NP-MRD: Showing NP-Card for 2-(hydroxymethyl)-6-{[1-(hydroxymethyl)-3,3-dimethyl-2-oxabicyclo[2.2.2]octan-6-yl]oxy}oxane-3,4,5-triol (NP0246920)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 08:32:35 UTC

Updated at

2022-09-07 08:32:35 UTC

NP-MRD ID

NP0246920

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(hydroxymethyl)-6-{[1-(hydroxymethyl)-3,3-dimethyl-2-oxabicyclo[2.2.2]octan-6-yl]oxy}oxane-3,4,5-triol

Description

(1S,2S,4S)-1,8-Epoxy-p-menthane-2,7-diol 2-O-b-D-glucoside belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond (1S,2S,4S)-1,8-Epoxy-p-menthane-2,7-diol 2-O-b-D-glucoside is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, (1S,2S,4S)-1,8-Epoxy-p-menthane-2,7-diol 2-O-b-D-glucoside has been detected, but not quantified in, herbs and spices. 2-(hydroxymethyl)-6-{[1-(hydroxymethyl)-3,3-dimethyl-2-oxabicyclo[2.2.2]octan-6-yl]oxy}oxane-3,4,5-triol is found in Foeniculum vulgare. This could make (1S,2S,4S)-1,8-epoxy-p-menthane-2,7-diol 2-O-b-D-glucoside a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061308042D          

 25 27  0  0  0  0            999 V2000
    7.2390    0.3196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2464   -0.4113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9049   -0.6781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0013    0.2898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4368   -1.8490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7868   -1.8667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9466   -0.4467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9312    0.9822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4905    0.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3478    1.4149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0864    1.0826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6512    0.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5440    1.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6302    1.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3855    2.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4782   -0.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8957    1.2426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4233    1.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4214   -0.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0166   -1.1390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1917   -1.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1763    0.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7715   -0.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7562    0.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5509    1.6284    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0  0  0  0
  1 11  1  0  0  0  0
 12  2  1  0  0  0  0
 19  2  1  0  0  0  0
  3 16  1  0  0  0  0
 19  4  1  0  0  0  0
 22  4  1  0  0  0  0
 20  5  1  0  0  0  0
 21  6  1  0  0  0  0
 23  7  1  0  0  0  0
  8 24  1  0  0  0  0
  9 12  1  0  0  0  0
  9 14  1  0  0  0  0
  9 16  1  0  0  0  0
 10 11  1  0  0  0  0
 10 13  1  0  0  0  0
 10 15  1  0  0  0  0
 11 17  1  0  0  0  0
 11 18  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 20 19  1  0  0  0  0
 20 21  1  0  0  0  0
 21 23  1  0  0  0  0
 23 22  1  0  0  0  0
 22 24  1  0  0  0  0
 10 25  1  0  0  0  0
M  END

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
   -3.2334    0.5679    2.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3129    0.1632    0.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7822   -0.2163    0.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6025   -1.0126    0.6290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6842   -0.7814   -0.3974 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9225   -2.0671   -0.5904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8160   -3.1042   -0.9119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4403   -0.5059   -1.6989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3575    0.6791   -1.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0072    1.2499   -0.1318 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5365    1.6112   -0.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7547    0.3545   -0.0516 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3948    0.2012   -0.6777 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5623    0.0448    0.0299 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1654   -1.0845   -0.3356 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4937   -1.2203   -0.3859 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9591   -1.9545    0.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3910   -3.2037    0.9874 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -0.0023   -0.5130 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6173   -0.2352   -0.0061 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7747    1.2116    0.1800 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4594    2.3218   -0.3130 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3504    1.3204   -0.2705 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7763    2.4220    0.3205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6554    1.6105    2.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2493    0.4816    2.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9699   -0.0706    2.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2827   -0.4893    1.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8640   -1.0126   -0.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3408    0.6594    0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1460   -1.9765   -1.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4162   -2.3313    0.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6576   -2.8996   -0.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7423   -0.2986   -2.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0193   -1.4351   -1.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3989    0.3760   -1.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1887    1.4662   -2.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6105    2.1221    0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4213    2.0998   -1.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2973    2.3573    0.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5663    0.2858    1.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4345    0.0489    1.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7591   -1.9068   -1.2217 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8639   -1.3279    1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0674   -2.1014    0.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1916   -3.4082    1.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4709    0.2750   -1.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2104    0.5373   -0.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8796    1.1846    1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2934    2.3271   -1.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3365    1.4673   -1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4906    3.1245   -0.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
  9  8  1  0
  8  5  1  0
  5  6  1  6
  6  7  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  1  0
  5 12  1  0
 12 11  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
  2 10  1  0
 23 14  1  0
 11 10  1  0
 10 38  1  1
  9 36  1  0
  9 37  1  0
  8 34  1  0
  8 35  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
 12 41  1  1
 11 39  1  0
 11 40  1  0
 14 42  1  1
 16 43  1  6
 17 44  1  0
 17 45  1  0
 18 46  1  0
 19 47  1  6
 20 48  1  0
 21 49  1  1
 22 50  1  0
 23 51  1  6
 24 52  1  0
M  END


