NP-MRD: Showing NP-Card for (2r,4ar,4bs,5s,9r,10ar,12ar)-5,9-dihydroxy-8-[(2s,3r,4s)-3-hydroxy-4-methylhexan-2-yl]-2-(2-hydroxypropan-2-yl)-9-methoxy-4a,10a-dimethyl-7-(2-oxopropyl)-2,3,4,4b,5,11,12,12a-octahydro-1,10-dioxatetraphen-6-one (NP0173242)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 10:20:50 UTC

Updated at

2022-09-03 10:20:50 UTC

NP-MRD ID

NP0173242

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,4ar,4bs,5s,9r,10ar,12ar)-5,9-dihydroxy-8-[(2s,3r,4s)-3-hydroxy-4-methylhexan-2-yl]-2-(2-hydroxypropan-2-yl)-9-methoxy-4a,10a-dimethyl-7-(2-oxopropyl)-2,3,4,4b,5,11,12,12a-octahydro-1,10-dioxatetraphen-6-one

Description

COCHLIOQUINOL III belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms. (2r,4ar,4bs,5s,9r,10ar,12ar)-5,9-dihydroxy-8-[(2s,3r,4s)-3-hydroxy-4-methylhexan-2-yl]-2-(2-hydroxypropan-2-yl)-9-methoxy-4a,10a-dimethyl-7-(2-oxopropyl)-2,3,4,4b,5,11,12,12a-octahydro-1,10-dioxatetraphen-6-one is found in Bipolaris cynodontis. Based on a literature review very few articles have been published on COCHLIOQUINOL III.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032212202D          

 41 44  0  0  1  0            999 V2000
    0.5062    1.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3163    1.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5864    0.4223    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0463   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3965    0.2664    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9366    0.8900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6666   -0.5132    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1265   -1.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4767   -0.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7467   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2066   -2.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4767   -2.8518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9366   -3.4755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5569   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269   -2.3841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0970   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3670    0.4223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1771    0.2664    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9071    1.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7172    0.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274    0.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7974   -0.0454    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6075   -0.2014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8776   -0.9809    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.6877   -1.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5318   -1.9470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8436   -0.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4979   -1.2927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3375   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2573   -0.6691    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7172   -1.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4472   -0.5132    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9071   -1.1368    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1771   -1.9164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0168   -0.0454    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1443    0.7696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4124    0.5161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5965    1.3203    0.0000 C   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  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  2  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
 12 14  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 26 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 24 33  1  0  0  0  0
 33 34  1  1  0  0  0
 35 33  1  1  0  0  0
 20 35  1  0  0  0  0
 35 36  1  0  0  0  0
 17 36  1  0  0  0  0
 36 37  1  6  0  0  0
 18 38  1  0  0  0  0
  9 38  1  0  0  0  0
 38 39  1  6  0  0  0
 38 40  1  1  0  0  0
 40 41  1  0  0  0  0
M  END

