NP-MRD: Showing NP-Card for methyl 2-[(1s,3s,5r,7s,8r,10s,12s,13s)-5-(acetyloxy)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate (NP0189394)

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Record Information

Version

2.0

Created at

2022-09-04 05:52:11 UTC

Updated at

2022-09-04 05:52:12 UTC

NP-MRD ID

NP0189394

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[(1s,3s,5r,7s,8r,10s,12s,13s)-5-(acetyloxy)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate

Description

Cipatrijugin A belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. methyl 2-[(1s,3s,5r,7s,8r,10s,12s,13s)-5-(acetyloxy)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate is found in Cipadessa baccifera. Based on a literature review very few articles have been published on cipatrijugin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042207522D          

 38 42  0  0  1  0            999 V2000
    3.8084    0.4030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0390    0.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2043   -0.5921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3033   -0.6201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0134    0.1969    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4740   -0.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1910    0.3596    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6380   -0.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8083   -1.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0931   -1.4712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5191   -0.9182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1823   -0.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9459    1.1609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5093    1.7774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2661    2.5657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3299    1.5837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6657    0.7799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4168    1.3035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2334    1.0871    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7380    1.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5555    1.6291    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0602    2.2818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7472    3.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9297    3.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2518    3.6978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8685    0.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5659    1.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4236    0.2555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3639    0.2131    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6768   -0.5503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4944   -0.6609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9990   -0.0082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8073   -1.4243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6249   -1.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5463    0.3237    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9048   -0.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0924   -0.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5600   -1.1179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  2  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17  2  1  6  0  0  0
  5 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 29 35  1  0  0  0  0
 19 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
  3 37  1  0  0  0  0
 37 38  2  0  0  0  0
M  END

     RDKit          3D

 74 78  0  0  0  0  0  0  0  0999 V2000
    2.3618    3.0637   -0.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1640    1.8748    0.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8870    1.4935    1.5531 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5110    0.0882    1.6817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1402   -0.2012    0.3461 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5343    0.3600    0.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0692   -1.6135   -0.0990 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4377   -2.1564   -0.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2331   -2.9584    0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3796   -3.1899   -0.3657 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2958   -2.5752   -1.5223 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1575   -1.9548   -1.5888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2867   -1.8251   -1.2637 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3646   -0.9217   -2.3170 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3078   -1.2880   -3.5092 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5202    0.5150   -1.9451 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1711    0.5924   -0.5290 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9288   -0.0326   -0.2733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1478    0.8325   -0.5089 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0364    0.2062   -1.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3395   -0.3066   -1.0196 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6507   -1.5396   -1.7080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7438   -1.6845   -2.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9713   -3.0090   -3.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5251   -0.7154   -2.6967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2866   -0.6923    0.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3279   -1.8995    0.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6407   -1.2367    0.8019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7953    0.3712    1.3622 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7952    1.0314    2.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9047    1.7714    1.6899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2051    2.0131    0.5069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8146    2.3251    2.5851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9366    3.0684    2.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7436    1.2727    0.7847 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2447    2.6955    0.6287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4141    1.4175    1.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0744    1.4899    2.9023 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5565    3.2279   -1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3182    3.9324    0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3133    2.1879    2.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2287    0.0608    2.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7105   -0.6643    1.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1723   -0.3145    0.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5719    1.3465    0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9364    0.3425   -0.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6842   -2.2803    0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0084   -3.3320    1.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2536   -3.7889   -0.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8474   -1.3635   -2.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5547    0.7887   -2.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8559    1.1674   -2.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3102    1.7372   -0.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5132   -0.6509   -2.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2524    0.9054   -2.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1376    0.3664   -1.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9988   -3.5181   -3.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6142   -3.5988   -2.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4829   -2.8878   -4.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8462   -2.8273    0.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8536   -2.1122   -0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5715   -1.7132    1.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4959   -0.6980    0.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7217   -1.4882    1.8903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7037   -2.2558    0.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2149   -0.2516    2.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2137    1.6256    2.9969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2500    0.2205    2.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7047    2.4480    1.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6474    3.8521    1.4177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3506    3.6064    3.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7953    3.0212    1.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7455    2.8635   -0.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3374    3.3626    0.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
 34 33  1  0
 33 31  1  0
 31 32  2  0
 31 30  1  0
 30 29  1  0
 29 26  1  0
 26 27  1  0
 26 28  1  0
 26 21  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 17 18  1  6
 17 16  1  0
 16 14  1  0
 14 15  2  0
 14 13  1  0
 13  7  1  0
  7  8  1  0
  8 12  2  0
 12 11  1  0
 11 10  1  0
 10  9  2  0
  7  5  1  0
  5  6  1  1
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  3 37  1  0
 37 38  2  0
 37 35  1  0
 35 36  1  6
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 35 29  1  0
 35 19  1  0
  5 17  1  0
  2 17  1  0
  9  8  1  0
 34 69  1  0
 34 70  1  0
 34 71  1  0
 30 67  1  0
 30 68  1  0
 29 66  1  1
 27 60  1  0
 27 61  1  0
 27 62  1  0
 28 63  1  0
 28 64  1  0
 28 65  1  0
 21 56  1  1
 20 54  1  0
 20 55  1  0
 19 53  1  6
 16 51  1  0
 16 52  1  0
  7 47  1  1
 12 50  1  0
 10 49  1  0
  9 48  1  0
  6 44  1  0
  6 45  1  0
  6 46  1  0
  4 42  1  0
  4 43  1  0
  3 41  1  1
  1 39  1  0
  1 40  1  0
 36 72  1  0
 36 73  1  0
 36 74  1  0
 24 57  1  0
 24 58  1  0
 24 59  1  0
M  END


