NP-MRD: Showing NP-Card for (+)-Tabularisin E (NP0077231)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 22:22:49 UTC

Updated at

2022-04-28 22:22:49 UTC

NP-MRD ID

NP0077231

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Tabularisin E

Description

(1R,2S,3R,6R,7R,8R,9R,11R,13R,14R,15R,17R,18S,19R,20R,22S)-3,8,18-tris(acetyloxy)-6-(furan-3-yl)-15,19-dihydroxy-22-(2-methoxy-2-oxoethyl)-11,14,17-trimethyl-4-oxo-5,10,12,21-tetraoxaoctacyclo[9.9.1.1²,⁷.1¹⁴,¹⁷.0¹,¹³.0²,⁷.0⁹,¹³.0¹⁵,¹⁹]Tricosan-20-yl 2-methylpropanoate belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17. (+)-Tabularisin E is found in Chukrasia tabularis var. velutina . Based on a literature review very few articles have been published on (1R,2S,3R,6R,7R,8R,9R,11R,13R,14R,15R,17R,18S,19R,20R,22S)-3,8,18-tris(acetyloxy)-6-(furan-3-yl)-15,19-dihydroxy-22-(2-methoxy-2-oxoethyl)-11,14,17-trimethyl-4-oxo-5,10,12,21-tetraoxaoctacyclo[9.9.1.1²,⁷.1¹⁴,¹⁷.0¹,¹³.0²,⁷.0⁹,¹³.0¹⁵,¹⁹]Tricosan-20-yl 2-methylpropanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292200222D          

 57 65  0  0  1  0            999 V2000
    3.0977    0.0821    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4375    0.4768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2187   -0.2859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4060   -0.4227    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1568   -1.2120    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3543   -1.4032    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1186   -2.1939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6855   -2.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4499   -3.5839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880   -2.6020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7237   -1.8114    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6163   -1.6158    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9806   -1.0410    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9391   -1.0238    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2609   -1.7474    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0499   -2.4478    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1390   -2.3925    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7294   -3.1087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1448   -3.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9697   -3.8181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7352   -4.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1506   -5.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9102   -4.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9776   -2.4636    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2294   -1.4054    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7325   -0.6986    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9641    0.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7657    0.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3356   -0.3079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9973    1.0804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7988    1.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2159   -1.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0396   -1.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4835   -3.1153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3008   -3.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6123   -2.2391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8067   -3.6548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0179   -3.2722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4376   -1.7993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7724   -0.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5783   -0.4735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4289   -0.7242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9212   -2.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0549   -3.2014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8193   -3.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6676   -4.8030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0167   -4.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2126   -0.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0307   -0.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3847   -0.1649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7853    0.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0609    0.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8646    0.1998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1330    0.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5916    1.6024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9428    1.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9109    0.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  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  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 16 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 25 32  1  0  0  0  0
 15 32  1  0  0  0  0
 25 33  1  6  0  0  0
 24 34  1  6  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 16 38  1  6  0  0  0
 15 39  1  1  0  0  0
 14 40  1  1  0  0  0
 13 41  1  1  0  0  0
  1 41  1  0  0  0  0
 12 42  1  1  0  0  0
  1 42  1  0  0  0  0
 11 43  1  1  0  0  0
  5 43  1  1  0  0  0
 10 44  1  1  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 45 47  1  0  0  0  0
  6 48  1  1  0  0  0
 48 49  2  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 48 52  1  0  0  0  0
  4 53  1  1  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 54 56  1  0  0  0  0
  1 57  1  1  0  0  0
M  END

