NP-MRD: Showing NP-Card for Cylindrol A3 (NP0003897)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2020-12-09 01:26:54 UTC

Updated at

2021-07-15 16:47:40 UTC

NP-MRD ID

NP0003897

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cylindrol A3

Provided By

NPAtlas

Description

(2R,3E)-5-(3-formyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-3-en-2-yl 3-methylbutanoate belongs to the class of organic compounds known as hydroxybenzaldehydes. These are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group. Cylindrol A3 is found in Cylindrocarpon lucidum. Based on a literature review very few articles have been published on (2R,3E)-5-(3-formyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-3-en-2-yl 3-methylbutanoate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117503D          

 74 75  0  0  0  0            999 V2000
    0.8552   -0.6223    2.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4588   -0.4780    0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3303   -1.0166   -0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5779   -1.6932    0.2144 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8188   -1.0787   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9999   -1.7179    0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9975   -2.9219    0.7133 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2249   -1.1765   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2660    0.0158   -1.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5789    0.6026   -1.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0691    0.6617   -1.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1047    1.9084   -2.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1942    2.3997   -2.4040 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8433    0.1123   -0.9135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6323    0.7139   -1.1532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7642    0.2166    0.2044 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0544   -0.2321    0.7415 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4828   -1.6442    0.5070 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5925   -2.7021    1.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7922   -1.7759    1.3100 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0555   -3.1714    1.7729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9658   -1.1805    0.6079 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4103   -2.1663   -0.4568 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1344   -2.6434   -1.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2271   -3.6757   -1.7388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.8887   -0.9384 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8327   -2.5800   -1.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5222    1.5986    0.3800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4403    2.5356   -0.6279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5938    2.1248   -1.7999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1797    3.9403   -0.2429 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4478    4.7637   -0.1924 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3393    4.0847    0.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1466    6.1469    0.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8913   -1.6888    2.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849   -0.1147    2.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8661   -0.1737    2.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0980   -0.9594   -1.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6362   -1.8099    1.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5927   -2.7634   -0.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1240   -3.3093    1.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1590   -1.6993   -0.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6711    0.6393   -2.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8007    1.5440   -0.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3758   -0.1103   -1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1999    2.4386   -2.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5738    1.5795   -1.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8605    0.1123   -0.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2269    0.0148    1.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8417    0.4002    0.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428   -3.6713    0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4546   -2.5130    2.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6367   -2.8621    0.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6554   -1.1711    2.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1314   -3.9358    1.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0609   -3.1488    2.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3649   -3.5253    2.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7601   -0.9950    1.3528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7469   -0.2421    0.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0491   -1.7224   -1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8837   -3.0398    0.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0365   -0.8755   -1.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0965   -3.6735   -1.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8407   -2.2035   -2.8161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8071   -2.5440   -1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452    4.3783   -1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3947    3.9955    0.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9397    4.8512   -1.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6826    3.9345    1.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6633    3.0938    0.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1566    4.7568    1.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0300    6.2940    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5168    6.9481   -0.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5403    6.3110    1.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 11 14  2  0  0  0  0
 14 15  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 14  5  1  0  0  0  0
 26 18  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  3 38  1  0  0  0  0
  4 39  1  0  0  0  0
  4 40  1  0  0  0  0
  7 41  1  0  0  0  0
  8 42  1  0  0  0  0
 10 43  1  0  0  0  0
 10 44  1  0  0  0  0
 10 45  1  0  0  0  0
 12 46  1  0  0  0  0
 15 47  1  0  0  0  0
 16 48  1  6  0  0  0
 17 49  1  0  0  0  0
 17 50  1  0  0  0  0
 19 51  1  0  0  0  0
 19 52  1  0  0  0  0
 19 53  1  0  0  0  0
 20 54  1  1  0  0  0
 21 55  1  0  0  0  0
 21 56  1  0  0  0  0
 21 57  1  0  0  0  0
 22 58  1  0  0  0  0
 22 59  1  0  0  0  0
 23 60  1  0  0  0  0
 23 61  1  0  0  0  0
 26 62  1  6  0  0  0
 27 63  1  0  0  0  0
 27 64  1  0  0  0  0
 27 65  1  0  0  0  0
 31 66  1  0  0  0  0
 31 67  1  0  0  0  0
 32 68  1  6  0  0  0
 33 69  1  0  0  0  0
 33 70  1  0  0  0  0
 33 71  1  0  0  0  0
 34 72  1  0  0  0  0
 34 73  1  0  0  0  0
 34 74  1  0  0  0  0
M  END

