NP-MRD: Showing NP-Card for (-)-Epikingisidic acid (NP0075328)

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Record Information

Version

2.0

Created at

2022-04-28 20:37:11 UTC

Updated at

2022-04-28 20:37:11 UTC

NP-MRD ID

NP0075328

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Epikingisidic acid

Description

(1R,4aS,8R,8aS)-8-methyl-6-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,8H,8aH-pyrano[3,4-c]pyran-4-carboxylic acid 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. (-)-Epikingisidic acid is found in Fraxinus griffithii C.B.Clarke , Jasminum nitidum Skan, Jasminum odoratissinum L., Jasminum polyanthum Franch., Ligustrum japonicum Thunb. , Ligustrum lucidum Ait. , Ligustrum obtusifolium Sieb.et Zucc. , Ligustrum ovalifolium Hassk., Menodora robusta (Benth.) A.Gray, Osmanthus fragrans (Thunb.) Lour. , Phillyrea latifolia L. , Picconia excelsa (Aiton) DC., Syringa josikaea Jacq. f. and Syringa vulgaris L. . Based on a literature review very few articles have been published on (1R,4aS,8R,8aS)-8-methyl-6-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,8H,8aH-pyrano[3,4-c]pyran-4-carboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282222372D          

 27 29  0  0  1  0            999 V2000
   -0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  6  1  6  0  0  0
  8  7  1  6  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  7 13  1  0  0  0  0
  9 14  1  1  0  0  0
  6 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  1 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  1 22  1  0  0  0  0
 22 23  1  6  0  0  0
 21 24  1  1  0  0  0
 20 25  1  6  0  0  0
 19 26  1  1  0  0  0
 26 27  1  0  0  0  0
M  END

     RDKit          3D

 49 51  0  0  0  0  0  0  0  0999 V2000
   -1.6463    2.4354   -0.5336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9246    1.1422    0.2042 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1456    1.3310    0.8896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3818    0.9296    0.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4100    1.4766    0.8419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4072   -0.1694   -0.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1192   -0.9569   -0.4995 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9764   -1.7972    0.6810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9753   -1.9757    1.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1201   -1.4622    1.7198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7187   -2.8224    2.8026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8132   -2.4337    0.8248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8880   -2.2059   -0.1786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6503   -0.8306   -0.5295 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1522   -0.2754    0.4569 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3616    0.0735   -0.0650 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4106   -0.7143    0.4828 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4782   -0.5562   -0.3964 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4668   -1.6921   -0.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8295   -2.8940   -0.5942 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1164    0.7687   -0.0636 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6788    1.2760   -1.2314 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1472    1.7352    0.5596 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2462    1.7064    1.9508 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7284    1.5254    0.0941 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5269    2.1685   -1.1259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9236   -0.0494   -0.7077 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9093    3.0721   -0.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2416    2.2366   -1.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5652    3.0453   -0.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1468    1.0453    0.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2491   -0.8472   -0.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5343    0.3096   -1.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1668   -1.6325   -1.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5357   -3.7877    2.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6309   -3.0891    1.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0656   -0.8112   -1.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3888   -0.1748   -1.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0932   -0.4943   -1.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7801   -1.7436    0.7850 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3431   -1.5610   -0.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4836   -2.8248   -1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9389    0.5747    0.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6058    0.6523   -1.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4472    2.7561    0.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    2.3454    2.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0482    1.9848    0.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2134    2.8819   -1.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9407    0.3290   -1.7470 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  2  0
  4  6  1  0
  6  7  1  0
  7 27  1  0
 27 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 14 13  1  0
 13 12  1  0
 12  8  2  0
  8  9  1  0
  9 11  1  0
  9 10  2  0
 27  2  1  0
 25 16  1  0
  8  7  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  1
  6 32  1  0
  6 33  1  0
  7 34  1  6
 27 49  1  6
 14 37  1  6
 16 38  1  6
 18 39  1  6
 19 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  1
 22 44  1  0
 23 45  1  6
 24 46  1  0
 25 47  1  1
 26 48  1  0
 12 36  1  0
 11 35  1  0
M  END


  Mrv1652304282222372D          

 27 29  0  0  1  0            999 V2000
   -0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  6  1  6  0  0  0
  8  7  1  6  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  7 13  1  0  0  0  0
  9 14  1  1  0  0  0
  6 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  1 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  1 22  1  0  0  0  0
 22 23  1  6  0  0  0
 21 24  1  1  0  0  0
 20 25  1  6  0  0  0
 19 26  1  1  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0075328

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1OC(=O)C[C@H]2[C@@H]1[C@@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)OC=C2C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H22O11/c1-5-10-6(2-9(18)25-5)7(14(22)23)4-24-15(10)27-16-13(21)12(20)11(19)8(3-17)26-16/h4-6,8,10-13,15-17,19-21H,2-3H2,1H3,(H,22,23)/t5-,6-,8-,10-,11-,12+,13-,15-,16+/m1/s1