     RDKit          3D

103111  0  0  0  0  0  0  0  0999 V2000
   -1.9619    4.8978    3.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4787    3.6305    2.8467 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0682    3.4357    1.5965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1025    4.4324    0.8515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5831    2.1412    1.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5536    1.0806    0.8356 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4975   -0.1003    0.6453 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6420   -0.1877    1.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7964    0.0712   -0.8362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3118    0.0732   -1.1510 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0121    0.0685   -2.4576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6824   -0.9579   -0.2704 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9737   -0.5461    0.8960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7925   -1.4640    0.3952 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6547   -2.1496    1.6237 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2679   -3.3583    1.8870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0932   -4.0461    3.2002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9921   -3.8932    0.9973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5296   -1.3494   -1.0539 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7763   -1.6806   -2.3948 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6081   -2.9152   -2.9507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2009   -3.8585   -2.2282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8832   -3.2164   -4.3873 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5795   -4.6653   -4.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1071   -2.3778   -5.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540   -0.0886   -0.9562 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0391    0.1806   -2.1688 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8423    1.5370   -2.3811 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1532    1.9728   -3.7685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2860    2.4043   -1.3992 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5258    2.2388   -0.2743 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2357    1.8339    0.9840 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0517    2.9024    1.4627 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8547    3.6303    2.5887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8028    4.7213    2.9502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8744    3.3644    3.2999 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9495    0.5145    0.9143 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8302    0.4836   -0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5587   -0.4234   -0.0861 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0553   -1.8286   -0.0564 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4680   -1.9696   -0.2441 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0867   -2.7057   -1.2070 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5396   -2.8423   -1.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3318   -3.3342   -2.0260 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8333   -2.3677    1.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3966   -3.5183    1.4473 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1508   -1.4915    2.3095 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2755   -0.0931    2.2294 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6079    0.2595    2.7998 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8290   -0.2828    2.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7783    0.3376    3.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1796    1.1979    3.9949 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8872    1.1984    3.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3944    1.1521   -0.6717 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4911    1.5303   -2.0853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8248    1.3318   -0.3877 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3901    2.5214   -1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8626    5.4878    3.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3278    4.7937    4.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5332    5.4577    2.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0984    1.7717    2.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4541    2.1414    0.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0111    1.0893    1.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3090   -0.2131    2.5774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4477    0.5339    1.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1229   -1.1983    1.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2434   -0.8542   -1.2619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3652    0.9154   -1.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8105    0.2212   -3.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8318   -1.3553    1.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4563   -2.0921   -0.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2016   -3.6485    3.7029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0202   -3.9498    3.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9269   -5.1361    3.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1647   -2.2197   -0.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9296   -2.9526   -4.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3846   -5.2952   -4.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3581   -4.9791   -4.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4445   -4.8353   -5.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1181   -2.7445   -4.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0756   -1.3124   -4.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0112   -2.5177   -6.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2353    2.4452   -4.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9596    2.7165   -3.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4282    1.0954   -4.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0335    3.2095   -0.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4529    1.7261    1.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7763    4.8802    4.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5183    5.6844    2.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8555    4.4280    2.7133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8817    0.8414   -1.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8305    0.0413    0.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7042   -2.4600   -0.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9895   -3.6873   -0.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1024   -1.9269   -1.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7503   -2.9566   -2.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5272    0.2811    2.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0592   -1.0647    1.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8515    0.1210    3.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1577    1.8395    4.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773    2.1626   -2.2712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7370    3.3900   -1.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4363    2.6934   -1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  1
  7  9  1  0
  9 10  1  0
 10 11  1  6
 10 12  1  0
 12 13  1  1
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 12 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 19 26  1  0
 26 27  1  6
 27 28  1  0
 28 29  1  6
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  2  0
 32 37  1  0
 37 38  1  6
 39 38  1  6
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 42 44  2  0
 40 45  1  0
 45 46  2  0
 45 47  1  0
 47 48  1  0
 48 49  1  0
 49 53  2  0
 53 52  1  0
 52 51  1  0
 51 50  2  0
 31 54  1  0
 54 55  1  6
 54 56  1  0
 56 57  1  6
 56  6  1  0
 14  7  1  0
 39 26  1  0
 50 49  1  0
 56 10  1  0
 54 26  1  0
 55 28  1  0
 39 37  1  0
 48 37  1  0
  1 58  1  0
  1 59  1  0
  1 60  1  0
  5 61  1  0
  5 62  1  0
  6 63  1  1
  8 64  1  0
  8 65  1  0
  8 66  1  0
  9 67  1  0
  9 68  1  0
 11 69  1  0
 13 70  1  0
 14 71  1  6
 17 72  1  0
 17 73  1  0
 17 74  1  0
 19 75  1  1
 23 76  1  6
 24 77  1  0
 24 78  1  0
 24 79  1  0
 25 80  1  0
 25 81  1  0
 25 82  1  0
 29 83  1  0
 29 84  1  0
 29 85  1  0
 31 86  1  1
 32 87  1  1
 35 88  1  0
 35 89  1  0
 35 90  1  0
 38 91  1  0
 38 92  1  0
 40 93  1  6
 43 94  1  0
 43 95  1  0
 43 96  1  0
 48 97  1  1
 53100  1  0
 51 99  1  0
 50 98  1  0
 57101  1  0
 57102  1  0
 57103  1  0
M  END


