NP-MRD: Showing NP-Card for 18-hydroxy-9,9,18,23,25-pentamethyl-4,8,16,20,28-pentaoxaoctacyclo[13.12.1.1¹⁵,²².0¹,¹³.0³,⁷.0³,¹⁰.0¹⁷,²¹.0²⁵,²⁹]nonacos-12-ene-5,14,19,24-tetrone (NP0266228)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 10:29:31 UTC

Updated at

2022-09-08 10:29:31 UTC

NP-MRD ID

NP0266228

Secondary Accession Numbers

None

Natural Product Identification

Common Name

18-hydroxy-9,9,18,23,25-pentamethyl-4,8,16,20,28-pentaoxaoctacyclo[13.12.1.1¹⁵,²².0¹,¹³.0³,⁷.0³,¹⁰.0¹⁷,²¹.0²⁵,²⁹]nonacos-12-ene-5,14,19,24-tetrone

Description

18-Hydroxy-9,9,18,23,25-pentamethyl-4,8,16,20,28-pentaoxaoctacyclo[13.12.1.1¹⁵,²².0¹,¹³.0³,⁷.0³,¹⁰.0¹⁷,²¹.0²⁵,²⁹]Nonacos-12-ene-5,14,19,24-tetrone belongs to the class of organic compounds known as furopyrans. These are organic polycyclic compounds containing a furan ring fused to a pyran ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. 18-hydroxy-9,9,18,23,25-pentamethyl-4,8,16,20,28-pentaoxaoctacyclo[13.12.1.1¹⁵,²².0¹,¹³.0³,⁷.0³,¹⁰.0¹⁷,²¹.0²⁵,²⁹]nonacos-12-ene-5,14,19,24-tetrone is found in Schisandra lancifolia. 18-Hydroxy-9,9,18,23,25-pentamethyl-4,8,16,20,28-pentaoxaoctacyclo[13.12.1.1¹⁵,²².0¹,¹³.0³,⁷.0³,¹⁰.0¹⁷,²¹.0²⁵,²⁹]Nonacos-12-ene-5,14,19,24-tetrone is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251508352D          

 39 46  0  0  0  0            999 V2000
    2.9692    2.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2740    2.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2198    1.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220    1.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6445    1.1203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9592    0.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7612    0.1641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3312   -0.1773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9289   -0.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8281   -0.8312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6283    0.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8264    0.0389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1499    0.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3636    0.6618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3711    0.5705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4545    1.4658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0789    2.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9405    2.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6075    2.8808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4012    1.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4983    2.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2986    3.5707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2401    0.5624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9611    0.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0794    0.9233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8563    1.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0971    1.9986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3383    0.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8203   -0.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0335   -0.9187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3320   -1.3461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8242   -2.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7180   -1.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7254   -0.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0479   -1.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2755   -1.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0186   -0.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8386   -0.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3011   -0.9273    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  4 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
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  3 20  1  0  0  0  0
 13 20  1  0  0  0  0
 18 21  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  2  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 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
 31 33  1  0  0  0  0
 31 34  1  0  0  0  0
 24 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 15 37  1  0  0  0  0
 37 38  1  0  0  0  0
 13 38  1  0  0  0  0
 38 39  2  0  0  0  0
M  END

