NP-MRD: Showing NP-Card for 14-(hydroxymethyl)-3,10,12,16-tetramethyl-15,17-dioxo-18,20-dioxatetracyclo[11.5.2.0¹,⁶.0¹⁶,¹⁹]icos-4-ene-4-carboxylic acid (NP0305324)

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Record Information

Version

2.0

Created at

2022-09-10 21:03:52 UTC

Updated at

2022-09-10 21:03:52 UTC

NP-MRD ID

NP0305324

Secondary Accession Numbers

None

Natural Product Identification

Common Name

14-(hydroxymethyl)-3,10,12,16-tetramethyl-15,17-dioxo-18,20-dioxatetracyclo[11.5.2.0¹,⁶.0¹⁶,¹⁹]icos-4-ene-4-carboxylic acid

Description

14-(Hydroxymethyl)-3,10,12,16-tetramethyl-15,17-dioxo-18,20-dioxatetracyclo[11.5.2.0¹,⁶.0¹⁶,¹⁹]Icos-4-ene-4-carboxylic acid belongs to the class of organic compounds known as furopyrans. These are organic polycyclic compounds containing a furan ring fused to a pyran ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. Based on a literature review very few articles have been published on 14-(hydroxymethyl)-3,10,12,16-tetramethyl-15,17-dioxo-18,20-dioxatetracyclo[11.5.2.0¹,⁶.0¹⁶,¹⁹]Icos-4-ene-4-carboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102223032D          

 31 34  0  0  0  0            999 V2000
    3.7429    0.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5964    1.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3478    1.6856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0011    1.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6337    0.4219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7988   -0.4175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2918   -1.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1192   -1.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7614   -1.7348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5310   -1.4376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6340   -2.5499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1007   -0.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7463    0.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2882   -0.1723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5472   -0.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4588   -1.8825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6876   -2.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4581   -2.9382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1636   -1.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7784   -2.2249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3149   -1.4282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8474   -2.1079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9557   -0.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1342   -0.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6578   -1.2729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4468   -0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2747   -0.1227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6681   -0.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1960    0.8008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3927    0.9889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7709    1.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 19 28  1  0  0  0  0
 15 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
  2 31  1  0  0  0  0
M  END

     RDKit          3D

 65 68  0  0  0  0  0  0  0  0999 V2000
   -3.5703   -3.0828    1.4450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5439   -2.2178    0.7133 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5231   -3.1371    0.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1495   -2.5639    0.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3501   -2.0114   -0.9254 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4893   -1.1032   -0.8625 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4132   -1.5183    0.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850   -0.9225    0.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5921   -1.2386    1.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7189   -0.7107    1.2749 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2958   -2.1844    2.2009 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8110    0.0708   -0.8654 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0363    0.9220   -0.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6363    0.9731   -1.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3273    0.3499   -0.6970 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2315    0.7598    0.6822 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0936    2.1349    0.5893 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5325    3.0464    1.3740 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3132    2.4487   -0.6256 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9313    3.4402   -1.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9820    2.9765   -0.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2498    4.1389   -0.3686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9591    2.0982    0.4828 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8438    2.2178    2.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7865    1.4286    2.6409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7420    0.6559    0.0354 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0554    0.5410   -1.1411 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1741    1.0585   -1.2609 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1080    0.0734   -0.0988 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9111    0.7827   -1.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1700   -1.3977   -0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3437   -3.0895    2.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5922   -2.7145    1.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5210   -4.1337    1.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0611   -1.5546    1.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7304   -3.2431   -0.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6294   -4.1798    0.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4939   -3.4496    0.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0841   -1.8850    1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4695   -1.6448   -1.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6817   -2.9466   -1.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0948   -1.2577   -1.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1240   -2.2411    0.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7495   -3.0904    2.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1080   -0.5124   -1.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0409    1.8308   -1.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9395    1.3302    0.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9726    0.4026   -0.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6443    1.1110   -2.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8430    1.9263   -0.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7142    4.0059   -0.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1819    4.2121   -1.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3082    3.0623   -2.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9741    2.4670    0.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0910    3.2734    2.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8122    2.0007    2.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5090    1.1029    3.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2056    0.1827    0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3749    1.2403   -2.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6645    0.2551    0.8435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5935    0.0580   -1.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5613    1.5816   -0.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2402    1.1826   -1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2747   -1.6489   -0.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8510   -1.6623   -1.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
 12 14  1  0
 14 15  1  0
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 17 19  1  0
 19 20  1  6
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 28 27  1  0
 27 26  1  0
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 29 31  1  0
 31  2  1  0
  2  1  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 11  1  0
  9 10  2  0
  8 12  1  0
 28 15  1  0
  6 15  1  0
 21 19  1  0
 13 46  1  0
 13 47  1  0
 13 48  1  0
 12 45  1  6
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 14 50  1  0
 20 51  1  0
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 28 59  1  6
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 23 54  1  6
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 24 56  1  0
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 29 60  1  1
 30 61  1  0
 30 62  1  0
 30 63  1  0
 31 64  1  0
 31 65  1  0
  2 35  1  1
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  6
  7 43  1  0
 11 44  1  0
M  END


  Mrv1652309102223032D          

 31 34  0  0  0  0            999 V2000
    3.7429    0.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5964    1.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3478    1.6856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0011    1.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6337    0.4219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7988   -0.4175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2918   -1.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1192   -1.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7614   -1.7348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5310   -1.4376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6340   -2.5499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1007   -0.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7463    0.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2882   -0.1723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5472   -0.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4588   -1.8825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6876   -2.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4581   -2.9382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1636   -1.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7784   -2.2249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3149   -1.4282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8474   -2.1079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9557   -0.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1342   -0.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6578   -1.2729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4468   -0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2747   -0.1227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6681   -0.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1960    0.8008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3927    0.9889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7709    1.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
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 14 15  1  0  0  0  0
  6 15  1  0  0  0  0
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 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
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 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
  2 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0305324

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CC23OC(=O)C4(C)C2OC(C(CO)C4=O)C(C)CC(C)CCCC3C=C1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H34O7/c1-12-6-5-7-15-9-16(20(27)28)14(3)10-24(15)21-23(4,22(29)31-24)19(26)17(11-25)18(30-21)13(2)8-12/h9,12-15,17-18,21,25H,5-8,10-11H2,1-4H3,(H,27,28)

> <INCHI_KEY>
HGKUHIRTTIFEDN-UHFFFAOYSA-N

> <FORMULA>
C24H34O7

> <MOLECULAR_WEIGHT>
434.529

> <EXACT_MASS>
434.230453435

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
46.7286929981699

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14-(hydroxymethyl)-3,10,12,16-tetramethyl-15,17-dioxo-18,20-dioxatetracyclo[11.5.2.0^{1,6}.0^{16,19}]icos-4-ene-4-carboxylic acid

> <JCHEM_LOGP>
3.603790061666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.296752618368473

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.317271734653114

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6980304292451365

> <JCHEM_POLAR_SURFACE_AREA>
110.13000000000001

> <JCHEM_REFRACTIVITY>
112.10369999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
14-(hydroxymethyl)-3,10,12,16-tetramethyl-15,17-dioxo-18,20-dioxatetracyclo[11.5.2.0^{1,6}.0^{16,19}]icos-4-ene-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       6.987   0.989   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.713   2.505   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.116   3.147   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.335   2.218   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.649   0.788   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.958  -0.779   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.878  -2.571   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.423  -2.272   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.621  -3.238   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      14.058  -2.684   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      12.383  -4.760   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      11.388  -0.707   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.593   0.252   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.871  -0.322   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.488  -1.857   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.323  -3.514   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.883  -4.005   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.455  -5.485   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.905  -2.791   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.186  -4.153   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.321  -2.666   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.449  -3.935   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.651  -1.260   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.117  -1.119   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.228  -2.376   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.567  -0.001   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.113  -0.229   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.847  -1.559   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.099   1.495   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.600   1.846   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.172   2.616   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    8   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14    6   16   28                                             
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21   28                                             
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27   19   15                                                  
CONECT   29   26   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29    2                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Value	Source
14-(Hydroxymethyl)-3,10,12,16-tetramethyl-15,17-dioxo-18,20-dioxatetracyclo[11.5.2.0,.0,]icos-4-ene-4-carboxylate	Generator

Chemical Formula

C₂₄H₃₄O₇

Average Mass

434.5290 Da

Monoisotopic Mass

434.23045 Da

IUPAC Name

14-(hydroxymethyl)-3,10,12,16-tetramethyl-15,17-dioxo-18,20-dioxatetracyclo[11.5.2.0^{1,6}.0^{16,19}]icos-4-ene-4-carboxylic acid

