NP-MRD: Showing NP-Card for (1s,3r,4s,7r,8s,9s,11s,14s,16r,17r,20r,22s,23r,27s)-16-hydroxy-4,9,11,17,19,19-hexamethyl-2,6,18,25,26-pentaoxaoctacyclo[12.10.1.1¹,⁸.1¹⁷,²².0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁷]heptacosane-5,10,24-trione (NP0177821)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 15:42:55 UTC

Updated at

2022-09-03 15:42:55 UTC

NP-MRD ID

NP0177821

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,3r,4s,7r,8s,9s,11s,14s,16r,17r,20r,22s,23r,27s)-16-hydroxy-4,9,11,17,19,19-hexamethyl-2,6,18,25,26-pentaoxaoctacyclo[12.10.1.1¹,⁸.1¹⁷,²².0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁷]heptacosane-5,10,24-trione

Description

(1S,3R,4S,7R,8S,9S,11S,14S,16R,17R,20R,22S,23R,27S)-16-hydroxy-4,9,11,17,19,19-hexamethyl-2,6,18,25,26-pentaoxaoctacyclo[12.10.1.1¹,⁸.1¹⁷,²².0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁷]Heptacosane-5,10,24-trione 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. (1s,3r,4s,7r,8s,9s,11s,14s,16r,17r,20r,22s,23r,27s)-16-hydroxy-4,9,11,17,19,19-hexamethyl-2,6,18,25,26-pentaoxaoctacyclo[12.10.1.1¹,⁸.1¹⁷,²².0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁷]heptacosane-5,10,24-trione is found in Schisandra arisanensis. Based on a literature review very few articles have been published on (1S,3R,4S,7R,8S,9S,11S,14S,16R,17R,20R,22S,23R,27S)-16-hydroxy-4,9,11,17,19,19-hexamethyl-2,6,18,25,26-pentaoxaoctacyclo[12.10.1.1¹,⁸.1¹⁷,²².0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁷]Heptacosane-5,10,24-trione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032217422D          

 37 44  0  0  1  0            999 V2000
    0.3784   -0.5989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0914   -1.0140    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8485   -0.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0257    0.1264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4001   -1.3062    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6800   -0.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2299   -1.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8053   -1.7814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7851   -2.6557    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5387   -2.2512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2632   -2.6497    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6646   -3.2174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6937   -3.5408    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1622   -4.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4303   -3.8819    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7256   -2.9435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7444   -2.4841    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6753   -1.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5888   -2.7049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5085   -3.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2995   -3.7577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6814   -4.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6786   -3.5128    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8001   -3.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4762   -4.4170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2894   -2.9115    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6111   -3.4439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8004   -3.2342    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1071   -3.6813    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0612   -4.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5324   -3.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3300   -3.3710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2343   -2.3908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5895   -2.4366    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1753   -1.8474    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9888   -2.0649    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0047   -2.7169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  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  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 15 23  1  0  0  0  0
  9 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 28 27  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 34 33  1  6  0  0  0
 28 34  1  0  0  0  0
 35 34  1  1  0  0  0
  2 35  1  0  0  0  0
 36 35  1  1  0  0  0
  5 36  1  0  0  0  0
 26 36  1  0  0  0  0
 26 37  1  1  0  0  0
  9 37  1  1  0  0  0
M  END