     RDKit          3D

 74 75  0  0  0  0  0  0  0  0999 V2000
    0.8552   -0.6223    2.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4588   -0.4780    0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3303   -1.0166   -0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5779   -1.6932    0.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8188   -1.0787   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9999   -1.7179    0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9975   -2.9219    0.7133 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2249   -1.1765   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2660    0.0158   -1.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5789    0.6026   -1.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0691    0.6617   -1.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1047    1.9084   -2.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1942    2.3997   -2.4040 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8433    0.1123   -0.9135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6323    0.7139   -1.1532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7642    0.2166    0.2044 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0544   -0.2321    0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4828   -1.6442    0.5070 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5925   -2.7021    1.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7922   -1.7759    1.3100 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0555   -3.1714    1.7729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9658   -1.1805    0.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4103   -2.1663   -0.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1344   -2.6434   -1.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2271   -3.6757   -1.7388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.8887   -0.9384 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8327   -2.5800   -1.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5222    1.5986    0.3800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4403    2.5356   -0.6279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5938    2.1248   -1.7999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1797    3.9403   -0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4478    4.7637   -0.1924 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3393    4.0847    0.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1466    6.1469    0.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8913   -1.6888    2.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849   -0.1147    2.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8661   -0.1737    2.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0980   -0.9594   -1.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6362   -1.8099    1.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5927   -2.7634   -0.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1240   -3.3093    1.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1590   -1.6993   -0.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6711    0.6393   -2.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8007    1.5440   -0.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3758   -0.1103   -1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1999    2.4386   -2.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5738    1.5795   -1.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8605    0.1123   -0.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2269    0.0148    1.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8417    0.4002    0.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428   -3.6713    0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4546   -2.5130    2.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6367   -2.8621    0.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6554   -1.1711    2.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1314   -3.9358    1.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0609   -3.1488    2.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3649   -3.5253    2.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7601   -0.9950    1.3528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7469   -0.2421    0.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0491   -1.7224   -1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8837   -3.0398    0.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0365   -0.8755   -1.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0965   -3.6735   -1.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8407   -2.2035   -2.8161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8071   -2.5440   -1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452    4.3783   -1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3947    3.9955    0.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9397    4.8512   -1.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6826    3.9345    1.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6633    3.0938    0.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1566    4.7568    1.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0300    6.2940    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5168    6.9481   -0.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5403    6.3110    1.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 11 14  2  0
 14 15  1  0
  2 16  1  0
 16 17  1  0
 18 17  1  6
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 16 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 14  5  1  0
 26 18  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  7 41  1  0
  8 42  1  0
 10 43  1  0
 10 44  1  0
 10 45  1  0
 12 46  1  0
 15 47  1  0
 16 48  1  6
 17 49  1  0
 17 50  1  0
 19 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  1
 21 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 22 59  1  0
 23 60  1  0
 23 61  1  0
 26 62  1  6
 27 63  1  0
 27 64  1  0
 27 65  1  0
 31 66  1  0
 31 67  1  0
 32 68  1  6
 33 69  1  0
 33 70  1  0
 33 71  1  0
 34 72  1  0
 34 73  1  0
 34 74  1  0
M  END