  Mrv1652304292200222D          

 57 65  0  0  1  0            999 V2000
    3.0977    0.0821    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4375    0.4768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2187   -0.2859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4060   -0.4227    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1568   -1.2120    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3543   -1.4032    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1186   -2.1939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6855   -2.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4499   -3.5839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880   -2.6020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7237   -1.8114    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6163   -1.6158    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9806   -1.0410    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9391   -1.0238    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2609   -1.7474    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0499   -2.4478    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1390   -2.3925    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7294   -3.1087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1448   -3.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9697   -3.8181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7352   -4.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1506   -5.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9102   -4.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9776   -2.4636    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2294   -1.4054    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7325   -0.6986    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9641    0.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7657    0.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3356   -0.3079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9973    1.0804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7988    1.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2159   -1.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0396   -1.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4835   -3.1153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3008   -3.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6123   -2.2391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8067   -3.6548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0179   -3.2722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4376   -1.7993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7724   -0.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5783   -0.4735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4289   -0.7242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9212   -2.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0549   -3.2014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8193   -3.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6676   -4.8030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0167   -4.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2126   -0.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0307   -0.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3847   -0.1649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7853    0.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0609    0.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8646    0.1998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1330    0.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5916    1.6024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9428    1.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9109    0.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  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  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 16 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 25 32  1  0  0  0  0
 15 32  1  0  0  0  0
 25 33  1  6  0  0  0
 24 34  1  6  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 16 38  1  6  0  0  0
 15 39  1  1  0  0  0
 14 40  1  1  0  0  0
 13 41  1  1  0  0  0
  1 41  1  0  0  0  0
 12 42  1  1  0  0  0
  1 42  1  0  0  0  0
 11 43  1  1  0  0  0
  5 43  1  1  0  0  0
 10 44  1  1  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 45 47  1  0  0  0  0
  6 48  1  1  0  0  0
 48 49  2  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 48 52  1  0  0  0  0
  4 53  1  1  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 54 56  1  0  0  0  0
  1 57  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0077231

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C[C@H]1[C@@]2(C)C[C@]3(O)[C@@](O)([C@H]2OC(C)=O)[C@@H](OC(=O)C(C)C)[C@]24O[C@]5(C)O[C@H]([C@H](OC(C)=O)[C@]67C[C@]26[C@@H](OC(C)=O)C(=O)O[C@H]7C2=COC=C2)[C@]4(O5)[C@]13C

> <INCHI_IDENTIFIER>
InChI=1S/C39H46O18/c1-16(2)27(44)54-30-37(47)29(52-19(5)42)31(6)14-36(37,46)32(7,21(31)12-22(43)48-9)38-25-24(50-17(3)40)34-15-35(34,39(30,38)57-33(8,55-25)56-38)26(51-18(4)41)28(45)53-23(34)20-10-11-49-13-20/h10-11,13,16,21,23-26,29-30,46-47H,12,14-15H2,1-9H3/t21-,23-,24-,25+,26-,29-,30+,31+,32+,33+,34+,35+,36+,37+,38-,39-/m0/s1

