   -3.3157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3357   -3.9425    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0611   -4.7204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2501   -4.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1467   -3.7913    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6832   -4.4180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4213   -3.0133    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2323   -2.8621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8848   -2.3865    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1594   -1.6086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5483   -2.8401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2541   -3.0319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2933   -2.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4445   -1.6747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2224   -1.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8605   -3.0848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4661   -3.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8205   -4.5544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3525   -5.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6551   -3.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0561   -4.2254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3551   -0.5628    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2652    0.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382    1.1852    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5176    0.9149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7922    0.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6122    0.0467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0408    0.7444    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0694    1.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 15 24  1  0  0  0  0
 24 25  1  1  0  0  0
 13 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28 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
 26 35  1  0  0  0  0
 35 36  1  0  0  0  0
 10 37  1  0  0  0  0
 37 38  1  6  0  0  0
 39 38  1  6  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 37 41  1  0  0  0  0
 41 42  2  0  0  0  0
 39 43  1  0  0  0  0
  5 43  1  0  0  0  0
  9 43  1  0  0  0  0
 43 44  1  1  0  0  0
M  END


  Mrv1652309062207122D          

 44 48  0  0  1  0            999 V2000
   -1.9545    2.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1992    2.5407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5341    2.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    2.3846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6243    1.2326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3796    0.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4697    0.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8046   -0.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0494   -0.0756    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5356   -0.6574    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1618   -1.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8101   -1.4354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2737   -2.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5373   -1.9110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0738   -2.5377    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7992   -3.3157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3357   -3.9425    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0611   -4.7204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2501   -4.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1467   -3.7913    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6832   -4.4180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4213   -3.0133    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2323   -2.8621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8848   -2.3865    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1594   -1.6086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5483   -2.8401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2541   -3.0319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2933   -2.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4445   -1.6747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2224   -1.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8605   -3.0848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4661   -3.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8205   -4.5544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3525   -5.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6551   -3.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0561   -4.2254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3551   -0.5628    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2652    0.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382    1.1852    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5176    0.9149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7922    0.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6122    0.0467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0408    0.7444    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0694    1.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 15 24  1  0  0  0  0
 24 25  1  1  0  0  0
 13 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28 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
 26 35  1  0  0  0  0
 35 36  1  0  0  0  0
 10 37  1  0  0  0  0
 37 38  1  6  0  0  0
 39 38  1  6  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 37 41  1  0  0  0  0
 41 42  2  0  0  0  0
 39 43  1  0  0  0  0
  5 43  1  0  0  0  0
  9 43  1  0  0  0  0
 43 44  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0331656

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1OC(OC)C(O)(C(C[C@]2(C)[C@H]3C[C@H](OC3=O)[C@]3(C)[C@H]2CCC=C3C(=O)OC)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C29H44O15/c1-27(13-9-16(42-23(13)36)28(2)12(22(35)38-3)7-6-8-15(27)28)10-17(29(37)21(34)25(39-4)44-26(29)40-5)43-24-20(33)19(32)18(31)14(11-30)41-24/h7,13-21,24-26,30-34,37H,6,8-11H2,1-5H3/t13-,14+,15-,16-,17?,18+,19-,20+,21?,24-,25?,26?,27+,28-,29?/m0/s1

> <INCHI_KEY>
XHMGAAVQKICAHK-QMVPNGNWSA-N

> <FORMULA>
C29H44O15

> <MOLECULAR_WEIGHT>
632.656

> <EXACT_MASS>
632.268020717

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
63.17658368217261

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1S,2R,7S,8S,9R)-8-[2-(3,4-dihydroxy-2,5-dimethoxyoxolan-3-yl)-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl]-2,8-dimethyl-10-oxo-11-oxatricyclo[7.2.1.0^{2,7}]dodec-3-ene-3-carboxylate

> <JCHEM_LOGP>
-1.038035904666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.156342156350942