  Mrv0541 05061308042D          

 25 27  0  0  0  0            999 V2000
    7.2390    0.3196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2464   -0.4113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9049   -0.6781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0013    0.2898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4368   -1.8490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7868   -1.8667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9466   -0.4467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9312    0.9822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4905    0.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3478    1.4149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0864    1.0826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6512    0.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5440    1.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6302    1.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3855    2.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4782   -0.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8957    1.2426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4233    1.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4214   -0.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0166   -1.1390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1917   -1.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1763    0.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7715   -0.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7562    0.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5509    1.6284    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0  0  0  0
  1 11  1  0  0  0  0
 12  2  1  0  0  0  0
 19  2  1  0  0  0  0
  3 16  1  0  0  0  0
 19  4  1  0  0  0  0
 22  4  1  0  0  0  0
 20  5  1  0  0  0  0
 21  6  1  0  0  0  0
 23  7  1  0  0  0  0
  8 24  1  0  0  0  0
  9 12  1  0  0  0  0
  9 14  1  0  0  0  0
  9 16  1  0  0  0  0
 10 11  1  0  0  0  0
 10 13  1  0  0  0  0
 10 15  1  0  0  0  0
 11 17  1  0  0  0  0
 11 18  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 20 19  1  0  0  0  0
 20 21  1  0  0  0  0
 21 23  1  0  0  0  0
 23 22  1  0  0  0  0
 22 24  1  0  0  0  0
 10 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0246920

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C12CCC(CO)(OC1(C)C)C(C2)OC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H28O8/c1-15(2)8-3-4-16(7-18,24-15)10(5-8)23-14-13(21)12(20)11(19)9(6-17)22-14/h8-14,17-21H,3-7H2,1-2H3

> <INCHI_KEY>
IULDBYINDUBFDT-UHFFFAOYSA-N

> <FORMULA>
C16H28O8

> <MOLECULAR_WEIGHT>
348.3887

> <EXACT_MASS>
348.178417872

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
35.705701949537946

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(hydroxymethyl)-6-{[1-(hydroxymethyl)-3,3-dimethyl-2-oxabicyclo[2.2.2]octan-6-yl]oxy}oxane-3,4,5-triol

> <ALOGPS_LOGP>
-1.06

> <JCHEM_LOGP>
-1.544229613000001

> <ALOGPS_LOGS>
-0.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.169347828476543

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.206786405562037

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083554719693

> <JCHEM_POLAR_SURFACE_AREA>
128.84

> <JCHEM_REFRACTIVITY>
81.17939999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.39e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(hydroxymethyl)-6-{[1-(hydroxymethyl)-3,3-dimethyl-2-oxabicyclo[2.2.2]octan-6-yl]oxy}oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  O   UNK     0      13.513   0.597   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       9.793  -0.768   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      11.022  -1.266   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       7.469   0.541   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       8.282  -3.451   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       5.202  -3.485   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       3.634  -0.834   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       3.605   1.833   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      12.116   1.244   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.849   2.641   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.228   2.021   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.549   0.574   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.349   1.984   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.376   3.183   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.920   4.314   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.093  -0.296   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.739   2.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.857   3.426   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.253  -0.784   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.498  -2.126   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.958  -2.143   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.929   0.525   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.173  -0.817   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.145   1.850   0.000  0.00  0.00           C+0
HETATM   25  H   UNK     0      10.362   3.040   0.000  0.00  0.00           H+0
CONECT    1    9   11                                                       
CONECT    2   12   19                                                       
CONECT    3   16                                                            
CONECT    4   19   22                                                       
CONECT    5   20                                                            
CONECT    6   21                                                            
CONECT    7   23                                                            
CONECT    8   24                                                            
CONECT    9    1   12   14   16                                             
CONECT   10   11   13   15   25                                             
CONECT   11    1   10   17   18                                             
CONECT   12    2    9   13                                                  
CONECT   13   10   12                                                       
CONECT   14    9   15                                                       
CONECT   15   10   14                                                       
CONECT   16    3    9                                                       
CONECT   17   11                                                            
CONECT   18   11                                                            
CONECT   19    2    4   20                                                  
CONECT   20    5   19   21                                                  
CONECT   21    6   20   23                                                  
CONECT   22    4   23   24                                                  
CONECT   23    7   21   22                                                  
CONECT   24    8   22                                                       
CONECT   25   10                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₈O₈

