NP-MRD: Showing NP-Card for (1r,2s,3s,7s,8r,9r,10r,11r,13s,14r,17r)-7,9,10-tris(acetyloxy)-13-chloro-11-hydroxy-8,17-dimethyl-4,12-dimethylidene-16-oxo-15,18-dioxatetracyclo[9.6.1.0¹,¹⁴.0³,⁸]octadecan-2-yl acetate (NP0305072)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 20:35:33 UTC

Updated at

2022-09-10 20:35:33 UTC

NP-MRD ID

NP0305072

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2s,3s,7s,8r,9r,10r,11r,13s,14r,17r)-7,9,10-tris(acetyloxy)-13-chloro-11-hydroxy-8,17-dimethyl-4,12-dimethylidene-16-oxo-15,18-dioxatetracyclo[9.6.1.0¹,¹⁴.0³,⁸]octadecan-2-yl acetate

Description

(1R,2S,3S,7S,8R,9R,10R,11R,13S,14R,17R)-2,7,10-tris(acetyloxy)-13-chloro-11-hydroxy-8,17-dimethyl-4,12-dimethylidene-16-oxo-15,18-dioxatetracyclo[9.6.1.0¹,¹⁴.0³,⁸]Octadecan-9-yl acetate belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. (1r,2s,3s,7s,8r,9r,10r,11r,13s,14r,17r)-7,9,10-tris(acetyloxy)-13-chloro-11-hydroxy-8,17-dimethyl-4,12-dimethylidene-16-oxo-15,18-dioxatetracyclo[9.6.1.0¹,¹⁴.0³,⁸]octadecan-2-yl acetate is found in Junceella fragilis. Based on a literature review very few articles have been published on (1R,2S,3S,7S,8R,9R,10R,11R,13S,14R,17R)-2,7,10-tris(acetyloxy)-13-chloro-11-hydroxy-8,17-dimethyl-4,12-dimethylidene-16-oxo-15,18-dioxatetracyclo[9.6.1.0¹,¹⁴.0³,⁸]Octadecan-9-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102222352D          

 41 44  0  0  1  0            999 V2000
    4.1948    1.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6085    1.2825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3832    0.9988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5248    0.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8918   -0.3430    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6315   -0.8462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3616   -1.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0789   -0.8671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3559   -2.0996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1171   -0.0593    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4285   -0.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9754    0.7535    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2564    1.1927    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3320    2.2464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0492    3.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5892    3.6864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2390    3.2186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3951    1.1231    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2792    0.3431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0551   -0.3889    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5288   -1.1075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2160   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5961   -0.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0459    0.6463    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8722    0.8845    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5477    1.2718    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4599    2.1084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1906    2.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8935    3.3173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7539    1.9069    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8713    2.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7760   -0.8614    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5256   -1.7221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8842   -2.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0727   -3.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0944   -2.0863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6245   -0.7467    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7713   -1.6773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5652   -2.4738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1536   -3.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7702   -2.6942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12  2  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 18 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 18 30  1  0  0  0  0
 30 31  1  6  0  0  0
 20 32  1  0  0  0  0
 32 33  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 32 37  1  0  0  0  0
 10 37  1  0  0  0  0
 37 38  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
M  END

