NP-MRD: Showing NP-Card for (2s,3r,4s,5s,6r)-2-{[(1r,4s,5r,6s,7r,8s,9s)-5-chloro-4,6-dihydroxy-2,10-dioxatricyclo[5.3.1.0⁴,⁸]undecan-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0251758)

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Record Information

Version

2.0

Created at

2022-09-07 15:02:59 UTC

Updated at

2022-09-07 15:02:59 UTC

NP-MRD ID

NP0251758

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3r,4s,5s,6r)-2-{[(1r,4s,5r,6s,7r,8s,9s)-5-chloro-4,6-dihydroxy-2,10-dioxatricyclo[5.3.1.0⁴,⁸]undecan-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Description

(2S,3R,4S,5S,6R)-2-{[(1R,4S,5R,6S,7R,8S,9S)-5-chloro-4,6-dihydroxy-2,10-dioxatricyclo[5.3.1.0⁴,⁸]Undecan-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol 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. (2s,3r,4s,5s,6r)-2-{[(1r,4s,5r,6s,7r,8s,9s)-5-chloro-4,6-dihydroxy-2,10-dioxatricyclo[5.3.1.0⁴,⁸]undecan-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol is found in Rehmannia glutinosa. Based on a literature review very few articles have been published on (2S,3R,4S,5S,6R)-2-{[(1R,4S,5R,6S,7R,8S,9S)-5-chloro-4,6-dihydroxy-2,10-dioxatricyclo[5.3.1.0⁴,⁸]Undecan-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072217032D          

 26 29  0  0  1  0            999 V2000
    6.6083    2.4960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9270    2.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1834    2.3882    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5021    1.9229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7585    2.2803    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0772    1.8151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1395    0.9925    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8337    0.5104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5997   -0.3097    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7525   -0.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393    0.0950    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0235   -0.0873    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2819    0.2741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3800   -0.8370    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0758   -1.6039    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1856   -0.5232    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4455   -0.1586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6763   -1.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5180   -1.1564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5183    0.4045    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6963    3.1030    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9527    3.4604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3776    3.5682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3153    4.3909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1211    3.2108    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8025    3.6760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  1  0  0  0  0
 20 16  1  6  0  0  0
  7 20  1  0  0  0  0
 11 20  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  6  0  0  0
M  END

     RDKit          3D

 49 52  0  0  0  0  0  0  0  0999 V2000
    2.6919    2.7256   -2.1765 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.7920   -1.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0850    1.6030   -0.0857 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8191    1.1678    0.0827 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5557   -0.1608    0.1465 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4650   -0.4259   -0.6704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6036   -0.8688    0.0763 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9828   -2.1085   -0.4250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3262   -2.3779   -0.0724 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2810   -1.5826   -0.9171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6830   -0.2252   -1.2018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7861    0.8128   -0.9580 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3656    2.0264   -1.4982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8687    0.8969    0.5396 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3898    0.2201    1.1281 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.6531    0.1818    1.0973 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0314    1.0990    1.9805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9316   -1.0847    1.7751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4549   -2.2374    1.2545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7348    0.0989   -0.0932 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6541   -1.0882   -0.2358 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4253   -2.3489    0.3353 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0256   -0.6465    0.1816 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9548   -0.7290   -0.8559 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0510    0.7748    0.6861 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7329    0.7722    2.0197 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1456    3.2629   -1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5347    2.2205   -1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4637    0.8623   -2.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1383    2.6427    0.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2488   -0.3864    1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3203   -0.8999    1.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4760   -3.4460   -0.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4453   -2.0803   -1.8957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2416   -1.5368   -0.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2543   -0.1266   -2.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7458    0.4911   -1.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8544    2.8000   -1.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8780    1.9851    0.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6995    1.8770    1.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5632   -1.0307    2.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0483   -1.1963    1.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3013    1.0995   -0.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6750   -1.2582   -1.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3407   -2.2091    1.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4233   -1.2810    1.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6320   -1.4387   -1.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0705    1.1979    0.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2888    0.1641    2.5486 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  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
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 16 20  1  0
  5 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25  3  1  0
 20  7  1  0
 19  9  1  0
 20 11  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  1
  5 31  1  1
  7 32  1  1
  9 33  1  1
 10 34  1  0
 10 35  1  0
 11 36  1  6
 12 37  1  6
 13 38  1  0
 14 39  1  6
 17 40  1  0
 18 41  1  0
 18 42  1  0
 20 43  1  6
 21 44  1  6
 22 45  1  0
 23 46  1  1
 24 47  1  0
 25 48  1  1
 26 49  1  0
M  END


