NP-MRD: Showing NP-Card for 15-(furan-3-yl)-3,4,10,13,20-pentahydroxy-2,7,14,20-tetramethyl-6,11,18-trioxahexacyclo[10.8.0.0²,¹⁰.0³,⁷.0¹⁴,¹⁹.0¹⁷,¹⁹]icos-8-en-5-one (NP0212973)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 11:48:00 UTC

Updated at

2022-09-05 11:48:00 UTC

NP-MRD ID

NP0212973

Secondary Accession Numbers

None

Natural Product Identification

Common Name

15-(furan-3-yl)-3,4,10,13,20-pentahydroxy-2,7,14,20-tetramethyl-6,11,18-trioxahexacyclo[10.8.0.0²,¹⁰.0³,⁷.0¹⁴,¹⁹.0¹⁷,¹⁹]icos-8-en-5-one

Description

15-(Furan-3-yl)-3,4,10,13,20-pentahydroxy-2,7,14,20-tetramethyl-6,11,18-trioxahexacyclo[10.8.0.0²,¹⁰.0³,⁷.0¹⁴,¹⁹.0¹⁷,¹⁹]Icos-8-en-5-one belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms. 15-(furan-3-yl)-3,4,10,13,20-pentahydroxy-2,7,14,20-tetramethyl-6,11,18-trioxahexacyclo[10.8.0.0²,¹⁰.0³,⁷.0¹⁴,¹⁹.0¹⁷,¹⁹]icos-8-en-5-one is found in Toona ciliata. 15-(Furan-3-yl)-3,4,10,13,20-pentahydroxy-2,7,14,20-tetramethyl-6,11,18-trioxahexacyclo[10.8.0.0²,¹⁰.0³,⁷.0¹⁴,¹⁹.0¹⁷,¹⁹]Icos-8-en-5-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231515032D          

 35 41  0  0  0  0            999 V2000
    2.8680    0.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0911    0.4771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9525    1.2904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4995   -0.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0829   -0.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6313   -1.5681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3869   -1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3822   -2.0619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1387   -1.5768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8089   -1.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7274   -0.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5105   -0.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2830    0.3351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8746    1.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2145    1.8037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0666    0.8851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4567    1.4406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9757    0.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2636    0.4817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3054   -0.4159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8971    0.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2579   -0.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8413   -1.6592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8495   -0.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3607   -0.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0435   -0.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0380    0.7669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7176    1.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5256    1.2650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2661    0.4818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5727   -0.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4912   -1.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2468   -1.7547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7953   -1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3787   -0.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  4 20  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  0  0  0  0
  5 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  2 30  1  0  0  0  0
 24 30  1  0  0  0  0
 28 30  1  0  0  0  0
 26 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 31 35  1  0  0  0  0
M  END

