NP-MRD: Showing NP-Card for Kielcorin (NP0138679)

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Record Information

Version

2.0

Created at

2022-06-29 17:40:39 UTC

Updated at

2022-06-29 17:40:39 UTC

NP-MRD ID

NP0138679

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Kielcorin

Description

Kielcorin belongs to the class of organic compounds known as phenylbenzo-1,4-dioxanes. These are benzo-1,3-dioxanes having a phenyl group attached to the 1,4-dioxane moiety. Kielcorin is found in Hypericum canariense, Hypericum geminiflorum, Hypericum henryi, Hypericum monogynum, Hypericum reflexum, Kielmeyera coriacea and Psorospermum febrifugum. Kielcorin was first documented in 2003 (PMID: 14567551). Based on a literature review a significant number of articles have been published on Kielcorin (PMID: 26900954) (PMID: 26194328) (PMID: 21870324) (PMID: 21218475) (PMID: 16041656) (PMID: 15069657).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306292219402D          

 32 36  0  0  1  0            999 V2000
    8.2757    2.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4656    2.4393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1955    1.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7356    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4656    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6555    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3854    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.5684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7651    1.1921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9550    1.0361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -1.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -1.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -0.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951   -1.7702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052   -1.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -1.6143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951    2.5952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5458    1.1921    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  9  7  1  1  0  0  0
  9 10  1  0  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
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
  9 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 13 29  1  0  0  0  0
 10 30  1  6  0  0  0
 30 31  1  0  0  0  0
  4 32  1  0  0  0  0
M  END

     RDKit          3D

 52 56  0  0  0  0  0  0  0  0999 V2000
   -4.0281   -3.5907   -1.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4992   -2.5309   -2.6829 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9893   -1.2645   -2.7368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9008   -0.9169   -1.9608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3886    0.3696   -2.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2369    0.8162   -1.2239 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3872    0.3347    0.0954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3330    0.4142    1.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5372    0.3890    2.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8240    0.2805    2.8446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2427    0.2407    4.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5538    0.4728    3.2140 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8487    0.5814    2.7339 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9536    0.6669    3.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8278    0.6490    4.7679 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1903    0.7720    2.9347 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3610    0.8630    3.6845 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5728    0.9660    3.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7015    0.9851    1.6670 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5384    0.8945    0.9266 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3208    0.7911    1.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2378    0.7069    0.8337 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0399    0.6055    1.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9480    0.5217    0.5060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1364    0.5453   -0.8633 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0973    0.4342   -1.8140 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4509    1.3224   -2.9854 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6591    0.9160   -3.5442 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0155    1.2547   -2.8779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0996    0.9139   -3.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6131   -0.3600   -3.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6963   -0.7640   -4.3499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9508   -3.5383   -1.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1908   -4.5413   -2.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6342   -3.7067   -0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4109   -1.6132   -1.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2613    1.9361   -1.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1259   -0.7503    4.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6920    1.0435    4.7242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3151    0.5113    4.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4287    0.4559    4.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2858    0.8503    4.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5091    1.0382    3.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6788    1.0691    1.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5712    0.9036   -0.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0477   -0.6355   -2.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3233    1.2700   -3.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5715    2.3606   -2.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5017    0.1335   -4.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6130    2.2655   -2.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5836    1.6165   -4.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1402   -0.1108   -4.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 31  2  0
 31 32  1  0
 31 30  1  0
 30 29  2  0
 29  5  1  0
  5  4  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
  4  3  1  0
 26  6  1  0
 24  8  1  0
 23 13  1  0
 21 16  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
 32 52  1  0
 30 51  1  0
 29 50  1  0
  4 36  1  0
  6 37  1  1
 11 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 26 46  1  6
 27 47  1  0
 27 48  1  0
 28 49  1  0
M  END


  Mrv1652306292219402D          

 32 36  0  0  1  0            999 V2000
    8.2757    2.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4656    2.4393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1955    1.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7356    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4656    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6555    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3854    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.5684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7651    1.1921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9550    1.0361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -1.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -1.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -0.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951   -1.7702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052   -1.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -1.6143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951    2.5952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5458    1.1921    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  9  7  1  1  0  0  0
  9 10  1  0  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
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
  9 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 13 29  1  0  0  0  0
 10 30  1  6  0  0  0
 30 31  1  0  0  0  0
  4 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138679

