NP-MRD: Showing NP-Card for (1s,2r,15r,17s)-3,3,7,17,21-pentamethyl-4,12,18,26-tetraoxaheptacyclo[15.11.1.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁹,²⁸.0²⁰,²⁵]nonacosa-5(14),6,8,10,19(28),20,22,24-octaene-13,27-dione (NP0147240)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 02:48:11 UTC

Updated at

2022-09-02 02:48:11 UTC

NP-MRD ID

NP0147240

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,15r,17s)-3,3,7,17,21-pentamethyl-4,12,18,26-tetraoxaheptacyclo[15.11.1.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁹,²⁸.0²⁰,²⁵]nonacosa-5(14),6,8,10,19(28),20,22,24-octaene-13,27-dione

Description

(1S,2R,15R,17S)-3,3,7,17,21-pentamethyl-4,12,18,26-tetraoxaheptacyclo[15.11.1.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁹,²⁸.0²⁰,²⁵]Nonacosa-5(14),6,8,10,19(28),20,22,24-octaene-13,27-dione belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety. (1s,2r,15r,17s)-3,3,7,17,21-pentamethyl-4,12,18,26-tetraoxaheptacyclo[15.11.1.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁹,²⁸.0²⁰,²⁵]nonacosa-5(14),6,8,10,19(28),20,22,24-octaene-13,27-dione is found in Gerbera piloselloides. Based on a literature review very few articles have been published on (1S,2R,15R,17S)-3,3,7,17,21-pentamethyl-4,12,18,26-tetraoxaheptacyclo[15.11.1.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁹,²⁸.0²⁰,²⁵]Nonacosa-5(14),6,8,10,19(28),20,22,24-octaene-13,27-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022204482D          

 36 42  0  0  1  0            999 V2000
    8.1078    5.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5555    4.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3795    5.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8272    4.3075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4510    3.5733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6270    3.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2508    2.7978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4268    2.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0505    2.0224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9791    3.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3553    4.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1793    4.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1022    4.9689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3680    5.3452    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4346    6.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5495    4.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1939    3.1964    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4596    3.5726    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2065    4.3579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5828    5.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4000    4.5313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8465    3.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0399    4.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4865    3.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7396    2.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6799    3.6544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4268    4.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9802    5.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7868    4.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3403    5.4899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1468    5.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7003    5.9283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0996    3.1342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9062    2.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7610    2.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4983    2.3864    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  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
  2 12  2  0  0  0  0
  6 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 17 16  1  1  0  0  0
 10 17  1  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 14 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 23 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 21 31  1  0  0  0  0
 31 32  2  0  0  0  0
 22 33  1  0  0  0  0
 33 34  1  0  0  0  0
 18 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
M  END

     RDKit          2D

 64 70  0  0  0  0  0  0  0  0999 V2000
   -3.0000   -2.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000   -2.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -3.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -3.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000   -2.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500    1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000    2.5981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500    1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7500    1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2500    1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0000    2.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000    2.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2500    3.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7500    3.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5000    2.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5000    5.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7500    6.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5000    7.7942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7500    9.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2500    9.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5000   10.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0000   10.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7500    9.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0000    7.7942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7500    6.4952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0000    5.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7500    3.8971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2500    6.4952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000    5.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3509    4.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3509    6.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5000   -2.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0000   -4.0981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0000   -1.0981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000   -5.1962    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000   -5.1962    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000   -2.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7500    1.2990    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2500   -0.2010    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9544    2.6234    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0618    3.4817    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6016    3.1211    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3342    3.5420    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7612    3.7143    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2388    4.0800    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8482    1.9406    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6491    3.5623    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500    9.0933    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2500   10.5933    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2500    7.5933    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7500   11.6913    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7500   11.6913    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2500    9.0933    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7981    3.2678    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7461    5.2549    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0084    2.8837    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7981    7.1245    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3151    7.3094    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7461    5.1374    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 12  2  0
 12  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
  6  5  2  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
 11 12  1  0
 20 14  1  0
 31 21  1  0
 17 10  1  0
 34 18  1  0
 29 23  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  6
 18 49  1  6
 19 50  1  6
 20 51  1  0
 20 52  1  0
 35 59  1  0
 35 60  1  0
 35 61  1  0
 36 62  1  0
 36 63  1  0
 36 64  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  0
 27 57  1  0
 28 58  1  0
  5 42  1  0
  4 41  1  0
  3 40  1  0
M  END


