NP-MRD: Showing NP-Card for cornutin C (NP0030899)

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Record Information

Version

2.0

Created at

2021-06-19 22:07:58 UTC

Updated at

2021-06-29 23:59:10 UTC

NP-MRD ID

NP0030899

Secondary Accession Numbers

None

Natural Product Identification

Common Name

cornutin C

Provided By

JEOL Database JEOL Logo

Description

(1R,2S,4R,4aR,5S,6R,8S,8aS)-5-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-5,6,8a-trimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-2,4,8-triol belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom. cornutin C is found in Cornutia, Cornutia grandifolia var.intermedia and Cornutia pyramidata. cornutin C was first documented in 2003 ( Jenett-Siems, K., et al.). Based on a literature review very few articles have been published on (1R,2S,4R,4aR,5S,6R,8S,8aS)-5-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-5,6,8a-trimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-2,4,8-triol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100073D          

 56 59  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306202100073D          

 56 59  0  0  0  0            999 V2000
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   -1.6336   -2.5875    3.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5831   -2.9779    0.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6065   -3.4529    3.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3473   -1.2922    4.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6697    0.1330    4.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3695   -1.4154    4.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5072   -0.5942    0.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5575    1.6312    2.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7473    2.9571    0.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6237    0.8864    0.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7676    2.1599    1.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8244    0.5335    3.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7463   -0.5305    2.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0846   -1.9570    0.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6880   -3.0907    0.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1282    0.4751    2.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9573   -0.3530    3.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6178    1.2750    2.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8415    1.6675    0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1295    0.5499    0.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8718   -0.7329   -1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0172    1.2578   -1.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2862    3.1098   -2.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3492    3.7699   -4.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2152   -0.0486   -3.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 20  1  0  0  0  0
 20 19  1  0  0  0  0
 24 25  1  0  0  0  0
  6 14  1  0  0  0  0
  8  9  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 14  1  0  0  0  0
 17  8  1  0  0  0  0
 12 13  1  0  0  0  0
 25 26  1  0  0  0  0
 14 15  1  0  0  0  0
 26 22  2  0  0  0  0
  8 38  1  6  0  0  0
 22 23  1  0  0  0  0
 20 21  1  0  0  0  0
 17  2  1  0  0  0  0
  2  1  1  0  0  0  0
  6  4  1  0  0  0  0
 17 18  1  1  0  0  0
  4  3  1  0  0  0  0
  4  5  1  0  0  0  0
  3  2  1  0  0  0  0
  6  7  1  1  0  0  0
 14 16  1  1  0  0  0
  6  8  1  0  0  0  0
 15 16  1  0  0  0  0
 23 24  2  0  0  0  0
  9 10  1  0  0  0  0
 17 19  1  0  0  0  0
 23 54  1  0  0  0  0
 24 55  1  0  0  0  0
 26 56  1  0  0  0  0
 20 52  1  6  0  0  0
 19 50  1  0  0  0  0
 19 51  1  0  0  0  0
  4 33  1  6  0  0  0
  3 31  1  0  0  0  0
  3 32  1  0  0  0  0
  2 30  1  6  0  0  0
  9 39  1  1  0  0  0
 11 41  1  0  0  0  0
 11 42  1  0  0  0  0
 12 43  1  1  0  0  0
 13 44  1  0  0  0  0
 15 45  1  0  0  0  0
 15 46  1  0  0  0  0
 21 53  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
 18 47  1  0  0  0  0
 18 48  1  0  0  0  0
 18 49  1  0  0  0  0
  5 34  1  0  0  0  0
  7 35  1  0  0  0  0
  7 36  1  0  0  0  0
  7 37  1  0  0  0  0
 10 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0030899

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]([H])(C1=C([H])OC([H])=C1[H])C([H])([H])[C@@]1(C([H])([H])[H])[C@]([H])(C([H])([H])[H])C([H])([H])[C@]([H])(O[H])[C@]2(C([H])([H])[H])[C@]1([H])[C@]([H])(O[H])C([H])([H])[C@]([H])(O[H])[C@@]21OC1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O6/c1-11-6-15(23)19(3)17(13(21)7-16(24)20(19)10-26-20)18(11,2)8-14(22)12-4-5-25-9-12/h4-5,9,11,13-17,21-24H,6-8,10H2,1-3H3/t11-,13-,14+,15+,16+,17-,18+,19-,20-/m1/s1