     RDKit          3D

 73 80  0  0  0  0  0  0  0  0999 V2000
   -4.8039   -2.4807    0.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0712   -1.8148   -1.1091 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8296   -2.5935   -1.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7816   -3.7635   -1.6287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847   -1.6463   -1.2209 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4880   -1.0450   -2.5652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4489   -2.3055   -0.6633 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6942   -1.3300   -0.8244 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7298   -0.2352    0.1959 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9344   -0.3556    1.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2421   -0.0321    0.5679 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9548    0.8545    1.4484 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5631    0.1067    2.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7678    0.3749    3.6535 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9670   -1.1682    1.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2400   -1.1573    0.4475 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1411   -0.8215   -0.5268 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7942    0.3786   -1.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9443    0.2138   -2.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6679    1.4932   -0.6313 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292    0.5817   -0.7978 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9099    2.0021   -0.7047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4264    2.0532   -0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5675    1.1153   -0.3688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8744    1.3083   -0.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4689    2.1629   -1.1718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4606    0.2894    0.4277 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2395    0.9905    1.3331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4751    0.5570    1.5817 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3464    0.1678    0.4254 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0000    1.3437   -0.0093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9463    2.3315    0.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3927    3.4930    0.7641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2874    1.7380    2.1419 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3403    2.8026    2.6800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1691    1.3439    3.1137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5962   -0.4106   -0.7357 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2408   -0.7764   -0.1626 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3648   -0.2957    1.0854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3234   -2.3693    0.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7873   -3.5885   -0.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8991   -2.2285    0.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7404   -1.7847   -1.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0047   -0.0883   -2.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9145   -1.7731   -3.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4827   -0.9545   -3.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5962   -2.5318    0.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2255   -3.1810   -1.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6297   -1.9470   -0.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6469   -0.9763   -1.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7258    0.2772    2.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9247   -1.4052    1.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0656   -1.2116    1.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5991   -1.9874    2.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7957   -2.1440    0.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9643   -0.0754   -3.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7053   -0.5234   -2.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2361    1.2069   -3.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2019    1.1831    0.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0961    2.4018   -0.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4783    1.6382   -1.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7645    0.0835   -1.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3589    2.6547   -1.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1962    2.4699    0.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0244    2.9825   -1.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4788   -0.2066    2.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1357   -0.5064    0.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7919    2.4821    3.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5707    2.9423    1.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9013    3.7464    2.7932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0852    1.1867    2.7772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5351    0.2367   -1.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5042   -1.4804    0.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 37  1  0
 37 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
 34 36  1  1
 34 29  1  0
 29 28  1  0
 27 28  1  1
 27 39  1  0
 39  9  1  0
  9  8  1  6
  8  7  1  0
  7  5  1  0
  5  6  1  6
  5 38  1  0
  5  3  1  0
  3  4  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  1
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
  3  2  1  0
 16 11  1  0
 38 37  1  0
 21 11  1  0
 29 30  1  0
 38 27  1  0
 25 27  1  0
 24  9  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  2 43  1  6
 37 72  1  6
 30 67  1  1
 35 68  1  0
 35 69  1  0
 35 70  1  0
 36 71  1  0
 29 66  1  1
  8 49  1  0
  8 50  1  0
  7 47  1  0
  7 48  1  0
  6 44  1  0
  6 45  1  0
  6 46  1  0
 38 73  1  1
 10 51  1  0
 10 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  6
 19 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  6
 22 63  1  0
 22 64  1  0
 23 65  1  0
M  END


  Mrv1533004251508352D          

 39 46  0  0  0  0            999 V2000
    2.9692    2.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2740    2.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2198    1.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220    1.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6445    1.1203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9592    0.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7612    0.1641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3312   -0.1773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9289   -0.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8281   -0.8312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6283    0.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8264    0.0389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1499    0.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3636    0.6618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3711    0.5705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4545    1.4658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0789    2.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9405    2.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6075    2.8808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4012    1.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4983    2.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2986    3.5707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2401    0.5624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9611    0.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0794    0.9233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8563    1.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0971    1.9986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3383    0.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8203   -0.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0335   -0.9187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3320   -1.3461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8242   -2.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7180   -1.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7254   -0.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0479   -1.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2755   -1.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0186   -0.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8386   -0.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3011   -0.9273    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  4 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
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  3 20  1  0  0  0  0
 13 20  1  0  0  0  0
 18 21  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  2  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 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
 31 33  1  0  0  0  0
 31 34  1  0  0  0  0
 24 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 15 37  1  0  0  0  0
 37 38  1  0  0  0  0
 13 38  1  0  0  0  0
 38 39  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0266228

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C2C3OC(=O)C(C)(O)C3OC34OC5(CCC(C)(C23)C1=O)CC12OC(=O)CC1OC(C)(C)C2CC=C5C4=O

> <INCHI_IDENTIFIER>
InChI=1S/C29H34O10/c1-12-17-18-22(26(5,34)23(33)35-18)38-29-19(17)25(4,20(12)31)8-9-27(39-29)11-28-14(7-6-13(27)21(29)32)24(2,3)36-15(28)10-16(30)37-28/h6,12,14-15,17-19,22,34H,7-11H2,1-5H3