     RDKit          3D

 65 71  0  0  0  0  0  0  0  0999 V2000
   -4.0107   -1.5464   -1.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6571   -0.0790   -0.8156 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9373    0.4013   -1.9959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9528    1.2559   -1.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5548    1.7467   -0.5955 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1374    2.9465   -0.2218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1776    1.9639   -0.5868 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2455    0.6285   -0.8030 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5355   -0.2295    0.1385 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1694   -1.0360    1.1109 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0339   -0.8386    2.5899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0658   -2.4128    0.9601 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7080   -0.9950    0.9735 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3673   -0.2050    1.9205 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6647   -1.6340    1.6950 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9357   -1.6835    0.8613 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6165   -1.0101   -0.4271 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4396    0.2019   -0.6873 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1599    0.3906   -1.8615 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7756    1.6100   -1.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4484    2.1037   -0.5776 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6567    1.3132    0.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1503   -0.7948   -0.4214 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5485   -1.7171   -1.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7198    0.6366   -0.7115 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2482    1.1042   -1.9127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6536    0.7075    0.5395 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3309    1.5750    1.7228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0020    0.1010    0.5022 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9266   -1.2031    1.0682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0396    0.7694    1.3468 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0283    2.1229    1.4119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2857    0.3889    0.6279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3967    0.0241    1.0849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9587    0.5249   -0.7044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1620   -2.0984   -1.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7380   -1.4570   -1.9902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5747   -2.0193   -0.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2209    0.0478   -2.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4272    1.6079   -2.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2075    3.5043   -1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0189    0.4633   -1.8908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1038   -0.9496   -0.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6348   -1.6438    3.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0090   -1.0754    2.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4614    0.0695    3.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7220   -2.7661    1.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6527   -2.1995    2.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7562   -1.1844    1.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1823   -2.7575    0.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8444   -1.7487   -1.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2297   -0.2907   -2.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4285    2.0624   -2.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2391    1.5047    1.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3260   -2.3904   -1.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2101   -1.0904   -2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7294   -2.3376   -1.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0472    1.2589    0.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6216    1.7630   -2.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7820    2.6132    1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6165    1.2122    2.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2359    1.8382    1.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6948   -1.8820    0.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1271    0.3600    2.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8925    2.4537    1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2 35  1  0
 35 33  1  0
 33 34  2  0
 33 31  1  0
 31 32  1  0
 31 29  1  0
 29 30  1  1
 29 27  1  0
 27 28  1  1
 27  9  1  0
  9  8  1  0
  8  7  1  0
  7  5  1  0
  5  6  1  1
  5  4  1  0
  4  3  2  0
  8 25  1  0
 25 26  1  0
 25 23  1  0
 23 24  1  6
 23 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 13 14  1  1
 13 10  1  0
 10 11  1  0
 10 12  1  6
 17 18  1  0
 18 22  2  0
 22 21  1  0
 21 20  1  0
 20 19  2  0
 29  2  1  0
  5 27  1  0
 13 23  1  0
 19 18  1  0
  3  2  1  0
 13 15  1  0
 10  9  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
 31 64  1  1
 32 65  1  0
 30 63  1  0
 28 60  1  0
 28 61  1  0
 28 62  1  0
  9 43  1  6
  8 42  1  6
  6 41  1  0
  4 40  1  0
  3 39  1  0
 25 58  1  1
 26 59  1  0
 24 55  1  0
 24 56  1  0
 24 57  1  0
 17 51  1  6
 16 49  1  0
 16 50  1  0
 15 48  1  1
 11 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 22 54  1  0
 20 53  1  0
 19 52  1  0
M  END


  Mrv1533004231515032D          

 35 41  0  0  0  0            999 V2000
    2.8680    0.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0911    0.4771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9525    1.2904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4995   -0.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0829   -0.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6313   -1.5681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3869   -1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3822   -2.0619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1387   -1.5768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8089   -1.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7274   -0.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5105   -0.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2830    0.3351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8746    1.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2145    1.8037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0666    0.8851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4567    1.4406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9757    0.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2636    0.4817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3054   -0.4159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8971    0.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2579   -0.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8413   -1.6592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8495   -0.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3607   -0.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0435   -0.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0380    0.7669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7176    1.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5256    1.2650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2661    0.4818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5727   -0.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4912   -1.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2468   -1.7547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7953   -1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3787   -0.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  4 20  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  0  0  0  0
  5 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  2 30  1  0  0  0  0
 24 30  1  0  0  0  0
 28 30  1  0  0  0  0
 26 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 31 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0212973

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12OC(=O)C(O)C1(O)C1(C)C3C(OC1(O)C=C2)C(O)C1(C)C(CC2OC12C3(C)O)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H30O10/c1-19-6-7-23(30)21(3,24(19,31)17(27)18(28)35-19)15-14(34-23)16(26)20(2)12(11-5-8-32-10-11)9-13-25(20,33-13)22(15,4)29/h5-8,10,12-17,26-27,29-31H,9H2,1-4H3