> <INCHI_KEY>
JIGNCSTXCZEUJU-OUZKRQETSA-N

> <FORMULA>
C20H30O6

> <MOLECULAR_WEIGHT>
366.454

> <EXACT_MASS>
366.204238686

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
38.875530727631514

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,4R,4aR,5S,6R,8S,8aS)-5-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-5,6,8a-trimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-2,4,8-triol

> <ALOGPS_LOGP>
0.58

> <JCHEM_LOGP>
0.25065552866666607

> <ALOGPS_LOGS>
-2.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.065082250356049

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.53463485204621

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8688154719099916

> <JCHEM_POLAR_SURFACE_AREA>
106.59

> <JCHEM_REFRACTIVITY>
94.0895

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.86e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,4R,4aR,5S,6R,8S,8aS)-5-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-5,6,8a-trimethyl-hexahydro-2H-spiro[naphthalene-1,2'-oxirane]-2,4,8-triol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 56 59  0  0  0  0  0  0  0  0999 V2000
   -3.3958   -1.9954    1.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8752   -1.7700    1.0179 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2467   -2.7457    2.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2779   -2.6893    1.9906 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7569   -3.7154    2.8579 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546   -1.2764    2.3219 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6140   -0.9398    3.8200 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1832   -0.2348    1.3073 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8280    1.1870    1.4495 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3667    2.0790    0.4319 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3511    1.1536    1.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9861    0.1892    2.2848 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3975    0.1928    2.0782 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3971   -1.1897    2.0896 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1773   -2.2475    1.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1746   -2.2068    2.7490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4189   -0.2764    1.2343 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0517    0.3055    2.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0341    0.6107    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6445    0.3113   -1.3883 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2510    0.4814   -1.6116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4253    1.1726   -2.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1330    2.5035   -2.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1386    2.8737   -3.6161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0354    1.8657   -3.7570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5972    0.8386   -2.9862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6244   -3.0535    0.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8506   -1.7175    1.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8925   -1.4382    0.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5162   -2.0852    0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5532   -3.7715    1.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6336   -2.5875    3.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5831   -2.9779    0.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6065   -3.4529    3.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3473   -1.2922    4.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6697    0.1330    4.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3695   -1.4154    4.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5072   -0.5942    0.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5575    1.6312    2.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7473    2.9571    0.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6237    0.8864    0.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7676    2.1599    1.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8244    0.5335    3.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7463   -0.5305    2.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0846   -1.9570    0.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6880   -3.0907    0.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1282    0.4751    2.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9573   -0.3530    3.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6178    1.2750    2.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8415    1.6675    0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1295    0.5499    0.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8718   -0.7329   -1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0172    1.2578   -1.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2862    3.1098   -2.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3492    3.7699   -4.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2152   -0.0486   -3.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 20  1  0
 20 19  1  0
 24 25  1  0
  6 14  1  0
  8  9  1  0
  9 11  1  0
 11 12  1  0
 12 14  1  0
 17  8  1  0
 12 13  1  0
 25 26  1  0
 14 15  1  0
 26 22  2  0
  8 38  1  6
 22 23  1  0
 20 21  1  0
 17  2  1  0
  2  1  1  0
  6  4  1  0
 17 18  1  1
  4  3  1  0
  4  5  1  0
  3  2  1  0
  6  7  1  1
 14 16  1  1
  6  8  1  0
 15 16  1  0
 23 24  2  0
  9 10  1  0
 17 19  1  0
 23 54  1  0
 24 55  1  0
 26 56  1  0
 20 52  1  6
 19 50  1  0
 19 51  1  0
  4 33  1  6
  3 31  1  0
  3 32  1  0
  2 30  1  6
  9 39  1  1
 11 41  1  0
 11 42  1  0
 12 43  1  1
 13 44  1  0
 15 45  1  0
 15 46  1  0
 21 53  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
 10 40  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.396  -1.995   1.016  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.875  -1.770   1.018  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.247  -2.746   2.018  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.278  -2.689   1.991  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.757  -3.715   2.858  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.855  -1.276   2.322  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.614  -0.940   3.820  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.183  -0.235   1.307  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.828   1.187   1.450  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.367   2.079   0.432  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.351   1.154   1.309  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.986   0.189   2.285  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.397   0.193   2.078  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.397  -1.190   2.090  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.177  -2.248   1.315  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.175  -2.207   2.749  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.419  -0.276   1.234  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.052   0.306   2.527  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.034   0.611   0.077  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.645   0.311  -1.388  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.251   0.481  -1.612  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.425   1.173  -2.336  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.133   2.503  -2.755  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.139   2.874  -3.616  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.035   1.866  -3.757  0.00  0.00           O+0