  Mrv1652306242117503D          

 74 75  0  0  0  0            999 V2000
    0.8552   -0.6223    2.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4588   -0.4780    0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3303   -1.0166   -0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5779   -1.6932    0.2144 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8188   -1.0787   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9999   -1.7179    0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9975   -2.9219    0.7133 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2249   -1.1765   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2660    0.0158   -1.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5789    0.6026   -1.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0691    0.6617   -1.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1047    1.9084   -2.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1942    2.3997   -2.4040 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8433    0.1123   -0.9135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6323    0.7139   -1.1532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7642    0.2166    0.2044 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0544   -0.2321    0.7415 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4828   -1.6442    0.5070 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5925   -2.7021    1.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7922   -1.7759    1.3100 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0555   -3.1714    1.7729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9658   -1.1805    0.6079 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4103   -2.1663   -0.4568 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1344   -2.6434   -1.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2271   -3.6757   -1.7388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.8887   -0.9384 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8327   -2.5800   -1.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5222    1.5986    0.3800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4403    2.5356   -0.6279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5938    2.1248   -1.7999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1797    3.9403   -0.2429 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4478    4.7637   -0.1924 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3393    4.0847    0.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1466    6.1469    0.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8913   -1.6888    2.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849   -0.1147    2.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8661   -0.1737    2.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0980   -0.9594   -1.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6362   -1.8099    1.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5927   -2.7634   -0.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1240   -3.3093    1.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1590   -1.6993   -0.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6711    0.6393   -2.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8007    1.5440   -0.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3758   -0.1103   -1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1999    2.4386   -2.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5738    1.5795   -1.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8605    0.1123   -0.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2269    0.0148    1.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8417    0.4002    0.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428   -3.6713    0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4546   -2.5130    2.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6367   -2.8621    0.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6554   -1.1711    2.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1314   -3.9358    1.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0609   -3.1488    2.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3649   -3.5253    2.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7601   -0.9950    1.3528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7469   -0.2421    0.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0491   -1.7224   -1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8837   -3.0398    0.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0365   -0.8755   -1.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0965   -3.6735   -1.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8407   -2.2035   -2.8161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8071   -2.5440   -1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452    4.3783   -1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3947    3.9955    0.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9397    4.8512   -1.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6826    3.9345    1.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6633    3.0938    0.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1566    4.7568    1.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0300    6.2940    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5168    6.9481   -0.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5403    6.3110    1.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 11 14  2  0  0  0  0
 14 15  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 14  5  1  0  0  0  0
 26 18  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  3 38  1  0  0  0  0
  4 39  1  0  0  0  0
  4 40  1  0  0  0  0
  7 41  1  0  0  0  0
  8 42  1  0  0  0  0
 10 43  1  0  0  0  0
 10 44  1  0  0  0  0
 10 45  1  0  0  0  0
 12 46  1  0  0  0  0
 15 47  1  0  0  0  0
 16 48  1  6  0  0  0
 17 49  1  0  0  0  0
 17 50  1  0  0  0  0
 19 51  1  0  0  0  0
 19 52  1  0  0  0  0
 19 53  1  0  0  0  0
 20 54  1  1  0  0  0
 21 55  1  0  0  0  0
 21 56  1  0  0  0  0
 21 57  1  0  0  0  0
 22 58  1  0  0  0  0
 22 59  1  0  0  0  0
 23 60  1  0  0  0  0
 23 61  1  0  0  0  0
 26 62  1  6  0  0  0
 27 63  1  0  0  0  0
 27 64  1  0  0  0  0
 27 65  1  0  0  0  0
 31 66  1  0  0  0  0
 31 67  1  0  0  0  0
 32 68  1  6  0  0  0
 33 69  1  0  0  0  0
 33 70  1  0  0  0  0
 33 71  1  0  0  0  0
 34 72  1  0  0  0  0
 34 73  1  0  0  0  0
 34 74  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003897

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C28H40O6/c1-16(2)12-26(32)34-25(14-28(7)19(5)9-11-23(30)20(28)6)17(3)8-10-21-24(31)13-18(4)22(15-29)27(21)33/h8,13,15-16,19-20,25,31,33H,9-12,14H2,1-7H3/b17-8+/t19-,20+,25-,28+/m1/s1

