NP-MRD: Showing NP-Card for Gardenoside (NP0051769)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-27 23:00:37 UTC

Updated at

2022-04-27 23:00:37 UTC

NP-MRD ID

NP0051769

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Gardenoside

Description

ZINC139662519 belongs to the class of organic compounds known as iridoid o-glycosides. These are iridoid monoterpenes containing a glycosyl (usually a pyranosyl) moiety linked to the iridoid skeleton. Gardenoside is found in Arbutus unedo, Dioecrescis erythroclada , Elliottia paniculata, Fouquieria splendens, Gaillardia jasminoides, Galium mollugo, Gardenia jasminoides, Gardenia jasminoides cv. fortuneana HARA , Gardenia jasminoides f. grandiflora , Gardenia jasminoides var. radicans , Genipa americana L. , Leucopogon virgatus, Oldenlandia herbacea, Randia armata, Randia spinosa , Rhododendron latoucheae, Rothmannia globosa and Stigmaphyllon sinuatum. Based on a literature review very few articles have been published on ZINC139662519.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282201002D          

 28 30  0  0  1  0            999 V2000
    5.4223    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4223    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7079    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9934    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9934    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7079    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9429    1.8887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1726    1.6384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3853    1.3917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    3.7125    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
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  4  9  1  6  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  1  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 14 18  1  6  0  0  0
 16 19  1  1  0  0  0
 16 20  1  6  0  0  0
 20 21  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 26  1  1  0  0  0
  2 27  1  6  0  0  0
  1 28  1  1  0  0  0
M  END

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
   -5.2881    3.3213    1.5057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5680    2.2812    0.8318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4365    2.5239    0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0806    3.7576    0.0479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6448    1.5964   -0.6166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5366    1.9547   -1.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8705    0.8817   -1.9622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5177   -0.2615   -1.1220 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6254    0.0908   -0.3996 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7769   -0.5907   -0.7661 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3381   -1.3589    0.1865 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0883   -0.6343    1.0882 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3512    0.4523    1.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2872    1.0547    2.6725 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3439   -0.0858    0.4303 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4006   -0.9204    0.7524 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1695   -0.1282   -1.0830 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1382    0.6687   -1.6440 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7683    0.2663   -1.4717 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6873    0.1790   -2.8642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6314   -0.5419   -0.2199 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9001    0.1624   -0.7146 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9011   -0.4169    0.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5146   -1.6535    0.4906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1914   -1.9398   -0.2065 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4740   -2.3764   -1.4724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3503   -2.8479    0.6026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1490   -3.0757   -0.0481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7497    4.2667    1.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5416    2.9782    2.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2442    3.4213    0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2134    2.9527   -1.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3549   -1.0612   -1.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4006   -1.3120   -1.5789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4226   -1.3875    1.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5943   -0.0204    2.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9253    1.2042    1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0048    0.4118    2.9016 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5944    0.9351    0.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2864   -0.5186    0.6154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3212   -1.1845   -1.4206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2038    0.5205   -2.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6644    1.3453   -1.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1355    1.0042   -3.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4542   -0.1690    0.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0384   -0.1713   -1.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8091    0.0559    0.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0350   -2.3324    1.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9580   -3.1669   -1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1279   -2.3586    1.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8443   -3.8041    0.8735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1027   -3.9686   -0.4683 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  6
 25 27  1  0
 27 28  1  0
 22  5  1  0
 19 10  1  0
 25 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  0
  8 33  1  6
 10 34  1  6
 12 35  1  1
 13 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  1
 16 40  1  0
 17 41  1  6
 18 42  1  0
 19 43  1  6
 20 44  1  0
 21 45  1  1
 22 46  1  6
 23 47  1  0
 24 48  1  0
 26 49  1  0
 27 50  1  0
 27 51  1  0
 28 52  1  0
M  END


  Mrv1652304282201002D          

 28 30  0  0  1  0            999 V2000
    5.4223    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4223    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7079    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9934    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9934    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7079    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9429    1.8887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1726    1.6384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3853    1.3917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    3.7125    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
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  4  9  1  6  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  1  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 14 18  1  6  0  0  0
 16 19  1  1  0  0  0
 16 20  1  6  0  0  0
 20 21  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 26  1  1  0  0  0
  2 27  1  6  0  0  0
  1 28  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0051769

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]2[C@H]1C=C[C@]2(O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C17H24O11/c1-25-14(23)8-5-26-15(10-7(8)2-3-17(10,24)6-19)28-16-13(22)12(21)11(20)9(4-18)27-16/h2-3,5,7,9-13,15-16,18-22,24H,4,6H2,1H3/t7-,9+,10+,11+,12-,13+,15-,16-,17-/m0/s1

> <INCHI_KEY>
XJMPAUZQVRGFRE-SCHFUKFYSA-N

> <FORMULA>
C17H24O11

> <MOLECULAR_WEIGHT>
404.368

> <EXACT_MASS>
404.131861593

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
38.948695414101834

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1S,4aR,7R,7aS)-7-hydroxy-7-(hydroxymethyl)-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylate

> <ALOGPS_LOGP>
-1.74

> <JCHEM_LOGP>
-2.913386634666667

> <ALOGPS_LOGS>
-1.10

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.940974328217646

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.165180680409625

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810847602026636

> <JCHEM_POLAR_SURFACE_AREA>
175.37

> <JCHEM_REFRACTIVITY>
89.78649999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.22e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1S,4aR,7R,7aS)-7-hydroxy-7-(hydroxymethyl)-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,7aH-cyclopenta[c]pyran-4-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      10.122   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.122   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.788   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.454   4.620   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       7.454   6.160   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.788   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.788   8.470   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      10.122   9.240   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       6.121   3.850   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.454   1.540   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.322  -0.476   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.627   3.526   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.189   3.058   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.719   2.598   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.121  -2.310   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.454  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.787  -3.080   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.453  -2.310   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.788   2.310   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      11.455   3.850   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      11.455   6.930   0.000  0.00  0.00           O+0
CONECT    1    2    6   28                                                  
CONECT    2    1    3   27                                                  
CONECT    3    2    4   26                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    4   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   22                                                  
CONECT   14   13   15   18                                                  
CONECT   15   14   10   16                                                  
CONECT   16   15   17   19   20                                             
CONECT   17   16   18                                                       
CONECT   18   17   14                                                       
CONECT   19   16                                                            
CONECT   20   16   21                                                       
CONECT   21   20                                                            
CONECT   22   13   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24                                                            
CONECT   26    3                                                            
CONECT   27    2                                                            
CONECT   28    1                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₄O₁₁

Average Mass

404.3680 Da

Monoisotopic Mass

404.13186 Da

IUPAC Name

methyl (1S,4aR,7R,7aS)-7-hydroxy-7-(hydroxymethyl)-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylate

Traditional Name

methyl (1S,4aR,7R,7aS)-7-hydroxy-7-(hydroxymethyl)-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,7aH-cyclopenta[c]pyran-4-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]2[C@H]1C=C[C@]2(O)CO

InChI Identifier

InChI=1S/C17H24O11/c1-25-14(23)8-5-26-15(10-7(8)2-3-17(10,24)6-19)28-16-13(22)12(21)11(20)9(4-18)27-16/h2-3,5,7,9-13,15-16,18-22,24H,4,6H2,1H3/t7-,9+,10+,11+,12-,13+,15-,16-,17-/m0/s1

InChI Key

XJMPAUZQVRGFRE-SCHFUKFYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Arbutus unedo	LOTUS Database	35616633
Dioecrescis erythroclada	Plant	KNApSAcK
Elliottia paniculata	LOTUS Database	35616633
Fouquieria splendens	LOTUS Database	35616633
Gaillardia jasminoides	Plant	KNApSAcK
Galium mollugo	LOTUS Database	35616633
Gardenia jasminoides	LOTUS Database	35616633
Gardenia jasminoides cv. fortuneana HARA	Plant	KNApSAcK
Gardenia jasminoides f. grandiflora	Plant	KNApSAcK
Gardenia jasminoides var. radicans	Plant	KNApSAcK
Genipa americana	Plant	KNApSAcK
Leucopogon virgatus	LOTUS Database	35616633
Oldenlandia herbacea	LOTUS Database	35616633
Randia armata	LOTUS Database	35616633
Randia dumetorum	Plant	KNApSAcK
Rhododendron latoucheae	LOTUS Database	35616633
Rothmannia globosa	Plant	KNApSAcK
Stigmaphyllon sinuatum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as iridoid o-glycosides. These are iridoid monoterpenes containing a glycosyl (usually a pyranosyl) moiety linked to the iridoid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Iridoid O-glycosides

Alternative Parents

Substituents

Iridoid o-glycoside
Hexose monosaccharide
O-glycosyl compound
Iridoid-skeleton
Glycosyl compound
Monoterpenoid
Bicyclic monoterpenoid
Oxane
Monosaccharide
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tertiary alcohol
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.7	ALOGPS
logP	-2.9	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	12.17	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	175.37 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	89.79 m³·mol⁻¹	ChemAxon
Polarizability	38.95 Å³	ChemAxon
Number of Rings	3	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

129384808

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Gardenoside (NP0051769)

MOL for NP0051769 (Gardenoside)

3D MOL for NP0051769 (Gardenoside)

3D SDF for NP0051769 (Gardenoside)

3D-SDF for NP0051769 (Gardenoside)

PDB for NP0051769 (Gardenoside)

3D PDB for NP0051769 (Gardenoside)

SMILES for NP0051769 (Gardenoside)

INCHI for NP0051769 (Gardenoside)

Structure for NP0051769 (Gardenoside)

3D Structure for NP0051769 (Gardenoside)