NP-MRD: Showing NP-Card for andirolide I (NP0041384)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 23:18:33 UTC

Updated at

2021-06-30 00:15:52 UTC

NP-MRD ID

NP0041384

Secondary Accession Numbers

None

Natural Product Identification

Common Name

andirolide I

Provided By

JEOL Database JEOL Logo

Description

Andirolide I belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. andirolide I is found in Carapa guianensis, Meliaceae. andirolide I was first documented in 2012 (Tanaka, Y., et al.). Based on a literature review very few articles have been published on Andirolide I.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101183D          

 63 69  0  0  0  0            999 V2000
   -4.5514    1.7007    2.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2157    2.4308    2.6764 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2790    2.9503    4.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2051    3.6555    1.7457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0852    4.5119    1.7799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0797    3.8506    0.8058 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7504    2.7251   -0.0315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7920    3.0975    0.9634 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6178    2.1267    2.1310 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0823    2.9737    3.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0224    1.4475    2.4103 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9163    0.2880    3.4169 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9079   -0.7421    2.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2430   -1.9116    2.7461 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5226   -0.2460    2.6898 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1116    0.1418    4.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3663    0.9631    1.6920 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7467    1.3681    1.1684 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4219    0.2350    0.3714 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8797   -1.2094    0.5923 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6942   -1.5609   -0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0404   -2.2496    0.3247 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5825   -2.2192   -1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1497   -2.9871   -2.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9474   -2.6241   -3.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8524   -1.6924   -2.8740 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6382   -1.4620   -1.5548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6178   -3.5998    0.6390 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0296   -3.8816    1.8358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8550   -5.0308    2.2178 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5600   -2.7387    2.6541 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5424   -1.7296    2.9130 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4404   -1.3485    2.0503 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7177    0.8624    3.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4102    2.3742    2.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5771    1.3162    1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1792    3.5568    4.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3159    2.1343    4.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4347    3.5966    4.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0338    4.8307    0.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1066    3.6156    0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3366    2.5664    4.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4930    3.9904    3.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0046    3.0916    3.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2861    0.9435    1.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8764   -0.2294    3.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6397    0.6214    4.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2224   -0.7429    4.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0988    0.6051    3.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4848    0.8091    4.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1452    0.5861    0.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3982    1.6605    1.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6980    2.2421    0.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4884    0.2749    0.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3704    0.4813   -0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8803   -1.2180   -1.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2638   -1.1463   -0.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5228   -2.6426   -0.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8968   -2.0401    0.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3548   -3.7206   -2.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0009   -2.9253   -4.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3057   -0.7436   -1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9084   -3.0149    3.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0  0  0  0
  6  4  1  0  0  0  0
  6  8  1  0  0  0  0
 20 22  1  0  0  0  0
 33 31  1  0  0  0  0
  2  1  1  6  0  0  0
 31 29  1  0  0  0  0
  9 10  1  1  0  0  0
 29 28  1  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  0  0  0  0
 15 16  1  1  0  0  0
 15 33  1  0  0  0  0
 22 28  1  0  0  0  0
  9 17  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 22 23  1  0  0  0  0
 13 15  1  0  0  0  0
 31 32  1  0  0  0  0
 17 15  1  0  0  0  0
 13 14  2  0  0  0  0
 33 32  1  1  0  0  0
 23 27  2  0  0  0  0
  2 11  1  0  0  0  0
  9  8  1  0  0  0  0
  9 11  1  0  0  0  0
  4  5  2  0  0  0  0
 27 26  1  0  0  0  0
 26 25  1  0  0  0  0
 25 24  2  0  0  0  0
 24 23  1  0  0  0  0
 17 18  1  0  0  0  0
 29 30  2  0  0  0  0
 20 19  1  0  0  0  0
 20 21  1  6  0  0  0
 20 33  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  0  0  0  0
  6 40  1  6  0  0  0
  8 41  1  6  0  0  0
 11 45  1  6  0  0  0
 12 46  1  0  0  0  0
 12 47  1  0  0  0  0
 17 51  1  6  0  0  0
 19 54  1  0  0  0  0
 19 55  1  0  0  0  0
 18 52  1  0  0  0  0
 18 53  1  0  0  0  0
 31 63  1  1  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
 10 42  1  0  0  0  0
 10 43  1  0  0  0  0
 10 44  1  0  0  0  0
  3 37  1  0  0  0  0
  3 38  1  0  0  0  0
  3 39  1  0  0  0  0
 16 48  1  0  0  0  0
 16 49  1  0  0  0  0
 16 50  1  0  0  0  0
 22 59  1  1  0  0  0
 27 62  1  0  0  0  0
 25 61  1  0  0  0  0
 24 60  1  0  0  0  0
 21 56  1  0  0  0  0
 21 57  1  0  0  0  0
 21 58  1  0  0  0  0
M  END

