NP-MRD: Showing NP-Card for 4-[11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid (NP0183721)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 22:40:50 UTC

Updated at

2022-09-03 22:40:51 UTC

NP-MRD ID

NP0183721

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-[11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid

Description

4-[11-Hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]Henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring. 4-[11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid is found in Garcinia acuminata and Garcinia scortechinii. 4-[11-Hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]Henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171510452D          

 44 49  0  0  0  0            999 V2000
   -0.6613   -2.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8552   -1.2338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2578   -0.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3931    0.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0407    0.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4238    1.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0857    1.8622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1611    1.9516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7984    0.6696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2536    0.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6613    1.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4863    1.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8941    1.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4768    2.5214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7190    1.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1268    2.5324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1363    1.1035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8956   -0.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7178   -0.3036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7894   -0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6250    0.1019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2829   -0.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1602   -1.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4060   -1.5523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2393   -2.3603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8186   -0.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1414   -1.3260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8053   -1.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6826   -2.5659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5732   -1.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2184   -1.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9863   -1.6610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1090   -0.8451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6314   -2.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5087   -2.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3993   -1.8735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6959   -0.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3843   -0.1779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1646    0.6173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6788    1.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3404    0.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4632    1.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5419    0.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0508   -0.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  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
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 10 18  1  0  0  0  0
  3 18  1  0  0  0  0
 18 19  2  0  0  0  0
 10 20  1  0  0  0  0
  5 20  1  0  0  0  0
 20 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  2  0  0  0  0
 24 26  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  2  0  0  0  0
  3 27  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 30 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 41 44  1  0  0  0  0
 22 44  1  0  0  0  0
 37 44  2  0  0  0  0
M  END

     RDKit          3D

 84 89  0  0  0  0  0  0  0  0999 V2000
   -7.3374    1.8526    0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4186    2.6294    0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8902    3.9673   -0.3233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9794    2.2432    0.0457 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6597    2.2971   -1.3127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7976    0.8866    0.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4098    0.3752    0.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4377    0.8133    1.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7067    1.7303    2.3985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1296    0.3392    1.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8013   -0.5763    0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7630   -1.0448   -0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0391   -0.5532   -0.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8359   -1.1521   -1.4374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9623   -1.5812   -2.4871 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6301   -2.7174   -3.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7670   -2.0036   -1.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5063   -2.0698   -2.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1254   -3.3560   -1.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4775   -1.0884    0.1648 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5849   -0.6488    0.8818 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2445    0.2464    2.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2460    0.5012    2.8772 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5591   -0.1006    2.4304 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6116    0.2582    3.2132 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4641   -0.0531    4.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2807   -1.6113    2.4552 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2922   -1.9223    1.3798 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0309   -2.3071    0.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1844   -3.2145   -0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2770   -3.1053    0.4408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2838   -1.1765   -0.6010 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7203   -0.0899    0.0534 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3261    0.9685   -0.9273 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5474    1.3982   -1.6478 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0879    2.5824   -1.6732 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3483    2.8001   -2.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5907    3.7470   -0.9735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5690    3.7780   -0.2416 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2462    4.9942   -1.0640 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7106    0.3751    1.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5997    1.1024    0.7533 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0847    0.7893    2.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2946    1.6191    3.1174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3801    2.1856    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0649    0.8810    1.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7255    3.7862   -1.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2213    4.5450    0.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0834    4.4966   -0.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4122    3.0179    0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7689    2.6889   -1.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4772    0.1528    0.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1263    0.9308    1.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5641    2.1624    2.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7378   -0.7220   -3.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8364   -3.3072   -3.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2935   -2.2809   -3.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2159   -3.3451   -2.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3115   -1.4531   -2.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7741   -1.8732   -3.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1623   -3.1459   -2.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1282   -3.2136   -0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4236   -3.6358   -0.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2472   -4.1363   -1.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1349    1.0657    3.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4010    0.2960    5.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4148   -1.1542    4.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6018    0.4174    5.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2019   -2.1944    2.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7476   -1.7806    3.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5457   -2.6871    1.6756 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5517   -4.2613   -0.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2070   -2.8884   -1.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1698   -3.2565   -0.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1204   -2.4474    0.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5529   -3.7430   -0.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1000   -3.8410    1.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6940    1.7485   -0.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7199    0.4180   -1.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0787    0.6212   -2.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0855    3.2448   -1.7846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7653    1.8216   -2.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1832    3.5042   -3.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3491    5.4601   -1.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 24 25  1  1
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
 32 33  1  0
 33 34  1  6
 34 35  1  0
 35 36  2  0
 36 37  1  0
 36 38  1  0
 38 40  1  0
 38 39  2  0
 33 41  1  0
 41 42  2  0
 33 21  1  0
 21 20  1  6
 20 11  1  0
 11 10  2  0
 10  8  1  0
  8  9  1  0
  8  7  2  0
  7  6  1  0
  6  4  1  0
  4  5  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
  7 13  1  0
 13 12  2  0
 12 17  1  0
 17 18  1  0
 17 19  1  0
 17 15  1  0
 15 16  1  0
 15 14  1  0
 10 43  1  0
 43 44  2  0
 43 22  1  0
 22 23  2  0
 41 24  1  0
 22 21  1  0
 23 24  1  0
 21 28  1  0
 12 11  1  0
 14 13  1  0
 26 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 28 71  1  1
 30 72  1  0
 30 73  1  0
 30 74  1  0
 31 75  1  0
 31 76  1  0
 31 77  1  0
 34 78  1  0
 34 79  1  0
 35 80  1  0
 37 81  1  0
 37 82  1  0
 37 83  1  0
 40 84  1  0
  9 54  1  0
  6 52  1  0
  6 53  1  0
  4 50  1  1
  5 51  1  0
  3 47  1  0
  3 48  1  0
  3 49  1  0
  1 45  1  0
  1 46  1  0
 18 59  1  0
 18 60  1  0
 18 61  1  0
 19 62  1  0
 19 63  1  0
 19 64  1  0
 15 55  1  6
 16 56  1  0
 16 57  1  0
 16 58  1  0
 23 65  1  0
M  END