HETATM   26  C   UNK     0      -3.597   0.839  -2.986  0.00  0.00           C+0
HETATM   27  H   UNK     0      -3.624  -3.054   0.843  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.851  -1.718   1.972  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.893  -1.438   0.218  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.516  -2.085   0.029  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.553  -3.772   1.769  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.634  -2.587   3.030  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.583  -2.978   0.979  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.607  -3.453   3.780  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.347  -1.292   4.194  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.670   0.133   4.022  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.369  -1.415   4.457  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.507  -0.594   0.321  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.558   1.631   2.412  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.747   2.957   0.625  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.624   0.886   0.278  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.768   2.160   1.448  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.824   0.534   3.312  0.00  0.00           H+0
HETATM   44  H   UNK     0       4.746  -0.531   2.633  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.085  -1.957   0.797  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.688  -3.091   0.848  0.00  0.00           H+0
HETATM   47  H   UNK     0      -3.128   0.475   2.403  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.957  -0.353   3.388  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.618   1.275   2.789  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.841   1.668   0.295  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.130   0.550   0.139  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.872  -0.733  -1.626  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.017   1.258  -1.076  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.286   3.110  -2.467  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.349   3.770  -4.182  0.00  0.00           H+0
HETATM   56  H   UNK     0      -4.215  -0.049  -3.002  0.00  0.00           H+0
CONECT    1    2   27   28   29                                             
CONECT    2   17    1    3   30                                             
CONECT    3    4    2   31   32                                             
CONECT    4    6    3    5   33                                             
CONECT    5    4   34                                                       
CONECT    6   14    4    7    8                                             
CONECT    7    6   35   36   37                                             
CONECT    8    9   17   38    6                                             
CONECT    9    8   11   10   39                                             
CONECT   10    9   40                                                       
CONECT   11    9   12   41   42                                             
CONECT   12   11   14   13   43                                             
CONECT   13   12   44                                                       
CONECT   14    6   12   15   16                                             
CONECT   15   14   16   45   46                                             
CONECT   16   14   15                                                       
CONECT   17    8    2   18   19                                             
CONECT   18   17   47   48   49                                             
CONECT   19   20   17   50   51                                             
CONECT   20   22   19   21   52                                             
CONECT   21   20   53                                                       
CONECT   22   20   26   23                                                  
CONECT   23   22   24   54                                                  
CONECT   24   25   23   55                                                  
CONECT   25   24   26                                                       
CONECT   26   25   22   56                                                  
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    2                                                            
CONECT   31    3                                                            
CONECT   32    3                                                            
CONECT   33    4                                                            
CONECT   34    5                                                            
CONECT   35    7                                                            
CONECT   36    7                                                            
CONECT   37    7                                                            
CONECT   38    8                                                            
CONECT   39    9                                                            
CONECT   40   10                                                            
CONECT   41   11                                                            
CONECT   42   11                                                            
CONECT   43   12                                                            
CONECT   44   13                                                            
CONECT   45   15                                                            
CONECT   46   15                                                            
CONECT   47   18                                                            
CONECT   48   18                                                            
CONECT   49   18                                                            
CONECT   50   19                                                            
CONECT   51   19                                                            
CONECT   52   20                                                            
CONECT   53   21                                                            
CONECT   54   23                                                            
CONECT   55   24                                                            
CONECT   56   26                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  118    0
END