     RDKit          3D

 91 94  0  0  0  0  0  0  0  0999 V2000
   -8.2025    0.0871    0.0866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0703    0.9400    0.5244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8329    0.8101   -0.4024 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3177    1.2361   -1.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3021   -0.5225   -0.2297 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3519   -1.4365   -0.5943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0946   -1.0435   -0.8474 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1388   -1.0062   -2.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7725   -0.8394   -0.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2583   -1.7500    0.5506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8684   -2.9961    1.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0954   -3.0368    2.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3970   -2.6309    3.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2162   -3.4033    3.2268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8760   -1.5555    1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3150   -2.3869    1.8190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0451   -0.4299    0.6219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6112    0.4221   -0.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1458    1.4510   -0.7474 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4799    1.7062   -0.2904 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3305    2.5752    0.9431 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1892    2.5387   -1.3287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6387    2.6804   -0.8516 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2270    1.3062   -0.8698 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5913    1.2505   -0.7198 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0875    0.0713   -1.2716 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3683   -0.2741   -0.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9033   -1.5456   -1.2314 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3856    0.8222   -0.9073 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2641   -0.4735    0.7693 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0782   -1.0259   -1.3080 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0946   -1.0176   -0.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5892    0.3863    0.1498 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0605    0.7196    1.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1084    0.3854   -0.0232 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3551   -0.2587    1.1133 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9035   -1.5141    1.4404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0319    0.3750   -0.6043 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0041    0.5504   -2.0094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5576    1.5548   -0.0678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6326    1.5070    1.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2009    0.5728    0.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2394   -0.1307   -0.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2280   -0.8582    0.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3744    2.0041    0.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7887    0.7505    1.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1769    1.6109   -0.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2085    1.8951   -1.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5148    1.8507   -2.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4618    0.3780   -2.4474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2387   -0.7120    0.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9630   -2.3553   -0.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2334   -2.2054   -0.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1015    0.0103   -2.7941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0629   -1.5517   -2.6727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2927   -1.5673   -2.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7426   -3.4010    0.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0820   -3.8088    0.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2962   -1.5352    3.3145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5913   -3.1338    4.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2417   -2.7315    2.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2741    2.7708    1.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9860    3.5781    0.5542 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5447    2.2369    1.6251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7063    3.5319   -1.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1928    2.0336   -2.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1622    3.2727   -1.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7220    3.2112    0.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9597    0.8620   -1.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3545    0.3310   -2.3356 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0190   -1.5013   -1.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5231   -1.6758   -2.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6577   -2.4315   -0.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1129    1.3762   -1.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3891    0.3803   -1.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4868    1.5230   -0.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7185    0.3070    1.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5623   -1.0360   -2.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6337   -1.9924   -1.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5849   -1.4926    0.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2594   -1.6968   -0.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2698    0.7548    2.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8047   -0.0353    1.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6318    1.6805    1.4922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8938   -0.2590   -0.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2859    0.3795    2.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2098   -1.4900    2.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5807    1.4567   -2.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0599    2.4885    1.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3911    0.7509    1.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6829    1.3752    1.8290 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 10 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  1
 33 35  1  0
 35 36  1  0
 36 37  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 18 38  1  0
 38 39  1  6
 38 40  1  0
 40 41  1  0
 38  9  1  0
 36 17  1  0
 35 20  1  0
 33 24  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  0
  2 46  1  0
  3 47  1  1
  4 48  1  0
  4 49  1  0
  4 50  1  0
  5 51  1  1
  6 52  1  0
  7 53  1  6
  8 54  1  0
  8 55  1  0
  8 56  1  0
 11 57  1  0
 11 58  1  0
 13 59  1  0
 13 60  1  0
 13 61  1  0
 21 62  1  0
 21 63  1  0
 21 64  1  0
 22 65  1  0
 22 66  1  0
 23 67  1  0
 23 68  1  0
 24 69  1  6
 26 70  1  6
 31 78  1  0
 31 79  1  0
 32 80  1  0
 32 81  1  0
 34 82  1  0
 34 83  1  0
 34 84  1  0
 35 85  1  6
 36 86  1  1
 37 87  1  0
 28 71  1  0
 28 72  1  0
 28 73  1  0
 29 74  1  0
 29 75  1  0
 29 76  1  0
 30 77  1  0
 39 88  1  0
 41 89  1  0
 41 90  1  0
 41 91  1  0
M  END


  Mrv1652309032212202D          

 41 44  0  0  1  0            999 V2000
    0.5062    1.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3163    1.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5864    0.4223    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0463   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3965    0.2664    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9366    0.8900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6666   -0.5132    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1265   -1.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4767   -0.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7467   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2066   -2.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4767   -2.8518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9366   -3.4755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5569   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269   -2.3841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0970   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3670    0.4223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1771    0.2664    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9071    1.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7172    0.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274    0.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7974   -0.0454    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6075   -0.2014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8776   -0.9809    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.6877   -1.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5318   -1.9470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8436   -0.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4979   -1.2927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3375   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2573   -0.6691    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7172   -1.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4472   -0.5132    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9071   -1.1368    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1771   -1.9164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0168   -0.0454    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1443    0.7696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4124    0.5161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5965    1.3203    0.0000 C   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  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  2  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
 12 14  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 26 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 24 33  1  0  0  0  0
 33 34  1  1  0  0  0
 35 33  1  1  0  0  0
 20 35  1  0  0  0  0
 35 36  1  0  0  0  0
 17 36  1  0  0  0  0
 36 37  1  6  0  0  0
 18 38  1  0  0  0  0
  9 38  1  0  0  0  0
 38 39  1  6  0  0  0
 38 40  1  1  0  0  0
 40 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0173242

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)[C@@H](O)[C@@H](C)C1=C(CC(C)=O)C(=O)C2=C(O[C@]3(C)CC[C@H]4O[C@H](CC[C@]4(C)[C@H]3[C@@H]2O)C(C)(C)O)[C@]1(O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C32H50O9/c1-10-16(2)24(34)18(4)23-19(15-17(3)33)25(35)22-26(36)27-30(7)13-11-20(29(5,6)37)40-21(30)12-14-31(27,8)41-28(22)32(23,38)39-9/h16,18,20-21,24,26-27,34,36-38H,10-15H2,1-9H3/t16-,18-,20+,21+,24+,26+,27+,30-,31+,32+/m0/s1