     RDKit          3D

 63 69  0  0  0  0  0  0  0  0999 V2000
   -4.5514    1.7007    2.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2157    2.4308    2.6764 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2790    2.9503    4.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2051    3.6555    1.7457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0852    4.5119    1.7799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0797    3.8506    0.8058 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7504    2.7251   -0.0315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7920    3.0975    0.9634 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6178    2.1267    2.1310 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0823    2.9737    3.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0224    1.4475    2.4103 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9163    0.2880    3.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9079   -0.7421    2.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2430   -1.9116    2.7461 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5226   -0.2460    2.6898 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1116    0.1418    4.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3663    0.9631    1.6920 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7467    1.3681    1.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4219    0.2350    0.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8797   -1.2094    0.5923 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6942   -1.5609   -0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0404   -2.2496    0.3247 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5825   -2.2192   -1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1497   -2.9871   -2.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9474   -2.6241   -3.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8524   -1.6924   -2.8740 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6382   -1.4620   -1.5548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6178   -3.5998    0.6390 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0296   -3.8816    1.8358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8550   -5.0308    2.2178 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5600   -2.7387    2.6541 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5424   -1.7296    2.9130 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4404   -1.3485    2.0503 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7177    0.8624    3.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4102    2.3742    2.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5771    1.3162    1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1792    3.5568    4.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3159    2.1343    4.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4347    3.5966    4.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0338    4.8307    0.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1066    3.6156    0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3366    2.5664    4.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4930    3.9904    3.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0046    3.0916    3.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2861    0.9435    1.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8764   -0.2294    3.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6397    0.6214    4.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2224   -0.7429    4.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0988    0.6051    3.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4848    0.8091    4.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1452    0.5861    0.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3982    1.6605    1.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6980    2.2421    0.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4884    0.2749    0.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3704    0.4813   -0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8803   -1.2180   -1.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2638   -1.1463   -0.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5228   -2.6426   -0.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8968   -2.0401    0.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3548   -3.7206   -2.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0009   -2.9253   -4.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3057   -0.7436   -1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9084   -3.0149    3.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
  6  4  1  0
  6  8  1  0
 20 22  1  0
 33 31  1  0
  2  1  1  6
 31 29  1  0
  9 10  1  1
 29 28  1  0
  2  3  1  0
  4  2  1  0
 15 16  1  1
 15 33  1  0
 22 28  1  0
  9 17  1  0
 11 12  1  0
 12 13  1  0
 22 23  1  0
 13 15  1  0
 31 32  1  0
 17 15  1  0
 13 14  2  0
 33 32  1  1
 23 27  2  0
  2 11  1  0
  9  8  1  0
  9 11  1  0
  4  5  2  0
 27 26  1  0
 26 25  1  0
 25 24  2  0
 24 23  1  0
 17 18  1  0
 29 30  2  0
 20 19  1  0
 20 21  1  6
 20 33  1  0
  6  7  1  0
  8  7  1  0
  6 40  1  6
  8 41  1  6
 11 45  1  6
 12 46  1  0
 12 47  1  0
 17 51  1  6
 19 54  1  0
 19 55  1  0
 18 52  1  0
 18 53  1  0
 31 63  1  1
  1 34  1  0
  1 35  1  0
  1 36  1  0
 10 42  1  0
 10 43  1  0
 10 44  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
 16 48  1  0
 16 49  1  0
 16 50  1  0
 22 59  1  1
 27 62  1  0
 25 61  1  0
 24 60  1  0
 21 56  1  0
 21 57  1  0
 21 58  1  0
M  END


  Mrv1652306212101183D          

 63 69  0  0  0  0            999 V2000
   -4.5514    1.7007    2.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2157    2.4308    2.6764 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2790    2.9503    4.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2051    3.6555    1.7457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0852    4.5119    1.7799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0797    3.8506    0.8058 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7504    2.7251   -0.0315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7920    3.0975    0.9634 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6178    2.1267    2.1310 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0823    2.9737    3.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0224    1.4475    2.4103 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9163    0.2880    3.4169 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9079   -0.7421    2.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2430   -1.9116    2.7461 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5226   -0.2460    2.6898 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1116    0.1418    4.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3663    0.9631    1.6920 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7467    1.3681    1.1684 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4219    0.2350    0.3714 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8797   -1.2094    0.5923 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6942   -1.5609   -0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0404   -2.2496    0.3247 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5825   -2.2192   -1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1497   -2.9871   -2.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9474   -2.6241   -3.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8524   -1.6924   -2.8740 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6382   -1.4620   -1.5548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6178   -3.5998    0.6390 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0296   -3.8816    1.8358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8550   -5.0308    2.2178 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5600   -2.7387    2.6541 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5424   -1.7296    2.9130 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4404   -1.3485    2.0503 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7177    0.8624    3.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4102    2.3742    2.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5771    1.3162    1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1792    3.5568    4.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3159    2.1343    4.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4347    3.5966    4.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0338    4.8307    0.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1066    3.6156    0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3366    2.5664    4.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4930    3.9904    3.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0046    3.0916    3.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2861    0.9435    1.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8764   -0.2294    3.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6397    0.6214    4.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2224   -0.7429    4.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0988    0.6051    3.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4848    0.8091    4.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1452    0.5861    0.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3982    1.6605    1.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6980    2.2421    0.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4884    0.2749    0.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3704    0.4813   -0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8803   -1.2180   -1.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2638   -1.1463   -0.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5228   -2.6426   -0.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8968   -2.0401    0.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3548   -3.7206   -2.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0009   -2.9253   -4.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3057   -0.7436   -1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9084   -3.0149    3.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0  0  0  0
  6  4  1  0  0  0  0
  6  8  1  0  0  0  0
 20 22  1  0  0  0  0
 33 31  1  0  0  0  0
  2  1  1  6  0  0  0
 31 29  1  0  0  0  0
  9 10  1  1  0  0  0
 29 28  1  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  0  0  0  0
 15 16  1  1  0  0  0
 15 33  1  0  0  0  0
 22 28  1  0  0  0  0
  9 17  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 22 23  1  0  0  0  0
 13 15  1  0  0  0  0
 31 32  1  0  0  0  0
 17 15  1  0  0  0  0
 13 14  2  0  0  0  0
 33 32  1  1  0  0  0
 23 27  2  0  0  0  0
  2 11  1  0  0  0  0
  9  8  1  0  0  0  0
  9 11  1  0  0  0  0
  4  5  2  0  0  0  0
 27 26  1  0  0  0  0
 26 25  1  0  0  0  0
 25 24  2  0  0  0  0
 24 23  1  0  0  0  0
 17 18  1  0  0  0  0
 29 30  2  0  0  0  0
 20 19  1  0  0  0  0
 20 21  1  6  0  0  0
 20 33  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  0  0  0  0
  6 40  1  6  0  0  0
  8 41  1  6  0  0  0
 11 45  1  6  0  0  0
 12 46  1  0  0  0  0
 12 47  1  0  0  0  0
 17 51  1  6  0  0  0
 19 54  1  0  0  0  0
 19 55  1  0  0  0  0
 18 52  1  0  0  0  0
 18 53  1  0  0  0  0
 31 63  1  1  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
 10 42  1  0  0  0  0
 10 43  1  0  0  0  0
 10 44  1  0  0  0  0
  3 37  1  0  0  0  0
  3 38  1  0  0  0  0
  3 39  1  0  0  0  0
 16 48  1  0  0  0  0
 16 49  1  0  0  0  0
 16 50  1  0  0  0  0
 22 59  1  1  0  0  0
 27 62  1  0  0  0  0
 25 61  1  0  0  0  0
 24 60  1  0  0  0  0
 21 56  1  0  0  0  0
 21 57  1  0  0  0  0
 21 58  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0041384