> <INCHI_KEY>
HJPBFXRUKXPBFC-UHFFFAOYSA-N

> <FORMULA>
C25H30O10

> <MOLECULAR_WEIGHT>
490.505

> <EXACT_MASS>
490.183897166

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
47.99736708946362

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
15-(furan-3-yl)-3,4,10,13,20-pentahydroxy-2,7,14,20-tetramethyl-6,11,18-trioxahexacyclo[10.8.0.0²,¹⁰.0³,⁷.0¹⁴,¹⁹.0¹⁷,¹⁹]icos-8-en-5-one

> <ALOGPS_LOGP>
0.63

> <JCHEM_LOGP>
-0.5269470873333336

> <ALOGPS_LOGS>
-2.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.576888953616736

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.941355957339272

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7796781396837527

> <JCHEM_POLAR_SURFACE_AREA>
162.35000000000002

> <JCHEM_REFRACTIVITY>
115.7047

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.37e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-(furan-3-yl)-3,4,10,13,20-pentahydroxy-2,7,14,20-tetramethyl-6,11,18-trioxahexacyclo[10.8.0.0²,¹⁰.0³,⁷.0¹⁴,¹⁹.0¹⁷,¹⁹]icos-8-en-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       5.354   1.409   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.903   0.891   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.645   2.409   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.666  -0.448   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.888  -1.777   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.912  -2.927   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.322  -2.309   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.313  -3.849   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       7.726  -2.943   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.977  -2.045   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.824  -0.513   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.286  -0.997   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.862   0.626   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       9.099   1.964   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.734   3.367   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       7.591   1.652   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.453   2.689   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.421   0.122   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.092   0.899   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.170  -0.776   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.408   0.562   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.348  -1.768   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.570  -3.097   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.586  -0.430   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.673  -1.670   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.081  -0.101   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.071   1.432   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.340   2.050   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.848   2.361   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       2.363   0.899   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.069  -1.125   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.917  -2.657   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -2.327  -3.275   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -3.351  -2.125   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.574  -0.796   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   30                                             
CONECT    3    2                                                            
CONECT    4    2    5   20                                                  
CONECT    5    4    6   22                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9   20                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13   18                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   11   19   20                                             
CONECT   19   18                                                            
CONECT   20   18    4    7   21                                             
CONECT   21   20                                                            
CONECT   22    5   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26   30                                             
CONECT   25   24                                                            
CONECT   26   24   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28   30                                                       
CONECT   30   29    2   24   28                                             
CONECT   31   26   32   35                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   31                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   82    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₀O₁₀

Average Mass

490.5050 Da

Monoisotopic Mass

490.18390 Da

IUPAC Name

15-(furan-3-yl)-3,4,10,13,20-pentahydroxy-2,7,14,20-tetramethyl-6,11,18-trioxahexacyclo[10.8.0.0²,¹⁰.0³,⁷.0¹⁴,¹⁹.0¹⁷,¹⁹]icos-8-en-5-one

Traditional Name

15-(furan-3-yl)-3,4,10,13,20-pentahydroxy-2,7,14,20-tetramethyl-6,11,18-trioxahexacyclo[10.8.0.0²,¹⁰.0³,⁷.0¹⁴,¹⁹.0¹⁷,¹⁹]icos-8-en-5-one

CAS Registry Number

Not Available

SMILES

CC12OC(=O)C(O)C1(O)C1(C)C3C(OC1(O)C=C2)C(O)C1(C)C(CC2OC12C3(C)O)C1=COC=C1

InChI Identifier

InChI=1S/C25H30O10/c1-19-6-7-23(30)21(3,24(19,31)17(27)18(28)35-19)15-14(34-23)16(26)20(2)12(11-5-8-32-10-11)9-13-25(20,33-13)22(15,4)29/h5-8,10,12-17,26-27,29-31H,9H2,1-4H3

InChI Key

HJPBFXRUKXPBFC-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
Toona ciliata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxanes

Sub Class

Not Available

Direct Parent

Oxanes

Alternative Parents

Substituents

Gamma butyrolactone
Oxane
Cyclic alcohol
Furan
Heteroaromatic compound
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Hemiacetal
Lactone
Secondary alcohol
Monocarboxylic acid or derivatives
Ether
Oxirane
Dialkyl ether
Oxacycle
Polyol
Carboxylic acid derivative
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
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	0.63	ALOGPS
logP	-0.53	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	10.94	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	162.35 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	115.7 m³·mol⁻¹	ChemAxon
Polarizability	48 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

74833867

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 15-(furan-3-yl)-3,4,10,13,20-pentahydroxy-2,7,14,20-tetramethyl-6,11,18-trioxahexacyclo[10.8.0.0²,¹⁰.0³,⁷.0¹⁴,¹⁹.0¹⁷,¹⁹]icos-8-en-5-one (NP0212973)

MOL for NP0212973 (15-(furan-3-yl)-3,4,10,13,20-pentahydroxy-2,7,14,20-tetramethyl-6,11,18-trioxahexacyclo[10.8.0.0²,¹⁰.0³,⁷.0¹⁴,¹⁹.0¹⁷,¹⁹]icos-8-en-5-one)

3D MOL for NP0212973 (15-(furan-3-yl)-3,4,10,13,20-pentahydroxy-2,7,14,20-tetramethyl-6,11,18-trioxahexacyclo[10.8.0.0²,¹⁰.0³,⁷.0¹⁴,¹⁹.0¹⁷,¹⁹]icos-8-en-5-one)

3D SDF for NP0212973 (15-(furan-3-yl)-3,4,10,13,20-pentahydroxy-2,7,14,20-tetramethyl-6,11,18-trioxahexacyclo[10.8.0.0²,¹⁰.0³,⁷.0¹⁴,¹⁹.0¹⁷,¹⁹]icos-8-en-5-one)

3D-SDF for NP0212973 (15-(furan-3-yl)-3,4,10,13,20-pentahydroxy-2,7,14,20-tetramethyl-6,11,18-trioxahexacyclo[10.8.0.0²,¹⁰.0³,⁷.0¹⁴,¹⁹.0¹⁷,¹⁹]icos-8-en-5-one)

PDB for NP0212973 (15-(furan-3-yl)-3,4,10,13,20-pentahydroxy-2,7,14,20-tetramethyl-6,11,18-trioxahexacyclo[10.8.0.0²,¹⁰.0³,⁷.0¹⁴,¹⁹.0¹⁷,¹⁹]icos-8-en-5-one)

3D PDB for NP0212973 (15-(furan-3-yl)-3,4,10,13,20-pentahydroxy-2,7,14,20-tetramethyl-6,11,18-trioxahexacyclo[10.8.0.0²,¹⁰.0³,⁷.0¹⁴,¹⁹.0¹⁷,¹⁹]icos-8-en-5-one)

SMILES for NP0212973 (15-(furan-3-yl)-3,4,10,13,20-pentahydroxy-2,7,14,20-tetramethyl-6,11,18-trioxahexacyclo[10.8.0.0²,¹⁰.0³,⁷.0¹⁴,¹⁹.0¹⁷,¹⁹]icos-8-en-5-one)

INCHI for NP0212973 (15-(furan-3-yl)-3,4,10,13,20-pentahydroxy-2,7,14,20-tetramethyl-6,11,18-trioxahexacyclo[10.8.0.0²,¹⁰.0³,⁷.0¹⁴,¹⁹.0¹⁷,¹⁹]icos-8-en-5-one)

Structure for NP0212973 (15-(furan-3-yl)-3,4,10,13,20-pentahydroxy-2,7,14,20-tetramethyl-6,11,18-trioxahexacyclo[10.8.0.0²,¹⁰.0³,⁷.0¹⁴,¹⁹.0¹⁷,¹⁹]icos-8-en-5-one)

3D Structure for NP0212973 (15-(furan-3-yl)-3,4,10,13,20-pentahydroxy-2,7,14,20-tetramethyl-6,11,18-trioxahexacyclo[10.8.0.0²,¹⁰.0³,⁷.0¹⁴,¹⁹.0¹⁷,¹⁹]icos-8-en-5-one)