NP-MRD: Showing NP-Card for methyl 10,14-dihydroxy-2-(prop-1-en-2-yl)-16-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-6,18-dioxapentacyclo[9.7.1.1¹,⁵.0⁷,¹⁹.0¹²,¹⁷]icosa-7(19),8,10,12,14,16-hexaene-5-carboxylate (NP0176804)

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Record Information

Version

2.0

Created at

2022-09-03 14:31:47 UTC

Updated at

2022-09-03 14:31:48 UTC

NP-MRD ID

NP0176804

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 10,14-dihydroxy-2-(prop-1-en-2-yl)-16-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-6,18-dioxapentacyclo[9.7.1.1¹,⁵.0⁷,¹⁹.0¹²,¹⁷]icosa-7(19),8,10,12,14,16-hexaene-5-carboxylate

Description

Methyl 10,14-dihydroxy-2-(prop-1-en-2-yl)-16-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-6,18-dioxapentacyclo[9.7.1.1¹,⁵.0⁷,¹⁹.0¹²,¹⁷]Icosa-7(19),8,10,12(17),13,15-hexaene-5-carboxylate belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review very few articles have been published on methyl 10,14-dihydroxy-2-(prop-1-en-2-yl)-16-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-6,18-dioxapentacyclo[9.7.1.1¹,⁵.0⁷,¹⁹.0¹²,¹⁷]Icosa-7(19),8,10,12(17),13,15-hexaene-5-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032216312D          

 44 48  0  0  0  0            999 V2000
    1.8302    0.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0073    0.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6471    1.7075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5447    0.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3164    0.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7949   -0.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4085   -1.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1668   -1.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2643   -2.2332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8274   -0.9199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5857   -1.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056   -0.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9716   -0.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6112    0.0401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4157   -0.1412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9905    0.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7654    1.2443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9654    1.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7403    2.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3151    2.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9404    2.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7153    3.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0847    3.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3098    4.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650    4.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1097    4.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3348    5.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1347    5.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3599    6.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1598    6.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851    6.8139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7904    0.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0155   -0.5450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8155   -0.7469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4407   -1.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6408   -0.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0818   -1.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3198   -2.3842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1241   -2.5676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7622   -3.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9542   -2.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7114   -2.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2639   -1.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1225   -1.8926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  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
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  4  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  4  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 16 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 15 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 37 43  1  0  0  0  0
 13 43  1  0  0  0  0
 42 44  1  0  0  0  0
  7 44  1  0  0  0  0
M  END

