NP-MRD: Showing NP-Card for 20-ethoxy-7,8,14,15,19,19-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid (NP0291382)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-09-09 22:27:09 UTC

Updated at

2022-09-09 22:27:10 UTC

NP-MRD ID

NP0291382

Secondary Accession Numbers

None

Natural Product Identification

Common Name

20-ethoxy-7,8,14,15,19,19-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid

Description

20-Ethoxy-7,8,14,15,19,19-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]Tetracos-4-ene-11-carboxylic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 20-ethoxy-7,8,14,15,19,19-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid is found in Lantana camara. 20-Ethoxy-7,8,14,15,19,19-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]Tetracos-4-ene-11-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231515502D          

 43 48  0  0  0  0            999 V2000
   -2.3653    1.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5439    1.0892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0671    0.4159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2456    0.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0365    1.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7664    1.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3349    0.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3646    1.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6035    0.5204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9591   -0.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3464   -1.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1858   -1.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6934   -0.6681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1047   -1.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1967   -0.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5188    0.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3376    0.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8343    0.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6532    0.2931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9753    1.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4786    1.7113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7941    1.1534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1162    1.9129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2908    0.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9687   -0.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4654   -0.9235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2842   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7809   -1.4814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6063   -0.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4251    0.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7473    0.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1096    0.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1499   -0.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8278   -1.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0090   -1.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5122   -0.5673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4406   -1.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6466   -1.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3245   -1.7839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3683   -1.4241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1144   -0.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0772   -1.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6448   -0.6000    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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  7 10  1  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
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 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
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  4  0  0  0
 29 32  1  0  0  0  0
 25 33  1  0  0  0  0
 19 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 13 36  1  0  0  0  0
 18 36  1  0  0  0  0
 36 37  1  0  0  0  0
 33 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 10 41  1  0  0  0  0
  4 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
M  END

     RDKit          3D

 99104  0  0  0  0  0  0  0  0999 V2000
    7.9335    2.8047    0.8111 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2483    2.1380    1.9417 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3361    1.2337    1.7062 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6562    0.5716    2.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9775    0.8663    0.3654 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4927    1.3654   -0.6717 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9930   -0.1095    0.0939 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6306   -0.4811   -1.1998 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9417   -1.9157   -1.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9512   -2.9028   -0.9512 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0026   -3.0354    0.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5369   -2.5312   -1.4477 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4209   -2.9092   -2.8431 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3166   -1.1570   -0.9656 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9397   -0.6360   -0.9392 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0296   -1.2074   -1.6733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3667   -0.7116   -1.6764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6515   -0.2345   -0.2765 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1033   -0.1613    0.0212 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5985   -1.6092    0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1079   -1.5041    0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5380   -0.0685    0.4291 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8820    0.0603    0.6727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7024   -0.3926   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1339   -0.1710    0.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224    0.6606   -0.7120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9436    0.3171   -1.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8165    0.6482    1.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2878   -0.0346    2.8479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2989    2.0652    1.6039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3549    0.4950    1.3295 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5658    1.7460    1.5916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0917    1.4782    1.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7931    0.9477   -0.0155 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0721    2.1524   -0.8827 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6409    0.5226   -0.0886 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2289    0.3050    1.3138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5353    1.6298   -0.6545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9435    1.2107   -0.8220 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1941   -0.0955   -1.5366 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0818    0.1286   -2.9726 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0058   -0.0518   -3.7985 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8903    0.5735   -3.5218 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2330    3.3991    0.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6576    3.5521    1.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5112    2.0584    0.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5003    2.3965    2.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9393    1.0072    3.8241 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9156   -0.5221    2.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5540    0.6715    2.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2563    0.1300   -1.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0278   -2.0974   -2.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9298   -2.1401   -1.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1761   -3.8888   -1.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4033   -2.1651    1.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9887   -3.3448    0.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6751   -3.9007    0.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8694   -3.2017   -0.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3942   -3.3435   -3.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2161   -2.1266   -3.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7200   -3.7907   -2.9810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6387   -1.2346    0.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1980   -2.0648   -2.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4203    0.0989   -2.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1061   -1.4771   -2.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2565   -1.0499    0.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2538   -2.2875   -0.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2616   -1.9712    1.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5819   -2.1564    1.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4575   -1.8521   -0.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5794    0.1740   -1.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5523   -1.4819   -0.4863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1728    0.5991    0.8998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7847    0.1720   -0.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5677   -1.1297    0.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4958    1.0761   -1.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0980   -0.5618   -1.8309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3557    0.1906    2.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7354    0.3494    3.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1580   -1.1381    2.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9633    2.6416    0.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4050    2.0483    1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9974    2.5395    2.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9865   -0.2226    2.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9466    2.6550    1.1261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6696    1.9325    2.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6008    2.4518    1.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8450    0.7046    2.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3479    2.9441   -0.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0568    2.6066   -0.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8652    2.0039   -1.9396 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7518   -0.5506    1.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3370    0.2668    1.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0418    1.2026    1.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1385    2.0628   -1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5435    2.4258    0.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4124    1.9935   -1.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5649    1.2846    0.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5307    0.0598   -4.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 23  1  0
 22 23  1  1
 22 21  1  0
 21 20  1  0
 19 20  1  1
 19 27  1  0
 27 26  1  0
 19 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  6
 34 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
 14 12  1  0
 12 13  1  0
 12 10  1  0
 10 11  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  5  1  0
  5  6  2  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
  2  1  1  0
  8 40  1  0
 40 39  1  0
 39 38  1  0
 38 36  1  0
 36 37  1  1
 40 41  1  6
 41 43  1  0
 41 42  2  0
 31 28  1  0
 28 29  1  0
 28 30  1  0
 26 22  1  0
 36 34  1  0
 28 22  1  0
 18 19  1  0
 36 15  1  0
 40 14  1  0
 25 73  1  0
 25 74  1  0
 25 75  1  0
 24 71  1  0
 24 72  1  0
 21 69  1  0
 21 70  1  0
 20 67  1  0
 20 68  1  0
 27 76  1  0
 27 77  1  0
 31 84  1  1
 32 85  1  0
 32 86  1  0
 33 87  1  0
 33 88  1  0
 35 89  1  0
 35 90  1  0
 35 91  1  0
 18 66  1  1
 17 64  1  0
 17 65  1  0
 16 63  1  0
 14 62  1  1
 12 58  1  1
 13 59  1  0
 13 60  1  0
 13 61  1  0
 10 54  1  6
 11 55  1  0
 11 56  1  0
 11 57  1  0
  9 52  1  0
  9 53  1  0
  8 51  1  6
  4 48  1  0
  4 49  1  0
  4 50  1  0
  2 47  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
 39 97  1  0
 39 98  1  0
 38 95  1  0
 38 96  1  0
 37 92  1  0
 37 93  1  0
 37 94  1  0
 43 99  1  0
 29 78  1  0
 29 79  1  0
 29 80  1  0
 30 81  1  0
 30 82  1  0
 30 83  1  0
M  END


  Mrv1533004231515502D          

 43 48  0  0  0  0            999 V2000
   -2.3653    1.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5439    1.0892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0671    0.4159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2456    0.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0365    1.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7664    1.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3349    0.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3646    1.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6035    0.5204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9591   -0.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3464   -1.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1858   -1.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6934   -0.6681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1047   -1.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1967   -0.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5188    0.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3376    0.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8343    0.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6532    0.2931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9753    1.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4786    1.7113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7941    1.1534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1162    1.9129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2908    0.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9687   -0.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4654   -0.9235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2842   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7809   -1.4814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6063   -0.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4251    0.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7473    0.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1096    0.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1499   -0.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8278   -1.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0090   -1.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5122   -0.5673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4406   -1.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6466   -1.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3245   -1.7839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3683   -1.4241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1144   -0.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0772   -1.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6448   -0.6000    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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  7 10  1  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
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 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
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  4  0  0  0
 29 32  1  0  0  0  0
 25 33  1  0  0  0  0
 19 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 13 36  1  0  0  0  0
 18 36  1  0  0  0  0
 36 37  1  0  0  0  0
 33 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 10 41  1  0  0  0  0
  4 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0291382

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC12CCC3(CO1)C(CCC1(C)C3CC=C3C4C(C)C(C)CC(OC(=O)C(C)=CC)C4(CCC13C)C(O)=O)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C37H56O6/c1-10-22(3)30(38)43-28-20-23(4)24(5)29-25-12-13-27-34(9,33(25,8)16-18-36(28,29)31(39)40)15-14-26-32(6,7)37(41-11-2)19-17-35(26,27)21-42-37/h10,12,23-24,26-29H,11,13-21H2,1-9H3,(H,39,40)

> <INCHI_KEY>
PYAIEKYBXOLIIX-UHFFFAOYSA-N

> <FORMULA>
C37H56O6

> <MOLECULAR_WEIGHT>
596.849

> <EXACT_MASS>
596.407689523

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
70.15605873968576

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
20-ethoxy-7,8,14,15,19,19-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid

> <ALOGPS_LOGP>
6.77

> <JCHEM_LOGP>
8.026412943666664

> <ALOGPS_LOGS>
-6.66

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.462207144760108

> <JCHEM_PKA_STRONGEST_BASIC>
-4.038725388639836

> <JCHEM_POLAR_SURFACE_AREA>
82.06

> <JCHEM_REFRACTIVITY>
168.3854

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.29e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
20-ethoxy-7,8,14,15,19,19-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid

> <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      -4.415   1.891   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.882   2.033   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.992   0.776   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.459   0.919   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.068   2.431   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.431   2.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.492   0.533   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.547   1.958   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.127   0.971   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.790  -0.954   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.513  -2.409   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.080  -2.495   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.028  -1.247   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.795  -2.582   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.101  -0.017   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.702   1.400   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.230   1.588   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.157   0.359   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.686   0.547   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.287   1.965   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.360   3.194   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.816   2.153   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.417   3.571   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.743   0.923   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.142  -0.494   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      12.069  -1.724   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      13.597  -1.536   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      14.524  -2.765   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      14.198  -0.118   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      15.727   0.070   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      16.328   1.488   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      13.271   1.112   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.613  -0.683   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.012  -2.100   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.483  -2.288   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.556  -1.059   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.422  -2.593   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      10.540  -1.912   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       9.939  -3.330   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      11.887  -2.658   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       0.214  -0.517   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -0.144  -2.015   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -1.204  -1.120   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9   41                                             
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   10   15                                             
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    7   11   41                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   36                                             
CONECT   14   13                                                            
CONECT   15   13    7   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   36                                                  
CONECT   19   18   20   33                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   33                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29                                                            
CONECT   33   25   19   34   38                                             
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   13   18   37                                             
CONECT   37   36                                                            
CONECT   38   33   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   10    4   42   43                                             
CONECT   42   41                                                            
CONECT   43   41                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   96    0
END

View in JSmol

Synonyms

Value	Source
20-Ethoxy-7,8,14,15,19,19-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-21-oxahexacyclo[18.2.2.0,.0,.0,.0,]tetracos-4-ene-11-carboxylate	Generator
20-Ethoxy-7,8,14,15,19,19-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylate	Generator

Chemical Formula

C₃₇H₅₆O₆

Average Mass

596.8490 Da

Monoisotopic Mass

596.40769 Da

IUPAC Name

20-ethoxy-7,8,14,15,19,19-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid

Traditional Name

20-ethoxy-7,8,14,15,19,19-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid

CAS Registry Number

Not Available

SMILES

CCOC12CCC3(CO1)C(CCC1(C)C3CC=C3C4C(C)C(C)CC(OC(=O)C(C)=CC)C4(CCC13C)C(O)=O)C2(C)C

InChI Identifier

InChI=1S/C37H56O6/c1-10-22(3)30(38)43-28-20-23(4)24(5)29-25-12-13-27-34(9,33(25,8)16-18-36(28,29)31(39)40)15-14-26-32(6,7)37(41-11-2)19-17-35(26,27)21-42-37/h10,12,23-24,26-29H,11,13-21H2,1-9H3,(H,39,40)

InChI Key

PYAIEKYBXOLIIX-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
Lantana camara	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Naphthopyran
Naphthalene
Ketal
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Pyran
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	6.77	ALOGPS
logP	8.03	ChemAxon
logS	-6.7	ALOGPS
pKa (Strongest Acidic)	4.46	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	168.39 m³·mol⁻¹	ChemAxon
Polarizability	70.16 Å³	ChemAxon
Number of Rings	6	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 20-ethoxy-7,8,14,15,19,19-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid (NP0291382)

MOL for NP0291382 (20-ethoxy-7,8,14,15,19,19-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid)

3D MOL for NP0291382 (20-ethoxy-7,8,14,15,19,19-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid)

3D SDF for NP0291382 (20-ethoxy-7,8,14,15,19,19-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid)

3D-SDF for NP0291382 (20-ethoxy-7,8,14,15,19,19-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid)

PDB for NP0291382 (20-ethoxy-7,8,14,15,19,19-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid)

3D PDB for NP0291382 (20-ethoxy-7,8,14,15,19,19-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid)

SMILES for NP0291382 (20-ethoxy-7,8,14,15,19,19-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid)

INCHI for NP0291382 (20-ethoxy-7,8,14,15,19,19-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid)

Structure for NP0291382 (20-ethoxy-7,8,14,15,19,19-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid)

3D Structure for NP0291382 (20-ethoxy-7,8,14,15,19,19-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid)