NP-MRD: Showing NP-Card for Antroquinonol (NP0007354)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2020-12-09 04:10:43 UTC

Updated at

2021-07-15 16:57:21 UTC

NP-MRD ID

NP0007354

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Antroquinonol

Provided By

NPAtlas

Description

Antroquinonol is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Antroquinonol is found in Antrodia and Taiwanofungus camphoratus. It was first documented in 2007 (PMID: 17932820). Based on a literature review a significant number of articles have been published on Antroquinonol (PMID: 19723512) (PMID: 21540101) (PMID: 21840189) (PMID: 21905011).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118393D          

 66 66  0  0  0  0            999 V2000
   -7.0473    2.1008   -0.9840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9785    2.8363   -0.4219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8464    2.1538    0.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9252    1.4192    1.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1515    1.3203    1.8444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6010    0.0128    2.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7242    0.7262    1.6330 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9305    1.6511    2.3451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9159    0.1137    0.5249 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5775   -0.2771    1.0866 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7537   -0.8883    0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2738   -2.1240    0.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5829   -2.9545    1.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5347   -2.6593   -1.0632 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8473   -3.1391   -0.8155 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0781   -2.6709   -0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5396   -1.5079   -0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6374   -0.3732   -0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9430   -1.3828    0.4314 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8225   -0.6180   -0.4626 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3798    0.7458   -0.7357 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0703    1.7770   -0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6293    3.1934   -0.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2857    1.5052    0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6922    1.0403   -0.6405 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9030    0.3158   -1.9451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5669    2.2350   -0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2534    3.3247   -1.1637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7136    1.5045   -1.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8103    2.8238   -1.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4770    1.3977   -0.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9050   -0.5495    2.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8102   -0.5842    1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5805    0.0841    2.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9712   -0.0695    2.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1119    2.5590    2.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4694   -0.7825    0.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0617    0.6799    1.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6208   -0.8858    1.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5210   -0.3046   -0.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6656   -3.1107    1.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2199   -2.4565    2.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0193   -3.9239    1.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1191   -3.5539   -1.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3912   -2.0350   -1.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1172   -3.7612   -1.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6590   -4.1158   -0.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8740   -3.5007   -0.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2191    0.5115    0.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3405    0.0075   -1.0827 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8302   -0.3956    0.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4142   -2.3960    0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8948   -0.9256    1.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9542   -1.2068   -1.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8764   -0.5831   -0.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5100    0.9793   -1.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5073    3.8707   -0.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8470    3.4436    0.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2278    3.3005   -1.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6437    2.4672    0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0913    1.0531   -0.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1218    0.8299    1.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6401    1.4234   -0.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8417    0.6416   -2.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0187    0.4615   -2.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9865   -0.7741   -1.7130 H   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  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
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  3  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
  9 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27  3  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  6 32  1  0  0  0  0
  6 33  1  0  0  0  0
  6 34  1  0  0  0  0
  7 35  1  1  0  0  0
  8 36  1  0  0  0  0
  9 37  1  6  0  0  0
 10 38  1  0  0  0  0
 10 39  1  0  0  0  0
 11 40  1  0  0  0  0
 13 41  1  0  0  0  0
 13 42  1  0  0  0  0
 13 43  1  0  0  0  0
 14 44  1  0  0  0  0
 14 45  1  0  0  0  0
 15 46  1  0  0  0  0
 15 47  1  0  0  0  0
 16 48  1  0  0  0  0
 18 49  1  0  0  0  0
 18 50  1  0  0  0  0
 18 51  1  0  0  0  0
 19 52  1  0  0  0  0
 19 53  1  0  0  0  0
 20 54  1  0  0  0  0
 20 55  1  0  0  0  0
 21 56  1  0  0  0  0
 23 57  1  0  0  0  0
 23 58  1  0  0  0  0
 23 59  1  0  0  0  0
 24 60  1  0  0  0  0
 24 61  1  0  0  0  0
 24 62  1  0  0  0  0
 25 63  1  6  0  0  0
 26 64  1  0  0  0  0
 26 65  1  0  0  0  0
 26 66  1  0  0  0  0
M  END

     RDKit          3D

 66 66  0  0  0  0  0  0  0  0999 V2000
   -7.0473    2.1008   -0.9840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9785    2.8363   -0.4219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8464    2.1538    0.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9252    1.4192    1.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1515    1.3203    1.8444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6010    0.0128    2.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7242    0.7262    1.6330 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9305    1.6511    2.3451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9159    0.1137    0.5249 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5775   -0.2771    1.0866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7537   -0.8883    0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2738   -2.1240    0.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5829   -2.9545    1.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5347   -2.6593   -1.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8473   -3.1391   -0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781   -2.6709   -0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5396   -1.5079   -0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6374   -0.3732   -0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9430   -1.3828    0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8225   -0.6180   -0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3798    0.7458   -0.7357 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0703    1.7770   -0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6293    3.1934   -0.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2857    1.5052    0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6922    1.0403   -0.6405 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9030    0.3158   -1.9451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5669    2.2350   -0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2534    3.3247   -1.1637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7136    1.5045   -1.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8103    2.8238   -1.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4770    1.3977   -0.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9050   -0.5495    2.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8102   -0.5842    1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5805    0.0841    2.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9712   -0.0695    2.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1119    2.5590    2.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4694   -0.7825    0.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0617    0.6799    1.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6208   -0.8858    1.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5210   -0.3046   -0.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6656   -3.1107    1.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2199   -2.4565    2.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0193   -3.9239    1.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1191   -3.5539   -1.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3912   -2.0350   -1.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1172   -3.7612   -1.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6590   -4.1158   -0.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8740   -3.5007   -0.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2191    0.5115    0.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3405    0.0075   -1.0827 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8302   -0.3956    0.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4142   -2.3960    0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8948   -0.9256    1.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9542   -1.2068   -1.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8764   -0.5831   -0.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5100    0.9793   -1.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5073    3.8707   -0.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8470    3.4436    0.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2278    3.3005   -1.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6437    2.4672    0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0913    1.0531   -0.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1218    0.8299    1.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6401    1.4234   -0.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8417    0.6416   -2.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0187    0.4615   -2.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9865   -0.7741   -1.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  4  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  3
 22 23  1  0
 22 24  1  0
  9 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 27  3  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  1
  8 36  1  0
  9 37  1  6
 10 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 18 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  0
 23 57  1  0
 23 58  1  0
 23 59  1  0
 24 60  1  0
 24 61  1  0
 24 62  1  0
 25 63  1  6
 26 64  1  0
 26 65  1  0
 26 66  1  0
M  END


  Mrv1652306242118393D          

 66 66  0  0  0  0            999 V2000
   -7.0473    2.1008   -0.9840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9785    2.8363   -0.4219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8464    2.1538    0.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9252    1.4192    1.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1515    1.3203    1.8444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6010    0.0128    2.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7242    0.7262    1.6330 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9305    1.6511    2.3451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9159    0.1137    0.5249 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5775   -0.2771    1.0866 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7537   -0.8883    0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2738   -2.1240    0.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5829   -2.9545    1.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5347   -2.6593   -1.0632 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8473   -3.1391   -0.8155 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0781   -2.6709   -0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5396   -1.5079   -0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6374   -0.3732   -0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9430   -1.3828    0.4314 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8225   -0.6180   -0.4626 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3798    0.7458   -0.7357 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0703    1.7770   -0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6293    3.1934   -0.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2857    1.5052    0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6922    1.0403   -0.6405 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9030    0.3158   -1.9451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5669    2.2350   -0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2534    3.3247   -1.1637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7136    1.5045   -1.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8103    2.8238   -1.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4770    1.3977   -0.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9050   -0.5495    2.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8102   -0.5842    1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5805    0.0841    2.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9712   -0.0695    2.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1119    2.5590    2.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4694   -0.7825    0.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0617    0.6799    1.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6208   -0.8858    1.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5210   -0.3046   -0.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6656   -3.1107    1.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2199   -2.4565    2.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0193   -3.9239    1.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1191   -3.5539   -1.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3912   -2.0350   -1.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1172   -3.7612   -1.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6590   -4.1158   -0.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8740   -3.5007   -0.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2191    0.5115    0.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3405    0.0075   -1.0827 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8302   -0.3956    0.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4142   -2.3960    0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8948   -0.9256    1.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9542   -1.2068   -1.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8764   -0.5831   -0.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5100    0.9793   -1.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5073    3.8707   -0.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8470    3.4436    0.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2278    3.3005   -1.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6437    2.4672    0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0913    1.0531   -0.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1218    0.8299    1.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6401    1.4234   -0.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8417    0.6416   -2.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0187    0.4615   -2.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9865   -0.7741   -1.7130 H   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  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
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  3  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
  9 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27  3  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  6 32  1  0  0  0  0
  6 33  1  0  0  0  0
  6 34  1  0  0  0  0
  7 35  1  1  0  0  0
  8 36  1  0  0  0  0
  9 37  1  6  0  0  0
 10 38  1  0  0  0  0
 10 39  1  0  0  0  0
 11 40  1  0  0  0  0
 13 41  1  0  0  0  0
 13 42  1  0  0  0  0
 13 43  1  0  0  0  0
 14 44  1  0  0  0  0
 14 45  1  0  0  0  0
 15 46  1  0  0  0  0
 15 47  1  0  0  0  0
 16 48  1  0  0  0  0
 18 49  1  0  0  0  0
 18 50  1  0  0  0  0
 18 51  1  0  0  0  0
 19 52  1  0  0  0  0
 19 53  1  0  0  0  0
 20 54  1  0  0  0  0
 20 55  1  0  0  0  0
 21 56  1  0  0  0  0
 23 57  1  0  0  0  0
 23 58  1  0  0  0  0
 23 59  1  0  0  0  0
 24 60  1  0  0  0  0
 24 61  1  0  0  0  0
 24 62  1  0  0  0  0
 25 63  1  6  0  0  0
 26 64  1  0  0  0  0
 26 65  1  0  0  0  0
 26 66  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007354

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H38O4/c1-16(2)10-8-11-17(3)12-9-13-18(4)14-15-20-19(5)21(25)23(27-6)24(28-7)22(20)26/h10,12,14,19-20,22,26H,8-9,11,13,15H2,1-7H3/b17-12+,18-14+/t19-,20-,22-/m1/s1

> <INCHI_KEY>
LJTSIMVOOOLKOL-FNRDIUJOSA-N

> <FORMULA>
C24H38O4

> <MOLECULAR_WEIGHT>
390.564

> <EXACT_MASS>
390.277009704

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
46.48872770293919

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R,5R,6R)-4-hydroxy-2,3-dimethoxy-6-methyl-5-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]cyclohex-2-en-1-one

> <ALOGPS_LOGP>
5.21

> <JCHEM_LOGP>
4.733890150333332

> <ALOGPS_LOGS>
-4.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.705581468793376

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.512348756843888

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4494900995692532

> <JCHEM_POLAR_SURFACE_AREA>
55.76

> <JCHEM_REFRACTIVITY>
120.07119999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.99e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R,5R,6R)-4-hydroxy-2,3-dimethoxy-6-methyl-5-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]cyclohex-2-en-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 66 66  0  0  0  0  0  0  0  0999 V2000
   -7.0473    2.1008   -0.9840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9785    2.8363   -0.4219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8464    2.1538    0.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9252    1.4192    1.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1515    1.3203    1.8444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6010    0.0128    2.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7242    0.7262    1.6330 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9305    1.6511    2.3451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9159    0.1137    0.5249 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5775   -0.2771    1.0866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7537   -0.8883    0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2738   -2.1240    0.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5829   -2.9545    1.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5347   -2.6593   -1.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8473   -3.1391   -0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781   -2.6709   -0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5396   -1.5079   -0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6374   -0.3732   -0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9430   -1.3828    0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8225   -0.6180   -0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3798    0.7458   -0.7357 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0703    1.7770   -0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6293    3.1934   -0.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2857    1.5052    0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6922    1.0403   -0.6405 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9030    0.3158   -1.9451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5669    2.2350   -0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2534    3.3247   -1.1637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7136    1.5045   -1.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8103    2.8238   -1.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4770    1.3977   -0.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9050   -0.5495    2.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8102   -0.5842    1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5805    0.0841    2.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9712   -0.0695    2.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1119    2.5590    2.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4694   -0.7825    0.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0617    0.6799    1.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6208   -0.8858    1.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5210   -0.3046   -0.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6656   -3.1107    1.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2199   -2.4565    2.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0193   -3.9239    1.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1191   -3.5539   -1.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3912   -2.0350   -1.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1172   -3.7612   -1.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6590   -4.1158   -0.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8740   -3.5007   -0.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2191    0.5115    0.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3405    0.0075   -1.0827 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8302   -0.3956    0.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4142   -2.3960    0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8948   -0.9256    1.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9542   -1.2068   -1.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8764   -0.5831   -0.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5100    0.9793   -1.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5073    3.8707   -0.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8470    3.4436    0.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2278    3.3005   -1.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6437    2.4672    0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0913    1.0531   -0.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1218    0.8299    1.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6401    1.4234   -0.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8417    0.6416   -2.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0187    0.4615   -2.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9865   -0.7741   -1.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  4  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  3
 22 23  1  0
 22 24  1  0
  9 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 27  3  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  1
  8 36  1  0
  9 37  1  6
 10 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 18 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  0
 23 57  1  0
 23 58  1  0
 23 59  1  0
 24 60  1  0
 24 61  1  0
 24 62  1  0
 25 63  1  6
 26 64  1  0
 26 65  1  0
 26 66  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      -7.047   2.101  -0.984  0.00  0.00           C+0
HETATM    2  O   UNK     0      -5.979   2.836  -0.422  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.846   2.154   0.065  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.925   1.419   1.161  0.00  0.00           C+0
HETATM    5  O   UNK     0      -6.152   1.320   1.844  0.00  0.00           O+0
HETATM    6  C   UNK     0      -6.601   0.013   2.144  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.724   0.726   1.633  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.930   1.651   2.345  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.916   0.114   0.525  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.577  -0.277   1.087  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.754  -0.888   0.007  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.274  -2.124   0.050  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.583  -2.954   1.266  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.535  -2.659  -1.063  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.847  -3.139  -0.816  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.078  -2.671  -0.385  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.540  -1.508  -0.049  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.637  -0.373  -0.099  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.943  -1.383   0.431  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.822  -0.618  -0.463  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.380   0.746  -0.736  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.070   1.777  -0.259  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.629   3.193  -0.530  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.286   1.505   0.546  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.692   1.040  -0.641  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.903   0.316  -1.945  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.567   2.235  -0.617  0.00  0.00           C+0
HETATM   28  O   UNK     0      -3.253   3.325  -1.164  0.00  0.00           O+0
HETATM   29  H   UNK     0      -6.714   1.504  -1.871  0.00  0.00           H+0
HETATM   30  H   UNK     0      -7.810   2.824  -1.332  0.00  0.00           H+0
HETATM   31  H   UNK     0      -7.477   1.398  -0.248  0.00  0.00           H+0
HETATM   32  H   UNK     0      -5.905  -0.550   2.779  0.00  0.00           H+0
HETATM   33  H   UNK     0      -6.810  -0.584   1.222  0.00  0.00           H+0
HETATM   34  H   UNK     0      -7.580   0.084   2.694  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.971  -0.070   2.349  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.112   2.559   2.017  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.469  -0.783   0.132  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.062   0.680   1.371  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.621  -0.886   1.989  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.521  -0.305  -0.876  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.666  -3.111   1.333  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.220  -2.457   2.199  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.019  -3.924   1.222  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.119  -3.554  -1.381  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.391  -2.035  -1.997  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.117  -3.761  -1.790  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.659  -4.116  -0.163  0.00  0.00           H+0
HETATM   48  H   UNK     0       3.874  -3.501  -0.310  0.00  0.00           H+0
HETATM   49  H   UNK     0       3.219   0.511   0.347  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.341   0.008  -1.083  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.830  -0.396   0.672  0.00  0.00           H+0
HETATM   52  H   UNK     0       5.414  -2.396   0.630  0.00  0.00           H+0
HETATM   53  H   UNK     0       4.895  -0.926   1.480  0.00  0.00           H+0
HETATM   54  H   UNK     0       5.954  -1.207  -1.426  0.00  0.00           H+0
HETATM   55  H   UNK     0       6.876  -0.583  -0.059  0.00  0.00           H+0
HETATM   56  H   UNK     0       4.510   0.979  -1.362  0.00  0.00           H+0
HETATM   57  H   UNK     0       6.507   3.871  -0.372  0.00  0.00           H+0
HETATM   58  H   UNK     0       4.847   3.444   0.200  0.00  0.00           H+0
HETATM   59  H   UNK     0       5.228   3.301  -1.561  0.00  0.00           H+0
HETATM   60  H   UNK     0       7.644   2.467   0.962  0.00  0.00           H+0
HETATM   61  H   UNK     0       8.091   1.053  -0.099  0.00  0.00           H+0
HETATM   62  H   UNK     0       7.122   0.830   1.390  0.00  0.00           H+0
HETATM   63  H   UNK     0      -1.640   1.423  -0.617  0.00  0.00           H+0
HETATM   64  H   UNK     0      -3.842   0.642  -2.445  0.00  0.00           H+0
HETATM   65  H   UNK     0      -2.019   0.462  -2.586  0.00  0.00           H+0
HETATM   66  H   UNK     0      -2.986  -0.774  -1.713  0.00  0.00           H+0
CONECT    1    2   29   30   31                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   27                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5   32   33   34                                             
CONECT    7    4    8    9   35                                             
CONECT    8    7   36                                                       
CONECT    9    7   10   25   37                                             
CONECT   10    9   11   38   39                                             
CONECT   11   10   12   40                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12   41   42   43                                             
CONECT   14   12   15   44   45                                             
CONECT   15   14   16   46   47                                             
CONECT   16   15   17   48                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   49   50   51                                             
CONECT   19   17   20   52   53                                             
CONECT   20   19   21   54   55                                             
CONECT   21   20   22   56                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22   57   58   59                                             
CONECT   24   22   60   61   62                                             
CONECT   25    9   26   27   63                                             
CONECT   26   25   64   65   66                                             
CONECT   27   25   28    3                                                  
CONECT   28   27                                                            
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    6                                                            
CONECT   33    6                                                            
CONECT   34    6                                                            
CONECT   35    7                                                            
CONECT   36    8                                                            
CONECT   37    9                                                            
CONECT   38   10                                                            
CONECT   39   10                                                            
CONECT   40   11                                                            
CONECT   41   13                                                            
CONECT   42   13                                                            
CONECT   43   13                                                            
CONECT   44   14                                                            
CONECT   45   14                                                            
CONECT   46   15                                                            
CONECT   47   15                                                            
CONECT   48   16                                                            
CONECT   49   18                                                            
CONECT   50   18                                                            
CONECT   51   18                                                            
CONECT   52   19                                                            
CONECT   53   19                                                            
CONECT   54   20                                                            
CONECT   55   20                                                            
CONECT   56   21                                                            
CONECT   57   23                                                            
CONECT   58   23                                                            
CONECT   59   23                                                            
CONECT   60   24                                                            
CONECT   61   24                                                            
CONECT   62   24                                                            
CONECT   63   25                                                            
CONECT   64   26                                                            
CONECT   65   26                                                            
CONECT   66   26                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  132    0
END

RDKit          3D

66 66  0  0  0  0  0  0  0  0999 V2000
   -7.0473    2.1008   -0.9840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9785    2.8363   -0.4219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8464    2.1538    0.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9252    1.4192    1.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1515    1.3203    1.8444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6010    0.0128    2.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7242    0.7262    1.6330 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9305    1.6511    2.3451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9159    0.1137    0.5249 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5775   -0.2771    1.0866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7537   -0.8883    0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2738   -2.1240    0.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5829   -2.9545    1.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5347   -2.6593   -1.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8473   -3.1391   -0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781   -2.6709   -0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5396   -1.5079   -0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6374   -0.3732   -0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9430   -1.3828    0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8225   -0.6180   -0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3798    0.7458   -0.7357 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0703    1.7770   -0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6293    3.1934   -0.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2857    1.5052    0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6922    1.0403   -0.6405 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9030    0.3158   -1.9451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5669    2.2350   -0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2534    3.3247   -1.1637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7136    1.5045   -1.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8103    2.8238   -1.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4770    1.3977   -0.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9050   -0.5495    2.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8102   -0.5842    1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5805    0.0841    2.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9712   -0.0695    2.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1119    2.5590    2.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4694   -0.7825    0.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0617    0.6799    1.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6208   -0.8858    1.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5210   -0.3046   -0.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6656   -3.1107    1.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2199   -2.4565    2.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0193   -3.9239    1.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1191   -3.5539   -1.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3912   -2.0350   -1.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1172   -3.7612   -1.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6590   -4.1158   -0.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8740   -3.5007   -0.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2191    0.5115    0.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3405    0.0075   -1.0827 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8302   -0.3956    0.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4142   -2.3960    0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8948   -0.9256    1.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9542   -1.2068   -1.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8764   -0.5831   -0.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5100    0.9793   -1.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5073    3.8707   -0.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8470    3.4436    0.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2278    3.3005   -1.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6437    2.4672    0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0913    1.0531   -0.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1218    0.8299    1.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6401    1.4234   -0.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8417    0.6416   -2.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0187    0.4615   -2.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9865   -0.7741   -1.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  4  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  3
 22 23  1  0
 22 24  1  0
  9 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 27  3  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  1
  8 36  1  0
  9 37  1  6
 10 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 18 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  0
 23 57  1  0
 23 58  1  0
 23 59  1  0
 24 60  1  0
 24 61  1  0
 24 62  1  0
 25 63  1  6
 26 64  1  0
 26 65  1  0
 26 66  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Antroquinonol D	MeSH
(+)-Antroquinonol a	MeSH
Antroquinonol a	MeSH