> <INCHI_KEY>
XDISQVVKDHLTOE-UHFFFAOYSA-N

> <FORMULA>
C29H34O10

> <MOLECULAR_WEIGHT>
542.581

> <EXACT_MASS>
542.215197295

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
54.45006668293184

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
18-hydroxy-9,9,18,23,25-pentamethyl-4,8,16,20,28-pentaoxaoctacyclo[13.12.1.1¹⁵,²².0¹,¹³.0³,⁷.0³,¹⁰.0¹⁷,²¹.0²⁵,²⁹]nonacos-12-ene-5,14,19,24-tetrone

> <ALOGPS_LOGP>
2.17

> <JCHEM_LOGP>
2.3743809286666666

> <ALOGPS_LOGS>
-3.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.824364414207828

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.562837553118193

> <JCHEM_PKA_STRONGEST_BASIC>
-3.879689729982292

> <JCHEM_POLAR_SURFACE_AREA>
134.66000000000003

> <JCHEM_REFRACTIVITY>
130.60320000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
18-hydroxy-9,9,18,23,25-pentamethyl-4,8,16,20,28-pentaoxaoctacyclo[13.12.1.1¹⁵,²².0¹,¹³.0³,⁷.0³,¹⁰.0¹⁷,²¹.0²⁵,²⁹]nonacos-12-ene-5,14,19,24-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       5.542   5.442   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.245   4.612   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.144   3.053   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.268   1.972   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       6.803   2.091   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       7.391   0.668   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.888   0.306   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.218  -0.331   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.334  -1.392   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.279  -1.551   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.906   0.475   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.409   0.073   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.146   1.055   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.679   1.235   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.693   1.065   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.848   2.736   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.147   4.011   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.756   3.969   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.134   5.378   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.616   2.626   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.797   5.171   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.424   6.665   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.315   1.050   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.661   0.096   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -3.882   1.724   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -5.332   2.258   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -5.781   3.731   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -6.232   1.011   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -5.265  -0.212   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -5.663  -1.715   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -4.353  -2.513   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -5.272  -3.749   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.207  -3.541   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -3.221  -1.464   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.956  -2.354   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.514  -1.884   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -0.035  -0.434   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.565  -0.456   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       2.429  -1.731   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4   20                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8    4   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   20   38                                             
CONECT   14   13   15                                                       
CONECT   15   14   16   23   37                                             
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18    3   13                                                  
CONECT   21   18    2   22                                                  
CONECT   22   21                                                            
CONECT   23   15   24                                                       
CONECT   24   23   25   29   34                                             
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   24   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   33   34                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   31   24   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   15   38                                                  
CONECT   38   37   13   39                                                  
CONECT   39   38                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₃₄O₁₀

Average Mass

542.5810 Da

Monoisotopic Mass

542.21520 Da

IUPAC Name

18-hydroxy-9,9,18,23,25-pentamethyl-4,8,16,20,28-pentaoxaoctacyclo[13.12.1.1¹⁵,²².0¹,¹³.0³,⁷.0³,¹⁰.0¹⁷,²¹.0²⁵,²⁹]nonacos-12-ene-5,14,19,24-tetrone

Traditional Name

18-hydroxy-9,9,18,23,25-pentamethyl-4,8,16,20,28-pentaoxaoctacyclo[13.12.1.1¹⁵,²².0¹,¹³.0³,⁷.0³,¹⁰.0¹⁷,²¹.0²⁵,²⁹]nonacos-12-ene-5,14,19,24-tetrone

CAS Registry Number

Not Available

SMILES

CC1C2C3OC(=O)C(C)(O)C3OC34OC5(CCC(C)(C23)C1=O)CC12OC(=O)CC1OC(C)(C)C2CC=C5C4=O

InChI Identifier

InChI=1S/C29H34O10/c1-12-17-18-22(26(5,34)23(33)35-18)38-29-19(17)25(4,20(12)31)8-9-27(39-29)11-28-14(7-6-13(27)21(29)32)24(2,3)36-15(28)10-16(30)37-28/h6,12,14-15,17-19,22,34H,7-11H2,1-5H3

InChI Key

XDISQVVKDHLTOE-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Schisandra lancifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furopyrans. These are organic polycyclic compounds containing a furan ring fused to a pyran ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furopyrans

Sub Class

Not Available

Direct Parent

Furopyrans

Alternative Parents

Substituents

Furopyran
Furofuran
Ketal
Oxepane
Dicarboxylic acid or derivatives
3-furanone
Gamma butyrolactone
Oxane
Pyran
Tertiary alcohol
Oxolane
Furan
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Carboxylic acid derivative
Dialkyl ether
Ether
Acetal
Organooxygen compound
Alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aldehyde
Carbonyl group
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	2.17	ALOGPS
logP	2.37	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	11.56	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	134.66 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	130.6 m³·mol⁻¹	ChemAxon
Polarizability	54.45 Å³	ChemAxon
Number of Rings	8	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

