NP-MRD: Showing NP-Card for 22-(3,7-dimethylocta-2,6-dien-1-yl)-5,7,8,15-tetrahydroxy-19,19-dimethyl-10-(prop-1-en-2-yl)-2,20-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4,6,8,14,16(21),17-octaen-13-one (NP0236139)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 18:57:49 UTC

Updated at

2022-09-06 18:57:49 UTC

NP-MRD ID

NP0236139

Secondary Accession Numbers

None

Natural Product Identification

Common Name

22-(3,7-dimethylocta-2,6-dien-1-yl)-5,7,8,15-tetrahydroxy-19,19-dimethyl-10-(prop-1-en-2-yl)-2,20-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4,6,8,14,16(21),17-octaen-13-one

Description

22-(3,7-Dimethylocta-2,6-dien-1-yl)-5,7,8,15-tetrahydroxy-19,19-dimethyl-10-(prop-1-en-2-yl)-2,20-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]Docosa-1(14),3(12),4(9),5,7,15,17,21-octaen-13-one belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system. 22-(3,7-dimethylocta-2,6-dien-1-yl)-5,7,8,15-tetrahydroxy-19,19-dimethyl-10-(prop-1-en-2-yl)-2,20-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4,6,8,14,16(21),17-octaen-13-one is found in Artocarpus integer. 22-(3,7-Dimethylocta-2,6-dien-1-yl)-5,7,8,15-tetrahydroxy-19,19-dimethyl-10-(prop-1-en-2-yl)-2,20-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]Docosa-1(14),3(12),4(9),5,7,15,17,21-octaen-13-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241514162D          

 42 46  0  0  0  0            999 V2000
    5.8666   -5.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2721   -4.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4703   -4.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8758   -3.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0740   -2.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4795   -2.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6776   -1.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0832   -0.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2813   -0.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0740    0.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6684   -0.3883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4611   -0.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5488   -0.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2842   -0.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6592    0.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0648    1.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2721    0.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6776    1.5566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8758    2.3574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8850    1.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2905    1.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4887    2.7006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4979    1.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2997    0.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8942    0.2981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6868    0.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5071    0.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3089   -0.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9034   -0.7316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5163   -0.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0782    0.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8708   -0.0451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1200    0.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4745    1.5566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9126    1.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1108    2.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9034    2.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5163    2.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2763    2.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6868   -2.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4795   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  8  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
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  9 26  1  0  0  0  0
 20 26  2  0  0  0  0
 24 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 27 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 23 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
  6 41  1  0  0  0  0
  2 42  1  0  0  0  0
M  END

     RDKit          3D

 80 84  0  0  0  0  0  0  0  0999 V2000
   -8.0551    0.9209   -0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1669    1.2990    0.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6403    1.8707    1.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7424    1.1590   -0.0104 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3211    0.1150   -0.9681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8730   -0.1335   -0.7524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9860    0.8772   -0.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6959    0.6386   -0.4089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2108   -0.5567   -0.6393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1350   -0.7601   -0.5801 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1438    0.2675   -0.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6018    0.2817    1.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8072    0.1286    1.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1011    0.1750    3.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9853   -0.0986    0.6747 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0149    1.0108    0.8620 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1701    0.7069   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3681    0.5589    0.5017 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5579    0.6955    1.9576 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5232    0.2568   -0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6297   -2.0484   -0.8227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2328   -3.0974   -1.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5772   -2.8763   -1.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4774   -3.8774   -1.4676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0762   -1.6243   -0.9415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4314   -1.4034   -0.9993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2003   -2.3625   -1.2726 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3089   -4.4107   -1.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6184   -4.5918   -1.2911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5895   -3.5376   -0.9834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3115   -3.9550    0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6179   -3.3922   -2.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9757   -2.2902   -0.7700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5607    2.2287   -0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7308    3.3188   -0.1317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3775    3.2157   -0.0869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3263    4.5862   -0.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6885    4.7555   -0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2077    6.0470   -0.1706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5112    3.6444   -0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8836    3.7504   -0.2416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9530    2.3940   -0.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7614    0.5003   -1.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1086    1.0291   -0.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9012    1.0092    2.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5454    2.4924    1.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8631    2.4244    2.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2688    0.7546    1.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8971   -0.8315   -0.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4378    0.5142   -2.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8668    1.2771   -0.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0183    0.0260   -0.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8151    0.4451    1.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7748   -0.6663    3.2266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5053    1.1630    3.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1416    0.0114    3.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5316   -1.0296    1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7990   -0.1801   -0.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3353    0.9324    1.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5772    2.0045    0.6392 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0560    0.5999   -1.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6431    0.6913    2.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0443   -0.0775    2.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1733    1.6861    2.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2062   -0.4328    0.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2493   -0.2349   -1.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0702    1.2168   -0.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3037   -4.8271   -1.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3424   -5.2374   -1.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9908   -5.5877   -1.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7044   -3.7635    1.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2808   -3.4496    0.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4847   -5.0603    0.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1024   -2.3958   -2.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1022   -3.4920   -3.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3939   -4.1845   -1.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8165    2.4582   -0.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6408    5.4451   -0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1866    6.2402   -0.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3269    4.6429   -0.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 18 20  1  0
 18 17  2  3
 17 16  1  0
 16 15  1  0
 15 13  1  0
 13 14  1  0
 13 12  2  0
 12 11  1  0
 11 10  1  0
 10 21  2  0
 21 33  1  0
 33 30  1  0
 30 31  1  0
 30 32  1  0
 30 29  1  0
 29 28  2  0
 28 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25  9  2  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
  4 42  1  0
 42 40  2  0
 40 41  1  0
 40 38  1  0
 38 39  1  0
 38 37  2  0
 37 35  1  0
 35 36  1  0
 35 34  2  0
  6 26  1  0
 26 27  2  0
  9 10  1  0
 34  7  1  0
 22 21  1  0
 26 25  1  0
 34 42  1  0
 19 62  1  0
 19 63  1  0
 19 64  1  0
 20 65  1  0
 20 66  1  0
 20 67  1  0
 17 61  1  0
 16 59  1  0
 16 60  1  0
 15 57  1  0
 15 58  1  0
 14 54  1  0
 14 55  1  0
 14 56  1  0
 12 53  1  0
 11 51  1  0
 11 52  1  0
 31 71  1  0
 31 72  1  0
 31 73  1  0
 32 74  1  0
 32 75  1  0
 32 76  1  0
 29 70  1  0
 28 69  1  0
 24 68  1  0
  5 49  1  0
  5 50  1  0
  4 48  1  1
  3 45  1  0
  3 46  1  0
  3 47  1  0
  1 43  1  0
  1 44  1  0
 41 80  1  0
 39 79  1  0
 37 78  1  0
 36 77  1  0
M  END


  Mrv1533004241514162D          

 42 46  0  0  0  0            999 V2000
    5.8666   -5.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2721   -4.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4703   -4.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8758   -3.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0740   -2.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4795   -2.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6776   -1.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0832   -0.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2813   -0.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0740    0.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6684   -0.3883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4611   -0.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5488   -0.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2842   -0.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6592    0.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0648    1.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2721    0.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6776    1.5566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8758    2.3574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8850    1.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2905    1.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4887    2.7006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4979    1.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2997    0.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8942    0.2981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6868    0.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5071    0.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3089   -0.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9034   -0.7316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5163   -0.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0782    0.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8708   -0.0451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1200    0.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4745    1.5566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9126    1.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1108    2.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9034    2.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5163    2.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2763    2.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6868   -2.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4795   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  8  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
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  9 26  1  0  0  0  0
 20 26  2  0  0  0  0
 24 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 27 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 23 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
  6 41  1  0  0  0  0
  2 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0236139