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C(=C([H])O1)[C@]1([H])OC(=O)[C@@]2([H])O[C@]22[C@@]3(C(=O)C([H])([H])[C@@]4([H])C(C(=O)[C@]5([H])O[C@]5([H])[C@]4(C([H])([H])[H])[C@@]3([H])C([H])([H])C([H])([H])[C@@]12C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H30O7/c1-22(2)14-10-15(27)25(5)13(24(14,4)19-16(31-19)17(22)28)6-8-23(3)18(12-7-9-30-11-12)32-21(29)20-26(23,25)33-20/h7,9,11,13-14,16,18-20H,6,8,10H2,1-5H3/t13-,14+,16+,18+,19+,20-,23+,24-,25+,26-/m1/s1

> <INCHI_KEY>
QIAYKQSCKSMIJW-TWTIZTBLSA-N

> <FORMULA>
C26H30O7

> <MOLECULAR_WEIGHT>
454.519

> <EXACT_MASS>
454.199153306

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
46.79449371819923

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,4S,7R,8S,11R,12S,13R,15R,18R)-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-3,6,14-trioxahexacyclo[9.9.0.0^{2,4}.0^{2,8}.0^{12,18}.0^{13,15}]icosane-5,16,20-trione

> <ALOGPS_LOGP>
3.95

> <JCHEM_LOGP>
3.796204623333333

> <ALOGPS_LOGS>
-3.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.64217590046001

