NP-MRD: Showing NP-Card for (+)-Kunzeaphlogin F (NP0073599)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 18:49:28 UTC

Updated at

2022-04-28 18:49:28 UTC

NP-MRD ID

NP0073599

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Kunzeaphlogin F

Description

Kunzeaphlogin F belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. (+)-Kunzeaphlogin F is found in Kunzea ambigua. Based on a literature review very few articles have been published on Kunzeaphlogin F.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282220492D          

 38 40  0  0  1  0            999 V2000
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   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
    0.7145   -1.2375    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
    0.0000   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  2  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
   -0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  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
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  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
    2.8579    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  9  8  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  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  6  0  0  0
 13 16  1  1  0  0  0
 12 17  1  6  0  0  0
 11 18  1  1  0  0  0
 18 19  1  0  0  0  0
  4 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
  3 25  1  0  0  0  0
  2 26  1  0  0  0  0
  1 27  1  0  0  0  0
 28 27  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 28 33  1  0  0  0  0
 32 34  1  1  0  0  0
 34 35  1  0  0  0  0
 31 36  1  6  0  0  0
 30 37  1  1  0  0  0
 29 38  1  6  0  0  0
M  END

     RDKit          3D

 74 76  0  0  0  0  0  0  0  0999 V2000
    2.3419    3.1490    0.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2363    2.2441    0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0310    2.8089   -0.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0320    4.1802   -0.1198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0399    1.9875   -0.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2569    2.5814   -0.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2305    1.8798   -1.3935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4509    4.0401   -1.0388 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7984    4.2974   -1.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6938    4.4981    0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9028    0.6039   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9359   -0.2165   -0.7713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7634   -0.9448    0.1310 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9922   -2.1351   -0.4740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6618   -3.1184    0.1459 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0729   -4.1570   -0.8800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8935   -3.6251   -1.8741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8143   -2.6861    0.9958 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9212   -3.5445    2.1139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7567   -1.2966    1.4704 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0321   -0.7695    1.7813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0633   -0.3127    0.5194 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8494    0.8738    1.2641 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3131    0.0774   -0.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5084   -1.3828   -0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3943    0.8997    0.2836 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5568    0.2867    0.6423 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6159   -0.1045   -0.2146 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6967   -1.4845   -0.2260 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8109   -1.9521   -0.8766 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7111   -3.4483   -1.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5892   -4.0898    0.1184 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9965   -1.6582    0.0538 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1770   -2.2003   -0.4575 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1362   -0.1658    0.0696 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9982    0.1506    1.1358 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8659    0.5914    0.2429 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9971    1.7871   -0.4798 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9957    3.9565    1.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8904    3.5694   -0.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0478    2.5487    1.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6760    4.8282    0.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6811    4.6274   -1.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5654    3.8661   -1.0781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7556    3.7681   -2.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8841    5.3952   -1.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2582    5.4916    0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3467    3.7494    1.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7984    4.6014    0.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2017   -1.1283    1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9411   -3.6591    0.8289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2054   -4.6002   -1.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6515   -4.9806   -0.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7476   -3.2804   -1.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7441   -2.8372    0.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1441   -4.4515    1.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1781   -1.2075    2.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8196    0.1019    2.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7430   -0.1685   -0.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6339    1.4624    1.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3775   -2.0001    0.0621 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1028   -1.7123   -0.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1723   -1.6139    0.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3623    0.1919   -1.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0297   -1.4578   -1.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5911   -3.8381   -1.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7952   -3.6553   -1.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4572   -4.4812    0.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7468   -2.0698    1.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7134   -2.5332    0.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6715    0.1459   -0.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4746    0.3719    1.9467 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7410    0.8654    1.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3945    2.4892    0.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8 10  1  0
  8  6  1  0
  6  7  2  0
  6  5  1  0
  5  3  2  0
  3  4  1  0
  3  2  1  0
  2  1  1  0
  2 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 30 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 26 24  1  0
 24 25  1  0
 24 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 11  5  1  0
 22 13  1  0
 37 28  1  0
  9 44  1  0
  9 45  1  0
  9 46  1  0
  8 43  1  6
 10 47  1  0
 10 48  1  0
 10 49  1  0
  4 42  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
 28 64  1  6
 30 65  1  6
 31 66  1  0
 31 67  1  0
 32 68  1  0
 33 69  1  1
 34 70  1  0
 35 71  1  6
 36 72  1  0
 37 73  1  1
 38 74  1  0
 25 61  1  0
 25 62  1  0
 25 63  1  0
 13 50  1  1
 15 51  1  1
 16 52  1  0
 16 53  1  0
 17 54  1  0
 18 55  1  6
 19 56  1  0
 20 57  1  1
 21 58  1  0
 22 59  1  6
 23 60  1  0
M  END