     RDKit          3D

 90 94  0  0  0  0  0  0  0  0999 V2000
   -3.6161    2.2672   -2.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2102    1.2066   -1.6140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7717    0.9326   -1.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1979    0.2204   -1.1014 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5204    0.4231   -1.7513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3810   -0.8101   -1.4652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5301   -0.8777    0.0700 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4601   -1.9890    0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6099   -1.8080    0.8516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1327   -3.3213    0.1010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0460   -4.3835    0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2106   -1.0990    0.7010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2609    0.0816    0.3873 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0195   -0.1968    0.9969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2293    0.7592    1.5617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8914    0.5201    1.8684 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5692   -0.9942    0.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8812   -1.3318    0.5775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4667   -1.4463    1.9340 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7397   -1.5591   -0.6055 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151   -0.5920   -0.5890 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8181   -0.7322   -1.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666   -1.1156   -1.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9339   -1.2291   -2.8404 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6558   -1.4854   -0.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8109   -0.6256    0.1165 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9564   -0.6359   -0.8115 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3672    0.4955   -1.3584 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5334    0.4877   -2.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6551    1.7580   -1.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1395    1.5483    2.4574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7103    2.7421    2.7194 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0402    3.7537    3.2988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0384    3.0014    2.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7955    2.0234    1.8574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2077    2.2656    1.5734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8104    3.4035    2.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1865    4.4774    2.6176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2018    3.4986    1.9765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9621    2.4864    1.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3306    1.3602    0.9540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9512    1.2463    1.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0888    0.3582    0.4265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6706    2.4605   -2.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9125    2.9916   -2.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1958    1.6695   -0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6341   -0.1290   -1.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3781    0.8571   -2.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8541   -0.8166   -1.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4376    0.4463   -2.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0416    1.3197   -1.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3775   -0.7631   -1.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8234   -1.6966   -1.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1892   -4.9314   -0.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6553   -5.1137    1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0359   -3.9857    0.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7597   -2.0569    0.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3831   -0.9606    2.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0061   -1.5729    1.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2261   -0.9455   -0.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3576   -0.5385    2.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5294   -1.7711    1.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9040   -2.2628    2.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2402   -1.4624   -1.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1910   -2.5741   -0.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4007    0.4290   -0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4138   -0.5107    0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4478   -0.5112   -2.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2925   -0.2620   -3.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2601   -1.6818   -3.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9766   -1.6140    0.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0983   -2.5291   -0.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1747   -0.9931    1.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4448   -1.5898   -1.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3554    1.2025   -3.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6790   -0.5157   -2.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4704    0.7883   -1.7937 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5925    1.7030   -1.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1807    2.5924   -1.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7386    1.9722    0.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9221    1.3601    2.7007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0136    3.6705    3.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4108    3.9698    2.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5877    5.2987    2.9768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7298    4.3725    2.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0582    2.5922    1.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  8  1  0
  8  9  2  0
  7  8  1  6
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
  4 13  1  0
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 31 84  1  0
 32 85  1  0
 34 86  1  0
 35 87  1  0
 39 88  1  0
 40 89  1  0
 41 90  1  0
M  END


  Mrv1652309032216312D          

 44 48  0  0  0  0            999 V2000
    1.8302    0.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0073    0.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6471    1.7075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5447    0.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3164    0.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7949   -0.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4085   -1.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1668   -1.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2643   -2.2332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8274   -0.9199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5857   -1.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056   -0.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9716   -0.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6112    0.0401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4157   -0.1412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9905    0.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7654    1.2443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9654    1.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7403    2.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3151    2.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9404    2.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7153    3.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0847    3.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3098    4.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650    4.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1097    4.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3348    5.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1347    5.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3599    6.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1598    6.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851    6.8139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7904    0.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0155   -0.5450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8155   -0.7469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4407   -1.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6408   -0.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0818   -1.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3198   -2.3842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1241   -2.5676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7622   -3.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9542   -2.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7114   -2.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2639   -1.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1225   -1.8926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  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
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  4  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  4  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 16 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 15 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 37 43  1  0  0  0  0
 13 43  1  0  0  0  0
 42 44  1  0  0  0  0
  7 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0176804

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C12CCC(C(C)=C)C3(C1)OC1=C(CC=C(C)CCC=C(C)CCC=C(C)C)C=C(O)C=C1C1=C(O)C=CC(O2)=C31

> <INCHI_IDENTIFIER>
InChI=1S/C38H46O6/c1-23(2)10-8-11-25(5)12-9-13-26(6)14-15-27-20-28(39)21-29-33-31(40)16-17-32-34(33)38(44-35(27)29)22-37(43-32,36(41)42-7)19-18-30(38)24(3)4/h10,12,14,16-17,20-21,30,39-40H,3,8-9,11,13,15,18-19,22H2,1-2,4-7H3

> <INCHI_KEY>
CJGJKNWCOPSVLD-UHFFFAOYSA-N

> <FORMULA>
C38H46O6

> <MOLECULAR_WEIGHT>
598.78

> <EXACT_MASS>
598.329439201

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
67.58461338359417

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 10,14-dihydroxy-2-(prop-1-en-2-yl)-16-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-6,18-dioxapentacyclo[9.7.1.1^{1,5}.0^{7,19}.0^{12,17}]icosa-7(19),8,10,12,14,16-hexaene-5-carboxylate

> <JCHEM_LOGP>
8.880263925000001

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.840124558424256

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.090317040431785

> <JCHEM_PKA_STRONGEST_BASIC>
-4.623881168187843

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
177.0456

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl 10,14-dihydroxy-2-(prop-1-en-2-yl)-16-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-6,18-dioxapentacyclo[9.7.1.1^{1,5}.0^{7,19}.0^{12,17}]icosa-7(19),8,10,12,14,16-hexaene-5-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       3.416   1.692   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.880   1.802   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.208   3.187   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.017   0.527   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.591   0.706   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.484  -0.606   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.763  -2.033   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.178  -2.639   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.360  -4.169   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -3.411  -1.717   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -4.827  -2.324   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.570  -1.473   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.814  -0.963   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.008   0.075   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.509  -0.264   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.582   0.841   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.162   2.323   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.669   2.699   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.249   4.181   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.322   5.286   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.755   4.558   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.335   6.039   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.158   6.416   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.578   7.898   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.495   9.003   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.071   8.275   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.492   9.756   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.985  10.133   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.405  11.615   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -5.898  11.991   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.332  12.719   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.075   0.464   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.496  -1.017   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       8.989  -1.394   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       6.423  -2.122   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.930  -1.745   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.886  -2.931   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.330  -4.451   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       5.832  -4.793   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       3.289  -5.608   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       1.781  -5.300   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.328  -3.818   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.359  -2.555   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -0.229  -3.533   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   13                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12   44                                             
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10                                                            
CONECT   12    7   13                                                       
CONECT   13   12    4   14   43                                             
CONECT   14   13   15                                                       
CONECT   15   14   16   36                                                  
CONECT   16   15   17   32                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   16   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   15   37                                                  
CONECT   37   36   38   43                                                  
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42   37   13                                                  
CONECT   44   42    7                                                       
MASTER        0    0    0    0    0    0    0    0   44    0   96    0
END

View in JSmol

Synonyms

Value	Source
Methyl 10,14-dihydroxy-2-(prop-1-en-2-yl)-16-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-6,18-dioxapentacyclo[9.7.1.1,.0,.0,]icosa-7(19),8,10,12(17),13,15-hexaene-5-carboxylic acid	Generator

Chemical Formula

C₃₈H₄₆O₆

Average Mass

598.7800 Da

Monoisotopic Mass

598.32944 Da

IUPAC Name

methyl 10,14-dihydroxy-2-(prop-1-en-2-yl)-16-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-6,18-dioxapentacyclo[9.7.1.1^{1,5}.0^{7,19}.0^{12,17}]icosa-7(19),8,10,12,14,16-hexaene-5-carboxylate

Traditional Name

methyl 10,14-dihydroxy-2-(prop-1-en-2-yl)-16-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-6,18-dioxapentacyclo[9.7.1.1^{1,5}.0^{7,19}.0^{12,17}]icosa-7(19),8,10,12,14,16-hexaene-5-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C12CCC(C(C)=C)C3(C1)OC1=C(CC=C(C)CCC=C(C)CCC=C(C)C)C=C(O)C=C1C1=C(O)C=CC(O2)=C31

InChI Identifier

InChI=1S/C38H46O6/c1-23(2)10-8-11-25(5)12-9-13-26(6)14-15-27-20-28(39)21-29-33-31(40)16-17-32-34(33)38(44-35(27)29)22-37(43-32,36(41)42-7)19-18-30(38)24(3)4/h10,12,14,16-17,20-21,30,39-40H,3,8-9,11,13,15,18-19,22H2,1-2,4-7H3

InChI Key

CJGJKNWCOPSVLD-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Farsesane sesquiterpenoid
Sesquiterpenoid
Dibenzopyran
2-benzopyran
1-benzopyran
Benzopyran
Chromane
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Methyl ester
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	8.88	ChemAxon
pKa (Strongest Acidic)	9.09	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	177.05 m³·mol⁻¹	ChemAxon
Polarizability	67.58 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

