NP-MRD: Showing NP-Card for 2,3,22-tris(acetyloxy)-5-(furan-3-yl)-16-hydroxy-19-(1-hydroxy-2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁵,¹⁸.0¹,¹⁰.0⁴,⁹.0¹⁰,¹⁴.0¹⁶,²⁰]docos-8-en-15-yl 2-methylpropanoate (NP0208700)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 05:48:19 UTC

Updated at

2022-09-05 05:48:19 UTC

NP-MRD ID

NP0208700

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,3,22-tris(acetyloxy)-5-(furan-3-yl)-16-hydroxy-19-(1-hydroxy-2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁵,¹⁸.0¹,¹⁰.0⁴,⁹.0¹⁰,¹⁴.0¹⁶,²⁰]docos-8-en-15-yl 2-methylpropanoate

Description

2,3,22-Tris(acetyloxy)-5-(furan-3-yl)-16-hydroxy-19-(1-hydroxy-2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁵,¹⁸.0¹,¹⁰.0⁴,⁹.0¹⁰,¹⁴.0¹⁶,²⁰]Docos-8-en-15-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. 2,3,22-tris(acetyloxy)-5-(furan-3-yl)-16-hydroxy-19-(1-hydroxy-2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁵,¹⁸.0¹,¹⁰.0⁴,⁹.0¹⁰,¹⁴.0¹⁶,²⁰]docos-8-en-15-yl 2-methylpropanoate is found in Chukrasia tabularis. 2,3,22-Tris(acetyloxy)-5-(furan-3-yl)-16-hydroxy-19-(1-hydroxy-2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁵,¹⁸.0¹,¹⁰.0⁴,⁹.0¹⁰,¹⁴.0¹⁶,²⁰]Docos-8-en-15-yl 2-methylpropanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201501222D          

 57 64  0  0  0  0            999 V2000
   -2.4720    0.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6486    1.0496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1920    0.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5588   -0.3765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3687    0.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0018    1.1532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0879   -0.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2030   -1.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0225   -1.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0421   -1.6662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8013   -1.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1185   -0.6727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9504   -0.3270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8389    0.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8695   -0.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7466    0.2288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4319   -0.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2489   -0.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9819   -1.4450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1792   -1.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2550   -1.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5018   -2.5142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9434   -3.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1220   -3.1992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1901   -3.9087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9953   -4.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6317   -4.5160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3827   -2.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1107   -2.8063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6998   -2.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9718   -3.7390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2384   -2.3352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2387   -0.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0648   -0.1586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9904   -0.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2931   -1.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1090   -1.6694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4117   -2.4369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6224   -1.0235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3197   -0.2561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8330    0.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6122    1.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3000    1.6403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9458    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6572    0.3541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5037   -0.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0318    0.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1990    0.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6836    1.4249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3477    2.1784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5939    2.5136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8323    2.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3154    0.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9069    1.4865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3233    2.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9148    2.9154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5826    2.9819    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 11 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 21 28  1  0  0  0  0
  8 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 20 33  1  0  0  0  0
 15 33  1  0  0  0  0
 33 34  1  0  0  0  0
 17 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 41 45  1  0  0  0  0
 40 46  1  0  0  0  0
 35 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 50 52  1  0  0  0  0
 48 53  1  0  0  0  0
 15 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  2  0  0  0  0
 55 57  1  0  0  0  0
M  END