  Mrv1652309042207522D          

 38 42  0  0  1  0            999 V2000
    3.8084    0.4030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0390    0.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2043   -0.5921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3033   -0.6201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0134    0.1969    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4740   -0.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1910    0.3596    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6380   -0.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8083   -1.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0931   -1.4712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5191   -0.9182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1823   -0.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9459    1.1609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5093    1.7774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2661    2.5657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3299    1.5837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6657    0.7799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4168    1.3035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2334    1.0871    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7380    1.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5555    1.6291    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0602    2.2818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7472    3.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9297    3.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2518    3.6978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8685    0.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5659    1.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4236    0.2555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3639    0.2131    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6768   -0.5503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4944   -0.6609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9990   -0.0082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8073   -1.4243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6249   -1.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5463    0.3237    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9048   -0.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0924   -0.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5600   -1.1179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  2  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17  2  1  6  0  0  0
  5 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 29 35  1  0  0  0  0
 19 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
  3 37  1  0  0  0  0
 37 38  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0189394

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C[C@H]1C(C)(C)[C@@H](C[C@@H]2O[C@]34CC(=O)O[C@@H](C5=COC=C5)[C@]3(C)C[C@@H](C4=C)C(=O)[C@]12C)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C29H36O9/c1-15-18-12-27(5)25(17-8-9-35-14-17)37-23(32)13-29(15,27)38-21-11-20(36-16(2)30)26(3,4)19(10-22(31)34-7)28(21,6)24(18)33/h8-9,14,18-21,25H,1,10-13H2,2-7H3/t18-,19-,20+,21-,25-,27-,28+,29-/m0/s1

> <INCHI_KEY>
CABATAPDJFTPNH-AVUMIFSASA-N

> <FORMULA>
C29H36O9

> <MOLECULAR_WEIGHT>
528.598

> <EXACT_MASS>
528.235932739

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
54.67358634673117

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-[(1S,3S,5R,7S,8R,10S,12S,13R)-5-(acetyloxy)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0^{1,12}.0^{3,8}]heptadecan-7-yl]acetate

> <JCHEM_LOGP>
3.055935320666666

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.97643455747307

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8695637659485107

> <JCHEM_POLAR_SURFACE_AREA>
118.34

> <JCHEM_REFRACTIVITY>
132.1994

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl [(1S,3S,5R,7S,8R,10S,12S,13R)-5-(acetyloxy)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0^{1,12}.0^{3,8}]heptadecan-7-yl]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       7.109   0.752   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.673   0.197   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.981  -1.105   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.299  -1.157   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.758   0.368   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.751  -0.798   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.223   0.671   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.191  -0.471   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.509  -1.978   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.174  -2.746   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.969  -1.714   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.340  -0.308   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.766   2.167   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.817   3.318   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.363   4.789   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.349   2.956   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.976   1.456   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.378   2.433   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       7.902   2.029   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.844   3.248   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.370   3.041   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      11.312   4.259   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      10.728   5.684   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.202   5.891   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      11.670   6.903   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      10.955   1.616   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.256   2.439   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.991   0.477   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.013   0.398   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.597  -1.027   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.123  -1.234   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      13.065  -0.015   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      12.707  -2.659   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      14.233  -2.865   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.486   0.604   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.156  -0.783   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.639  -0.818   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       8.512  -2.087   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4   37                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7   17                                             
CONECT    6    5                                                            
CONECT    7    5    8   13                                                  
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    8                                                       
CONECT   13    7   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16    2    5   18                                             
CONECT   18   17   19                                                       
CONECT   19   18   20   35                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   21   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26   30   35                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33                                                            
CONECT   35   29   19   36   37                                             
CONECT   36   35                                                            
CONECT   37   35    3   38                                                  
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₃₆O₉

Average Mass

528.5980 Da

Monoisotopic Mass

528.23593 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)C[C@H]1C(C)(C)[C@@H](C[C@@H]2O[C@]34CC(=O)O[C@@H](C5=COC=C5)[C@]3(C)C[C@@H](C4=C)C(=O)[C@]12C)OC(C)=O

InChI Identifier

InChI=1S/C29H36O9/c1-15-18-12-27(5)25(17-8-9-35-14-17)37-23(32)13-29(15,27)38-21-11-20(36-16(2)30)26(3,4)19(10-22(31)34-7)28(21,6)24(18)33/h8-9,14,18-21,25H,1,10-13H2,2-7H3/t18-,19-,20+,21-,25-,27-,28+,29-/m0/s1

InChI Key

CABATAPDJFTPNH-AVUMIFSASA-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
Cipadessa baccifera	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Delta valerolactone
Delta_valerolactone
Oxepane
Oxane
Furan
Heteroaromatic compound
Methyl ester
Carboxylic acid ester
Ketone
Lactone
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	3.06	ChemAxon
pKa (Strongest Acidic)	13.98	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

23310449

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23626010

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-[(1s,3s,5r,7s,8r,10s,12s,13s)-5-(acetyloxy)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate (NP0189394)

MOL for NP0189394 (methyl 2-[(1s,3s,5r,7s,8r,10s,12s,13s)-5-(acetyloxy)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

3D MOL for NP0189394 (methyl 2-[(1s,3s,5r,7s,8r,10s,12s,13s)-5-(acetyloxy)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

3D SDF for NP0189394 (methyl 2-[(1s,3s,5r,7s,8r,10s,12s,13s)-5-(acetyloxy)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

3D-SDF for NP0189394 (methyl 2-[(1s,3s,5r,7s,8r,10s,12s,13s)-5-(acetyloxy)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

PDB for NP0189394 (methyl 2-[(1s,3s,5r,7s,8r,10s,12s,13s)-5-(acetyloxy)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

3D PDB for NP0189394 (methyl 2-[(1s,3s,5r,7s,8r,10s,12s,13s)-5-(acetyloxy)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

SMILES for NP0189394 (methyl 2-[(1s,3s,5r,7s,8r,10s,12s,13s)-5-(acetyloxy)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

INCHI for NP0189394 (methyl 2-[(1s,3s,5r,7s,8r,10s,12s,13s)-5-(acetyloxy)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

Structure for NP0189394 (methyl 2-[(1s,3s,5r,7s,8r,10s,12s,13s)-5-(acetyloxy)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

3D Structure for NP0189394 (methyl 2-[(1s,3s,5r,7s,8r,10s,12s,13s)-5-(acetyloxy)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)