> <INCHI_KEY>
DIYZHFWGNBYBAL-VLEPHYJKSA-N

> <FORMULA>
C28H40O6

> <MOLECULAR_WEIGHT>
472.622

> <EXACT_MASS>
472.282489008

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
53.27473128531682

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3E)-5-(3-formyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-3-en-2-yl 3-methylbutanoate

> <ALOGPS_LOGP>
5.31

> <JCHEM_LOGP>
7.054583810666668

> <ALOGPS_LOGS>
-5.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.074618364153624

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.325905799039513

> <JCHEM_PKA_STRONGEST_BASIC>
-5.749655812942868

> <JCHEM_POLAR_SURFACE_AREA>
100.9

> <JCHEM_REFRACTIVITY>
134.92329999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.35e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3E)-5-(3-formyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-3-en-2-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 74 75  0  0  0  0  0  0  0  0999 V2000
    0.8552   -0.6223    2.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4588   -0.4780    0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3303   -1.0166   -0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5779   -1.6932    0.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8188   -1.0787   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9999   -1.7179    0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9975   -2.9219    0.7133 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2249   -1.1765   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2660    0.0158   -1.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5789    0.6026   -1.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0691    0.6617   -1.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1047    1.9084   -2.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1942    2.3997   -2.4040 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8433    0.1123   -0.9135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6323    0.7139   -1.1532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7642    0.2166    0.2044 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0544   -0.2321    0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4828   -1.6442    0.5070 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5925   -2.7021    1.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7922   -1.7759    1.3100 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0555   -3.1714    1.7729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9658   -1.1805    0.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4103   -2.1663   -0.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1344   -2.6434   -1.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2271   -3.6757   -1.7388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.8887   -0.9384 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8327   -2.5800   -1.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5222    1.5986    0.3800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4403    2.5356   -0.6279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5938    2.1248   -1.7999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1797    3.9403   -0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4478    4.7637   -0.1924 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3393    4.0847    0.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1466    6.1469    0.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8913   -1.6888    2.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849   -0.1147    2.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8661   -0.1737    2.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0980   -0.9594   -1.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6362   -1.8099    1.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5927   -2.7634   -0.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1240   -3.3093    1.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1590   -1.6993   -0.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6711    0.6393   -2.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8007    1.5440   -0.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3758   -0.1103   -1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1999    2.4386   -2.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5738    1.5795   -1.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8605    0.1123   -0.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2269    0.0148    1.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8417    0.4002    0.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428   -3.6713    0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4546   -2.5130    2.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6367   -2.8621    0.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6554   -1.1711    2.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1314   -3.9358    1.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0609   -3.1488    2.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3649   -3.5253    2.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7601   -0.9950    1.3528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7469   -0.2421    0.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0491   -1.7224   -1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8837   -3.0398    0.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0365   -0.8755   -1.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0965   -3.6735   -1.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8407   -2.2035   -2.8161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8071   -2.5440   -1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452    4.3783   -1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3947    3.9955    0.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9397    4.8512   -1.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6826    3.9345    1.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6633    3.0938    0.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1566    4.7568    1.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0300    6.2940    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5168    6.9481   -0.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5403    6.3110    1.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 11 14  2  0