     RDKit          3D

103110  0  0  0  0  0  0  0  0999 V2000
   -4.4696    5.3696    0.4488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4939    4.6410    1.1650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5634    3.9118    0.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5466    3.8670   -0.7822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4693    3.0924    1.1429 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7149    3.2730    2.5098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5214    1.6882    0.6673 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7527    0.9088    0.9581 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9940    1.6158    1.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2666   -0.0148    2.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0149   -0.4870    1.2798 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3624   -1.3961    2.0160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3152    0.8185    0.9696 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3480    1.2575    2.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6025    0.6203   -0.1969 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0019    1.4664   -1.1948 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2330    0.6970   -2.2932 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3195    1.4697   -3.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2554   -0.2283   -2.1559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8015   -1.1345   -1.1438 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7233   -1.0438    0.0496 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0787   -2.3608    0.4477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7732   -3.2400   -0.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1112   -2.8459   -1.4938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0739   -4.5839    0.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8330   -5.4416   -0.7918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7818   -4.4650    1.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9158   -0.1691   -0.1286 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0715    0.4845   -1.3296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2632    0.4770   -2.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4542    1.1640   -3.3213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2138   -0.1721   -1.5214 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5616   -0.6769   -0.9050 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8601   -0.1608   -2.2601 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6563   -1.6146   -0.6903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6019   -2.8408   -1.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6584   -3.8267   -1.0055 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5471   -5.0173   -1.4662 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8120   -3.4044   -0.3231 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0505   -2.0002   -0.4786 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3849   -1.6533   -0.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2424   -0.7203   -0.7100 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4008   -0.7131    0.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3303   -1.5384    1.0230 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1497   -2.1026    0.9895 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8800   -1.2547    0.1193 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6549   -1.9800    1.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0652    0.1639    0.3699 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2942    0.3757    1.7782 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4070    0.9231    2.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4460    1.0508    3.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3388    1.2950    1.6056 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9914    1.0951   -0.1250 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3716    1.3966   -1.4878 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8025    2.6198   -1.9098 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1825    2.8797   -3.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8703    3.5477   -1.0403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3190    4.7496    0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0241    5.8288   -0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8711    6.2057    1.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5284    3.5716    0.8082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1492    4.1165    2.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5946    1.8311   -0.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3454    2.1644    0.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7928    0.8200    1.4136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0161    2.1749    2.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0421    0.4520    3.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9619   -0.8732    2.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6410   -1.3513    2.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0937    2.0413    2.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3818    1.6034    2.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7466    0.3124    2.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2051    2.4519   -3.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3806    1.7470   -3.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1586    0.9732   -4.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9564   -2.0974   -1.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1101   -5.1305    0.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6938   -6.5047   -0.4821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3606   -5.2995   -1.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9202   -5.2224   -0.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1666   -3.7335    2.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7195   -5.4218    2.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8090   -4.0947    1.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8733   -0.6702    0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6363    0.9933   -4.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5206    2.2672   -3.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4207    0.8829   -3.7595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7029   -3.1538   -1.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9922   -1.8053   -1.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9376   -0.1791   -1.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2574   -0.0693   -0.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8774   -2.8347    1.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3481   -1.2672    2.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6365   -2.4439    1.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8832   -2.7336    1.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0169    0.5191   -0.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1167    1.8763    4.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7037    0.0857    4.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4182    1.3119    4.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436    2.0640    0.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0371    1.9553   -3.8908 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2756    3.1272   -3.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5621    3.6765   -3.7819 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
  5  7  1  0
  7  8  1  0
  8  9  1  1
  8 10  1  0
 10 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  6
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 21 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 20 33  1  0
 33 34  1  0
 33 35  1  1
 35 36  2  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  0
 40 41  1  0
 41 45  2  0
 45 44  1  0
 44 43  1  0
 43 42  2  0
 40 46  1  0
 46 47  1  1
 46 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  1  0
 50 52  2  0
 48 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  1  0
 55 57  2  0
 13  7  1  0
 33 15  1  0
 46 35  1  0
 28  8  1  0
 42 41  1  0
 21 11  1  0
 53 15  1  0
 34 17  1  0
  1 58  1  0
  1 59  1  0
  1 60  1  0
  5 61  1  1
  6 62  1  0
  7 63  1  6
  9 64  1  0
  9 65  1  0
  9 66  1  0
 10 67  1  0
 10 68  1  0
 12 69  1  0
 14 70  1  0
 14 71  1  0
 14 72  1  0
 18 73  1  0
 18 74  1  0
 18 75  1  0
 20 76  1  6
 25 77  1  0
 26 78  1  0
 26 79  1  0
 26 80  1  0
 27 81  1  0
 27 82  1  0
 27 83  1  0
 28 84  1  1
 31 85  1  0
 31 86  1  0
 31 87  1  0
 36 88  1  0
 40 89  1  6
 45 92  1  0
 43 91  1  0
 42 90  1  0
 47 93  1  0
 47 94  1  0
 47 95  1  0
 48 96  1  6
 51 97  1  0
 51 98  1  0
 51 99  1  0
 53100  1  1
 56101  1  0
 56102  1  0
 56103  1  0
M  END