  Mrv1652304282220492D          

 38 40  0  0  1  0            999 V2000
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   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
    0.7145   -1.2375    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
    0.0000   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  2  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
   -0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  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
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  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
    2.8579    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  9  8  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  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  6  0  0  0
 13 16  1  1  0  0  0
 12 17  1  6  0  0  0
 11 18  1  1  0  0  0
 18 19  1  0  0  0  0
  4 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
  3 25  1  0  0  0  0
  2 26  1  0  0  0  0
  1 27  1  0  0  0  0
 28 27  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 28 33  1  0  0  0  0
 32 34  1  1  0  0  0
 34 35  1  0  0  0  0
 31 36  1  6  0  0  0
 30 37  1  1  0  0  0
 29 38  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0073599

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(=O)C1=C(O)C(C)=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(C)=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C24H36O14/c1-7(2)13(27)12-14(28)8(3)21(37-23-19(33)17(31)15(29)10(5-25)35-23)9(4)22(12)38-24-20(34)18(32)16(30)11(6-26)36-24/h7,10-11,15-20,23-26,28-34H,5-6H2,1-4H3/t10-,11-,15-,16-,17+,18+,19-,20-,23+,24+/m1/s1

> <INCHI_KEY>
QOEIIRVWNIFERU-YWDKDXSASA-N

> <FORMULA>
C24H36O14

> <MOLECULAR_WEIGHT>
548.538

> <EXACT_MASS>
548.210505839

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
53.998148812612506

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[2-hydroxy-3,5-dimethyl-4,6-bis({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phenyl]-2-methylpropan-1-one

> <ALOGPS_LOGP>
-1.16

> <JCHEM_LOGP>
-0.995573913

> <ALOGPS_LOGS>
-1.58

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.902952702795455

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.889243121304151

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092347480115

> <JCHEM_POLAR_SURFACE_AREA>
236.05999999999995

> <JCHEM_REFRACTIVITY>
125.97609999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.43e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[2-hydroxy-3,5-dimethyl-4,6-bis({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phenyl]-2-methylpropan-1-one

> <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       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -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  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      10.669   0.000   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
CONECT    1    2    6   27                                                  
CONECT    2    1    3   26                                                  
CONECT    3    2    4   25                                                  
CONECT    4    3    5   20                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13    9   15                                                  
CONECT   15   14                                                            
CONECT   16   13                                                            
CONECT   17   12                                                            
CONECT   18   11   19                                                       
CONECT   19   18                                                            
CONECT   20    4   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    3                                                            
CONECT   26    2                                                            
CONECT   27    1   28                                                       
CONECT   28   27   29   33                                                  
CONECT   29   28   30   38                                                  
CONECT   30   29   31   37                                                  
CONECT   31   30   32   36                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32   28                                                       
CONECT   34   32   35                                                       
CONECT   35   34                                                            
CONECT   36   31                                                            
CONECT   37   30                                                            
CONECT   38   29                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₆O₁₄

Average Mass

548.5380 Da

Monoisotopic Mass

548.21051 Da

IUPAC Name

1-[2-hydroxy-3,5-dimethyl-4,6-bis({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phenyl]-2-methylpropan-1-one

Traditional Name

1-[2-hydroxy-3,5-dimethyl-4,6-bis({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phenyl]-2-methylpropan-1-one

CAS Registry Number

Not Available

SMILES

CC(C)C(=O)C1=C(O)C(C)=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(C)=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C24H36O14/c1-7(2)13(27)12-14(28)8(3)21(37-23-19(33)17(31)15(29)10(5-25)35-23)9(4)22(12)38-24-20(34)18(32)16(30)11(6-26)36-24/h7,10-11,15-20,23-26,28-34H,5-6H2,1-4H3/t10-,11-,15-,16-,17+,18+,19-,20-,23+,24+/m1/s1

InChI Key

QOEIIRVWNIFERU-YWDKDXSASA-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
Kunzea ambigua	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Alkyl-phenylketone
Hexose monosaccharide
O-glycosyl compound
Phenylketone
Xylenol
Phenylpropane
Phenoxy compound
O-cresol
P-cresol
Phenol ether
M-xylene
Benzoyl
Aryl ketone
Aryl alkyl ketone
Xylene
Phenol
Oxane
Benzenoid
Monosaccharide
Monocyclic benzene moiety
Vinylogous acid
Ketone
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Organic oxide
Primary alcohol
Hydrocarbon derivative
Aldehyde
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	-1.2	ALOGPS
logP	-1	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	9.89	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	236.06 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	125.98 m³·mol⁻¹	ChemAxon
Polarizability	54 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00034010

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

102033043

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (+)-Kunzeaphlogin F (NP0073599)

MOL for NP0073599 ((+)-Kunzeaphlogin F)

3D MOL for NP0073599 ((+)-Kunzeaphlogin F)

3D SDF for NP0073599 ((+)-Kunzeaphlogin F)

3D-SDF for NP0073599 ((+)-Kunzeaphlogin F)

PDB for NP0073599 ((+)-Kunzeaphlogin F)

3D PDB for NP0073599 ((+)-Kunzeaphlogin F)

SMILES for NP0073599 ((+)-Kunzeaphlogin F)

INCHI for NP0073599 ((+)-Kunzeaphlogin F)

Structure for NP0073599 ((+)-Kunzeaphlogin F)

3D Structure for NP0073599 ((+)-Kunzeaphlogin F)