> <INCHI_KEY>
NZJKQPGUCNBBAC-UYPVARLYSA-N

> <FORMULA>
C32H50O9

> <MOLECULAR_WEIGHT>
578.743

> <EXACT_MASS>
578.34548319

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
64.74498392091262

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,4aR,4bS,5S,9R,10aR,12aR)-5,9-dihydroxy-8-[(2S,3R,4S)-3-hydroxy-4-methylhexan-2-yl]-2-(2-hydroxypropan-2-yl)-9-methoxy-4a,10a-dimethyl-7-(2-oxopropyl)-2,3,4,4a,4b,5,6,9,10a,11,12,12a-dodecahydro-1,10-dioxatetraphen-6-one

> <ALOGPS_LOGP>
2.55

> <JCHEM_LOGP>
2.2987823526666666

> <ALOGPS_LOGS>
-4.36

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.805965062949348

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.686973732894483

> <JCHEM_PKA_STRONGEST_BASIC>
-2.958393565537614

> <JCHEM_POLAR_SURFACE_AREA>
142.75

> <JCHEM_REFRACTIVITY>
154.80470000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.51e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,4aR,4bS,5S,9R,10aR,12aR)-5,9-dihydroxy-8-[(2S,3R,4S)-3-hydroxy-4-methylhexan-2-yl]-2-(2-hydroxypropan-2-yl)-9-methoxy-4a,10a-dimethyl-7-(2-oxopropyl)-2,3,4,4b,5,11,12,12a-octahydro-1,10-dioxatetraphen-6-one

> <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       0.945   2.534   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.457   2.243   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.961   0.788   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.953  -0.376   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.473   0.497   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.482   1.661   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.978  -0.958   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.969  -2.122   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.490  -1.249   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.994  -2.704   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.986  -3.868   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.490  -5.323   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002  -5.614   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.482  -6.488   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.506  -2.995   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.010  -4.450   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       9.514  -1.831   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.010  -0.376   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      10.018   0.788   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      11.531   0.497   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.027   1.952   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.539   1.661   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.051   1.370   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      14.555  -0.085   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      16.067  -0.376   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      16.571  -1.831   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      18.084  -2.122   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      17.793  -3.634   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      18.375  -0.610   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      19.596  -2.413   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      15.563  -2.995   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      14.051  -2.704   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.547  -1.249   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      12.539  -2.413   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      12.035  -0.958   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      11.027  -2.122   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      11.531  -3.577   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       7.498  -0.085   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       7.736   1.437   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       6.370   0.963   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       6.713   2.465   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   38                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   10   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   36                                                  
CONECT   18   17   19   38                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22   35                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   33                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   31                                                  
CONECT   27   26   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27                                                            
CONECT   31   26   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   24   34   35                                             
CONECT   34   33                                                            
CONECT   35   33   20   36                                                  
CONECT   36   35   17   37                                                  
CONECT   37   36                                                            
CONECT   38   18    9   39   40                                             
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₅₀O₉

Average Mass

578.7430 Da

Monoisotopic Mass

578.34548 Da

IUPAC Name

(2R,4aR,4bS,5S,9R,10aR,12aR)-5,9-dihydroxy-8-[(2S,3R,4S)-3-hydroxy-4-methylhexan-2-yl]-2-(2-hydroxypropan-2-yl)-9-methoxy-4a,10a-dimethyl-7-(2-oxopropyl)-2,3,4,4a,4b,5,6,9,10a,11,12,12a-dodecahydro-1,10-dioxatetraphen-6-one

Traditional Name

CAS Registry Number

Not Available

SMILES

CC[C@H](C)[C@@H](O)[C@@H](C)C1=C(CC(C)=O)C(=O)C2=C(O[C@]3(C)CC[C@H]4O[C@H](CC[C@]4(C)[C@H]3[C@@H]2O)C(C)(C)O)[C@]1(O)OC

InChI Identifier

InChI=1S/C32H50O9/c1-10-16(2)24(34)18(4)23-19(15-17(3)33)25(35)22-26(36)27-30(7)13-11-20(29(5,6)37)40-21(30)12-14-31(27,8)41-28(22)32(23,38)39-9/h16,18,20-21,24,26-27,34,36-38H,10-15H2,1-9H3/t16-,18-,20+,21+,24+,26+,27+,30-,31+,32+/m0/s1

InChI Key

NZJKQPGUCNBBAC-UYPVARLYSA-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
Bipolaris cynodontis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxanes

Sub Class

Not Available

Direct Parent

Oxanes

Alternative Parents

Substituents

Oxane
Vinylogous ester
Tertiary alcohol
Hemiacetal
Ketone
Secondary alcohol
Dialkyl ether
Ether
Oxacycle
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
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	2.55	ALOGPS
logP	2.3	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.69	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	142.75 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	154.8 m³·mol⁻¹	ChemAxon
Polarizability	64.74 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	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