> <INCHI_KEY>
XGLDEXQCMGIXSR-WKBCVYGESA-N

> <FORMULA>
C39H46O18

> <MOLECULAR_WEIGHT>
802.779

> <EXACT_MASS>
802.268414641

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
103

> <JCHEM_AVERAGE_POLARIZABILITY>
101.48111925895788

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,3R,6R,7R,8R,9R,11R,13R,14R,15R,17R,18S,19R,20R,22S)-3,8,18-tris(acetyloxy)-6-(furan-3-yl)-15,19-dihydroxy-22-(2-methoxy-2-oxoethyl)-11,14,17-trimethyl-4-oxo-5,10,12,21-tetraoxaoctacyclo[9.9.1.1^{2,7}.1^{14,17}.0^{1,13}.0^{2,7}.0^{9,13}.0^{15,19}]tricosan-20-yl 2-methylpropanoate

> <ALOGPS_LOGP>
1.65

> <JCHEM_LOGP>
0.7403990319999997

> <ALOGPS_LOGS>
-2.67

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.831059547515473

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.734685552408779

> <JCHEM_PKA_STRONGEST_BASIC>
-2.862348310174257

> <JCHEM_POLAR_SURFACE_AREA>
239.08999999999995

> <JCHEM_REFRACTIVITY>
179.2471

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.72e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,3R,6R,7R,8R,9R,11R,13R,14R,15R,17R,18S,19R,20R,22S)-3,8,18-tris(acetyloxy)-6-(furan-3-yl)-15,19-dihydroxy-22-(2-methoxy-2-oxoethyl)-11,14,17-trimethyl-4-oxo-5,10,12,21-tetraoxaoctacyclo[9.9.1.1^{2,7}.1^{14,17}.0^{1,13}.0^{2,7}.0^{9,13}.0^{15,19}]tricosan-20-yl 2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       5.782   0.153   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.550   0.890   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.142  -0.534   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.625  -0.789   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.159  -2.262   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.661  -2.619   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.221  -4.095   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.280  -5.214   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.840  -6.690   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.778  -4.857   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.218  -3.381   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.884  -3.016   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.564  -1.943   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.353  -1.911   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.954  -3.262   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.560  -4.569   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.859  -4.466   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.095  -5.803   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.870  -7.133   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.410  -7.127   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.106  -8.470   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.881  -9.801   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.566  -8.476   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.292  -4.599   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.762  -2.623   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.834  -1.304   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.266   0.174   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.763   0.539   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      11.826  -0.575   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      11.195   2.017   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      12.691   2.381   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.736  -3.638   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.274  -2.333   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      10.236  -5.815   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      11.761  -5.606   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      12.343  -4.180   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      12.706  -6.822   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       7.500  -6.108   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       6.417  -3.359   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       7.042  -0.403   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       6.679  -0.884   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       4.534  -1.352   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       1.719  -3.738   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       3.836  -5.976   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       3.396  -7.452   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       3.113  -8.966   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       1.898  -7.809   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -0.397  -1.501   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -1.924  -1.699   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -2.585  -0.308   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      -1.466   0.750   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -0.114   0.013   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0       1.614   0.373   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0       2.115   1.829   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0       1.104   2.991   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0       3.627   2.123   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       7.300   0.414   0.000  0.00  0.00           C+0
CONECT    1    2   41   42   57                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5   53                                                  
CONECT    5    4    6   11   43                                             
CONECT    6    5    7   48                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   44                                                  
CONECT   11   10    5   12   43                                             
CONECT   12   11   13   17   42                                             
CONECT   13   12    3   14   41                                             
CONECT   14   13   15   26   40                                             
CONECT   15   14   16   32   39                                             
CONECT   16   15   17   24   38                                             
CONECT   17   16   12   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   16   25   34                                                  
CONECT   25   24   26   32   33                                             
CONECT   26   25   14   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30                                                            
CONECT   32   25   15                                                       
CONECT   33   25                                                            
CONECT   34   24   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   16                                                            
CONECT   39   15                                                            
CONECT   40   14                                                            
CONECT   41   13    1                                                       
CONECT   42   12    1                                                       
CONECT   43   11    5                                                       
CONECT   44   10   45                                                       
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45                                                            
CONECT   48    6   49   52                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   48                                                       
CONECT   53    4   54                                                       
CONECT   54   53   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54                                                            
CONECT   57    1                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  130    0
END