  Mrv1533004171510452D          

 44 49  0  0  0  0            999 V2000
   -0.6613   -2.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8552   -1.2338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2578   -0.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3931    0.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0407    0.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4238    1.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0857    1.8622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1611    1.9516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7984    0.6696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2536    0.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6613    1.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4863    1.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8941    1.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4768    2.5214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7190    1.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1268    2.5324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1363    1.1035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8956   -0.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7178   -0.3036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7894   -0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6250    0.1019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2829   -0.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1602   -1.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4060   -1.5523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2393   -2.3603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8186   -0.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1414   -1.3260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8053   -1.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6826   -2.5659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5732   -1.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2184   -1.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9863   -1.6610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1090   -0.8451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6314   -2.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5087   -2.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3993   -1.8735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6959   -0.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3843   -0.1779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1646    0.6173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6788    1.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3404    0.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4632    1.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5419    0.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0508   -0.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  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
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 10 18  1  0  0  0  0
  3 18  1  0  0  0  0
 18 19  2  0  0  0  0
 10 20  1  0  0  0  0
  5 20  1  0  0  0  0
 20 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  2  0  0  0  0
 24 26  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  2  0  0  0  0
  3 27  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 30 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 41 44  1  0  0  0  0
 22 44  1  0  0  0  0
 37 44  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0183721

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC12CC3C(C)(C)OC(CC=C(C)C(O)=O)(C1=O)C31OC3=C(C(O)=C(CC(O)C(C)=C)C4=C3C(C)(C)C(C)O4)C(=O)C1=C2

> <INCHI_IDENTIFIER>
InChI=1S/C34H40O10/c1-15(2)20(35)12-18-24(36)22-25(37)19-13-32(41-9)14-21-31(7,8)44-33(29(32)40,11-10-16(3)28(38)39)34(19,21)43-27(22)23-26(18)42-17(4)30(23,5)6/h10,13,17,20-21,35-36H,1,11-12,14H2,2-9H3,(H,38,39)