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCCC(C)=CCC1=C2OC(C)(C)C=CC2=C(O)C2=C1OC1=C(CC(C(C)=C)C3=C(O)C(O)=CC(O)=C13)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C35H38O7/c1-17(2)9-8-10-19(5)11-12-21-32-20(13-14-35(6,7)42-32)29(38)28-30(39)23-15-22(18(3)4)26-27(34(23)41-33(21)28)24(36)16-25(37)31(26)40/h9,11,13-14,16,22,36-38,40H,3,8,10,12,15H2,1-2,4-7H3

> <INCHI_KEY>
RCSUVVNGRJMHQT-UHFFFAOYSA-N

> <FORMULA>
C35H38O7

> <MOLECULAR_WEIGHT>
570.682

> <EXACT_MASS>
570.261753564

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
64.37658735467592

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
22-(3,7-dimethylocta-2,6-dien-1-yl)-5,7,8,15-tetrahydroxy-19,19-dimethyl-10-(prop-1-en-2-yl)-2,20-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(14),3(12),4,6,8,15,17,21-octaen-13-one

> <ALOGPS_LOGP>
6.28

> <JCHEM_LOGP>
7.808235511

> <ALOGPS_LOGS>
-5.32

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.452905454970248

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.1942970031222595

> <JCHEM_PKA_STRONGEST_BASIC>
-4.8182476349371335

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
168.40540000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.74e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
22-(3,7-dimethylocta-2,6-dien-1-yl)-5,7,8,15-tetrahydroxy-19,19-dimethyl-10-(prop-1-en-2-yl)-2,20-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(14),3(12),4,6,8,15,17,21-octaen-13-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      10.951 -10.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.841  -9.267   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.211  -7.772   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.101  -6.705   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.471  -5.210   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.362  -4.142   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.732  -2.647   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.622  -1.579   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.992  -0.084   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.471   0.343   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      10.581  -0.725   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      12.061  -0.298   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.224  -1.829   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.597  -0.402   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.431   1.197   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.321   2.265   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.841   1.838   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.732   2.906   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.101   4.401   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.252   2.478   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.142   3.546   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.512   5.041   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.663   3.119   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.293   1.624   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.403   0.556   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.882   0.984   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.813   1.197   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.443  -0.298   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       3.553  -1.366   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.964  -0.725   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.146   0.343   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -1.625  -0.084   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       0.224   1.838   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -0.886   2.906   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       1.704   2.265   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.073   3.760   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.553   4.187   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.964   4.828   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.334   6.323   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.516   4.401   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.882  -4.569   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       8.362  -9.694   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   42                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   41                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   26                                                  
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   10   18                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   26                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   37                                                  
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25    9   20                                                  
CONECT   27   24   28   35                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   27   36                                                  
CONECT   36   35   37   38                                                  
CONECT   37   36   23                                                       
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41    6                                                            
CONECT   42    2                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₅H₃₈O₇

Average Mass

570.6820 Da

Monoisotopic Mass

570.26175 Da

IUPAC Name

22-(3,7-dimethylocta-2,6-dien-1-yl)-5,7,8,15-tetrahydroxy-19,19-dimethyl-10-(prop-1-en-2-yl)-2,20-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(14),3(12),4,6,8,15,17,21-octaen-13-one

Traditional Name

22-(3,7-dimethylocta-2,6-dien-1-yl)-5,7,8,15-tetrahydroxy-19,19-dimethyl-10-(prop-1-en-2-yl)-2,20-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(14),3(12),4,6,8,15,17,21-octaen-13-one

CAS Registry Number

Not Available

SMILES

CC(C)=CCCC(C)=CCC1=C2OC(C)(C)C=CC2=C(O)C2=C1OC1=C(CC(C(C)=C)C3=C(O)C(O)=CC(O)=C13)C2=O

InChI Identifier

InChI=1S/C35H38O7/c1-17(2)9-8-10-19(5)11-12-21-32-20(13-14-35(6,7)42-32)29(38)28-30(39)23-15-22(18(3)4)26-27(34(23)41-33(21)28)24(36)16-25(37)31(26)40/h9,11,13-14,16,22,36-38,40H,3,8,10,12,15H2,1-2,4-7H3

InChI Key

RCSUVVNGRJMHQT-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
Artocarpus champeden	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Pyranoxanthones

Alternative Parents

Substituents

Pyranoxanthone
Naphthopyranone
Naphthopyran
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
1-naphthol
Aromatic monoterpenoid
Monoterpenoid
Naphthalene
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Pyran
Benzenoid
Vinylogous acid
Heteroaromatic compound
Oxacycle
Ether
Polyol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen 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	6.28	ALOGPS
logP	7.81	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	7.19	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	168.41 m³·mol⁻¹	ChemAxon
Polarizability	64.38 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 22-(3,7-dimethylocta-2,6-dien-1-yl)-5,7,8,15-tetrahydroxy-19,19-dimethyl-10-(prop-1-en-2-yl)-2,20-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4,6,8,14,16(21),17-octaen-13-one (NP0236139)

MOL for NP0236139 (22-(3,7-dimethylocta-2,6-dien-1-yl)-5,7,8,15-tetrahydroxy-19,19-dimethyl-10-(prop-1-en-2-yl)-2,20-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4,6,8,14,16(21),17-octaen-13-one)

3D MOL for NP0236139 (22-(3,7-dimethylocta-2,6-dien-1-yl)-5,7,8,15-tetrahydroxy-19,19-dimethyl-10-(prop-1-en-2-yl)-2,20-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4,6,8,14,16(21),17-octaen-13-one)

3D SDF for NP0236139 (22-(3,7-dimethylocta-2,6-dien-1-yl)-5,7,8,15-tetrahydroxy-19,19-dimethyl-10-(prop-1-en-2-yl)-2,20-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4,6,8,14,16(21),17-octaen-13-one)

3D-SDF for NP0236139 (22-(3,7-dimethylocta-2,6-dien-1-yl)-5,7,8,15-tetrahydroxy-19,19-dimethyl-10-(prop-1-en-2-yl)-2,20-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4,6,8,14,16(21),17-octaen-13-one)

PDB for NP0236139 (22-(3,7-dimethylocta-2,6-dien-1-yl)-5,7,8,15-tetrahydroxy-19,19-dimethyl-10-(prop-1-en-2-yl)-2,20-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4,6,8,14,16(21),17-octaen-13-one)

3D PDB for NP0236139 (22-(3,7-dimethylocta-2,6-dien-1-yl)-5,7,8,15-tetrahydroxy-19,19-dimethyl-10-(prop-1-en-2-yl)-2,20-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4,6,8,14,16(21),17-octaen-13-one)

SMILES for NP0236139 (22-(3,7-dimethylocta-2,6-dien-1-yl)-5,7,8,15-tetrahydroxy-19,19-dimethyl-10-(prop-1-en-2-yl)-2,20-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4,6,8,14,16(21),17-octaen-13-one)

INCHI for NP0236139 (22-(3,7-dimethylocta-2,6-dien-1-yl)-5,7,8,15-tetrahydroxy-19,19-dimethyl-10-(prop-1-en-2-yl)-2,20-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4,6,8,14,16(21),17-octaen-13-one)

Structure for NP0236139 (22-(3,7-dimethylocta-2,6-dien-1-yl)-5,7,8,15-tetrahydroxy-19,19-dimethyl-10-(prop-1-en-2-yl)-2,20-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4,6,8,14,16(21),17-octaen-13-one)

3D Structure for NP0236139 (22-(3,7-dimethylocta-2,6-dien-1-yl)-5,7,8,15-tetrahydroxy-19,19-dimethyl-10-(prop-1-en-2-yl)-2,20-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4,6,8,14,16(21),17-octaen-13-one)