  Mrv1533004201501222D          

 57 64  0  0  0  0            999 V2000
   -2.4720    0.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6486    1.0496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1920    0.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5588   -0.3765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3687    0.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0018    1.1532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0879   -0.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2030   -1.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0225   -1.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0421   -1.6662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8013   -1.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1185   -0.6727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9504   -0.3270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8389    0.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8695   -0.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7466    0.2288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4319   -0.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2489   -0.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9819   -1.4450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1792   -1.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2550   -1.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5018   -2.5142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9434   -3.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1220   -3.1992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1901   -3.9087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9953   -4.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6317   -4.5160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3827   -2.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1107   -2.8063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6998   -2.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9718   -3.7390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2384   -2.3352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2387   -0.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0648   -0.1586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9904   -0.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2931   -1.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1090   -1.6694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4117   -2.4369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6224   -1.0235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3197   -0.2561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8330    0.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6122    1.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3000    1.6403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9458    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6572    0.3541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5037   -0.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0318    0.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1990    0.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6836    1.4249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3477    2.1784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5939    2.5136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8323    2.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3154    0.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9069    1.4865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3233    2.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9148    2.9154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5826    2.9819    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 11 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 21 28  1  0  0  0  0
  8 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 20 33  1  0  0  0  0
 15 33  1  0  0  0  0
 33 34  1  0  0  0  0
 17 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 41 45  1  0  0  0  0
 40 46  1  0  0  0  0
 35 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 50 52  1  0  0  0  0
 48 53  1  0  0  0  0
 15 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  2  0  0  0  0
 55 57  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0208700

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C(O)C1C2(C)CC3(O)C1(C)C14OC5(C)OC(C3(OC(=O)C(C)C)C2OC(C)=O)C1(O5)C1=CC(=O)OC(C2=COC=C2)C1(C)C(OC(C)=O)C4OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C39H46O18/c1-16(2)28(45)54-38-30(52-19(5)42)32(6)15-36(38,47)34(8,24(32)23(44)29(46)48-10)39-27(51-18(4)41)26(50-17(3)40)33(7)21(37(39)31(38)55-35(9,56-37)57-39)13-22(43)53-25(33)20-11-12-49-14-20/h11-14,16,23-27,30-31,44,47H,15H2,1-10H3

> <INCHI_KEY>
VZPJJBNBCBEMMI-UHFFFAOYSA-N

> <FORMULA>
C39H46O18

> <MOLECULAR_WEIGHT>
802.779

> <EXACT_MASS>
802.268414641

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
103

> <JCHEM_AVERAGE_POLARIZABILITY>
77.24239068742921

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3,22-tris(acetyloxy)-5-(furan-3-yl)-16-hydroxy-19-(1-hydroxy-2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁵,¹⁸.0¹,¹⁰.0⁴,⁹.0¹⁰,¹⁴.0¹⁶,²⁰]docos-8-en-15-yl 2-methylpropanoate