     RDKit          3D

 76 79  0  0  0  0  0  0  0  0999 V2000
   -0.6570   -3.4750   -0.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0572   -2.8801    0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0498   -3.6211    0.7440 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0183   -2.4740    1.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9939   -1.5164   -0.0609 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1697   -0.7548   -0.1843 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1156   -0.8783   -1.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3375   -0.0328   -1.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9544   -1.7449   -2.0466 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7215   -0.6238   -0.1377 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6106   -0.4111   -1.5953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3049   -1.4782    0.5115 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7217   -1.1817    0.6566 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5238   -2.2357    0.1409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2505   -3.1411    0.8846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0795   -4.2128    0.2337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2014   -3.0462    2.1412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749    0.1633    0.3084 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4561    1.0641    0.8754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9588    2.1337    0.2639 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2265    3.2348    1.1321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5857    2.5726   -1.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3259    3.7623   -1.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5157    1.6821   -1.6991 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0770    2.5195   -2.0004 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.6920    0.3327   -1.0975 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1083    0.0656   -1.1619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6315    0.5517   -0.0058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7310    1.0850    0.1593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6143    0.3130    1.0249 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6447    1.4941    1.9696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5488    1.9118    0.1383 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0891    2.2444   -1.0888 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9864    3.2676   -1.3450 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5132    3.5478   -2.7080 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3478    3.9667   -0.3626 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9713    0.5809    0.6997 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3212    0.7273    1.1156 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7523    0.7614    2.4096 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1921    0.9184    2.7771 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8574    0.6515    3.3144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4365   -3.1228   -1.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3562   -4.5138   -1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6597   -4.0973    1.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5054   -4.3063    0.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9703   -2.1063    2.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0348   -2.9681    0.9883 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0328   -2.2119   -0.9487 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2244    0.8780   -0.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2537   -0.6063   -0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4386    0.2892   -2.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6126   -0.3352   -2.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0383    0.3914   -1.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1819   -1.3644   -2.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1186   -1.4946    1.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9640   -1.2492    1.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0844   -3.7951    0.1075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6093   -4.6033   -0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1370   -5.0430    0.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5619    3.1938    1.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7871    4.0709   -2.4474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6367    4.4499   -1.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0880    1.5185   -2.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2675   -0.5032   -1.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9183   -0.5793    1.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7843    1.5708    2.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8165    2.4043    1.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5964    1.3588    2.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9910    2.6475    0.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7896    2.5847   -3.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4377    4.1328   -2.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8088    4.1465   -3.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3965    0.5060    1.6765 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6974   -0.0498    2.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2641    1.2730    3.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6751    1.6894    2.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 30  1  0
 30 28  1  0
 28 29  2  0
 28 27  1  0
 27 26  1  0
 26 24  1  0
 24 25  1  0
 24 22  1  0
 22 23  2  3
 22 20  1  0
 20 21  1  1
 20 19  1  0
 18 19  1  1
 18 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 13 12  1  0
 12  2  1  0
  2  1  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  5 10  1  0
 10 11  1  6
 10 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 39 41  2  0
 37 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  2  0
 18 30  1  0
 10 12  1  0
 18 26  1  0
 32 20  1  0
 31 66  1  0
 31 67  1  0
 31 68  1  0
 30 65  1  1
 26 64  1  6
 24 63  1  6
 23 61  1  0
 23 62  1  0
 21 60  1  0
 13 56  1  1
 16 57  1  0
 16 58  1  0
 16 59  1  0
 12 55  1  1
  1 42  1  0
  1 43  1  0
  3 44  1  0
  3 45  1  0
  4 46  1  0
  4 47  1  0
  5 48  1  6
  8 49  1  0
  8 50  1  0
  8 51  1  0
 11 52  1  0
 11 53  1  0
 11 54  1  0
 37 73  1  1
 40 74  1  0
 40 75  1  0
 40 76  1  0
 32 69  1  1
 35 70  1  0
 35 71  1  0
 35 72  1  0
M  END


  Mrv1652309102222352D          

 41 44  0  0  1  0            999 V2000
    4.1948    1.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6085    1.2825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3832    0.9988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5248    0.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8918   -0.3430    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6315   -0.8462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3616   -1.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0789   -0.8671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3559   -2.0996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1171   -0.0593    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4285   -0.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9754    0.7535    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2564    1.1927    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3320    2.2464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0492    3.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5892    3.6864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2390    3.2186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3951    1.1231    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2792    0.3431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0551   -0.3889    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5288   -1.1075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2160   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5961   -0.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0459    0.6463    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8722    0.8845    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5477    1.2718    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4599    2.1084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1906    2.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8935    3.3173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7539    1.9069    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8713    2.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7760   -0.8614    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5256   -1.7221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8842   -2.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0727   -3.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0944   -2.0863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6245   -0.7467    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7713   -1.6773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5652   -2.4738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1536   -3.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7702   -2.6942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12  2  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 18 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 18 30  1  0  0  0  0
 30 31  1  6  0  0  0
 20 32  1  0  0  0  0
 32 33  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 32 37  1  0  0  0  0
 10 37  1  0  0  0  0
 37 38  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0305072

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C(=O)O[C@H]2[C@@H](Cl)C(=C)[C@@]3(O)O[C@@]12[C@@H](OC(C)=O)[C@H]1C(=C)CC[C@H](OC(C)=O)[C@]1(C)[C@@H](OC(C)=O)[C@H]3OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H35ClO12/c1-11-9-10-18(36-14(4)30)26(8)19(11)21(37-15(5)31)27-13(3)25(34)40-22(27)20(29)12(2)28(35,41-27)24(39-17(7)33)23(26)38-16(6)32/h13,18-24,35H,1-2,9-10H2,3-8H3/t13-,18-,19+,20-,21-,22-,23-,24+,26-,27+,28+/m0/s1