  Mrv1652309022204482D          

 36 42  0  0  1  0            999 V2000
    8.1078    5.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5555    4.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3795    5.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8272    4.3075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4510    3.5733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6270    3.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2508    2.7978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4268    2.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0505    2.0224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9791    3.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3553    4.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1793    4.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1022    4.9689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3680    5.3452    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4346    6.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5495    4.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1939    3.1964    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4596    3.5726    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2065    4.3579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5828    5.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4000    4.5313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8465    3.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0399    4.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4865    3.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7396    2.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6799    3.6544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4268    4.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9802    5.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7868    4.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3403    5.4899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1468    5.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7003    5.9283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0996    3.1342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9062    2.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7610    2.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4983    2.3864    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  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
  2 12  2  0  0  0  0
  6 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 17 16  1  1  0  0  0
 10 17  1  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 14 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 23 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 21 31  1  0  0  0  0
 31 32  2  0  0  0  0
 22 33  1  0  0  0  0
 33 34  1  0  0  0  0
 18 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0147240

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C2C(OC(=O)C3=C2O[C@@]2(C)C[C@H]3[C@H]3[C@@H](C2)C2=C(OC3(C)C)C3=C(C)C=CC=C3OC2=O)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H28O6/c1-14-8-6-10-18-20(14)25-22(27(31)33-18)16-12-30(5)13-17(24(16)29(3,4)35-25)23-26(36-30)21-15(2)9-7-11-19(21)34-28(23)32/h6-11,16-17,24H,12-13H2,1-5H3/t16-,17+,24+,30+/m0/s1

> <INCHI_KEY>
KWMLMQWHPIAPEG-TTWVNCDSSA-N

> <FORMULA>
C30H28O6

> <MOLECULAR_WEIGHT>
484.548

> <EXACT_MASS>
484.188588622

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
34.328663709034956

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,15R,17S)-3,3,7,17,21-pentamethyl-4,12,18,26-tetraoxaheptacyclo[15.11.1.0^{2,15}.0^{5,14}.0^{6,11}.0^{19,28}.0^{20,25}]nonacosa-5(14),6,8,10,19(28),20,22,24-octaene-13,27-dione

> <ALOGPS_LOGP>
5.42

> <JCHEM_LOGP>
4.195405867333334

> <ALOGPS_LOGS>
-5.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.600311790947743

> <JCHEM_POLAR_SURFACE_AREA>
71.06

> <JCHEM_REFRACTIVITY>
135.118

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.85e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,15R,17S)-3,3,7,17,21-pentamethyl-4,12,18,26-tetraoxaheptacyclo[15.11.1.0^{2,15}.0^{5,14}.0^{6,11}.0^{19,28}.0^{20,25}]nonacosa-5(14),6,8,10,19(28),20,22,24-octaene-13,27-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      15.135  10.551   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.970   9.257   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.508   9.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.344   8.041   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.642   6.670   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.104   6.593   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      15.401   5.223   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      13.863   5.146   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      13.161   3.775   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      13.028   6.439   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.730   7.810   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      15.268   7.887   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      13.257   9.275   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      11.887   9.978   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.011  11.513   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.226   7.932   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.562   5.967   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.191   6.669   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.719   8.135   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.421   9.505   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.213   8.458   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.180   7.316   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.675   7.640   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.641   6.498   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.114   5.032   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.136   6.822   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.663   8.287   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.696   9.429   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.202   9.106   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       6.235  10.248   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       7.741   9.924   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       8.774  11.066   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       7.653   5.851   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       9.158   5.527   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.887   4.011   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.264   4.455   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   17                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11    2    6                                                  
CONECT   13   11   14                                                       
CONECT   14   13   15   16   20                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   10   18                                                  
CONECT   18   17   19   34                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   14                                                       
CONECT   21   19   22   31                                                  
CONECT   22   21   23   33                                                  
CONECT   23   22   24   29                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   23   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30   21   32                                                  
CONECT   32   31                                                            
CONECT   33   22   34                                                       
CONECT   34   33   18   35   36                                             
CONECT   35   34                                                            
CONECT   36   34                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₂₈O₆

Average Mass

484.5480 Da

Monoisotopic Mass

484.18859 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC1=C2C(OC(=O)C3=C2O[C@@]2(C)C[C@H]3[C@H]3[C@@H](C2)C2=C(OC3(C)C)C3=C(C)C=CC=C3OC2=O)=CC=C1