> <INCHI_KEY>
HNSYUDVBSKCUEM-UHFFFAOYSA-N

> <FORMULA>
C34H40O10

> <MOLECULAR_WEIGHT>
608.684

> <EXACT_MASS>
608.262147488

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
64.6702032816271

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid

> <ALOGPS_LOGP>
3.71

> <JCHEM_LOGP>
4.910055667333335

> <ALOGPS_LOGS>
-5.14

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.13584416123289

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.80134064836099

> <JCHEM_PKA_STRONGEST_BASIC>
-3.051743431698295

> <JCHEM_POLAR_SURFACE_AREA>
148.82000000000002

> <JCHEM_REFRACTIVITY>
160.69809999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.46e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -1.234  -3.800   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.596  -2.303   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.481  -1.241   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.734   0.381   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.076   1.378   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.791   2.557   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.027   3.476   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.301   3.643   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.490   1.250   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.473   0.690   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.234   2.029   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.774   2.039   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.536   3.378   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.757   4.707   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.076   3.388   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -5.837   4.727   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -5.854   2.060   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.672  -0.440   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.207  -0.567   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.474  -0.001   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.033   0.190   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.261  -0.784   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.032  -2.307   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.625  -2.898   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.313  -4.406   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.528  -1.759   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.264  -2.475   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.237  -3.267   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.008  -4.790   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       6.670  -2.704   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.874  -3.664   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.308  -3.100   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       9.537  -1.578   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      10.512  -4.060   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.283  -5.583   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      11.945  -3.497   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.899  -1.181   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       8.184  -0.332   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       7.774   1.152   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       8.734   2.357   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.235   1.221   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       6.465   2.744   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.745   1.608   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       5.695  -0.221   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   18   27                                             
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11   18   20                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   10    3   19                                                  
CONECT   19   18                                                            
CONECT   20   10    5   21   26                                             
CONECT   21   20   22                                                       
CONECT   22   21   23   44                                                  
CONECT   23   22   24   28                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   20   27                                                  
CONECT   27   26    3                                                       
CONECT   28   23   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   37                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   30   38   44                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   43   44                                             
CONECT   42   41                                                            
CONECT   43   41                                                            
CONECT   44   41   22   37                                                  
MASTER        0    0    0    0    0    0    0    0   44    0   98    0
END

View in JSmol

Synonyms

Value	Source
4-[11-Hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0,.0,.0,.0,]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoate	Generator
4-[11-Hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoate	Generator

Chemical Formula

C₃₄H₄₀O₁₀

Average Mass

608.6840 Da

Monoisotopic Mass

608.26215 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

COC12CC3C(C)(C)OC(CC=C(C)C(O)=O)(C1=O)C31OC3=C(C(O)=C(CC(O)C(C)=C)C4=C3C(C)(C)C(C)O4)C(=O)C1=C2

InChI Identifier

InChI=1S/C34H40O10/c1-15(2)20(35)12-18-24(36)22-25(37)19-13-32(41-9)14-21-31(7,8)44-33(29(32)40,11-10-16(3)28(38)39)34(19,21)43-27(22)23-26(18)42-17(4)30(23,5)6/h10,13,17,20-21,35-36H,1,11-12,14H2,2-9H3,(H,38,39)

InChI Key

HNSYUDVBSKCUEM-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
Garcinia acuminata	LOTUS Database	35616633
Garcinia scortechinii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthones

Alternative Parents

Substituents

Xanthone
Chromone
Aromatic monoterpenoid
Monoterpenoid
Coumaran
Aryl ketone
Alkyl aryl ether
Cyclohexenone
Oxepane
Phenol
Benzenoid
Vinylogous acid
Oxolane
Secondary alcohol
Ketone
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid
Organic oxygen compound
Organic oxide
Alcohol
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.71	ALOGPS
logP	4.91	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	3.8	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	148.82 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	160.7 m³·mol⁻¹	ChemAxon
Polarizability	64.67 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

72973013

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-[11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid (NP0183721)

MOL for NP0183721 (4-[11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid)

3D MOL for NP0183721 (4-[11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid)

3D SDF for NP0183721 (4-[11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid)

3D-SDF for NP0183721 (4-[11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid)

PDB for NP0183721 (4-[11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid)

3D PDB for NP0183721 (4-[11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid)

SMILES for NP0183721 (4-[11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid)

INCHI for NP0183721 (4-[11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid)

Structure for NP0183721 (4-[11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid)

3D Structure for NP0183721 (4-[11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid)