NP-MRD: Showing NP-Card for 6-(furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl benzoate (NP0162904)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 21:24:28 UTC

Updated at

2022-09-02 21:24:28 UTC

NP-MRD ID

NP0162904

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-(furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl benzoate

Description

6-(Furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]Heptadec-11-en-14-yl benzoate 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. 6-(furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl benzoate is found in Swietenia mahagoni. 6-(Furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]Heptadec-11-en-14-yl benzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201502332D          

 43 48  0  0  0  0            999 V2000
    0.9567    3.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7973    2.3306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0166    2.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6047    2.6067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1428    1.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9235    0.9878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4785    0.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2148   -0.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4045   -0.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4721    0.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5811   -0.8093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0383   -1.4306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3050   -2.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2378   -2.8326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1144   -2.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6572   -1.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4667   -1.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7333   -2.6895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1906   -3.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3811   -3.1514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3628   -1.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1020   -0.7067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3657    0.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9994    0.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4564    1.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2798    1.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6461    0.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1031    1.3964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1891    0.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5554   -0.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3787   -0.7689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7450   -1.5081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8357   -0.0821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4694    0.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9265    1.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6394    2.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2863    2.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9732    2.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7508    1.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2177    1.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1622    1.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0214   -0.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3228    0.4233    0.0000 O   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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 11 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  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
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 27 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 35 39  1  0  0  0  0
 24 40  1  0  0  0  0
  7 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 21 42  1  0  0  0  0
 42 43  2  0  0  0  0
M  END

     RDKit          3D

 81 86  0  0  0  0  0  0  0  0999 V2000
   -2.8263    5.6241    2.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8728    4.8642    1.3414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2816    3.9287    0.3838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5329    3.8302    0.2596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3349    3.1415   -0.3965 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0386    3.7617   -0.1688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0596    1.7324    0.0501 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2089    0.8085    0.1393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1097    0.8541   -1.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0599    1.2132    1.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8075   -0.6023    0.4591 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8322   -1.4331   -0.1104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6027   -2.2633    0.6517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4239   -2.3211    1.8847 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6513   -3.1052    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4103   -3.9325    0.8669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4003   -4.7248    0.3361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6230   -4.6775   -1.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8758   -3.8553   -1.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8934   -3.0738   -1.2904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5245   -1.0835   -0.1254 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5427   -0.9176    0.9166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4985   -0.0538    0.7506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8245   -0.3356    1.4154 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9059   -1.7865    1.8312 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2583   -2.1485    2.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5192   -3.1836    2.9478 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3223   -1.3504    1.8808 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2264   -0.6566    0.6531 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4237   -1.5254   -0.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1530   -1.2284   -1.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0613   -2.3333   -2.4837 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3298   -3.2254   -1.8954 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9255   -2.7823   -0.7096 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9870    0.1621    0.6377 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3416    1.5426    1.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6283    0.4437   -0.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5991    1.5667   -0.7940 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3743    1.1977   -0.0422 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0876    1.2279   -0.8400 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1825    1.9334   -2.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1767   -0.1856   -1.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1221   -0.6160   -2.3518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8082    5.5161    1.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8758    5.3088    3.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5264    6.6827    1.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4996    3.2848   -1.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0148    4.1286    0.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6310    1.8217    1.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0961    1.8302   -1.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8713    0.0748   -1.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1494    0.6292   -0.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0949    0.3642    2.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5422    2.0069    1.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1068    1.3663    1.1200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8541   -0.8016    1.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1871   -3.9281    1.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9796   -5.3639    0.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3967   -5.2949   -1.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0919   -3.8566   -2.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2857   -2.4178   -1.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5512   -2.1556   -0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4277   -1.5704    1.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7303    0.2257    2.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2516   -1.9359    2.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4544   -2.4540    1.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0931    0.0946    0.7141 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7052   -0.3529   -1.9030 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5194   -2.4525   -3.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3079   -3.4015   -0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9498    2.1398    0.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4461    2.0242    1.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9696    1.2882    2.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2779   -0.4356   -1.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5486    0.8939   -1.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1488    2.4456   -0.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4549    1.8679   -1.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2291    2.0027    0.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8351    1.8038   -2.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7990    1.2474   -2.8281 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5620    2.9419   -2.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 11 21  1  0
 21 22  1  0
 22 23  2  0
 23 39  1  0
 39 38  1  0
 38 37  1  0
 37 35  1  0
 35 36  1  1
 35 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 34  2  0
 34 33  1  0
 33 32  1  0
 32 31  2  0
 39 40  1  0
 40 41  1  6
 40 42  1  0
 42 43  2  0
 40  7  1  0
 20 15  1  0
 42 21  1  0
 24 23  1  0
 31 30  1  0
 29 35  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  5 47  1  6
  6 48  1  0
  7 49  1  1
  9 50  1  0
  9 51  1  0
  9 52  1  0
 10 53  1  0
 10 54  1  0
 10 55  1  0
 11 56  1  1
 16 57  1  0
 17 58  1  0
 18 59  1  0
 19 60  1  0
 20 61  1  0
 21 62  1  6
 22 63  1  0
 39 78  1  1
 38 76  1  0
 38 77  1  0
 37 74  1  0
 37 75  1  0
 36 71  1  0
 36 72  1  0
 36 73  1  0
 24 64  1  1
 25 65  1  0
 25 66  1  0
 29 67  1  1
 34 70  1  0
 32 69  1  0
 31 68  1  0
 41 79  1  0
 41 80  1  0
 41 81  1  0
M  END


