NP-MRD: Showing NP-Card for 2',6',9',11',13',14'-hexahydroxy-11'-isopropyl-7',10'-dimethyl-15'-oxaspiro[oxirane-2,3'-pentacyclo[7.5.1.0¹,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecan]-12'-yl 1h-pyrrole-2-carboxylate (NP0214214)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 13:27:00 UTC

Updated at

2022-09-05 13:27:00 UTC

NP-MRD ID

NP0214214

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2',6',9',11',13',14'-hexahydroxy-11'-isopropyl-7',10'-dimethyl-15'-oxaspiro[oxirane-2,3'-pentacyclo[7.5.1.0¹,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecan]-12'-yl 1h-pyrrole-2-carboxylate

Description

2',6',9',11',13',14'-Hexahydroxy-7',10'-dimethyl-11'-(propan-2-yl)-15'-oxaspiro[oxirane-2,3'-pentacyclo[7.5.1.0¹,⁶.0⁷,¹³.0¹⁰,¹⁴]Pentadecane]-12'-yl 1H-pyrrole-2-carboxylate belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 2',6',9',11',13',14'-hexahydroxy-11'-isopropyl-7',10'-dimethyl-15'-oxaspiro[oxirane-2,3'-pentacyclo[7.5.1.0¹,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecan]-12'-yl 1h-pyrrole-2-carboxylate is found in Ryania speciosa. 2',6',9',11',13',14'-Hexahydroxy-7',10'-dimethyl-11'-(propan-2-yl)-15'-oxaspiro[oxirane-2,3'-pentacyclo[7.5.1.0¹,⁶.0⁷,¹³.0¹⁰,¹⁴]Pentadecane]-12'-yl 1H-pyrrole-2-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241517262D          

 36 42  0  0  0  0            999 V2000
   -0.9552   -1.9228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1357   -2.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1918   -2.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3563   -1.3555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1408   -1.6108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0901   -0.7135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8791   -0.4727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4822   -1.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2962   -1.8394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2713   -0.7948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9299   -1.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6059   -0.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3652   -0.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5403   -0.0149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8815   -0.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1691    0.0804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3755    0.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7424    1.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7583    1.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4641    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2777    0.0276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4312    0.1347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0253   -0.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8106   -0.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8057   -1.6516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5802   -0.4701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6337    0.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9290    0.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1741    0.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0770    1.1965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4038   -0.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9503   -1.2074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2522   -0.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5190   -1.6160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3472   -0.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4759   -0.3643    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  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  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 17 29  1  0  0  0  0
 23 29  1  0  0  0  0
 29 30  1  0  0  0  0
 26 31  1  0  0  0  0
 31 32  1  0  0  0  0
 26 32  1  0  0  0  0
 23 33  1  0  0  0  0
 15 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
  4 35  1  0  0  0  0
 20 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END

     RDKit          3D

 69 75  0  0  0  0  0  0  0  0999 V2000
    1.5416   -0.9105    3.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8208   -1.5444    1.8346 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3208   -1.3721    1.5450 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0707   -1.1413    0.6381 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5999   -1.9515   -0.4164 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2026    0.2490    0.1586 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4423    0.5904   -0.3958 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2851    1.5804    0.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8351    2.1827    1.0758 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5631    1.9034   -0.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4084    2.8897   -0.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5134    2.8989   -0.8974 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3286    1.9219   -1.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1388    1.3364   -1.5964 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0355    0.4308   -0.7521 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3394    0.9461   -1.9769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.9083   -0.8242 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2770   -1.7173   -1.8093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1512   -0.6322   -0.7251 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5187   -0.9079    0.5875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3468   -0.6449    1.3631 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6096   -1.0916    2.6498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2576    0.8603    1.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432    1.3061   -0.1051 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7041    2.7504   -0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2180    0.8757   -0.9433 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9572    1.2505   -2.2382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5457    1.3938   -0.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5206    0.8008   -1.5935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4833   -0.6906   -1.3485 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2501   -1.1360   -0.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6008   -1.4706   -1.4792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0989   -1.2670   -1.6404 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2359   -2.6468   -1.5303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3747   -1.4085    0.5924 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6282   -2.8727    0.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8641   -1.5791    3.7367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4702   -0.8437    3.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1035    0.0759    3.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7030   -2.6628    1.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7274   -0.4777    2.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5327   -1.2790    0.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9098   -2.2348    1.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9446   -2.7935   -0.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0851    0.9391    1.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2634    3.5421    0.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3751    3.5487   -0.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0382    1.6910   -2.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7795    0.5538   -2.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5872    1.8802   -1.8786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6355   -2.6255   -1.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4028   -1.6555    2.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6160    1.3199    2.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2948    1.2221    1.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3866    2.9112   -0.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2707    3.3195    0.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714    3.1090   -1.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7700    0.5665   -2.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9429    1.0442    0.4146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5818    2.4907   -0.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1721    1.0347   -2.5992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5164    1.1590   -1.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9790   -0.4114    0.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9096   -1.9033    0.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9355   -1.0811   -2.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6096   -2.8896   -0.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6737   -3.1749    0.7191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2711   -3.1378    1.7809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0271   -3.5109    0.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  6
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  6 15  1  0
 15 16  1  6
 15 24  1  0
 24 25  1  1
 24 23  1  0
 23 21  1  0
 21 22  1  1
 21 20  1  0
 19 20  1  1
 19 33  1  0
 33 34  1  0
 33 30  1  0
 30 31  1  0
 31 32  1  0
 30 29  1  0
 29 28  1  0
 28 26  1  0
 26 27  1  6
 19 17  1  0
 17 18  1  6
 17 35  1  0
 35 36  1  6
 35  4  1  0
 14 10  1  0
 17 15  1  0
 26 24  1  0
 35 21  1  0
 26 19  1  0
 30 32  1  6
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  3 41  1  0
  3 42  1  0
  3 43  1  0
  5 44  1  0
  6 45  1  1
 11 46  1  0
 12 47  1  0
 13 48  1  0
 14 49  1  0
 16 50  1  0
 25 55  1  0
 25 56  1  0
 25 57  1  0
 23 53  1  0
 23 54  1  0
 22 52  1  0
 33 65  1  6
 34 66  1  0
 31 63  1  0
 31 64  1  0
 29 61  1  0
 29 62  1  0
 28 59  1  0
 28 60  1  0
 27 58  1  0
 18 51  1  0
 36 67  1  0
 36 68  1  0
 36 69  1  0
M  END


  Mrv1533004241517262D          

 36 42  0  0  0  0            999 V2000
   -0.9552   -1.9228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1357   -2.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1918   -2.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3563   -1.3555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1408   -1.6108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0901   -0.7135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8791   -0.4727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4822   -1.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2962   -1.8394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2713   -0.7948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9299   -1.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6059   -0.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3652   -0.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5403   -0.0149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8815   -0.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1691    0.0804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3755    0.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7424    1.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7583    1.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4641    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2777    0.0276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4312    0.1347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0253   -0.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8106   -0.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8057   -1.6516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5802   -0.4701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6337    0.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9290    0.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1741    0.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0770    1.1965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4038   -0.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9503   -1.2074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2522   -0.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5190   -1.6160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3472   -0.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4759   -0.3643    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  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  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 17 29  1  0  0  0  0
 23 29  1  0  0  0  0
 29 30  1  0  0  0  0
 26 31  1  0  0  0  0
 31 32  1  0  0  0  0
 26 32  1  0  0  0  0
 23 33  1  0  0  0  0
 15 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
  4 35  1  0  0  0  0
 20 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0214214

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1(O)C(OC(=O)C2=CC=CN2)C2(O)C3(C)CC4(O)OC5(C(O)C6(CO6)CCC35O)C2(O)C14C

> <INCHI_IDENTIFIER>
InChI=1S/C25H33NO10/c1-12(2)22(31)16(35-14(27)13-6-5-9-26-13)23(32)17(3)10-21(30)18(22,4)25(23,33)24(36-21)15(28)19(11-34-19)7-8-20(17,24)29/h5-6,9,12,15-16,26,28-33H,7-8,10-11H2,1-4H3