Chemical Formula

C₂₄H₃₈O₄

Average Mass

390.5640 Da

Monoisotopic Mass

390.27701 Da

IUPAC Name

(4R,5R,6R)-4-hydroxy-2,3-dimethoxy-6-methyl-5-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]cyclohex-2-en-1-one

Traditional Name

(4R,5R,6R)-4-hydroxy-2,3-dimethoxy-6-methyl-5-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]cyclohex-2-en-1-one

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C(=O)[C@H](C)[C@@H](C\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@H]1O

InChI Identifier

InChI=1S/C24H38O4/c1-16(2)10-8-11-17(3)12-9-13-18(4)14-15-20-19(5)21(25)23(27-6)24(28-7)22(20)26/h10,12,14,19-20,22,26H,8-9,11,13,15H2,1-7H3/b17-12+,18-14+/t19-,20-,22-/m1/s1

InChI Key

LJTSIMVOOOLKOL-FNRDIUJOSA-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
Antrodia	NPAtlas	17932820
Taiwanofungus camphoratus	LOTUS Database	35616633

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Cyclohexenone
Vinylogous ester
Cyclic ketone
Secondary alcohol
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

secondary alcohol (CHEBI:65415 )
enone (CHEBI:65415 )
enol ether (CHEBI:65415 )

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	5.21	ALOGPS
logP	4.73	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	13.51	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	120.07 m³·mol⁻¹	ChemAxon
Polarizability	46.49 Å³	ChemAxon
Number of Rings	1	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

NPAtlas ID

NPA018676

HMDB ID

Not Available

DrugBank ID

DB12326

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28284595

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24875259

PDB ID

Not Available

ChEBI ID

65415

Good Scents ID

Not Available

References

General References

Lee TH, Lee CK, Tsou WL, Liu SY, Kuo MT, Wen WC: A new cytotoxic agent from solid-state fermented mycelium of Antrodia camphorata. Planta Med. 2007 Oct;73(13):1412-5. doi: 10.1055/s-2007-990232. Epub 2007 Oct 11. [PubMed:17932820 ]
Chiang PC, Lin SC, Pan SL, Kuo CH, Tsai IL, Kuo MT, Wen WC, Chen P, Guh JH: Antroquinonol displays anticancer potential against human hepatocellular carcinoma cells: a crucial role of AMPK and mTOR pathways. Biochem Pharmacol. 2010 Jan 15;79(2):162-71. doi: 10.1016/j.bcp.2009.08.022. Epub 2009 Aug 31. [PubMed:19723512 ]
Kumar KJ, Chu FH, Hsieh HW, Liao JW, Li WH, Lin JC, Shaw JF, Wang SY: Antroquinonol from ethanolic extract of mycelium of Antrodia cinnamomea protects hepatic cells from ethanol-induced oxidative stress through Nrf-2 activation. J Ethnopharmacol. 2011 Jun 14;136(1):168-77. doi: 10.1016/j.jep.2011.04.030. Epub 2011 Apr 20. [PubMed:21540101 ]
Yu CC, Chiang PC, Lu PH, Kuo MT, Wen WC, Chen P, Guh JH: Antroquinonol, a natural ubiquinone derivative, induces a cross talk between apoptosis, autophagy and senescence in human pancreatic carcinoma cells. J Nutr Biochem. 2012 Aug;23(8):900-7. doi: 10.1016/j.jnutbio.2011.04.015. Epub 2011 Aug 12. [PubMed:21840189 ]
Tsai PY, Ka SM, Chang JM, Lai JH, Dai MS, Jheng HL, Kuo MT, Chen P, Chen A: Antroquinonol differentially modulates T cell activity and reduces interleukin-18 production, but enhances Nrf2 activation, in murine accelerated severe lupus nephritis. Arthritis Rheum. 2012 Jan;64(1):232-42. doi: 10.1002/art.33328. [PubMed:21905011 ]

Showing NP-Card for Antroquinonol (NP0007354)

MOL for NP0007354 (Antroquinonol)

3D MOL for NP0007354 (Antroquinonol)

3D SDF for NP0007354 (Antroquinonol)

3D-SDF for NP0007354 (Antroquinonol)

PDB for NP0007354 (Antroquinonol)

3D PDB for NP0007354 (Antroquinonol)

SMILES for NP0007354 (Antroquinonol)

INCHI for NP0007354 (Antroquinonol)

Structure for NP0007354 (Antroquinonol)

3D Structure for NP0007354 (Antroquinonol)