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

73041751

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 18-hydroxy-9,9,18,23,25-pentamethyl-4,8,16,20,28-pentaoxaoctacyclo[13.12.1.1¹⁵,²².0¹,¹³.0³,⁷.0³,¹⁰.0¹⁷,²¹.0²⁵,²⁹]nonacos-12-ene-5,14,19,24-tetrone (NP0266228)

MOL for NP0266228 (18-hydroxy-9,9,18,23,25-pentamethyl-4,8,16,20,28-pentaoxaoctacyclo[13.12.1.1¹⁵,²².0¹,¹³.0³,⁷.0³,¹⁰.0¹⁷,²¹.0²⁵,²⁹]nonacos-12-ene-5,14,19,24-tetrone)

3D MOL for NP0266228 (18-hydroxy-9,9,18,23,25-pentamethyl-4,8,16,20,28-pentaoxaoctacyclo[13.12.1.1¹⁵,²².0¹,¹³.0³,⁷.0³,¹⁰.0¹⁷,²¹.0²⁵,²⁹]nonacos-12-ene-5,14,19,24-tetrone)

3D SDF for NP0266228 (18-hydroxy-9,9,18,23,25-pentamethyl-4,8,16,20,28-pentaoxaoctacyclo[13.12.1.1¹⁵,²².0¹,¹³.0³,⁷.0³,¹⁰.0¹⁷,²¹.0²⁵,²⁹]nonacos-12-ene-5,14,19,24-tetrone)

3D-SDF for NP0266228 (18-hydroxy-9,9,18,23,25-pentamethyl-4,8,16,20,28-pentaoxaoctacyclo[13.12.1.1¹⁵,²².0¹,¹³.0³,⁷.0³,¹⁰.0¹⁷,²¹.0²⁵,²⁹]nonacos-12-ene-5,14,19,24-tetrone)

PDB for NP0266228 (18-hydroxy-9,9,18,23,25-pentamethyl-4,8,16,20,28-pentaoxaoctacyclo[13.12.1.1¹⁵,²².0¹,¹³.0³,⁷.0³,¹⁰.0¹⁷,²¹.0²⁵,²⁹]nonacos-12-ene-5,14,19,24-tetrone)

3D PDB for NP0266228 (18-hydroxy-9,9,18,23,25-pentamethyl-4,8,16,20,28-pentaoxaoctacyclo[13.12.1.1¹⁵,²².0¹,¹³.0³,⁷.0³,¹⁰.0¹⁷,²¹.0²⁵,²⁹]nonacos-12-ene-5,14,19,24-tetrone)

SMILES for NP0266228 (18-hydroxy-9,9,18,23,25-pentamethyl-4,8,16,20,28-pentaoxaoctacyclo[13.12.1.1¹⁵,²².0¹,¹³.0³,⁷.0³,¹⁰.0¹⁷,²¹.0²⁵,²⁹]nonacos-12-ene-5,14,19,24-tetrone)

INCHI for NP0266228 (18-hydroxy-9,9,18,23,25-pentamethyl-4,8,16,20,28-pentaoxaoctacyclo[13.12.1.1¹⁵,²².0¹,¹³.0³,⁷.0³,¹⁰.0¹⁷,²¹.0²⁵,²⁹]nonacos-12-ene-5,14,19,24-tetrone)

Structure for NP0266228 (18-hydroxy-9,9,18,23,25-pentamethyl-4,8,16,20,28-pentaoxaoctacyclo[13.12.1.1¹⁵,²².0¹,¹³.0³,⁷.0³,¹⁰.0¹⁷,²¹.0²⁵,²⁹]nonacos-12-ene-5,14,19,24-tetrone)

3D Structure for NP0266228 (18-hydroxy-9,9,18,23,25-pentamethyl-4,8,16,20,28-pentaoxaoctacyclo[13.12.1.1¹⁵,²².0¹,¹³.0³,⁷.0³,¹⁰.0¹⁷,²¹.0²⁵,²⁹]nonacos-12-ene-5,14,19,24-tetrone)