 14 15  1  0
  2 16  1  0
 16 17  1  0
 18 17  1  6
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 16 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 14  5  1  0
 26 18  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  7 41  1  0
  8 42  1  0
 10 43  1  0
 10 44  1  0
 10 45  1  0
 12 46  1  0
 15 47  1  0
 16 48  1  6
 17 49  1  0
 17 50  1  0
 19 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  1
 21 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 22 59  1  0
 23 60  1  0
 23 61  1  0
 26 62  1  6
 27 63  1  0
 27 64  1  0
 27 65  1  0
 31 66  1  0
 31 67  1  0
 32 68  1  6
 33 69  1  0
 33 70  1  0
 33 71  1  0
 34 72  1  0
 34 73  1  0
 34 74  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       0.855  -0.622   2.077  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.459  -0.478   0.668  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.330  -1.017  -0.218  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.578  -1.693   0.214  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.819  -1.079  -0.237  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.000  -1.718   0.029  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.997  -2.922   0.713  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.225  -1.177  -0.379  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.266   0.016  -1.058  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.579   0.603  -1.499  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.069   0.662  -1.326  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.105   1.908  -2.036  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.194   2.400  -2.404  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.843   0.112  -0.914  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.632   0.714  -1.153  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.764   0.217   0.204  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.054  -0.232   0.742  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.483  -1.644   0.507  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.593  -2.702   1.059  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.792  -1.776   1.310  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.056  -3.171   1.773  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.966  -1.181   0.608  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.410  -2.166  -0.457  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.134  -2.643  -1.095  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.227  -3.676  -1.739  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.858  -1.889  -0.938  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.833  -2.580  -1.756  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.522   1.599   0.380  0.00  0.00           O+0
HETATM   29  C   UNK     0      -0.440   2.536  -0.628  0.00  0.00           C+0
HETATM   30  O   UNK     0      -0.594   2.125  -1.800  0.00  0.00           O+0
HETATM   31  C   UNK     0      -0.180   3.940  -0.243  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.448   4.764  -0.192  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.339   4.085   0.857  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.147   6.147   0.343  0.00  0.00           C+0
HETATM   35  H   UNK     0       0.891  -1.689   2.356  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.185  -0.115   2.790  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.866  -0.174   2.251  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.098  -0.959  -1.275  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.636  -1.810   1.316  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.593  -2.763  -0.167  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.124  -3.309   1.011  0.00  0.00           H+0
HETATM   42  H   UNK     0       7.159  -1.699  -0.159  0.00  0.00           H+0
HETATM   43  H   UNK     0       7.671   0.639  -2.604  0.00  0.00           H+0
HETATM   44  H   UNK     0       7.801   1.544  -0.989  0.00  0.00           H+0
HETATM   45  H   UNK     0       8.376  -0.110  -1.157  0.00  0.00           H+0
HETATM   46  H   UNK     0       4.200   2.439  -2.262  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.574   1.579  -1.639  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.861   0.112  -0.925  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.227   0.015   1.815  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.842   0.400   0.219  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.143  -3.671   0.968  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.455  -2.513   2.144  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.637  -2.862   0.585  0.00  0.00           H+0
HETATM   54  H   UNK     0      -3.655  -1.171   2.257  0.00  0.00           H+0
HETATM   55  H   UNK     0      -4.131  -3.936   1.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      -5.061  -3.149   2.268  0.00  0.00           H+0
HETATM   57  H   UNK     0      -3.365  -3.525   2.559  0.00  0.00           H+0
HETATM   58  H   UNK     0      -5.760  -0.995   1.353  0.00  0.00           H+0
HETATM   59  H   UNK     0      -4.747  -0.242   0.109  0.00  0.00           H+0
HETATM   60  H   UNK     0      -6.049  -1.722  -1.222  0.00  0.00           H+0
HETATM   61  H   UNK     0      -5.884  -3.040   0.044  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.037  -0.876  -1.389  0.00  0.00           H+0
HETATM   63  H   UNK     0      -2.096  -3.674  -1.859  0.00  0.00           H+0