Not Available

Chemspider ID

31111164

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76312973

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,4ar,4bs,5s,9r,10ar,12ar)-5,9-dihydroxy-8-[(2s,3r,4s)-3-hydroxy-4-methylhexan-2-yl]-2-(2-hydroxypropan-2-yl)-9-methoxy-4a,10a-dimethyl-7-(2-oxopropyl)-2,3,4,4b,5,11,12,12a-octahydro-1,10-dioxatetraphen-6-one (NP0173242)

MOL for NP0173242 ((2r,4ar,4bs,5s,9r,10ar,12ar)-5,9-dihydroxy-8-[(2s,3r,4s)-3-hydroxy-4-methylhexan-2-yl]-2-(2-hydroxypropan-2-yl)-9-methoxy-4a,10a-dimethyl-7-(2-oxopropyl)-2,3,4,4b,5,11,12,12a-octahydro-1,10-dioxatetraphen-6-one)

3D MOL for NP0173242 ((2r,4ar,4bs,5s,9r,10ar,12ar)-5,9-dihydroxy-8-[(2s,3r,4s)-3-hydroxy-4-methylhexan-2-yl]-2-(2-hydroxypropan-2-yl)-9-methoxy-4a,10a-dimethyl-7-(2-oxopropyl)-2,3,4,4b,5,11,12,12a-octahydro-1,10-dioxatetraphen-6-one)

3D SDF for NP0173242 ((2r,4ar,4bs,5s,9r,10ar,12ar)-5,9-dihydroxy-8-[(2s,3r,4s)-3-hydroxy-4-methylhexan-2-yl]-2-(2-hydroxypropan-2-yl)-9-methoxy-4a,10a-dimethyl-7-(2-oxopropyl)-2,3,4,4b,5,11,12,12a-octahydro-1,10-dioxatetraphen-6-one)

3D-SDF for NP0173242 ((2r,4ar,4bs,5s,9r,10ar,12ar)-5,9-dihydroxy-8-[(2s,3r,4s)-3-hydroxy-4-methylhexan-2-yl]-2-(2-hydroxypropan-2-yl)-9-methoxy-4a,10a-dimethyl-7-(2-oxopropyl)-2,3,4,4b,5,11,12,12a-octahydro-1,10-dioxatetraphen-6-one)

PDB for NP0173242 ((2r,4ar,4bs,5s,9r,10ar,12ar)-5,9-dihydroxy-8-[(2s,3r,4s)-3-hydroxy-4-methylhexan-2-yl]-2-(2-hydroxypropan-2-yl)-9-methoxy-4a,10a-dimethyl-7-(2-oxopropyl)-2,3,4,4b,5,11,12,12a-octahydro-1,10-dioxatetraphen-6-one)

3D PDB for NP0173242 ((2r,4ar,4bs,5s,9r,10ar,12ar)-5,9-dihydroxy-8-[(2s,3r,4s)-3-hydroxy-4-methylhexan-2-yl]-2-(2-hydroxypropan-2-yl)-9-methoxy-4a,10a-dimethyl-7-(2-oxopropyl)-2,3,4,4b,5,11,12,12a-octahydro-1,10-dioxatetraphen-6-one)

SMILES for NP0173242 ((2r,4ar,4bs,5s,9r,10ar,12ar)-5,9-dihydroxy-8-[(2s,3r,4s)-3-hydroxy-4-methylhexan-2-yl]-2-(2-hydroxypropan-2-yl)-9-methoxy-4a,10a-dimethyl-7-(2-oxopropyl)-2,3,4,4b,5,11,12,12a-octahydro-1,10-dioxatetraphen-6-one)

INCHI for NP0173242 ((2r,4ar,4bs,5s,9r,10ar,12ar)-5,9-dihydroxy-8-[(2s,3r,4s)-3-hydroxy-4-methylhexan-2-yl]-2-(2-hydroxypropan-2-yl)-9-methoxy-4a,10a-dimethyl-7-(2-oxopropyl)-2,3,4,4b,5,11,12,12a-octahydro-1,10-dioxatetraphen-6-one)

Structure for NP0173242 ((2r,4ar,4bs,5s,9r,10ar,12ar)-5,9-dihydroxy-8-[(2s,3r,4s)-3-hydroxy-4-methylhexan-2-yl]-2-(2-hydroxypropan-2-yl)-9-methoxy-4a,10a-dimethyl-7-(2-oxopropyl)-2,3,4,4b,5,11,12,12a-octahydro-1,10-dioxatetraphen-6-one)

3D Structure for NP0173242 ((2r,4ar,4bs,5s,9r,10ar,12ar)-5,9-dihydroxy-8-[(2s,3r,4s)-3-hydroxy-4-methylhexan-2-yl]-2-(2-hydroxypropan-2-yl)-9-methoxy-4a,10a-dimethyl-7-(2-oxopropyl)-2,3,4,4b,5,11,12,12a-octahydro-1,10-dioxatetraphen-6-one)