     RDKit          3D

 73 80  0  0  0  0  0  0  0  0999 V2000
   -5.3668   -2.2490   -0.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2775   -1.3409   -0.7942 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1191   -2.0914   -1.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9809   -2.5354   -2.4600 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1740   -2.1580   -0.1708 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7202   -3.2854    0.7175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8609   -2.5637   -0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2190   -2.1956    0.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7434   -0.8202   -0.1526 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8432   -1.0011   -1.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1528   -0.4469   -0.8449 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0727   -1.0391   -1.7496 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3085    1.0612   -1.1045 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2111    1.6780   -0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0573    0.9538    1.0527 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2679    0.4090    1.4211 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7665   -0.5096    0.4929 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9547   -1.8766    1.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0237    0.0848    0.1752 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6767    1.2559   -0.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6820    1.4000   -1.6366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7777    2.4819    0.3457 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0329   -0.0907    1.1106 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3356    0.3825    1.4676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6985    0.8653    2.5036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2496    0.1535    0.2704 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6946    1.4500    0.0729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7812    1.6389   -0.6809 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2182    3.0993   -0.5253 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1165    3.9590    0.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3080    3.0712    0.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297    4.0716    0.7218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3025    1.7931    1.0193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9585    0.9429   -0.0580 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7081   -0.4637    0.3193 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2908   -0.8582    0.5405 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3540   -0.1372   -0.7122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3443   -1.6981   -0.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2976   -2.5293    0.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3869   -3.1467   -0.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6837   -0.7358   -1.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1030   -2.8478    1.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8686   -3.9544    1.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4256   -3.9250    0.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6139   -2.1480   -1.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8431   -3.6739   -0.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1068   -2.2152    1.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0471   -2.9422    0.1833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9773   -2.0992   -1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4958   -0.5843   -2.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7970   -1.9851   -1.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2367    1.3131   -2.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3534    2.7582   -0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2668    1.5455   -0.8409 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8223    1.7344    1.8280 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5730   -2.6560    0.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0086   -2.1459    1.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4014   -2.0323    1.9923 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8789    0.4393   -2.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6759    1.7290   -1.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3044    2.1930   -2.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9798    2.6093    1.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7570    3.3632   -0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7934    2.4992    0.7940 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2934   -0.8045    1.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6946    1.4297   -1.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5855    3.5077   -1.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5134    4.4256   -0.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4768    3.4370    0.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5852    4.8160    0.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8053    1.0279   -0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3678   -0.6828    1.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2052   -1.1106    1.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 29  1  0
 29 28  1  0
 28 27  1  0
 26 27  1  6
 26 37  1  0
 37  9  1  0
  9  8  1  1
  8  7  1  0
  7  5  1  0
  5  6  1  1
  5 36  1  0
 36 35  1  0
 35  2  1  0
  2  1  1  0
  2  3  1  0
  3  4  2  0
 35 34  1  0
 34 33  1  0
 33 31  1  0
 31 32  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  6
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 15 23  1  0
 23 24  1  0
 24 25  2  0
 31 29  1  0
 17 11  1  0
 34 28  1  0
 20 13  1  0
 36 26  1  0
 24 26  1  0
 23  9  1  0
  3  5  1  0
 30 68  1  0
 30 69  1  0
 30 70  1  0
 29 67  1  6
 28 66  1  6
  8 47  1  0
  8 48  1  0
  7 45  1  0
  7 46  1  0
  6 42  1  0
  6 43  1  0
  6 44  1  0
 36 73  1  1
 35 72  1  1
  2 41  1  6
  1 38  1  0
  1 39  1  0
  1 40  1  0
 34 71  1  6
 10 49  1  0
 10 50  1  0
 12 51  1  0
 13 52  1  6
 14 53  1  0
 14 54  1  0
 15 55  1  1
 18 56  1  0
 18 57  1  0
 18 58  1  0
 21 59  1  0
 21 60  1  0
 21 61  1  0
 22 62  1  0
 22 63  1  0
 22 64  1  0
 23 65  1  1
M  END


  Mrv1652309032217422D          

 37 44  0  0  1  0            999 V2000
    0.3784   -0.5989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0914   -1.0140    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8485   -0.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0257    0.1264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4001   -1.3062    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6800   -0.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2299   -1.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8053   -1.7814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7851   -2.6557    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5387   -2.2512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2632   -2.6497    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6646   -3.2174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6937   -3.5408    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1622   -4.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4303   -3.8819    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7256   -2.9435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7444   -2.4841    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6753   -1.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5888   -2.7049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5085   -3.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2995   -3.7577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6814   -4.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6786   -3.5128    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8001   -3.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4762   -4.4170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2894   -2.9115    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6111   -3.4439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8004   -3.2342    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1071   -3.6813    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0612   -4.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5324   -3.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3300   -3.3710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2343   -2.3908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5895   -2.4366    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1753   -1.8474    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9888   -2.0649    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0047   -2.7169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  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  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 15 23  1  0  0  0  0
  9 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 28 27  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 34 33  1  6  0  0  0
 28 34  1  0  0  0  0
 35 34  1  1  0  0  0
  2 35  1  0  0  0  0
 36 35  1  1  0  0  0
  5 36  1  0  0  0  0
 26 36  1  0  0  0  0
 26 37  1  1  0  0  0
  9 37  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0177821