HETATM   64  H   UNK     0      -1.841  -2.204  -2.816  0.00  0.00           H+0
HETATM   65  H   UNK     0      -0.807  -2.544  -1.419  0.00  0.00           H+0
HETATM   66  H   UNK     0       0.445   4.378  -1.068  0.00  0.00           H+0
HETATM   67  H   UNK     0       0.395   3.995   0.693  0.00  0.00           H+0
HETATM   68  H   UNK     0      -1.940   4.851  -1.159  0.00  0.00           H+0
HETATM   69  H   UNK     0      -1.683   3.934   1.763  0.00  0.00           H+0
HETATM   70  H   UNK     0      -2.663   3.094   0.539  0.00  0.00           H+0
HETATM   71  H   UNK     0      -3.157   4.757   1.187  0.00  0.00           H+0
HETATM   72  H   UNK     0      -0.030   6.294   0.424  0.00  0.00           H+0
HETATM   73  H   UNK     0      -1.517   6.948  -0.305  0.00  0.00           H+0
HETATM   74  H   UNK     0      -1.540   6.311   1.349  0.00  0.00           H+0
CONECT    1    2   35   36   37                                             
CONECT    2    1    3   16                                                  
CONECT    3    2    4   38                                                  
CONECT    4    3    5   39   40                                             
CONECT    5    4    6   14                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6   41                                                       
CONECT    8    6    9   42                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9   43   44   45                                             
CONECT   11    9   12   14                                                  
CONECT   12   11   13   46                                                  
CONECT   13   12                                                            
CONECT   14   11   15    5                                                  
CONECT   15   14   47                                                       
CONECT   16    2   17   28   48                                             
CONECT   17   16   18   49   50                                             
CONECT   18   17   19   20   26                                             
CONECT   19   18   51   52   53                                             
CONECT   20   18   21   22   54                                             
CONECT   21   20   55   56   57                                             
CONECT   22   20   23   58   59                                             
CONECT   23   22   24   60   61                                             
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   18   62                                             
CONECT   27   26   63   64   65                                             
CONECT   28   16   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   66   67                                             
CONECT   32   31   33   34   68                                             
CONECT   33   32   69   70   71                                             
CONECT   34   32   72   73   74                                             
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    3                                                            
CONECT   39    4                                                            
CONECT   40    4                                                            
CONECT   41    7                                                            
CONECT   42    8                                                            
CONECT   43   10                                                            
CONECT   44   10                                                            
CONECT   45   10                                                            
CONECT   46   12                                                            
CONECT   47   15                                                            
CONECT   48   16                                                            
CONECT   49   17                                                            
CONECT   50   17                                                            
CONECT   51   19                                                            
CONECT   52   19                                                            
CONECT   53   19                                                            
CONECT   54   20                                                            
CONECT   55   21                                                            
CONECT   56   21                                                            
CONECT   57   21                                                            
CONECT   58   22                                                            
CONECT   59   22                                                            
CONECT   60   23                                                            
CONECT   61   23                                                            
CONECT   62   26                                                            
CONECT   63   27                                                            
CONECT   64   27                                                            
CONECT   65   27                                                            
CONECT   66   31                                                            
CONECT   67   31                                                            
CONECT   68   32                                                            
CONECT   69   33                                                            
CONECT   70   33                                                            
CONECT   71   33                                                            
CONECT   72   34                                                            
CONECT   73   34                                                            
CONECT   74   34                                                            
MASTER        0    0    0    0    0    0    0    0   74    0  150    0
END