> <INCHI_KEY>
BLFWHBSHUQXUKD-UHFFFAOYSA-N

> <FORMULA>
C25H33NO10

> <MOLECULAR_WEIGHT>
507.536

> <EXACT_MASS>
507.210446267

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
49.875119191577916

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2',6',9',11',13',14'-hexahydroxy-7',10'-dimethyl-11'-(propan-2-yl)-15'-oxaspiro[oxirane-2,3'-pentacyclo[7.5.1.0¹,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecane]-12'-yl 1H-pyrrole-2-carboxylate

> <ALOGPS_LOGP>
-0.13

> <JCHEM_LOGP>
-0.9426540516666677

> <ALOGPS_LOGS>
-1.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.811847648952291

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.208156205563018

> <JCHEM_PKA_STRONGEST_BASIC>
-3.645774253736695

> <JCHEM_POLAR_SURFACE_AREA>
185.23

> <JCHEM_REFRACTIVITY>
118.62459999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.20e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2',6',9',11',13',14'-hexahydroxy-11'-isopropyl-7',10'-dimethyl-15'-oxaspiro[oxirane-2,3'-pentacyclo[7.5.1.0¹,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecane]-12'-yl 1H-pyrrole-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -1.783  -3.589   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.253  -3.766   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.358  -5.180   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.665  -2.530   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.130  -3.007   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.168  -1.332   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.641  -0.882   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.767  -1.933   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.420  -3.434   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -4.240  -1.484   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.469  -2.411   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.731  -1.528   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.282  -0.056   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -4.742  -0.028   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       1.646  -0.626   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.316   0.150   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.568   1.122   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.253   2.501   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.415   1.995   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.866   0.725   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.518   0.052   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.672   0.251   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.781  -0.843   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.247  -1.543   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.237  -3.083   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.683  -0.877   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.783   0.667   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.467   1.491   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.058   0.704   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       3.877   2.233   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       8.220  -0.967   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       7.374  -2.254   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       2.337  -1.559   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       2.835  -3.017   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       0.648  -0.783   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.888  -0.680   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6   35                                             
CONECT    5    4                                                            
CONECT    6    4    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   10                                                       
CONECT   15    6   16   17   33                                             
CONECT   16   15                                                            
CONECT   17   15   18   19   29                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22   35                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   29   33                                             
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   31   32                                             
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   17   23   30                                             
CONECT   30   29                                                            
CONECT   31   26   32                                                       
CONECT   32   31   26                                                       
CONECT   33   23   15   34   35                                             
CONECT   34   33                                                            
CONECT   35   33    4   20   36                                             
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   84    0
END

View in JSmol

Synonyms

Value	Source
2',6',9',11',13',14'-Hexahydroxy-7',10'-dimethyl-11'-(propan-2-yl)-15'-oxaspiro[oxirane-2,3'-pentacyclo[7.5.1.0,.0,.0,]pentadecane]-12'-yl 1H-pyrrole-2-carboxylic acid	Generator
2',6',9',11',13',14'-Hexahydroxy-7',10'-dimethyl-11'-(propan-2-yl)-15'-oxaspiro[oxirane-2,3'-pentacyclo[7.5.1.0¹,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecane]-12'-yl 1H-pyrrole-2-carboxylic acid	Generator

Chemical Formula

C₂₅H₃₃NO₁₀

Average Mass

507.5360 Da

Monoisotopic Mass

507.21045 Da

IUPAC Name

2',6',9',11',13',14'-hexahydroxy-7',10'-dimethyl-11'-(propan-2-yl)-15'-oxaspiro[oxirane-2,3'-pentacyclo[7.5.1.0¹,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecane]-12'-yl 1H-pyrrole-2-carboxylate

Traditional Name

2',6',9',11',13',14'-hexahydroxy-11'-isopropyl-7',10'-dimethyl-15'-oxaspiro[oxirane-2,3'-pentacyclo[7.5.1.0¹,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecane]-12'-yl 1H-pyrrole-2-carboxylate

CAS Registry Number

Not Available

SMILES

CC(C)C1(O)C(OC(=O)C2=CC=CN2)C2(O)C3(C)CC4(O)OC5(C(O)C6(CO6)CCC35O)C2(O)C14C

InChI Identifier

InChI=1S/C25H33NO10/c1-12(2)22(31)16(35-14(27)13-6-5-9-26-13)23(32)17(3)10-21(30)18(22,4)25(23,33)24(36-21)15(28)19(11-34-19)7-8-20(17,24)29/h5-6,9,12,15-16,26,28-33H,7-8,10-11H2,1-4H3

InChI Key

BLFWHBSHUQXUKD-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ryania speciosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Pyrrole-2-carboxylic acid or derivatives
Oxepane
Monosaccharide
Oxane
Substituted pyrrole
Cyclic alcohol
Heteroaromatic compound
Pyrrole
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Hemiacetal
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Azacycle
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Alcohol
Organopnictogen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	-0.13	ALOGPS
logP	-0.94	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	11.21	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	185.23 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	118.62 m³·mol⁻¹	ChemAxon
Polarizability	49.88 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2',6',9',11',13',14'-hexahydroxy-11'-isopropyl-7',10'-dimethyl-15'-oxaspiro[oxirane-2,3'-pentacyclo[7.5.1.0¹,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecan]-12'-yl 1h-pyrrole-2-carboxylate (NP0214214)

MOL for NP0214214 (2',6',9',11',13',14'-hexahydroxy-11'-isopropyl-7',10'-dimethyl-15'-oxaspiro[oxirane-2,3'-pentacyclo[7.5.1.0¹,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecan]-12'-yl 1h-pyrrole-2-carboxylate)

3D MOL for NP0214214 (2',6',9',11',13',14'-hexahydroxy-11'-isopropyl-7',10'-dimethyl-15'-oxaspiro[oxirane-2,3'-pentacyclo[7.5.1.0¹,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecan]-12'-yl 1h-pyrrole-2-carboxylate)

3D SDF for NP0214214 (2',6',9',11',13',14'-hexahydroxy-11'-isopropyl-7',10'-dimethyl-15'-oxaspiro[oxirane-2,3'-pentacyclo[7.5.1.0¹,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecan]-12'-yl 1h-pyrrole-2-carboxylate)

3D-SDF for NP0214214 (2',6',9',11',13',14'-hexahydroxy-11'-isopropyl-7',10'-dimethyl-15'-oxaspiro[oxirane-2,3'-pentacyclo[7.5.1.0¹,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecan]-12'-yl 1h-pyrrole-2-carboxylate)

PDB for NP0214214 (2',6',9',11',13',14'-hexahydroxy-11'-isopropyl-7',10'-dimethyl-15'-oxaspiro[oxirane-2,3'-pentacyclo[7.5.1.0¹,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecan]-12'-yl 1h-pyrrole-2-carboxylate)

3D PDB for NP0214214 (2',6',9',11',13',14'-hexahydroxy-11'-isopropyl-7',10'-dimethyl-15'-oxaspiro[oxirane-2,3'-pentacyclo[7.5.1.0¹,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecan]-12'-yl 1h-pyrrole-2-carboxylate)

SMILES for NP0214214 (2',6',9',11',13',14'-hexahydroxy-11'-isopropyl-7',10'-dimethyl-15'-oxaspiro[oxirane-2,3'-pentacyclo[7.5.1.0¹,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecan]-12'-yl 1h-pyrrole-2-carboxylate)

INCHI for NP0214214 (2',6',9',11',13',14'-hexahydroxy-11'-isopropyl-7',10'-dimethyl-15'-oxaspiro[oxirane-2,3'-pentacyclo[7.5.1.0¹,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecan]-12'-yl 1h-pyrrole-2-carboxylate)

Structure for NP0214214 (2',6',9',11',13',14'-hexahydroxy-11'-isopropyl-7',10'-dimethyl-15'-oxaspiro[oxirane-2,3'-pentacyclo[7.5.1.0¹,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecan]-12'-yl 1h-pyrrole-2-carboxylate)

3D Structure for NP0214214 (2',6',9',11',13',14'-hexahydroxy-11'-isopropyl-7',10'-dimethyl-15'-oxaspiro[oxirane-2,3'-pentacyclo[7.5.1.0¹,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecan]-12'-yl 1h-pyrrole-2-carboxylate)