View in JSmol

Synonyms

Value	Source
(1R,2S,3R,6R,7R,8R,9R,11R,13R,14R,15R,17R,18S,19R,20R,22S)-3,8,18-Tris(acetyloxy)-6-(furan-3-yl)-15,19-dihydroxy-22-(2-methoxy-2-oxoethyl)-11,14,17-trimethyl-4-oxo-5,10,12,21-tetraoxaoctacyclo[9.9.1.1,.1,.0,.0,.0,.0,]tricosan-20-yl 2-methylpropanoic acid	Generator

Chemical Formula

C₃₉H₄₆O₁₈

Average Mass

802.7790 Da

Monoisotopic Mass

802.26841 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

COC(=O)C[C@H]1[C@@]2(C)C[C@]3(O)[C@@](O)([C@H]2OC(C)=O)[C@@H](OC(=O)C(C)C)[C@]24O[C@]5(C)O[C@H]([C@H](OC(C)=O)[C@]67C[C@]26[C@@H](OC(C)=O)C(=O)O[C@H]7C2=COC=C2)[C@]4(O5)[C@]13C

InChI Identifier

InChI=1S/C39H46O18/c1-16(2)27(44)54-30-37(47)29(52-19(5)42)31(6)14-36(37,46)32(7,21(31)12-22(43)48-9)38-25-24(50-17(3)40)34-15-35(34,39(30,38)57-33(8,55-25)56-38)26(51-18(4)41)28(45)53-23(34)20-10-11-49-13-20/h10-11,13,16,21,23-26,29-30,46-47H,12,14-15H2,1-9H3/t21-,23-,24-,25+,26-,29-,30+,31+,32+,33+,34+,35+,36+,37+,38-,39-/m0/s1

InChI Key

XGLDEXQCMGIXSR-WKBCVYGESA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Chukrasia tabularis var. velutina	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Limonoids

Alternative Parents

Substituents

Mexicanolide
Limonoid skeleton
Prostaglandin skeleton
Eicosanoid
Hexacarboxylic acid or derivatives
Naphthopyran
Naphthalene
Caprolactone
Oxepane
Ortho ester
Delta_valerolactone
Delta valerolactone
Carboxylic acid orthoester
Fatty acyl
Pyran
Oxane
Meta-dioxane
Heteroaromatic compound
Methyl ester
Tertiary alcohol
Furan
Cyclic alcohol
Meta-dioxolane
Orthocarboxylic acid derivative
Lactone
Carboxylic acid ester
1,2-diol
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	1.65	ALOGPS
logP	0.74	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	11.73	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	239.09 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	179.25 m³·mol⁻¹	ChemAxon
Polarizability	101.48 Å³	ChemAxon
Number of Rings	9	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

162988093

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Tabularisin E (NP0077231)

MOL for NP0077231 ((+)-Tabularisin E)

3D MOL for NP0077231 ((+)-Tabularisin E)

3D SDF for NP0077231 ((+)-Tabularisin E)

3D-SDF for NP0077231 ((+)-Tabularisin E)

PDB for NP0077231 ((+)-Tabularisin E)

3D PDB for NP0077231 ((+)-Tabularisin E)

SMILES for NP0077231 ((+)-Tabularisin E)

INCHI for NP0077231 ((+)-Tabularisin E)

Structure for NP0077231 ((+)-Tabularisin E)

3D Structure for NP0077231 ((+)-Tabularisin E)