  Mrv1533004201502332D          

 43 48  0  0  0  0            999 V2000
    0.9567    3.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7973    2.3306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0166    2.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6047    2.6067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1428    1.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9235    0.9878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4785    0.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2148   -0.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4045   -0.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4721    0.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5811   -0.8093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0383   -1.4306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3050   -2.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2378   -2.8326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1144   -2.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6572   -1.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4667   -1.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7333   -2.6895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1906   -3.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3811   -3.1514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3628   -1.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1020   -0.7067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3657    0.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9994    0.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4564    1.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2798    1.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6461    0.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1031    1.3964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1891    0.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5554   -0.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3787   -0.7689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7450   -1.5081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8357   -0.0821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4694    0.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9265    1.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6394    2.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2863    2.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9732    2.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7508    1.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2177    1.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1622    1.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0214   -0.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3228    0.4233    0.0000 O   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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 11 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  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
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 27 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 35 39  1  0  0  0  0
 24 40  1  0  0  0  0
  7 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 21 42  1  0  0  0  0
 42 43  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0162904

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C(O)C1C(C)(C)C(OC(=O)C2=CC=CC=C2)C2C=C3C(CCC4(C)C3CC(=O)OC4C3=COC=C3)C1(C)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C34H38O9/c1-32(2)26(25(36)31(39)40-5)34(4)22-11-13-33(3)23(16-24(35)42-28(33)19-12-14-41-17-19)20(22)15-21(27(34)37)29(32)43-30(38)18-9-7-6-8-10-18/h6-10,12,14-15,17,21-23,25-26,28-29,36H,11,13,16H2,1-5H3

> <INCHI_KEY>
UMZBFWHMYGDVSO-UHFFFAOYSA-N

> <FORMULA>
C34H38O9

> <MOLECULAR_WEIGHT>
590.669

> <EXACT_MASS>
590.251582804

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
62.2647476650324

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-(furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl benzoate