> <ALOGPS_LOGP>
2.11

> <JCHEM_LOGP>
1.458191747999999

> <ALOGPS_LOGS>
-3.10

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.135307348405806

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.329125200206473

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8630556817168378

> <JCHEM_POLAR_SURFACE_AREA>
239.08999999999997

> <JCHEM_REFRACTIVITY>
182.07889999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.42e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3,22-tris(acetyloxy)-5-(furan-3-yl)-16-hydroxy-19-(1-hydroxy-2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁵,¹⁸.0¹,¹⁰.0⁴,⁹.0¹⁰,¹⁴.0¹⁶,²⁰]docos-8-en-15-yl 2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0      -4.614   1.863   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.077   1.959   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.225   0.677   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.910  -0.703   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.688   0.773   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.003   2.153   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.164  -0.509   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.379  -2.068   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.909  -2.246   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.079  -3.110   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.496  -2.120   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.221  -1.256   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.774  -0.610   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.566   0.916   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.490  -0.015   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.127   0.427   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.406  -1.200   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.931  -0.987   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.566  -2.697   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.068  -2.735   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.343  -3.224   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.803  -4.693   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.761  -5.827   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.228  -5.972   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.222  -7.296   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.725  -7.632   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.179  -8.430   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.714  -3.784   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.207  -5.238   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.306  -5.526   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.814  -6.979   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -2.312  -4.359   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.179  -1.228   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       5.721  -0.296   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       5.582  -1.457   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.147  -2.889   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.670  -3.116   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       8.235  -4.549   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       8.628  -1.911   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       8.063  -0.478   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       9.022   0.728   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       8.609   2.211   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       9.893   3.062   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      11.099   2.104   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      10.560   0.661   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       6.540  -0.251   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       7.526   0.932   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       5.971   1.413   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       6.876   2.660   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       6.249   4.066   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0       4.842   4.692   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0       7.154   5.313   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       4.322   1.437   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0       3.560   2.775   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0       4.337   4.104   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0       3.574   5.442   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0       4.821   5.566   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   13                                                  
CONECT    8    7    9   10   28                                             
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13   21                                             
CONECT   12   11                                                            
CONECT   13   11    7   14   15                                             
CONECT   14   13                                                            
CONECT   15   13   16   33   53                                             
CONECT   16   15   17                                                       
CONECT   17   16   18   19   34                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   33                                                  
CONECT   21   20   11   22   28                                             
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   21    8   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   20   15   34   35                                             
CONECT   34   33   17                                                       
CONECT   35   33   36   46                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41   46                                                  
CONECT   41   40   42   45                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   41                                                       
CONECT   46   40   35   47   48                                             
CONECT   47   46                                                            
CONECT   48   46   49   53                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50                                                            
CONECT   53   48   15   54                                                  
CONECT   54   53   55                                                       
CONECT   55   54   56   57                                                  
CONECT   56   55                                                            
CONECT   57   55                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  128    0
END

View in JSmol

Synonyms

Value	Source
2,3,22-Tris(acetyloxy)-5-(furan-3-yl)-16-hydroxy-19-(1-hydroxy-2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.1,.0,.0,.0,.0,]docos-8-en-15-yl 2-methylpropanoic acid	Generator
2,3,22-Tris(acetyloxy)-5-(furan-3-yl)-16-hydroxy-19-(1-hydroxy-2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁵,¹⁸.0¹,¹⁰.0⁴,⁹.0¹⁰,¹⁴.0¹⁶,²⁰]docos-8-en-15-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(O)C1C2(C)CC3(O)C1(C)C14OC5(C)OC(C3(OC(=O)C(C)C)C2OC(C)=O)C1(O5)C1=CC(=O)OC(C2=COC=C2)C1(C)C(OC(C)=O)C4OC(C)=O

InChI Identifier

InChI=1S/C39H46O18/c1-16(2)28(45)54-38-30(52-19(5)42)32(6)15-36(38,47)34(8,24(32)23(44)29(46)48-10)39-27(51-18(4)41)26(50-17(3)40)33(7)21(37(39)31(38)55-35(9,56-37)57-39)13-22(43)53-25(33)20-11-12-49-14-20/h11-14,16,23-27,30-31,44,47H,15H2,1-10H3

InChI Key

VZPJJBNBCBEMMI-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
Chukrasia tabularis	LOTUS Database	35616633

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

Limonoid skeleton
Mexicanolide
Hexacarboxylic acid or derivatives
Naphthopyran
Naphthalene
Carboxylic acid orthoester
Dihydropyranone
Ortho ester
Meta-dioxane
Pyran
Meta-dioxolane
Cyclic alcohol
Furan
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tertiary alcohol
Lactone
Carboxylic acid ester
Orthocarboxylic acid derivative
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organic oxide
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	2.11	ALOGPS
logP	1.46	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	12.33	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	182.08 m³·mol⁻¹	ChemAxon
Polarizability	77.24 Å³	ChemAxon
Number of Rings	8	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

