NP-MRD: Showing NP-Card for 7-Deoxyloganin (NP0051766)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-27 23:00:27 UTC

Updated at

2022-04-27 23:00:27 UTC

NP-MRD ID

NP0051766

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-Deoxyloganin

Description

Methyl (1S,4aS,7S,7aR)-7-methyl-1-{[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate 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. 7-Deoxyloganin is found in Cornus officinalis , Lonicera japonica , Menyanthes spp., Sertia mussotii, Strychnos nux-vomica , Strychnos spp. and Vinca spp.. Based on a literature review very few articles have been published on methyl (1S,4aS,7S,7aR)-7-methyl-1-{[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282201002D          

 26 28  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  1  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  2  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  2  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
    1.5249    1.8646    0.0000 C   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  1  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  1  0  0  0  0
 14 18  1  1  0  0  0
 16 19  1  6  0  0  0
 13 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
  3 24  1  1  0  0  0
  2 25  1  6  0  0  0
  1 26  1  1  0  0  0
M  END

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
    5.4455    2.4564    2.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3183    1.5916    2.0246 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7414    1.3736    0.7879 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2316    1.9502   -0.1858 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5776    0.4921    0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1268   -0.0679    1.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0230   -0.9273    1.6588 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1781   -0.8893    0.5083 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4513    0.3432    0.4876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8357    0.2571    0.4591 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2693    0.9684   -0.6528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6327    0.8635   -0.8646 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8677   -0.2408   -1.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2161   -0.4263   -2.1514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4296    0.7054    0.3827 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5328   -0.6089    0.8186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7592    1.4992    1.4848 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7948    2.8607    1.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3406    1.0104    1.6852 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1790    0.2981    2.8508 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0819   -0.9492   -0.7072 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0986   -2.0644   -0.5818 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4759   -3.4211   -0.7996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0281   -1.7084   -1.7214 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0046   -0.1770   -1.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9881    0.2668   -0.7520 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1326    3.4920    2.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9511    2.4692    1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1028    2.0539    2.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5651    0.1030    2.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218   -1.7216    0.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1491   -0.7886    0.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9506    1.8176   -1.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3934   -1.1860   -1.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3705    0.0364   -2.8215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3073   -1.4032   -2.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4268    1.1734    0.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7736   -1.2481    0.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3308    1.3980    2.4531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4243    2.9903    0.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6988    1.9231    1.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3510    0.5412    3.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5148   -1.0994   -1.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6671   -2.0462    0.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2131   -4.1761   -0.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5847   -3.5250   -0.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2893   -3.6056   -1.8716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5938   -2.1132   -2.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0591   -2.0777   -1.5486 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0035    0.2385   -1.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5865    0.1313   -2.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4234    1.1669   -1.1105 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
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26  5  1  0
 19 10  1  0
 26 21  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
  8 31  1  1
 10 32  1  6
 12 33  1  6
 13 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  6
 16 38  1  0
 17 39  1  1
 18 40  1  0
 19 41  1  1
 20 42  1  0
 21 43  1  6
 22 44  1  1
 23 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
 24 49  1  0
 25 50  1  0
 25 51  1  0
 26 52  1  6
M  END


  Mrv1652304282201002D          

 26 28  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  1  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  2  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  2  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
    1.5249    1.8646    0.0000 C   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  1  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  1  0  0  0  0
 14 18  1  1  0  0  0
 16 19  1  6  0  0  0
 13 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
  3 24  1  1  0  0  0
  2 25  1  6  0  0  0
  1 26  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0051766

> <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](C)CC[C@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C17H26O9/c1-7-3-4-8-9(15(22)23-2)6-24-16(11(7)8)26-17-14(21)13(20)12(19)10(5-18)25-17/h6-8,10-14,16-21H,3-5H2,1-2H3/t7-,8+,10-,11+,12+,13-,14+,16-,17-/m0/s1

> <INCHI_KEY>
KMHXLGLJTQHEIM-CSJQQRRESA-N

> <FORMULA>
C17H26O9

> <MOLECULAR_WEIGHT>
374.386

> <EXACT_MASS>
374.157682417

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
37.37315936145016

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.64

> <JCHEM_LOGP>
-0.5283806673333338

> <ALOGPS_LOGS>
-1.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.19872499667234

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.207031723377778

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810847601512

> <JCHEM_POLAR_SURFACE_AREA>
134.91000000000003

> <JCHEM_REFRACTIVITY>
85.88189999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.41e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1S,4aS,7S,7aR)-7-methyl-1-{[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,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  C   UNK     0       2.846   3.481   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.121  -2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.454  -3.080   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.787  -3.080   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.453  -2.310   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.788   2.310   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      11.455   3.850   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      11.455   6.930   0.000  0.00  0.00           O+0
CONECT    1    2    6   26                                                  
CONECT    2    1    3   25                                                  
CONECT    3    2    4   24                                                  
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   20                                                  
CONECT   14   13   15   18                                                  
CONECT   15   14   10   16                                                  
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17   14                                                       
CONECT   19   16                                                            
CONECT   20   13   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22                                                            
CONECT   24    3                                                            
CONECT   25    2                                                            
CONECT   26    1                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Value	Source
Methyl (1S,4as,7S,7ar)-7-methyl-1-{[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4ah,5H,6H,7H,7ah-cyclopenta[c]pyran-4-carboxylic acid	Generator

Chemical Formula

C₁₇H₂₆O₉

Average Mass

374.3860 Da

Monoisotopic Mass

374.15768 Da

IUPAC Name

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

Traditional Name

methyl (1S,4aS,7S,7aR)-7-methyl-1-{[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,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](C)CC[C@H]12

InChI Identifier

InChI=1S/C17H26O9/c1-7-3-4-8-9(15(22)23-2)6-24-16(11(7)8)26-17-14(21)13(20)12(19)10(5-18)25-17/h6-8,10-14,16-21H,3-5H2,1-2H3/t7-,8+,10-,11+,12+,13-,14+,16-,17-/m0/s1

InChI Key

KMHXLGLJTQHEIM-CSJQQRRESA-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
Cornus officinalis	Plant	KNApSAcK
Lonicera japonica	Plant	KNApSAcK
Menyanthes spp.	Plant	KNApSAcK
Sertia mussotii	-	KNApSAcK
Strychnos nux-vomica L.	Plant	KNApSAcK
Strychnos spp.	Plant	KNApSAcK
Vinca spp.	Plant	KNApSAcK

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
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	-0.64	ALOGPS
logP	-0.53	ChemAxon
logS	-1.4	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	134.91 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	85.88 m³·mol⁻¹	ChemAxon
Polarizability	37.37 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

159176252

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 7-Deoxyloganin (NP0051766)

MOL for NP0051766 (7-Deoxyloganin)

3D MOL for NP0051766 (7-Deoxyloganin)

3D SDF for NP0051766 (7-Deoxyloganin)

3D-SDF for NP0051766 (7-Deoxyloganin)

PDB for NP0051766 (7-Deoxyloganin)

3D PDB for NP0051766 (7-Deoxyloganin)

SMILES for NP0051766 (7-Deoxyloganin)

INCHI for NP0051766 (7-Deoxyloganin)

Structure for NP0051766 (7-Deoxyloganin)

3D Structure for NP0051766 (7-Deoxyloganin)