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC(=C1)[C@H]1OC2=C(OC)C=C3C(=O)C4=CC=CC=C4OC3=C2O[C@@H]1CO

> <INCHI_IDENTIFIER>
InChI=1S/C24H20O8/c1-28-17-9-12(7-8-15(17)26)21-19(11-25)31-24-22-14(10-18(29-2)23(24)32-21)20(27)13-5-3-4-6-16(13)30-22/h3-10,19,21,25-26H,11H2,1-2H3/t19-,21-/m1/s1

> <INCHI_KEY>
LRBDQYXCSFVISO-TZIWHRDSSA-N

> <FORMULA>
C24H20O8

> <MOLECULAR_WEIGHT>
436.416

> <EXACT_MASS>
436.115817604

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
44.38695753288983

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-12-methoxy-3,10-dihydro-2H-1,4,5-trioxatetraphen-10-one

> <ALOGPS_LOGP>
2.84

> <JCHEM_LOGP>
3.0077701379999997

> <ALOGPS_LOGS>
-4.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.56174793316747

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.908128879776761

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9904956885410687

> <JCHEM_POLAR_SURFACE_AREA>
103.68

> <JCHEM_REFRACTIVITY>
112.9263

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.45e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-12-methoxy-2,3-dihydro-1,4,5-trioxatetraphen-10-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0      15.448   4.844   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      13.936   4.553   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      13.432   3.098   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.440   1.934   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.936   0.479   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.424   0.188   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.415   1.352   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.919   2.807   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.903   1.061   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.895   2.225   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.383   1.934   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.879   0.479   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.366   0.188   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.862  -1.267   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.870  -2.431   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.383  -2.140   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.887  -0.685   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.399  -0.394   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       8.391  -3.304   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.903  -3.013   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.350  -1.558   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.846  -3.013   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.342  -0.394   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.830  -0.685   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.179   0.479   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.326   1.934   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.838   2.225   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.846   1.061   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.358   1.352   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       9.399   3.680   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       8.391   4.844   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      15.952   2.225   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   32                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7    3                                                       
CONECT    9    7   10   18                                                  
CONECT   10    9   11   30                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   29                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   12   18                                                  
CONECT   18   17    9                                                       
CONECT   19   16   20                                                       
CONECT   20   19                                                            
CONECT   21   14   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23   29                                                  
CONECT   29   28   13                                                       
CONECT   30   10   31                                                       
CONECT   31   30                                                            
CONECT   32    4                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₀O₈

Average Mass

436.4160 Da

Monoisotopic Mass

436.11582 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

64280-48-4

SMILES

COC1=C(O)C=CC(=C1)[C@H]1OC2=C(OC)C=C3C(=O)C4=CC=CC=C4OC3=C2O[C@@H]1CO

InChI Identifier

InChI=1S/C24H20O8/c1-28-17-9-12(7-8-15(17)26)21-19(11-25)31-24-22-14(10-18(29-2)23(24)32-21)20(27)13-5-3-4-6-16(13)30-22/h3-10,19,21,25-26H,11H2,1-2H3/t19-,21-/m1/s1

InChI Key

LRBDQYXCSFVISO-TZIWHRDSSA-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
Hypericum canariense	LOTUS Database	35616633
Hypericum geminiflorum	LOTUS Database	35616633
Hypericum henryi	LOTUS Database	35616633
Hypericum monogynum	LOTUS Database	35616633
Hypericum reflexum	LOTUS Database	35616633
Kielmeyera coriacea	LOTUS Database	35616633
Psorospermum febrifugum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylbenzo-1,4-dioxanes. These are benzo-1,3-dioxanes having a phenyl group attached to the 1,4-dioxane moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodioxanes

Sub Class

Phenylbenzodioxanes

Direct Parent

Phenylbenzo-1,4-dioxanes

Alternative Parents

Substituents

2-phenylbenzo-1,4-dioxane
Xanthone
Dibenzopyran
Xanthene
Chromone
Benzo-1,4-dioxane
Benzopyran
Methoxyphenol
1-benzopyran
Anisole
Phenoxy compound
Methoxybenzene
Phenol ether
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
Pyran
Para-dioxin
Monocyclic benzene moiety
Heteroaromatic compound
Oxacycle
Ether
Primary alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Alcohol
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00048278

Chemspider ID

108341260

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13834128

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Coqueiro A, Choi YH, Verpoorte R, Gupta KB, De Mieri M, Hamburger M, Young MC, Stapleton P, Gibbons S, Bolzani Vda S: Antistaphylococcal Prenylated Acylphoroglucinol and Xanthones from Kielmeyera variabilis. J Nat Prod. 2016 Mar 25;79(3):470-6. doi: 10.1021/acs.jnatprod.5b00858. Epub 2016 Feb 22. [PubMed:26900954 ]
Zubricka D, Misianikova A, Henzelyova J, Valletta A, De Angelis G, D'Auria FD, Simonetti G, Pasqua G, Cellarova E: Xanthones from roots, hairy roots and cell suspension cultures of selected Hypericum species and their antifungal activity against Candida albicans. Plant Cell Rep. 2015 Nov;34(11):1953-62. doi: 10.1007/s00299-015-1842-5. Epub 2015 Jul 21. [PubMed:26194328 ]
Ali M, Arfan M, Ahmad M, Singh K, Anis I, Ahmad H, Choudhary MI, Shah MR: Anti-inflammatory xanthones from the twigs of Hypericum oblongifolium wall. Planta Med. 2011 Dec;77(18):2013-8. doi: 10.1055/s-0031-1280114. Epub 2011 Aug 25. [PubMed:21870324 ]
Crockett SL, Poller B, Tabanca N, Pferschy-Wenzig EM, Kunert O, Wedge DE, Bucar F: Bioactive xanthones from the roots of Hypericum perforatum (common St John's wort). J Sci Food Agric. 2011 Feb;91(3):428-34. doi: 10.1002/jsfa.4202. Epub 2010 Oct 27. [PubMed:21218475 ]
Wilairat R, Manosroi J, Manosroi A, Kijjoa A, Nascimento MS, Pinto M, Silva AM, Eaton G, Herz W: Cytotoxicities of xanthones and cinnamate esters from Hypericum hookerianum. Planta Med. 2005 Jul;71(7):680-2. doi: 10.1055/s-2005-871276. [PubMed:16041656 ]
Sousa EP, Tiritan ME, Oliveira RV, Afonso CM, Cass QB, Pinto MM: Enantiomeric resolution of kielcorin derivatives by HPLC on polysaccharide stationary phases using multimodal elution. Chirality. 2004 May 15;16(5):279-85. doi: 10.1002/chir.20031. [PubMed:15069657 ]
Saraiva L, Fresco P, Pinto E, Sousa E, Pinto M, Goncalves J: Inhibition of alpha, betaI, delta, eta, and zeta protein kinase C isoforms by xanthonolignoids. J Enzyme Inhib Med Chem. 2003 Aug;18(4):357-70. doi: 10.1080/147563601000118400. [PubMed:14567551 ]
Pinheiro L, Nakamura CV, Dias Filho BP, Ferreira AG, Young MC, Cortez DA: Antibacterial xanthones from Kielmeyera variabilis mart. (Clusiaceae). Mem Inst Oswaldo Cruz. 2003 Jun;98(4):549-52. doi: 10.1590/s0074-02762003000400023. Epub 2003 Aug 18. [PubMed:12937772 ]

Showing NP-Card for Kielcorin (NP0138679)

MOL for NP0138679 (Kielcorin)

3D MOL for NP0138679 (Kielcorin)

3D SDF for NP0138679 (Kielcorin)

3D-SDF for NP0138679 (Kielcorin)

PDB for NP0138679 (Kielcorin)

3D PDB for NP0138679 (Kielcorin)

SMILES for NP0138679 (Kielcorin)

INCHI for NP0138679 (Kielcorin)

Structure for NP0138679 (Kielcorin)

3D Structure for NP0138679 (Kielcorin)