Traditional Name

14-(hydroxymethyl)-3,10,12,16-tetramethyl-15,17-dioxo-18,20-dioxatetracyclo[11.5.2.0^{1,6}.0^{16,19}]icos-4-ene-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1CC23OC(=O)C4(C)C2OC(C(CO)C4=O)C(C)CC(C)CCCC3C=C1C(O)=O

InChI Identifier

InChI=1S/C24H34O7/c1-12-6-5-7-15-9-16(20(27)28)14(3)10-24(15)21-23(4,22(29)31-24)19(26)17(11-25)18(30-21)13(2)8-12/h9,12-15,17-18,21,25H,5-8,10-11H2,1-4H3,(H,27,28)

InChI Key

HGKUHIRTTIFEDN-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 furopyrans. These are organic polycyclic compounds containing a furan ring fused to a pyran ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furopyrans

Sub Class

Not Available

Direct Parent

Furopyrans

Alternative Parents

Substituents

Furopyran
Dicarboxylic acid or derivatives
Pyran
Gamma butyrolactone
Oxane
Furan
Tetrahydrofuran
Carboxylic acid ester
Ketone
Lactone
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Ether
Oxacycle
Organic oxide
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Primary alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	3.6	ChemAxon
pKa (Strongest Acidic)	4.32	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	110.13 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	112.1 m³·mol⁻¹	ChemAxon
Polarizability	46.73 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

74413145

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 14-(hydroxymethyl)-3,10,12,16-tetramethyl-15,17-dioxo-18,20-dioxatetracyclo[11.5.2.0¹,⁶.0¹⁶,¹⁹]icos-4-ene-4-carboxylic acid (NP0305324)

MOL for NP0305324 (14-(hydroxymethyl)-3,10,12,16-tetramethyl-15,17-dioxo-18,20-dioxatetracyclo[11.5.2.0¹,⁶.0¹⁶,¹⁹]icos-4-ene-4-carboxylic acid)

3D MOL for NP0305324 (14-(hydroxymethyl)-3,10,12,16-tetramethyl-15,17-dioxo-18,20-dioxatetracyclo[11.5.2.0¹,⁶.0¹⁶,¹⁹]icos-4-ene-4-carboxylic acid)

3D SDF for NP0305324 (14-(hydroxymethyl)-3,10,12,16-tetramethyl-15,17-dioxo-18,20-dioxatetracyclo[11.5.2.0¹,⁶.0¹⁶,¹⁹]icos-4-ene-4-carboxylic acid)

3D-SDF for NP0305324 (14-(hydroxymethyl)-3,10,12,16-tetramethyl-15,17-dioxo-18,20-dioxatetracyclo[11.5.2.0¹,⁶.0¹⁶,¹⁹]icos-4-ene-4-carboxylic acid)

PDB for NP0305324 (14-(hydroxymethyl)-3,10,12,16-tetramethyl-15,17-dioxo-18,20-dioxatetracyclo[11.5.2.0¹,⁶.0¹⁶,¹⁹]icos-4-ene-4-carboxylic acid)

3D PDB for NP0305324 (14-(hydroxymethyl)-3,10,12,16-tetramethyl-15,17-dioxo-18,20-dioxatetracyclo[11.5.2.0¹,⁶.0¹⁶,¹⁹]icos-4-ene-4-carboxylic acid)

SMILES for NP0305324 (14-(hydroxymethyl)-3,10,12,16-tetramethyl-15,17-dioxo-18,20-dioxatetracyclo[11.5.2.0¹,⁶.0¹⁶,¹⁹]icos-4-ene-4-carboxylic acid)

INCHI for NP0305324 (14-(hydroxymethyl)-3,10,12,16-tetramethyl-15,17-dioxo-18,20-dioxatetracyclo[11.5.2.0¹,⁶.0¹⁶,¹⁹]icos-4-ene-4-carboxylic acid)

Structure for NP0305324 (14-(hydroxymethyl)-3,10,12,16-tetramethyl-15,17-dioxo-18,20-dioxatetracyclo[11.5.2.0¹,⁶.0¹⁶,¹⁹]icos-4-ene-4-carboxylic acid)

3D Structure for NP0305324 (14-(hydroxymethyl)-3,10,12,16-tetramethyl-15,17-dioxo-18,20-dioxatetracyclo[11.5.2.0¹,⁶.0¹⁶,¹⁹]icos-4-ene-4-carboxylic acid)