Average Mass

348.3887 Da

Monoisotopic Mass

348.17842 Da

IUPAC Name

2-(hydroxymethyl)-6-{[1-(hydroxymethyl)-3,3-dimethyl-2-oxabicyclo[2.2.2]octan-6-yl]oxy}oxane-3,4,5-triol

Traditional Name

2-(hydroxymethyl)-6-{[1-(hydroxymethyl)-3,3-dimethyl-2-oxabicyclo[2.2.2]octan-6-yl]oxy}oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

[H]C12CCC(CO)(OC1(C)C)C(C2)OC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C16H28O8/c1-15(2)8-3-4-16(7-18,24-15)10(5-8)23-14-13(21)12(20)11(19)9(6-17)22-14/h8-14,17-21H,3-7H2,1-2H3

InChI Key

IULDBYINDUBFDT-UHFFFAOYSA-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, 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

Not Available

Species

Species of Origin

Species Name	Source	Reference
Foeniculum vulgare	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

O-glycosyl compound
Oxane
Monosaccharide
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Dialkyl ether
Acetal
Hydrocarbon derivative
Primary alcohol
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	-1.1	ALOGPS
logP	-1.5	ChemAxon
logS	-0.9	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	128.84 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	81.18 m³·mol⁻¹	ChemAxon
Polarizability	35.71 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

HMDB0034786

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB013342

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

85170188

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-{[1-(hydroxymethyl)-3,3-dimethyl-2-oxabicyclo[2.2.2]octan-6-yl]oxy}oxane-3,4,5-triol (NP0246920)

MOL for NP0246920 (2-(hydroxymethyl)-6-{[1-(hydroxymethyl)-3,3-dimethyl-2-oxabicyclo[2.2.2]octan-6-yl]oxy}oxane-3,4,5-triol)

3D MOL for NP0246920 (2-(hydroxymethyl)-6-{[1-(hydroxymethyl)-3,3-dimethyl-2-oxabicyclo[2.2.2]octan-6-yl]oxy}oxane-3,4,5-triol)

3D SDF for NP0246920 (2-(hydroxymethyl)-6-{[1-(hydroxymethyl)-3,3-dimethyl-2-oxabicyclo[2.2.2]octan-6-yl]oxy}oxane-3,4,5-triol)

3D-SDF for NP0246920 (2-(hydroxymethyl)-6-{[1-(hydroxymethyl)-3,3-dimethyl-2-oxabicyclo[2.2.2]octan-6-yl]oxy}oxane-3,4,5-triol)

PDB for NP0246920 (2-(hydroxymethyl)-6-{[1-(hydroxymethyl)-3,3-dimethyl-2-oxabicyclo[2.2.2]octan-6-yl]oxy}oxane-3,4,5-triol)

3D PDB for NP0246920 (2-(hydroxymethyl)-6-{[1-(hydroxymethyl)-3,3-dimethyl-2-oxabicyclo[2.2.2]octan-6-yl]oxy}oxane-3,4,5-triol)

SMILES for NP0246920 (2-(hydroxymethyl)-6-{[1-(hydroxymethyl)-3,3-dimethyl-2-oxabicyclo[2.2.2]octan-6-yl]oxy}oxane-3,4,5-triol)

INCHI for NP0246920 (2-(hydroxymethyl)-6-{[1-(hydroxymethyl)-3,3-dimethyl-2-oxabicyclo[2.2.2]octan-6-yl]oxy}oxane-3,4,5-triol)

Structure for NP0246920 (2-(hydroxymethyl)-6-{[1-(hydroxymethyl)-3,3-dimethyl-2-oxabicyclo[2.2.2]octan-6-yl]oxy}oxane-3,4,5-triol)

3D Structure for NP0246920 (2-(hydroxymethyl)-6-{[1-(hydroxymethyl)-3,3-dimethyl-2-oxabicyclo[2.2.2]octan-6-yl]oxy}oxane-3,4,5-triol)