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1[C@H]2O[C@]34O[C@@]5(CC[C@@]6(C)[C@@H]3[C@H]([C@H](C)C6=O)[C@H]2OC1=O)C[C@@]1(O)[C@H]2C[C@H](O[C@]1(C)OC2(C)C)[C@H]5C4=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H36O9/c1-11-15-18-17(12(2)22(31)33-18)35-28-19(15)24(5,20(11)29)7-8-26(37-28)10-27(32)14-9-13(16(26)21(28)30)34-25(27,6)36-23(14,3)4/h11-19,32H,7-10H2,1-6H3/t11-,12-,13-,14-,15+,16-,17+,18+,19-,24-,25+,26-,27+,28-/m0/s1

> <INCHI_KEY>
RLZOZHSIQUKQRC-WOHMJFQWSA-N

> <FORMULA>
C28H36O9

> <MOLECULAR_WEIGHT>
516.587

> <EXACT_MASS>
516.235932739

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
53.48439233480451

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3R,4S,7R,8S,9S,11S,14S,16R,17R,20R,22S,23R,27S)-16-hydroxy-4,9,11,17,19,19-hexamethyl-2,6,18,25,26-pentaoxaoctacyclo[12.10.1.1^{1,8}.1^{17,22}.0^{3,7}.0^{14,23}.0^{16,20}.0^{11,27}]heptacosane-5,10,24-trione

> <JCHEM_LOGP>
2.724869131000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.115385937151142

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.564821481896455

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8058531711893226

> <JCHEM_POLAR_SURFACE_AREA>
117.59000000000003

> <JCHEM_REFRACTIVITY>
125.34540000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,4S,7R,8S,9S,11S,14S,16R,17R,20R,22S,23R,27S)-16-hydroxy-4,9,11,17,19,19-hexamethyl-2,6,18,25,26-pentaoxaoctacyclo[12.10.1.1^{1,8}.1^{17,22}.0^{3,7}.0^{14,23}.0^{16,20}.0^{11,27}]heptacosane-5,10,24-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       0.706  -1.118   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.037  -1.893   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.451  -1.268   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.781   0.236   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.480  -2.438   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.003  -0.990   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.029  -2.193   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.103  -3.325   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.065  -4.957   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.472  -4.202   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.825  -4.946   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.707  -6.006   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      10.628  -6.609   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.636  -7.704   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.270  -7.246   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.821  -5.494   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      10.723  -4.637   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.594  -3.102   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      12.299  -5.049   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      12.149  -6.577   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.626  -7.014   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.472  -8.083   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.867  -6.557   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.227  -6.829   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.622  -8.245   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.274  -5.435   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.007  -6.429   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.494  -6.037   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.200  -6.872   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.114  -8.409   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.994  -5.899   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -2.483  -6.292   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -0.437  -4.463   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       1.100  -4.548   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.194  -3.448   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.713  -3.855   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       5.609  -5.072   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   35                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7   36                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   23   37                                             
CONECT   10    9   11                                                       
CONECT   11   10   12   13   17                                             
CONECT   12   11                                                            
CONECT   13   11   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   11   18   19                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   13   21   22                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   15    9   24                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   36   37                                             
CONECT   27   26   28                                                       
CONECT   28   27   29   34                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   28   35                                                  
CONECT   35   34    2   36                                                  
CONECT   36   35    5   26                                                  
CONECT   37   26    9                                                       
MASTER        0    0    0    0    0    0    0    0   37    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₃₆O₉

Average Mass

516.5870 Da

Monoisotopic Mass

516.23593 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@H]1[C@H]2O[C@]34O[C@@]5(CC[C@@]6(C)[C@@H]3[C@H]([C@H](C)C6=O)[C@H]2OC1=O)C[C@@]1(O)[C@H]2C[C@H](O[C@]1(C)OC2(C)C)[C@H]5C4=O

InChI Identifier

InChI=1S/C28H36O9/c1-11-15-18-17(12(2)22(31)33-18)35-28-19(15)24(5,20(11)29)7-8-26(37-28)10-27(32)14-9-13(16(26)21(28)30)34-25(27,6)36-23(14,3)4/h11-19,32H,7-10H2,1-6H3/t11-,12-,13-,14-,15+,16-,17+,18+,19-,24-,25+,26-,27+,28-/m0/s1