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.639450723226627

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8554558192331525

> <JCHEM_POLAR_SURFACE_AREA>
98.64000000000001

> <JCHEM_REFRACTIVITY>
113.1155

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.18e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,4S,7R,8S,11R,12S,13R,15R,18R)-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-3,6,14-trioxahexacyclo[9.9.0.0^{2,4}.0^{2,8}.0^{12,18}.0^{13,15}]icosane-5,16,20-trione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 63 69  0  0  0  0  0  0  0  0999 V2000
   -4.5514    1.7007    2.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2157    2.4308    2.6764 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2790    2.9503    4.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2051    3.6555    1.7457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0852    4.5119    1.7799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0797    3.8506    0.8058 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7504    2.7251   -0.0315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7920    3.0975    0.9634 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6178    2.1267    2.1310 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0823    2.9737    3.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0224    1.4475    2.4103 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9163    0.2880    3.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9079   -0.7421    2.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2430   -1.9116    2.7461 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5226   -0.2460    2.6898 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1116    0.1418    4.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3663    0.9631    1.6920 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7467    1.3681    1.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4219    0.2350    0.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8797   -1.2094    0.5923 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6942   -1.5609   -0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0404   -2.2496    0.3247 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5825   -2.2192   -1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1497   -2.9871   -2.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9474   -2.6241   -3.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8524   -1.6924   -2.8740 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6382   -1.4620   -1.5548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6178   -3.5998    0.6390 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0296   -3.8816    1.8358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8550   -5.0308    2.2178 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5600   -2.7387    2.6541 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5424   -1.7296    2.9130 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4404   -1.3485    2.0503 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7177    0.8624    3.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4102    2.3742    2.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5771    1.3162    1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1792    3.5568    4.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3159    2.1343    4.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4347    3.5966    4.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0338    4.8307    0.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1066    3.6156    0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3366    2.5664    4.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4930    3.9904    3.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0046    3.0916    3.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2861    0.9435    1.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8764   -0.2294    3.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6397    0.6214    4.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2224   -0.7429    4.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0988    0.6051    3.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4848    0.8091    4.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1452    0.5861    0.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3982    1.6605    1.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6980    2.2421    0.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4884    0.2749    0.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3704    0.4813   -0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8803   -1.2180   -1.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2638   -1.1463   -0.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5228   -2.6426   -0.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8968   -2.0401    0.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3548   -3.7206   -2.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0009   -2.9253   -4.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3057   -0.7436   -1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9084   -3.0149    3.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
  6  4  1  0
  6  8  1  0
 20 22  1  0
 33 31  1  0
  2  1  1  6
 31 29  1  0
  9 10  1  1
 29 28  1  0
  2  3  1  0
  4  2  1  0
 15 16  1  1
 15 33  1  0
 22 28  1  0
  9 17  1  0
 11 12  1  0
 12 13  1  0
 22 23  1  0
 13 15  1  0
 31 32  1  0
 17 15  1  0
 13 14  2  0
 33 32  1  1
 23 27  2  0
  2 11  1  0
  9  8  1  0
  9 11  1  0
  4  5  2  0
 27 26  1  0
 26 25  1  0
 25 24  2  0
 24 23  1  0
 17 18  1  0
 29 30  2  0
 20 19  1  0
 20 21  1  6
 20 33  1  0
  6  7  1  0
  8  7  1  0
  6 40  1  6
  8 41  1  6
 11 45  1  6
 12 46  1  0
 12 47  1  0
 17 51  1  6
 19 54  1  0
 19 55  1  0
 18 52  1  0
 18 53  1  0
 31 63  1  1
  1 34  1  0
  1 35  1  0
  1 36  1  0
 10 42  1  0
 10 43  1  0
 10 44  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
 16 48  1  0
 16 49  1  0
 16 50  1  0
 22 59  1  1
 27 62  1  0
 25 61  1  0
 24 60  1  0
 21 56  1  0
 21 57  1  0
 21 58  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.551   1.701   2.388  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.216   2.431   2.676  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.279   2.950   4.125  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.205   3.656   1.746  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.085   4.512   1.780  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.080   3.851   0.806  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.750   2.725  -0.032  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.792   3.098   0.963  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.618   2.127   2.131  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.082   2.974   3.301  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.022   1.448   2.410  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.916   0.288   3.417  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.908  -0.742   2.929  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.243  -1.912   2.746  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.523  -0.246   2.690  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.112   0.142   4.071  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.366   0.963   1.692  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.747   1.368   1.168  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.422   0.235   0.371  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.880  -1.209   0.592  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.694  -1.561  -0.347  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.040  -2.250   0.325  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.583  -2.219  -1.083  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.150  -2.987  -2.205  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.947  -2.624  -3.264  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.852  -1.692  -2.874  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.638  -1.462  -1.555  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.618  -3.600   0.639  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.030  -3.882   1.836  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.855  -5.031   2.218  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.560  -2.739   2.654  0.00  0.00           C+0
HETATM   32  O   UNK     0       2.542  -1.730   2.913  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.440  -1.349   2.050  0.00  0.00           C+0
HETATM   34  H   UNK     0      -4.718   0.862   3.071  0.00  0.00           H+0
HETATM   35  H   UNK     0      -5.410   2.374   2.495  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.577   1.316   1.361  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.179   3.557   4.285  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.316   2.134   4.853  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.435   3.597   4.372  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.034   4.831   0.344  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.107   3.616   0.655  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.337   2.566   4.279  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.493   3.990   3.280  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.005   3.092   3.248  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.286   0.944   1.465  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.876  -0.229   3.514  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.640   0.621   4.419  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.222  -0.743   4.710  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.099   0.605   3.977  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.485   0.809   4.655  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.145   0.586   0.802  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.398   1.661   1.999  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.698   2.242   0.513  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.488   0.275   0.630  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.370   0.481  -0.697  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.880  -1.218  -1.370  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.264  -1.146  -0.032  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.523  -2.643  -0.389  0.00  0.00           H+0
HETATM   59  H   UNK     0       3.897  -2.040   0.982  0.00  0.00           H+0
HETATM   60  H   UNK     0       2.355  -3.721  -2.231  0.00  0.00           H+0
HETATM   61  H   UNK     0       4.001  -2.925  -4.301  0.00  0.00           H+0
HETATM   62  H   UNK     0       5.306  -0.744  -1.099  0.00  0.00           H+0
HETATM   63  H   UNK     0       0.908  -3.015   3.474  0.00  0.00           H+0
CONECT    1    2   34   35   36                                             
CONECT    2    1    3    4   11                                             
CONECT    3    2   37   38   39                                             
CONECT    4    6    2    5                                                  
CONECT    5    4                                                            
CONECT    6    4    8    7   40                                             
CONECT    7    6    8                                                       
CONECT    8    6    9    7   41                                             
CONECT    9   10   17    8   11                                             
CONECT   10    9   42   43   44                                             
CONECT   11   12    2    9   45                                             
CONECT   12   11   13   46   47                                             
CONECT   13   12   15   14                                                  
CONECT   14   13                                                            
CONECT   15   16   33   13   17                                             
CONECT   16   15   48   49   50                                             
CONECT   17    9   15   18   51                                             
CONECT   18   19   17   52   53                                             
CONECT   19   18   20   54   55                                             
CONECT   20   22   19   21   33                                             
CONECT   21   20   56   57   58                                             
CONECT   22   20   28   23   59                                             
CONECT   23   22   27   24                                                  
CONECT   24   25   23   60                                                  
CONECT   25   26   24   61                                                  
CONECT   26   27   25                                                       
CONECT   27   23   26   62                                                  
CONECT   28   29   22                                                       
CONECT   29   31   28   30                                                  
CONECT   30   29                                                            
CONECT   31   33   29   32   63                                             
CONECT   32   31   33                                                       
CONECT   33   31   15   32   20                                             
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    3                                                            
CONECT   38    3                                                            
CONECT   39    3                                                            
CONECT   40    6                                                            
CONECT   41    8                                                            
CONECT   42   10                                                            
CONECT   43   10                                                            
CONECT   44   10                                                            
CONECT   45   11                                                            
CONECT   46   12                                                            
CONECT   47   12                                                            
CONECT   48   16                                                            
CONECT   49   16                                                            
CONECT   50   16                                                            
CONECT   51   17                                                            
CONECT   52   18                                                            
CONECT   53   18                                                            
CONECT   54   19                                                            
CONECT   55   19                                                            
CONECT   56   21                                                            
CONECT   57   21                                                            
CONECT   58   21                                                            
CONECT   59   22                                                            
CONECT   60   24                                                            
CONECT   61   25                                                            
CONECT   62   27                                                            
CONECT   63   31                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  138    0
END

RDKit          3D

63 69  0  0  0  0  0  0  0  0999 V2000
   -4.5514    1.7007    2.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2157    2.4308    2.6764 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2790    2.9503    4.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2051    3.6555    1.7457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0852    4.5119    1.7799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0797    3.8506    0.8058 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7504    2.7251   -0.0315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7920    3.0975    0.9634 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6178    2.1267    2.1310 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0823    2.9737    3.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0224    1.4475    2.4103 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9163    0.2880    3.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9079   -0.7421    2.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2430   -1.9116    2.7461 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5226   -0.2460    2.6898 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1116    0.1418    4.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3663    0.9631    1.6920 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7467    1.3681    1.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4219    0.2350    0.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8797   -1.2094    0.5923 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6942   -1.5609   -0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0404   -2.2496    0.3247 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5825   -2.2192   -1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1497   -2.9871   -2.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9474   -2.6241   -3.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8524   -1.6924   -2.8740 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6382   -1.4620   -1.5548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6178   -3.5998    0.6390 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0296   -3.8816    1.8358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8550   -5.0308    2.2178 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5600   -2.7387    2.6541 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5424   -1.7296    2.9130 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4404   -1.3485    2.0503 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7177    0.8624    3.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4102    2.3742    2.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5771    1.3162    1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1792    3.5568    4.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3159    2.1343    4.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4347    3.5966    4.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0338    4.8307    0.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1066    3.6156    0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3366    2.5664    4.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4930    3.9904    3.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0046    3.0916    3.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2861    0.9435    1.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8764   -0.2294    3.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6397    0.6214    4.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2224   -0.7429    4.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0988    0.6051    3.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4848    0.8091    4.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1452    0.5861    0.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3982    1.6605    1.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6980    2.2421    0.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4884    0.2749    0.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3704    0.4813   -0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8803   -1.2180   -1.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2638   -1.1463   -0.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5228   -2.6426   -0.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8968   -2.0401    0.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3548   -3.7206   -2.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0009   -2.9253   -4.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3057   -0.7436   -1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9084   -3.0149    3.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
  6  4  1  0
  6  8  1  0
 20 22  1  0
 33 31  1  0
  2  1  1  6
 31 29  1  0
  9 10  1  1
 29 28  1  0
  2  3  1  0
  4  2  1  0
 15 16  1  1
 15 33  1  0
 22 28  1  0
  9 17  1  0
 11 12  1  0
 12 13  1  0
 22 23  1  0
 13 15  1  0
 31 32  1  0
 17 15  1  0
 13 14  2  0
 33 32  1  1
 23 27  2  0
  2 11  1  0
  9  8  1  0
  9 11  1  0
  4  5  2  0
 27 26  1  0
 26 25  1  0
 25 24  2  0
 24 23  1  0
 17 18  1  0
 29 30  2  0
 20 19  1  0
 20 21  1  6
 20 33  1  0
  6  7  1  0
  8  7  1  0
  6 40  1  6
  8 41  1  6
 11 45  1  6
 12 46  1  0
 12 47  1  0
 17 51  1  6
 19 54  1  0
 19 55  1  0
 18 52  1  0
 18 53  1  0
 31 63  1  1
  1 34  1  0
  1 35  1  0
  1 36  1  0
 10 42  1  0
 10 43  1  0
 10 44  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
 16 48  1  0
 16 49  1  0
 16 50  1  0
 22 59  1  1
 27 62  1  0
 25 61  1  0
 24 60  1  0
 21 56  1  0
 21 57  1  0
 21 58  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₀O₇

Average Mass

454.5190 Da

Monoisotopic Mass

454.19915 Da

IUPAC Name

(1R,2R,4S,7R,8S,11R,12S,13R,15R,18R)-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-3,6,14-trioxahexacyclo[9.9.0.0^{2,4}.0^{2,8}.0^{12,18}.0^{13,15}]icosane-5,16,20-trione

Traditional Name

(1R,2R,4S,7R,8S,11R,12S,13R,15R,18R)-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-3,6,14-trioxahexacyclo[9.9.0.0^{2,4}.0^{2,8}.0^{12,18}.0^{13,15}]icosane-5,16,20-trione

CAS Registry Number

Not Available

SMILES

[H]C1=C([H])C(=C([H])O1)[C@]1([H])OC(=O)[C@@]2([H])O[C@]22[C@@]3(C(=O)C([H])([H])[C@@]4([H])C(C(=O)[C@]5([H])O[C@]5([H])[C@]4(C([H])([H])[H])[C@@]3([H])C([H])([H])C([H])([H])[C@@]12C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C26H30O7/c1-22(2)14-10-15(27)25(5)13(24(14,4)19-16(31-19)17(22)28)6-8-23(3)18(12-7-9-30-11-12)32-21(29)20-26(23,25)33-20/h7,9,11,13-14,16,18-20H,6,8,10H2,1-5H3/t13-,14+,16+,18+,19+,20-,23+,24-,25+,26-/m1/s1

InChI Key

QIAYKQSCKSMIJW-TWTIZTBLSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Carapa guianensis	JEOL database	Tanaka, Y., et al, Tetrahedron 68, 3669 (2012)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
Naphthalene
1,4-dioxepane
Delta valerolactone
Dioxepane
Oxepane
Delta_valerolactone
Pyran
Oxane
Heteroaromatic compound
Furan
Carboxylic acid ester
Ketone
Lactone
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
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	3.95	ALOGPS
logP	3.8	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	18.64	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	98.64 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	113.12 m³·mol⁻¹	ChemAxon
Polarizability	46.79 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

31106521

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76329511

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tanaka, Y., et al. (2012). Tanaka, Y., et al, Tetrahedron 68, 3669 (2012). Tetrahedron.

Showing NP-Card for andirolide I (NP0041384)

MOL for NP0041384 (andirolide I)

3D MOL for NP0041384 (andirolide I)

3D SDF for NP0041384 (andirolide I)

3D-SDF for NP0041384 (andirolide I)

PDB for NP0041384 (andirolide I)

3D PDB for NP0041384 (andirolide I)

SMILES for NP0041384 (andirolide I)

INCHI for NP0041384 (andirolide I)

Structure for NP0041384 (andirolide I)

3D Structure for NP0041384 (andirolide I)