RDKit          3D

74 75  0  0  0  0  0  0  0  0999 V2000
    0.8552   -0.6223    2.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4588   -0.4780    0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3303   -1.0166   -0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5779   -1.6932    0.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8188   -1.0787   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9999   -1.7179    0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9975   -2.9219    0.7133 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2249   -1.1765   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2660    0.0158   -1.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5789    0.6026   -1.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0691    0.6617   -1.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1047    1.9084   -2.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1942    2.3997   -2.4040 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8433    0.1123   -0.9135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6323    0.7139   -1.1532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7642    0.2166    0.2044 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0544   -0.2321    0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4828   -1.6442    0.5070 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5925   -2.7021    1.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7922   -1.7759    1.3100 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0555   -3.1714    1.7729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9658   -1.1805    0.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4103   -2.1663   -0.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1344   -2.6434   -1.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2271   -3.6757   -1.7388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.8887   -0.9384 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8327   -2.5800   -1.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5222    1.5986    0.3800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4403    2.5356   -0.6279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5938    2.1248   -1.7999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1797    3.9403   -0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4478    4.7637   -0.1924 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3393    4.0847    0.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1466    6.1469    0.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8913   -1.6888    2.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849   -0.1147    2.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8661   -0.1737    2.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0980   -0.9594   -1.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6362   -1.8099    1.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5927   -2.7634   -0.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1240   -3.3093    1.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1590   -1.6993   -0.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6711    0.6393   -2.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8007    1.5440   -0.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3758   -0.1103   -1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1999    2.4386   -2.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5738    1.5795   -1.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8605    0.1123   -0.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2269    0.0148    1.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8417    0.4002    0.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428   -3.6713    0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4546   -2.5130    2.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6367   -2.8621    0.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6554   -1.1711    2.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1314   -3.9358    1.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0609   -3.1488    2.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3649   -3.5253    2.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7601   -0.9950    1.3528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7469   -0.2421    0.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0491   -1.7224   -1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8837   -3.0398    0.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0365   -0.8755   -1.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0965   -3.6735   -1.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8407   -2.2035   -2.8161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8071   -2.5440   -1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452    4.3783   -1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3947    3.9955    0.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9397    4.8512   -1.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6826    3.9345    1.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6633    3.0938    0.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1566    4.7568    1.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0300    6.2940    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5168    6.9481   -0.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5403    6.3110    1.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 11 14  2  0
 14 15  1  0
  2 16  1  0
 16 17  1  0
 18 17  1  6
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 16 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 14  5  1  0
 26 18  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  7 41  1  0
  8 42  1  0
 10 43  1  0
 10 44  1  0
 10 45  1  0
 12 46  1  0
 15 47  1  0
 16 48  1  6
 17 49  1  0
 17 50  1  0
 19 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  1
 21 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 22 59  1  0
 23 60  1  0
 23 61  1  0
 26 62  1  6
 27 63  1  0
 27 64  1  0
 27 65  1  0
 31 66  1  0
 31 67  1  0
 32 68  1  6
 33 69  1  0
 33 70  1  0
 33 71  1  0
 34 72  1  0
 34 73  1  0
 34 74  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(2R,3E)-5-(3-Formyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-3-en-2-yl 3-methylbutanoic acid	Generator

Chemical Formula

C₂₈H₄₀O₆

Average Mass

472.6220 Da

Monoisotopic Mass

472.28249 Da

IUPAC Name

(2R,3E)-5-(3-formyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-3-en-2-yl 3-methylbutanoate

Traditional Name

(2R,3E)-5-(3-formyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-3-en-2-yl 3-methylbutanoate

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)O[C@H](C[C@@]1(C)[C@H](C)CCC(=O)[C@@H]1C)C(\C)=C\CC1=C(O)C=C(C)C(C=O)=C1O

InChI Identifier

InChI=1S/C28H40O6/c1-16(2)12-26(32)34-25(14-28(7)19(5)9-11-23(30)20(28)6)17(3)8-10-21-24(31)13-18(4)22(15-29)27(21)33/h8,13,15-16,19-20,25,31,33H,9-12,14H2,1-7H3/b17-8+/t19-,20+,25-,28+/m1/s1

InChI Key

DIYZHFWGNBYBAL-VLEPHYJKSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cylindrocarpon lucidum	NPAtlas	11667727

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxybenzaldehydes. These are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Hydroxybenzaldehydes

Alternative Parents

Substituents

Hydroxybenzaldehyde
Benzoyl
M-cresol
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
Fatty acid ester
1-hydroxy-2-unsubstituted benzenoid
Phenol
Toluene
Monocyclic benzene moiety
Benzenoid
Fatty acyl
Vinylogous acid
Carboxylic acid ester
Ketone
Cyclic ketone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	5.31	ALOGPS
logP	7.05	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	7.33	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	134.92 m³·mol⁻¹	ChemAxon
Polarizability	53.27 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA001789

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8703841

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10528445

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Cylindrol A3 (NP0003897)

MOL for NP0003897 (Cylindrol A3)

3D MOL for NP0003897 (Cylindrol A3)

3D SDF for NP0003897 (Cylindrol A3)

3D-SDF for NP0003897 (Cylindrol A3)

PDB for NP0003897 (Cylindrol A3)

3D PDB for NP0003897 (Cylindrol A3)

SMILES for NP0003897 (Cylindrol A3)

INCHI for NP0003897 (Cylindrol A3)

Structure for NP0003897 (Cylindrol A3)

3D Structure for NP0003897 (Cylindrol A3)