InChI Key

RLZOZHSIQUKQRC-WOHMJFQWSA-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 arisanensis	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
1,3-dioxepane
Ketal
Dioxepane
Oxepane
3-furanone
Pyran
Oxane
Gamma butyrolactone
Cyclic alcohol
Tetrahydrofuran
Tertiary alcohol
Furan
Carboxylic acid ester
Lactone
Ketone
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Acetal
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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

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

139037102

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,3r,4s,7r,8s,9s,11s,14s,16r,17r,20r,22s,23r,27s)-16-hydroxy-4,9,11,17,19,19-hexamethyl-2,6,18,25,26-pentaoxaoctacyclo[12.10.1.1¹,⁸.1¹⁷,²².0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁷]heptacosane-5,10,24-trione (NP0177821)

MOL for NP0177821 ((1s,3r,4s,7r,8s,9s,11s,14s,16r,17r,20r,22s,23r,27s)-16-hydroxy-4,9,11,17,19,19-hexamethyl-2,6,18,25,26-pentaoxaoctacyclo[12.10.1.1¹,⁸.1¹⁷,²².0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁷]heptacosane-5,10,24-trione)

3D MOL for NP0177821 ((1s,3r,4s,7r,8s,9s,11s,14s,16r,17r,20r,22s,23r,27s)-16-hydroxy-4,9,11,17,19,19-hexamethyl-2,6,18,25,26-pentaoxaoctacyclo[12.10.1.1¹,⁸.1¹⁷,²².0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁷]heptacosane-5,10,24-trione)

3D SDF for NP0177821 ((1s,3r,4s,7r,8s,9s,11s,14s,16r,17r,20r,22s,23r,27s)-16-hydroxy-4,9,11,17,19,19-hexamethyl-2,6,18,25,26-pentaoxaoctacyclo[12.10.1.1¹,⁸.1¹⁷,²².0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁷]heptacosane-5,10,24-trione)

3D-SDF for NP0177821 ((1s,3r,4s,7r,8s,9s,11s,14s,16r,17r,20r,22s,23r,27s)-16-hydroxy-4,9,11,17,19,19-hexamethyl-2,6,18,25,26-pentaoxaoctacyclo[12.10.1.1¹,⁸.1¹⁷,²².0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁷]heptacosane-5,10,24-trione)

PDB for NP0177821 ((1s,3r,4s,7r,8s,9s,11s,14s,16r,17r,20r,22s,23r,27s)-16-hydroxy-4,9,11,17,19,19-hexamethyl-2,6,18,25,26-pentaoxaoctacyclo[12.10.1.1¹,⁸.1¹⁷,²².0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁷]heptacosane-5,10,24-trione)

3D PDB for NP0177821 ((1s,3r,4s,7r,8s,9s,11s,14s,16r,17r,20r,22s,23r,27s)-16-hydroxy-4,9,11,17,19,19-hexamethyl-2,6,18,25,26-pentaoxaoctacyclo[12.10.1.1¹,⁸.1¹⁷,²².0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁷]heptacosane-5,10,24-trione)

SMILES for NP0177821 ((1s,3r,4s,7r,8s,9s,11s,14s,16r,17r,20r,22s,23r,27s)-16-hydroxy-4,9,11,17,19,19-hexamethyl-2,6,18,25,26-pentaoxaoctacyclo[12.10.1.1¹,⁸.1¹⁷,²².0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁷]heptacosane-5,10,24-trione)

INCHI for NP0177821 ((1s,3r,4s,7r,8s,9s,11s,14s,16r,17r,20r,22s,23r,27s)-16-hydroxy-4,9,11,17,19,19-hexamethyl-2,6,18,25,26-pentaoxaoctacyclo[12.10.1.1¹,⁸.1¹⁷,²².0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁷]heptacosane-5,10,24-trione)

Structure for NP0177821 ((1s,3r,4s,7r,8s,9s,11s,14s,16r,17r,20r,22s,23r,27s)-16-hydroxy-4,9,11,17,19,19-hexamethyl-2,6,18,25,26-pentaoxaoctacyclo[12.10.1.1¹,⁸.1¹⁷,²².0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁷]heptacosane-5,10,24-trione)

3D Structure for NP0177821 ((1s,3r,4s,7r,8s,9s,11s,14s,16r,17r,20r,22s,23r,27s)-16-hydroxy-4,9,11,17,19,19-hexamethyl-2,6,18,25,26-pentaoxaoctacyclo[12.10.1.1¹,⁸.1¹⁷,²².0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁷]heptacosane-5,10,24-trione)