> <INCHI_KEY>
YSJIMSSORHGGLO-KNSNFZQCSA-N

> <FORMULA>
C28H35ClO12

> <MOLECULAR_WEIGHT>
599.03

> <EXACT_MASS>
598.1817043

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
56.95796199126204

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,3S,7S,8R,9R,10R,11R,13S,14R,17R)-7,9,10-tris(acetyloxy)-13-chloro-11-hydroxy-8,17-dimethyl-4,12-dimethylidene-16-oxo-15,18-dioxatetracyclo[9.6.1.0^{1,14}.0^{3,8}]octadecan-2-yl acetate

> <JCHEM_LOGP>
1.7281751039999997

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.43392392218873

> <JCHEM_PKA_STRONGEST_BASIC>
-4.457896713812549

> <JCHEM_POLAR_SURFACE_AREA>
160.96

> <JCHEM_REFRACTIVITY>
136.1274

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,3S,7S,8R,9R,10R,11R,13S,14R,17R)-7,9,10-tris(acetyloxy)-13-chloro-11-hydroxy-8,17-dimethyl-4,12-dimethylidene-16-oxo-15,18-dioxatetracyclo[9.6.1.0^{1,14}.0^{3,8}]octadecan-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       7.830   3.577   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.736   2.394   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.182   1.864   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.446   0.347   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.265  -0.640   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       8.645  -1.580   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      10.008  -2.379   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.347  -1.619   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       9.998  -3.919   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.819  -0.111   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.400  -1.701   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.554   1.406   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.212   2.226   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.353   4.193   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.825   5.717   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.833   6.881   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.313   6.008   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.604   2.096   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.388   0.640   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.970  -0.726   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.987  -2.067   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.403  -0.330   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.113  -0.846   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.086   1.207   0.000  0.00  0.00           C+0
HETATM   25 Cl   UNK     0      -1.628   1.651   0.000  0.00  0.00          Cl+0
HETATM   26  C   UNK     0       1.022   2.374   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.858   3.936   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.223   4.670   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.668   6.192   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.274   3.560   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.493   5.251   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.315  -1.608   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       2.848  -3.215   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       1.650  -4.339   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.002  -5.839   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       0.176  -3.894   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       4.899  -1.394   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       5.173  -3.131   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       4.788  -4.618   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       5.887  -5.697   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       3.304  -5.029   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    5   11   12   37                                             
CONECT   11   10                                                            
CONECT   12   10    2   13                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   13   19   26   30                                             
CONECT   19   18   20                                                       
CONECT   20   19   21   22   32                                             
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   18   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   18   31                                                  
CONECT   31   30                                                            
CONECT   32   20   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   32   10   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

View in JSmol

Synonyms

Value	Source
(1R,2S,3S,7S,8R,9R,10R,11R,13S,14R,17R)-2,7,10-Tris(acetyloxy)-13-chloro-11-hydroxy-8,17-dimethyl-4,12-dimethylidene-16-oxo-15,18-dioxatetracyclo[9.6.1.0,.0,]octadecan-9-yl acetic acid	Generator

Chemical Formula

C₂₈H₃₅ClO₁₂

Average Mass

599.0300 Da

Monoisotopic Mass

598.18170 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@H]1C(=O)O[C@H]2[C@@H](Cl)C(=C)[C@@]3(O)O[C@@]12[C@@H](OC(C)=O)[C@H]1C(=C)CC[C@H](OC(C)=O)[C@]1(C)[C@@H](OC(C)=O)[C@H]3OC(C)=O

InChI Identifier

InChI=1S/C28H35ClO12/c1-11-9-10-18(36-14(4)30)26(8)19(11)21(37-15(5)31)27-13(3)25(34)40-22(27)20(29)12(2)28(35,41-27)24(39-17(7)33)23(26)38-16(6)32/h13,18-24,35H,1-2,9-10H2,3-8H3/t13-,18-,19+,20-,21-,22-,23-,24+,26-,27+,28+/m0/s1

InChI Key

YSJIMSSORHGGLO-KNSNFZQCSA-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
Junceella fragilis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Pentacarboxylic acids and derivatives

Direct Parent

Pentacarboxylic acids and derivatives

Alternative Parents

Substituents

Pentacarboxylic acid or derivatives
Furopyran
Gamma butyrolactone
Oxane
Pyran
Furan
Tetrahydrofuran
Lactone
Hemiacetal
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organochloride
Organohalogen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Alkyl halide
Alkyl chloride
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