  Mrv1652309072217032D          

 26 29  0  0  1  0            999 V2000
    6.6083    2.4960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9270    2.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1834    2.3882    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5021    1.9229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7585    2.2803    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0772    1.8151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1395    0.9925    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8337    0.5104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5997   -0.3097    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7525   -0.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393    0.0950    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0235   -0.0873    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2819    0.2741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3800   -0.8370    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0758   -1.6039    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1856   -0.5232    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4455   -0.1586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6763   -1.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5180   -1.1564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5183    0.4045    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6963    3.1030    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9527    3.4604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3776    3.5682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3153    4.3909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1211    3.2108    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8025    3.6760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  1  0  0  0  0
 20 16  1  6  0  0  0
  7 20  1  0  0  0  0
 11 20  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0251758

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](O[C@@H]2O[C@@H]3C[C@H]4[C@H](O)[C@@H](Cl)[C@@](O)(CO3)[C@@H]24)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H23ClO10/c16-12-8(18)4-1-6-23-3-15(12,22)7(4)13(25-6)26-14-11(21)10(20)9(19)5(2-17)24-14/h4-14,17-22H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11-,12-,13+,14+,15-/m1/s1

> <INCHI_KEY>
JWOORQMSHBLSDU-TUANDBMESA-N

> <FORMULA>
C15H23ClO10

> <MOLECULAR_WEIGHT>
398.79

> <EXACT_MASS>
398.0979746

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
36.83652859627021

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-2-{[(1R,4S,5R,6S,7R,8S,9S)-5-chloro-4,6-dihydroxy-2,10-dioxatricyclo[5.3.1.0^{4,8}]undecan-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_LOGP>
-2.6821162063333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.649780640304328

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.063076703223924

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810847587232825

> <JCHEM_POLAR_SURFACE_AREA>
158.3

> <JCHEM_REFRACTIVITY>
81.2897

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-2-{[(1R,4S,5R,6S,7R,8S,9S)-5-chloro-4,6-dihydroxy-2,10-dioxatricyclo[5.3.1.0^{4,8}]undecan-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  O   UNK     0      12.335   4.659   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      11.064   3.791   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.676   4.458   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       8.404   3.589   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.016   4.257   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.744   3.388   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       5.860   1.853   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       7.156   0.953   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.720  -0.578   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.138  -0.328   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.433   0.177   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.910  -0.163   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.526   0.512   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.576  -1.562   0.000  0.00  0.00           C+0
HETATM   15 Cl   UNK     0       2.008  -2.994   0.000  0.00  0.00          Cl+0
HETATM   16  C   UNK     0       4.080  -0.977   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.698  -0.296   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.996  -2.325   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.567  -2.159   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.701   0.755   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.900   5.792   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.512   6.459   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.171   6.661   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.055   8.196   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.559   5.994   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      10.831   6.862   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   20                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   19                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   20                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18   20                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18    9                                                       
CONECT   20   16    7   11                                                  
CONECT   21    5   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23    3   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₃ClO₁₀

Average Mass

398.7900 Da

Monoisotopic Mass

398.09797 Da

IUPAC Name

(2S,3R,4S,5S,6R)-2-{[(1R,4S,5R,6S,7R,8S,9S)-5-chloro-4,6-dihydroxy-2,10-dioxatricyclo[5.3.1.0^{4,8}]undecan-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