> <INCHI_KEY>
HQEBQNGGKFIFBW-UAWFFICZSA-N

> <FORMULA>
C16H22O11

> <MOLECULAR_WEIGHT>
390.341

> <EXACT_MASS>
390.116211528

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
36.51823844102689

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,4aS,8R,8aS)-8-methyl-6-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,8H,8aH-pyrano[3,4-c]pyran-4-carboxylic acid

> <ALOGPS_LOGP>
-1.87

> <JCHEM_LOGP>
-2.1456963316666666

> <ALOGPS_LOGS>
-0.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.207029984830397

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.110223383851979

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981084760188039

> <JCHEM_POLAR_SURFACE_AREA>
172.20999999999998

> <JCHEM_REFRACTIVITY>
82.52629999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.12e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4aS,8R,8aS)-8-methyl-6-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,8H,8aH-pyrano[3,4-c]pyran-4-carboxylic acid

> <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      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -5.335   1.540   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -5.335   4.620   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -4.001   6.930   0.000  0.00  0.00           O+0
CONECT    1    2   18   22                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    7                                                       
CONECT   14    9                                                            
CONECT   15    6   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    1   19                                                       
CONECT   19   18   20   26                                                  
CONECT   20   19   21   25                                                  
CONECT   21   20   22   24                                                  
CONECT   22   21    1   23                                                  
CONECT   23   22                                                            
CONECT   24   21                                                            
CONECT   25   20                                                            
CONECT   26   19   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Value	Source
(1R,4AS,8R,8as)-8-methyl-6-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4ah,5H,6H,8H,8ah-pyrano[3,4-c]pyran-4-carboxylate	Generator

Chemical Formula

C₁₆H₂₂O₁₁

Average Mass

390.3410 Da

Monoisotopic Mass

390.11621 Da

IUPAC Name

(1R,4aS,8R,8aS)-8-methyl-6-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,8H,8aH-pyrano[3,4-c]pyran-4-carboxylic acid

Traditional Name

(1R,4aS,8R,8aS)-8-methyl-6-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,8H,8aH-pyrano[3,4-c]pyran-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

C[C@H]1OC(=O)C[C@H]2[C@@H]1[C@@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)OC=C2C(O)=O

InChI Identifier

InChI=1S/C16H22O11/c1-5-10-6(2-9(18)25-5)7(14(22)23)4-24-15(10)27-16-13(21)12(20)11(19)8(3-17)26-16/h4-6,8,10-13,15-17,19-21H,2-3H2,1H3,(H,22,23)/t5-,6-,8-,10-,11-,12+,13-,15-,16+/m1/s1

InChI Key

HQEBQNGGKFIFBW-UAWFFICZSA-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
Fraxinus griffithii C.B.Clarke	Plant	KNApSAcK
Jasminum nitidum Skan	Plant	KNApSAcK
Jasminum odoratissinum L.	Plant	KNApSAcK
Jasminum polyanthum Franch.	Plant	KNApSAcK
Ligustrum japonicum	Plant	KNApSAcK
Ligustrum lucidum Ait.	Plant	KNApSAcK
Ligustrum obtusifolium Sieb.et Zucc.	Plant	KNApSAcK
Ligustrum ovalifolium	Plant	KNApSAcK
Menodora robusta (Benth.) A.Gray	Plant	KNApSAcK
Osmanthus fragrans (Thunb.) Lour.	Plant	KNApSAcK
Phillyrea latifolia	Plant	KNApSAcK
Picconia excelsa (Aiton) DC.	Plant	KNApSAcK
Syringa josikaea Jacq. f.	Plant	KNApSAcK
Syringa vulgaris L.	Plant	KNApSAcK

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
Delta_valerolactone
Delta valerolactone
Oxane
Monosaccharide
Dicarboxylic acid or derivatives
Vinylogous ester
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxide
Hydrocarbon derivative
Primary alcohol
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	-1.9	ALOGPS
logP	-2.1	ChemAxon
logS	-0.8	ALOGPS
pKa (Strongest Acidic)	4.11	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	172.21 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	82.53 m³·mol⁻¹	ChemAxon
Polarizability	36.52 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

163072651

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-Epikingisidic acid (NP0075328)

MOL for NP0075328 ((-)-Epikingisidic acid)

3D MOL for NP0075328 ((-)-Epikingisidic acid)

3D SDF for NP0075328 ((-)-Epikingisidic acid)

3D-SDF for NP0075328 ((-)-Epikingisidic acid)

PDB for NP0075328 ((-)-Epikingisidic acid)

3D PDB for NP0075328 ((-)-Epikingisidic acid)

SMILES for NP0075328 ((-)-Epikingisidic acid)

INCHI for NP0075328 ((-)-Epikingisidic acid)

Structure for NP0075328 ((-)-Epikingisidic acid)

3D Structure for NP0075328 ((-)-Epikingisidic acid)