InChI Identifier

InChI=1S/C30H28O6/c1-14-8-6-10-18-20(14)25-22(27(31)33-18)16-12-30(5)13-17(24(16)29(3,4)35-25)23-26(36-30)21-15(2)9-7-11-19(21)34-28(23)32/h6-11,16-17,24H,12-13H2,1-5H3/t16-,17+,24+,30+/m0/s1

InChI Key

KWMLMQWHPIAPEG-TTWVNCDSSA-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
Gerbera piloselloides	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Angular pyranocoumarins

Alternative Parents

Substituents

Angular pyranocoumarin
1-benzopyran
Benzopyran
Pyranone
Alkyl aryl ether
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous ester
Lactone
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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	5.42	ALOGPS
logS	-5.4	ALOGPS

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

162893568

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2r,15r,17s)-3,3,7,17,21-pentamethyl-4,12,18,26-tetraoxaheptacyclo[15.11.1.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁹,²⁸.0²⁰,²⁵]nonacosa-5(14),6,8,10,19(28),20,22,24-octaene-13,27-dione (NP0147240)

MOL for NP0147240 ((1s,2r,15r,17s)-3,3,7,17,21-pentamethyl-4,12,18,26-tetraoxaheptacyclo[15.11.1.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁹,²⁸.0²⁰,²⁵]nonacosa-5(14),6,8,10,19(28),20,22,24-octaene-13,27-dione)

3D MOL for NP0147240 ((1s,2r,15r,17s)-3,3,7,17,21-pentamethyl-4,12,18,26-tetraoxaheptacyclo[15.11.1.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁹,²⁸.0²⁰,²⁵]nonacosa-5(14),6,8,10,19(28),20,22,24-octaene-13,27-dione)

3D SDF for NP0147240 ((1s,2r,15r,17s)-3,3,7,17,21-pentamethyl-4,12,18,26-tetraoxaheptacyclo[15.11.1.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁹,²⁸.0²⁰,²⁵]nonacosa-5(14),6,8,10,19(28),20,22,24-octaene-13,27-dione)

3D-SDF for NP0147240 ((1s,2r,15r,17s)-3,3,7,17,21-pentamethyl-4,12,18,26-tetraoxaheptacyclo[15.11.1.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁹,²⁸.0²⁰,²⁵]nonacosa-5(14),6,8,10,19(28),20,22,24-octaene-13,27-dione)

PDB for NP0147240 ((1s,2r,15r,17s)-3,3,7,17,21-pentamethyl-4,12,18,26-tetraoxaheptacyclo[15.11.1.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁹,²⁸.0²⁰,²⁵]nonacosa-5(14),6,8,10,19(28),20,22,24-octaene-13,27-dione)

3D PDB for NP0147240 ((1s,2r,15r,17s)-3,3,7,17,21-pentamethyl-4,12,18,26-tetraoxaheptacyclo[15.11.1.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁹,²⁸.0²⁰,²⁵]nonacosa-5(14),6,8,10,19(28),20,22,24-octaene-13,27-dione)

SMILES for NP0147240 ((1s,2r,15r,17s)-3,3,7,17,21-pentamethyl-4,12,18,26-tetraoxaheptacyclo[15.11.1.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁹,²⁸.0²⁰,²⁵]nonacosa-5(14),6,8,10,19(28),20,22,24-octaene-13,27-dione)

INCHI for NP0147240 ((1s,2r,15r,17s)-3,3,7,17,21-pentamethyl-4,12,18,26-tetraoxaheptacyclo[15.11.1.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁹,²⁸.0²⁰,²⁵]nonacosa-5(14),6,8,10,19(28),20,22,24-octaene-13,27-dione)

Structure for NP0147240 ((1s,2r,15r,17s)-3,3,7,17,21-pentamethyl-4,12,18,26-tetraoxaheptacyclo[15.11.1.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁹,²⁸.0²⁰,²⁵]nonacosa-5(14),6,8,10,19(28),20,22,24-octaene-13,27-dione)

3D Structure for NP0147240 ((1s,2r,15r,17s)-3,3,7,17,21-pentamethyl-4,12,18,26-tetraoxaheptacyclo[15.11.1.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁹,²⁸.0²⁰,²⁵]nonacosa-5(14),6,8,10,19(28),20,22,24-octaene-13,27-dione)