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.055170711363075

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835548066237

> <JCHEM_POLAR_SURFACE_AREA>
220.12999999999997

> <JCHEM_REFRACTIVITY>
144.81440000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1S,2R,7S,8S,9R)-8-[2-(3,4-dihydroxy-2,5-dimethoxyoxolan-3-yl)-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl]-2,8-dimethyl-10-oxo-11-oxatricyclo[7.2.1.0^{2,7}]dodec-3-ene-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.648   4.123   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.239   4.743   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.997   3.832   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.413   4.451   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.165   2.301   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.575   1.681   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.744   0.150   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.502  -0.761   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.092  -0.141   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.000  -1.227   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.302  -2.050   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.512  -2.679   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.511  -3.849   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.003  -3.567   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.004  -4.737   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.492  -6.189   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.493  -7.359   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.981  -8.811   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.467  -9.094   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -4.007  -7.077   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -5.009  -8.247   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.520  -5.625   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -6.034  -5.343   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -3.518  -4.455   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.031  -3.003   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.023  -5.302   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.474  -5.659   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.414  -4.640   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.696  -3.126   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       4.149  -2.614   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       3.473  -5.758   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       2.737  -7.111   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       3.398  -8.501   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       2.525  -9.770   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.223  -6.829   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       0.105  -7.887   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       2.530  -1.051   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.362   0.725   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.378   2.212   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       2.833   1.708   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       3.345   0.256   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       4.876   0.087   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       0.076   1.390   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       0.130   2.929   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   43                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   43                                                  
CONECT   10    9   11   12   37                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   26                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   24                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   15   25                                                  
CONECT   25   24                                                            
CONECT   26   13   27   28   35                                             
CONECT   27   26                                                            
CONECT   28   26   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   28   32                                                       
CONECT   32   31   33   35                                                  
CONECT   33   32   34                                                       
CONECT   34   33                                                            
CONECT   35   32   26   36                                                  
CONECT   36   35                                                            
CONECT   37   10   38   41                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   43                                                  
CONECT   40   39   41                                                       
CONECT   41   40   37   42                                                  
CONECT   42   41                                                            
CONECT   43   39    5    9   44                                             
CONECT   44   43                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₄₄O₁₅

Average Mass

632.6560 Da

Monoisotopic Mass

632.26802 Da

IUPAC Name

methyl (1S,2R,7S,8S,9R)-8-[2-(3,4-dihydroxy-2,5-dimethoxyoxolan-3-yl)-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl]-2,8-dimethyl-10-oxo-11-oxatricyclo[7.2.1.0^{2,7}]dodec-3-ene-3-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1OC(OC)C(O)(C(C[C@]2(C)[C@H]3C[C@H](OC3=O)[C@]3(C)[C@H]2CCC=C3C(=O)OC)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C1O

InChI Identifier

InChI=1S/C29H44O15/c1-27(13-9-16(42-23(13)36)28(2)12(22(35)38-3)7-6-8-15(27)28)10-17(29(37)21(34)25(39-4)44-26(29)40-5)43-24-20(33)19(32)18(31)14(11-30)41-24/h7,13-21,24-26,30-34,37H,6,8-11H2,1-5H3/t13-,14+,15-,16-,17?,18+,19-,20+,21?,24-,25?,26?,27+,28-,29?/m0/s1

InChI Key

XHMGAAVQKICAHK-QMVPNGNWSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400, CD₃OD, simulated)	Not Available	Not Available	Not Available	2024-05-11	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
crispa		Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Glycosyl compound
O-glycosyl compound
Caprolactone
Oxepane
Dicarboxylic acid or derivatives
Gamma butyrolactone
Monosaccharide
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tertiary alcohol
Oxolane
Carboxylic acid ester
Secondary alcohol
Lactone
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid derivative
Polyol
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Primary 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	ChemAxon
pKa (Strongest Acidic)	11.06	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	220.13 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	144.81 m³·mol⁻¹	ChemAxon
Polarizability	63.18 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

101683479

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lam SH, Liu HK, Chung SY, Chang JL, Hong MX, Kuo SC, Liaw CC: Diterpenoids and Their Glycosides from the Stems of Tinospora crispa with Beta-Cell Protective Activity. J Nat Prod. 2023 Jun 23;86(6):1437-1448. doi: 10.1021/acs.jnatprod.3c00114. Epub 2023 May 18. [PubMed:37200063 ]

Showing NP-Card for Rumphioside C (NP0331656)

MOL for NP0331656 (Rumphioside C)

3D MOL for NP0331656 (Rumphioside C)

3D SDF for NP0331656 (Rumphioside C)

3D-SDF for NP0331656 (Rumphioside C)

PDB for NP0331656 (Rumphioside C)

3D PDB for NP0331656 (Rumphioside C)

SMILES for NP0331656 (Rumphioside C)

INCHI for NP0331656 (Rumphioside C)

Structure for NP0331656 (Rumphioside C)

3D Structure for NP0331656 (Rumphioside C)