75604841

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,3,22-tris(acetyloxy)-5-(furan-3-yl)-16-hydroxy-19-(1-hydroxy-2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁵,¹⁸.0¹,¹⁰.0⁴,⁹.0¹⁰,¹⁴.0¹⁶,²⁰]docos-8-en-15-yl 2-methylpropanoate (NP0208700)

MOL for NP0208700 (2,3,22-tris(acetyloxy)-5-(furan-3-yl)-16-hydroxy-19-(1-hydroxy-2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁵,¹⁸.0¹,¹⁰.0⁴,⁹.0¹⁰,¹⁴.0¹⁶,²⁰]docos-8-en-15-yl 2-methylpropanoate)

3D MOL for NP0208700 (2,3,22-tris(acetyloxy)-5-(furan-3-yl)-16-hydroxy-19-(1-hydroxy-2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁵,¹⁸.0¹,¹⁰.0⁴,⁹.0¹⁰,¹⁴.0¹⁶,²⁰]docos-8-en-15-yl 2-methylpropanoate)

3D SDF for NP0208700 (2,3,22-tris(acetyloxy)-5-(furan-3-yl)-16-hydroxy-19-(1-hydroxy-2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁵,¹⁸.0¹,¹⁰.0⁴,⁹.0¹⁰,¹⁴.0¹⁶,²⁰]docos-8-en-15-yl 2-methylpropanoate)

3D-SDF for NP0208700 (2,3,22-tris(acetyloxy)-5-(furan-3-yl)-16-hydroxy-19-(1-hydroxy-2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁵,¹⁸.0¹,¹⁰.0⁴,⁹.0¹⁰,¹⁴.0¹⁶,²⁰]docos-8-en-15-yl 2-methylpropanoate)

PDB for NP0208700 (2,3,22-tris(acetyloxy)-5-(furan-3-yl)-16-hydroxy-19-(1-hydroxy-2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁵,¹⁸.0¹,¹⁰.0⁴,⁹.0¹⁰,¹⁴.0¹⁶,²⁰]docos-8-en-15-yl 2-methylpropanoate)

3D PDB for NP0208700 (2,3,22-tris(acetyloxy)-5-(furan-3-yl)-16-hydroxy-19-(1-hydroxy-2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁵,¹⁸.0¹,¹⁰.0⁴,⁹.0¹⁰,¹⁴.0¹⁶,²⁰]docos-8-en-15-yl 2-methylpropanoate)

SMILES for NP0208700 (2,3,22-tris(acetyloxy)-5-(furan-3-yl)-16-hydroxy-19-(1-hydroxy-2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁵,¹⁸.0¹,¹⁰.0⁴,⁹.0¹⁰,¹⁴.0¹⁶,²⁰]docos-8-en-15-yl 2-methylpropanoate)

INCHI for NP0208700 (2,3,22-tris(acetyloxy)-5-(furan-3-yl)-16-hydroxy-19-(1-hydroxy-2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁵,¹⁸.0¹,¹⁰.0⁴,⁹.0¹⁰,¹⁴.0¹⁶,²⁰]docos-8-en-15-yl 2-methylpropanoate)

Structure for NP0208700 (2,3,22-tris(acetyloxy)-5-(furan-3-yl)-16-hydroxy-19-(1-hydroxy-2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁵,¹⁸.0¹,¹⁰.0⁴,⁹.0¹⁰,¹⁴.0¹⁶,²⁰]docos-8-en-15-yl 2-methylpropanoate)

3D Structure for NP0208700 (2,3,22-tris(acetyloxy)-5-(furan-3-yl)-16-hydroxy-19-(1-hydroxy-2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁵,¹⁸.0¹,¹⁰.0⁴,⁹.0¹⁰,¹⁴.0¹⁶,²⁰]docos-8-en-15-yl 2-methylpropanoate)