> <ALOGPS_LOGP>
3.78

> <JCHEM_LOGP>
4.783082232333335

> <ALOGPS_LOGS>
-4.47

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.822978175366398

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.397543124010074

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8887368837662195

> <JCHEM_POLAR_SURFACE_AREA>
129.34

> <JCHEM_REFRACTIVITY>
154.16709999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0       1.786   5.861   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.488   4.350   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.031   3.853   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.129   4.866   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.267   2.342   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.724   1.844   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.893   1.328   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.401  -0.131   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.755  -1.148   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.881   0.722   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.085  -1.511   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.071  -2.670   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.569  -4.128   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.444  -5.287   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.080  -4.425   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.093  -3.265   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.604  -3.563   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.102  -5.020   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.089  -6.180   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.578  -5.883   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.544  -2.003   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.924  -1.319   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.416   0.140   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.732   1.520   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.585   2.802   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.122   2.704   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.806   1.324   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.659   2.607   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.953   0.042   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.637  -1.338   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.174  -1.435   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       8.857  -2.815   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       9.027  -0.153   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       8.343   1.227   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.196   2.509   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.660   3.953   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       9.868   4.908   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      11.150   4.055   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      10.735   2.572   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.273   2.012   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.169   3.549   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.907  -0.029   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       0.603   0.790   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   40                                                  
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8   12   21                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   11   22   42                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   29                                                  
CONECT   24   23   25   40                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29   34                                             
CONECT   28   27                                                            
CONECT   29   27   23   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   27   35                                                  
CONECT   35   34   36   39                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   35                                                       
CONECT   40   24    7   41   42                                             
CONECT   41   40                                                            
CONECT   42   40   21   43                                                  
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   96    0
END

View in JSmol

Synonyms

Value	Source
6-(Furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0,.0,]heptadec-11-en-14-yl benzoic acid	Generator
6-(Furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl benzoic acid	Generator

Chemical Formula

C₃₄H₃₈O₉

Average Mass

590.6690 Da

Monoisotopic Mass

590.25158 Da

IUPAC Name

6-(furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl benzoate

Traditional Name

6-(furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl benzoate

CAS Registry Number

Not Available

SMILES

COC(=O)C(O)C1C(C)(C)C(OC(=O)C2=CC=CC=C2)C2C=C3C(CCC4(C)C3CC(=O)OC4C3=COC=C3)C1(C)C2=O

InChI Identifier

InChI=1S/C34H38O9/c1-32(2)26(25(36)31(39)40-5)34(4)22-11-13-33(3)23(16-24(35)42-28(33)19-12-14-41-17-19)20(22)15-21(27(34)37)29(32)43-30(38)18-9-7-6-8-10-18/h6-10,12,14-15,17,21-23,25-26,28-29,36H,11,13,16H2,1-5H3

InChI Key

UMZBFWHMYGDVSO-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
Swietenia mahagoni	LOTUS Database	35616633

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
Benzoate ester
Naphthalene
Benzoic acid or derivatives
Benzoyl
Cyclohexenone
Delta valerolactone
Delta_valerolactone
Monocyclic benzene moiety
Benzenoid
Pyran
Oxane
Dicarboxylic acid or derivatives
Heteroaromatic compound
Methyl ester
Furan
Carboxylic acid ester
Secondary alcohol
Lactone
Ketone
Carboxylic acid derivative
Oxacycle
Alcohol
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic oxygen 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	3.78	ALOGPS
logP	4.78	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	12.4	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	129.34 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	154.17 m³·mol⁻¹	ChemAxon
Polarizability	62.26 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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

14587324

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-(furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl benzoate (NP0162904)

MOL for NP0162904 (6-(furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl benzoate)

3D MOL for NP0162904 (6-(furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl benzoate)

3D SDF for NP0162904 (6-(furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl benzoate)

3D-SDF for NP0162904 (6-(furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl benzoate)

PDB for NP0162904 (6-(furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl benzoate)

3D PDB for NP0162904 (6-(furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl benzoate)

SMILES for NP0162904 (6-(furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl benzoate)

INCHI for NP0162904 (6-(furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl benzoate)

Structure for NP0162904 (6-(furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl benzoate)

3D Structure for NP0162904 (6-(furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl benzoate)