162876223

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2s,3s,7s,8r,9r,10r,11r,13s,14r,17r)-7,9,10-tris(acetyloxy)-13-chloro-11-hydroxy-8,17-dimethyl-4,12-dimethylidene-16-oxo-15,18-dioxatetracyclo[9.6.1.0¹,¹⁴.0³,⁸]octadecan-2-yl acetate (NP0305072)

MOL for NP0305072 ((1r,2s,3s,7s,8r,9r,10r,11r,13s,14r,17r)-7,9,10-tris(acetyloxy)-13-chloro-11-hydroxy-8,17-dimethyl-4,12-dimethylidene-16-oxo-15,18-dioxatetracyclo[9.6.1.0¹,¹⁴.0³,⁸]octadecan-2-yl acetate)

3D MOL for NP0305072 ((1r,2s,3s,7s,8r,9r,10r,11r,13s,14r,17r)-7,9,10-tris(acetyloxy)-13-chloro-11-hydroxy-8,17-dimethyl-4,12-dimethylidene-16-oxo-15,18-dioxatetracyclo[9.6.1.0¹,¹⁴.0³,⁸]octadecan-2-yl acetate)

3D SDF for NP0305072 ((1r,2s,3s,7s,8r,9r,10r,11r,13s,14r,17r)-7,9,10-tris(acetyloxy)-13-chloro-11-hydroxy-8,17-dimethyl-4,12-dimethylidene-16-oxo-15,18-dioxatetracyclo[9.6.1.0¹,¹⁴.0³,⁸]octadecan-2-yl acetate)

3D-SDF for NP0305072 ((1r,2s,3s,7s,8r,9r,10r,11r,13s,14r,17r)-7,9,10-tris(acetyloxy)-13-chloro-11-hydroxy-8,17-dimethyl-4,12-dimethylidene-16-oxo-15,18-dioxatetracyclo[9.6.1.0¹,¹⁴.0³,⁸]octadecan-2-yl acetate)

PDB for NP0305072 ((1r,2s,3s,7s,8r,9r,10r,11r,13s,14r,17r)-7,9,10-tris(acetyloxy)-13-chloro-11-hydroxy-8,17-dimethyl-4,12-dimethylidene-16-oxo-15,18-dioxatetracyclo[9.6.1.0¹,¹⁴.0³,⁸]octadecan-2-yl acetate)

3D PDB for NP0305072 ((1r,2s,3s,7s,8r,9r,10r,11r,13s,14r,17r)-7,9,10-tris(acetyloxy)-13-chloro-11-hydroxy-8,17-dimethyl-4,12-dimethylidene-16-oxo-15,18-dioxatetracyclo[9.6.1.0¹,¹⁴.0³,⁸]octadecan-2-yl acetate)

SMILES for NP0305072 ((1r,2s,3s,7s,8r,9r,10r,11r,13s,14r,17r)-7,9,10-tris(acetyloxy)-13-chloro-11-hydroxy-8,17-dimethyl-4,12-dimethylidene-16-oxo-15,18-dioxatetracyclo[9.6.1.0¹,¹⁴.0³,⁸]octadecan-2-yl acetate)

INCHI for NP0305072 ((1r,2s,3s,7s,8r,9r,10r,11r,13s,14r,17r)-7,9,10-tris(acetyloxy)-13-chloro-11-hydroxy-8,17-dimethyl-4,12-dimethylidene-16-oxo-15,18-dioxatetracyclo[9.6.1.0¹,¹⁴.0³,⁸]octadecan-2-yl acetate)

Structure for NP0305072 ((1r,2s,3s,7s,8r,9r,10r,11r,13s,14r,17r)-7,9,10-tris(acetyloxy)-13-chloro-11-hydroxy-8,17-dimethyl-4,12-dimethylidene-16-oxo-15,18-dioxatetracyclo[9.6.1.0¹,¹⁴.0³,⁸]octadecan-2-yl acetate)

3D Structure for NP0305072 ((1r,2s,3s,7s,8r,9r,10r,11r,13s,14r,17r)-7,9,10-tris(acetyloxy)-13-chloro-11-hydroxy-8,17-dimethyl-4,12-dimethylidene-16-oxo-15,18-dioxatetracyclo[9.6.1.0¹,¹⁴.0³,⁸]octadecan-2-yl acetate)