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HMDB ID

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DrugBank ID

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Phenol Explorer Compound ID

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FoodDB ID

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KNApSAcK ID

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Chemspider ID

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KEGG Compound ID

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BioCyc ID

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BiGG ID

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METLIN ID

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PubChem Compound

163064746

PDB ID

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ChEBI ID

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Good Scents ID

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References

General References

LOTUS database [Link]

Showing NP-Card for methyl 10,14-dihydroxy-2-(prop-1-en-2-yl)-16-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-6,18-dioxapentacyclo[9.7.1.1¹,⁵.0⁷,¹⁹.0¹²,¹⁷]icosa-7(19),8,10,12,14,16-hexaene-5-carboxylate (NP0176804)

MOL for NP0176804 (methyl 10,14-dihydroxy-2-(prop-1-en-2-yl)-16-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-6,18-dioxapentacyclo[9.7.1.1¹,⁵.0⁷,¹⁹.0¹²,¹⁷]icosa-7(19),8,10,12,14,16-hexaene-5-carboxylate)

3D MOL for NP0176804 (methyl 10,14-dihydroxy-2-(prop-1-en-2-yl)-16-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-6,18-dioxapentacyclo[9.7.1.1¹,⁵.0⁷,¹⁹.0¹²,¹⁷]icosa-7(19),8,10,12,14,16-hexaene-5-carboxylate)

3D SDF for NP0176804 (methyl 10,14-dihydroxy-2-(prop-1-en-2-yl)-16-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-6,18-dioxapentacyclo[9.7.1.1¹,⁵.0⁷,¹⁹.0¹²,¹⁷]icosa-7(19),8,10,12,14,16-hexaene-5-carboxylate)

3D-SDF for NP0176804 (methyl 10,14-dihydroxy-2-(prop-1-en-2-yl)-16-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-6,18-dioxapentacyclo[9.7.1.1¹,⁵.0⁷,¹⁹.0¹²,¹⁷]icosa-7(19),8,10,12,14,16-hexaene-5-carboxylate)

PDB for NP0176804 (methyl 10,14-dihydroxy-2-(prop-1-en-2-yl)-16-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-6,18-dioxapentacyclo[9.7.1.1¹,⁵.0⁷,¹⁹.0¹²,¹⁷]icosa-7(19),8,10,12,14,16-hexaene-5-carboxylate)

3D PDB for NP0176804 (methyl 10,14-dihydroxy-2-(prop-1-en-2-yl)-16-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-6,18-dioxapentacyclo[9.7.1.1¹,⁵.0⁷,¹⁹.0¹²,¹⁷]icosa-7(19),8,10,12,14,16-hexaene-5-carboxylate)

SMILES for NP0176804 (methyl 10,14-dihydroxy-2-(prop-1-en-2-yl)-16-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-6,18-dioxapentacyclo[9.7.1.1¹,⁵.0⁷,¹⁹.0¹²,¹⁷]icosa-7(19),8,10,12,14,16-hexaene-5-carboxylate)

INCHI for NP0176804 (methyl 10,14-dihydroxy-2-(prop-1-en-2-yl)-16-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-6,18-dioxapentacyclo[9.7.1.1¹,⁵.0⁷,¹⁹.0¹²,¹⁷]icosa-7(19),8,10,12,14,16-hexaene-5-carboxylate)

Structure for NP0176804 (methyl 10,14-dihydroxy-2-(prop-1-en-2-yl)-16-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-6,18-dioxapentacyclo[9.7.1.1¹,⁵.0⁷,¹⁹.0¹²,¹⁷]icosa-7(19),8,10,12,14,16-hexaene-5-carboxylate)

3D Structure for NP0176804 (methyl 10,14-dihydroxy-2-(prop-1-en-2-yl)-16-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-6,18-dioxapentacyclo[9.7.1.1¹,⁵.0⁷,¹⁹.0¹²,¹⁷]icosa-7(19),8,10,12,14,16-hexaene-5-carboxylate)