(2S,3R,4S,5S,6R)-2-{[(1R,4S,5R,6S,7R,8S,9S)-5-chloro-4,6-dihydroxy-2,10-dioxatricyclo[5.3.1.0^{4,8}]undecan-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@H](O[C@@H]2O[C@@H]3C[C@H]4[C@H](O)[C@@H](Cl)[C@@](O)(CO3)[C@@H]24)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C15H23ClO10/c16-12-8(18)4-1-6-23-3-15(12,22)7(4)13(25-6)26-14-11(21)10(20)9(19)5(2-17)24-14/h4-14,17-22H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11-,12-,13+,14+,15-/m1/s1

InChI Key

JWOORQMSHBLSDU-TUANDBMESA-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
Rehmannia glutinosa	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

Hexose monosaccharide
O-glycosyl compound
1,3-dioxepane
Dioxepane
Oxepane
Monosaccharide
Oxane
Cyclic alcohol
Tertiary alcohol
Chlorohydrin
Halohydrin
Secondary alcohol
Acetal
Organoheterocyclic compound
Oxacycle
Polyol
Primary alcohol
Alcohol
Hydrocarbon derivative
Alkyl halide
Alkyl chloride
Organohalogen compound
Organochloride
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	-2.7	ChemAxon
pKa (Strongest Acidic)	12.06	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	158.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	81.29 m³·mol⁻¹	ChemAxon
Polarizability	36.84 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

10272969

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14413767

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3r,4s,5s,6r)-2-{[(1r,4s,5r,6s,7r,8s,9s)-5-chloro-4,6-dihydroxy-2,10-dioxatricyclo[5.3.1.0⁴,⁸]undecan-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0251758)

MOL for NP0251758 ((2s,3r,4s,5s,6r)-2-{[(1r,4s,5r,6s,7r,8s,9s)-5-chloro-4,6-dihydroxy-2,10-dioxatricyclo[5.3.1.0⁴,⁸]undecan-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D MOL for NP0251758 ((2s,3r,4s,5s,6r)-2-{[(1r,4s,5r,6s,7r,8s,9s)-5-chloro-4,6-dihydroxy-2,10-dioxatricyclo[5.3.1.0⁴,⁸]undecan-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D SDF for NP0251758 ((2s,3r,4s,5s,6r)-2-{[(1r,4s,5r,6s,7r,8s,9s)-5-chloro-4,6-dihydroxy-2,10-dioxatricyclo[5.3.1.0⁴,⁸]undecan-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D-SDF for NP0251758 ((2s,3r,4s,5s,6r)-2-{[(1r,4s,5r,6s,7r,8s,9s)-5-chloro-4,6-dihydroxy-2,10-dioxatricyclo[5.3.1.0⁴,⁸]undecan-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

PDB for NP0251758 ((2s,3r,4s,5s,6r)-2-{[(1r,4s,5r,6s,7r,8s,9s)-5-chloro-4,6-dihydroxy-2,10-dioxatricyclo[5.3.1.0⁴,⁸]undecan-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D PDB for NP0251758 ((2s,3r,4s,5s,6r)-2-{[(1r,4s,5r,6s,7r,8s,9s)-5-chloro-4,6-dihydroxy-2,10-dioxatricyclo[5.3.1.0⁴,⁸]undecan-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

SMILES for NP0251758 ((2s,3r,4s,5s,6r)-2-{[(1r,4s,5r,6s,7r,8s,9s)-5-chloro-4,6-dihydroxy-2,10-dioxatricyclo[5.3.1.0⁴,⁸]undecan-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

INCHI for NP0251758 ((2s,3r,4s,5s,6r)-2-{[(1r,4s,5r,6s,7r,8s,9s)-5-chloro-4,6-dihydroxy-2,10-dioxatricyclo[5.3.1.0⁴,⁸]undecan-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

Structure for NP0251758 ((2s,3r,4s,5s,6r)-2-{[(1r,4s,5r,6s,7r,8s,9s)-5-chloro-4,6-dihydroxy-2,10-dioxatricyclo[5.3.1.0⁴,⁸]undecan-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D Structure for NP0251758 ((2s,3r,4s,5s,6r)-2-{[(1r,4s,5r,6s,7r,8s,9s)-5-chloro-4,6-dihydroxy-2,10-dioxatricyclo[5.3.1.0⁴,⁸]undecan-9-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)