RDKit          3D

56 59  0  0  0  0  0  0  0  0999 V2000
   -3.3958   -1.9954    1.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8752   -1.7700    1.0179 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2467   -2.7457    2.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2779   -2.6893    1.9906 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7569   -3.7154    2.8579 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546   -1.2764    2.3219 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6140   -0.9398    3.8200 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1832   -0.2348    1.3073 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8280    1.1870    1.4495 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3667    2.0790    0.4319 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3511    1.1536    1.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9861    0.1892    2.2848 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3975    0.1928    2.0782 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3971   -1.1897    2.0896 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1773   -2.2475    1.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1746   -2.2068    2.7490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4189   -0.2764    1.2343 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0517    0.3055    2.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0341    0.6107    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6445    0.3113   -1.3883 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2510    0.4814   -1.6116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4253    1.1726   -2.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1330    2.5035   -2.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1386    2.8737   -3.6161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0354    1.8657   -3.7570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5972    0.8386   -2.9862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6244   -3.0535    0.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8506   -1.7175    1.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8925   -1.4382    0.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5162   -2.0852    0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5532   -3.7715    1.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6336   -2.5875    3.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5831   -2.9779    0.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6065   -3.4529    3.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3473   -1.2922    4.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6697    0.1330    4.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3695   -1.4154    4.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5072   -0.5942    0.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5575    1.6312    2.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7473    2.9571    0.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6237    0.8864    0.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7676    2.1599    1.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8244    0.5335    3.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7463   -0.5305    2.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0846   -1.9570    0.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6880   -3.0907    0.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1282    0.4751    2.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9573   -0.3530    3.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6178    1.2750    2.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8415    1.6675    0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1295    0.5499    0.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8718   -0.7329   -1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0172    1.2578   -1.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2862    3.1098   -2.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3492    3.7699   -4.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2152   -0.0486   -3.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 20  1  0
 20 19  1  0
 24 25  1  0
  6 14  1  0
  8  9  1  0
  9 11  1  0
 11 12  1  0
 12 14  1  0
 17  8  1  0
 12 13  1  0
 25 26  1  0
 14 15  1  0
 26 22  2  0
  8 38  1  6
 22 23  1  0
 20 21  1  0
 17  2  1  0
  2  1  1  0
  6  4  1  0
 17 18  1  1
  4  3  1  0
  4  5  1  0
  3  2  1  0
  6  7  1  1
 14 16  1  1
  6  8  1  0
 15 16  1  0
 23 24  2  0
  9 10  1  0
 17 19  1  0
 23 54  1  0
 24 55  1  0
 26 56  1  0
 20 52  1  6
 19 50  1  0
 19 51  1  0
  4 33  1  6
  3 31  1  0
  3 32  1  0
  2 30  1  6
  9 39  1  1
 11 41  1  0
 11 42  1  0
 12 43  1  1
 13 44  1  0
 15 45  1  0
 15 46  1  0
 21 53  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
 10 40  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₀O₆

Average Mass

366.4540 Da

Monoisotopic Mass

366.20424 Da

IUPAC Name

(1R,2S,4R,4aR,5S,6R,8S,8aS)-5-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-5,6,8a-trimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-2,4,8-triol

Traditional Name

(1R,2S,4R,4aR,5S,6R,8S,8aS)-5-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-5,6,8a-trimethyl-hexahydro-2H-spiro[naphthalene-1,2'-oxirane]-2,4,8-triol

CAS Registry Number

Not Available

SMILES

[H]O[C@]([H])(C1=C([H])OC([H])=C1[H])C([H])([H])[C@@]1(C([H])([H])[H])[C@]([H])(C([H])([H])[H])C([H])([H])[C@]([H])(O[H])[C@]2(C([H])([H])[H])[C@]1([H])[C@]([H])(O[H])C([H])([H])[C@]([H])(O[H])[C@@]21OC1([H])[H]

InChI Identifier

InChI=1S/C20H30O6/c1-11-6-15(23)19(3)17(13(21)7-16(24)20(19)10-26-20)18(11,2)8-14(22)12-4-5-25-9-12/h4-5,9,11,13-17,21-24H,6-8,10H2,1-3H3/t11-,13-,14+,15+,16+,17-,18+,19-,20-/m1/s1

InChI Key

JIGNCSTXCZEUJU-OUZKRQETSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cornutia	JEOL database	Jenett-Siems, K., et al, Phytochemistry 64, 797 (2003)
Cornutia grandifolia var.intermedia	Plant	KNApSAcK
Cornutia pyramidata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Heteroaromatic compounds

Sub Class

Not Available

Direct Parent

Heteroaromatic compounds

Alternative Parents

Substituents

Heteroaromatic compound
Furan
Cyclic alcohol
Secondary alcohol
Oxacycle
Polyol
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Aromatic alcohol
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	0.58	ALOGPS
logP	0.25	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	13.53	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	106.59 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	94.09 m³·mol⁻¹	ChemAxon
Polarizability	38.88 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

9275782

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11100640

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Jenett-Siems, K., et al. (2003). Jenett-Siems, K., et al, Phytochemistry 64, 797 (2003). Phytochem..

Showing NP-Card for cornutin C (NP0030899)

MOL for NP0030899 (cornutin C)

3D MOL for NP0030899 (cornutin C)

3D SDF for NP0030899 (cornutin C)

3D-SDF for NP0030899 (cornutin C)

PDB for NP0030899 (cornutin C)

3D PDB for NP0030899 (cornutin C)

SMILES for NP0030899 (cornutin C)

INCHI for NP0030899 (cornutin C)

Structure for NP0030899 (cornutin C)

3D Structure for NP0030899 (cornutin C)