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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:20:48 UTC

Update Date

2022-03-07 02:56:43 UTC

HMDB ID

HMDB0040764

Secondary Accession Numbers

HMDB40764

Metabolite Identification

Common Name

Bolegrevilol

Description

Bolegrevilol belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review a small amount of articles have been published on Bolegrevilol.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 05061312062D          

 32 32  0  0  0  0            999 V2000
   11.4315    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  7  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  0  0  0  0
 15  9  1  0  0  0  0
 17 16  1  0  0  0  0
 20  1  1  0  0  0  0
 20  2  1  0  0  0  0
 20 10  2  0  0  0  0
 21  3  1  0  0  0  0
 21 11  1  0  0  0  0
 21 12  2  0  0  0  0
 22  4  1  0  0  0  0
 22 13  1  0  0  0  0
 22 14  2  0  0  0  0
 23  5  1  0  0  0  0
 23 15  1  0  0  0  0
 23 16  2  0  0  0  0
 24  6  1  0  0  0  0
 25 17  1  0  0  0  0
 25 18  2  0  0  0  0
 26 18  1  0  0  0  0
 26 19  2  0  0  0  0
 27 19  1  0  0  0  0
 28 25  1  0  0  0  0
 28 27  2  0  0  0  0
 29 24  2  0  0  0  0
 30 26  1  0  0  0  0
 31 27  1  0  0  0  0
 32 24  1  0  0  0  0
 32 28  1  0  0  0  0
M  END

HMDB0040764
     RDKit          3D
Bolegrevilol
 72 72  0  0  0  0  0  0  0  0999 V2000
   -7.1263    0.1859    2.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8413    0.4596    1.4481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4013    1.6126    1.1587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0132   -0.4282    0.4202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7455   -0.1721   -0.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7195    0.5987   -1.5805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8534    1.0524   -0.8906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5070    0.8804   -2.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3721    0.4105   -3.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1982    0.7168   -4.8921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4228   -0.3414   -2.9082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6217   -0.6346   -1.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6495   -1.4337   -0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7444   -0.6865    0.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4281   -0.7269   -0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7873   -1.5227   -1.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5726    0.0552    0.8180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6016   -0.8316    1.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2373   -0.0474    2.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5677   -0.0405    2.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2698   -0.7956    1.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3327    0.7737    3.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1405    1.8770    2.7307 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1587    1.4054    1.7954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1256    1.7894    0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0294    2.7077    0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1286    1.3383   -0.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1455    0.4148    0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1640   -0.0299   -0.8090 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3608   -1.3036   -1.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5831   -2.3822   -0.5025 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3941   -1.6280   -2.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8015    1.0150    3.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2036    0.1829    3.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6513   -0.7529    3.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5117    1.6010   -1.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2278    1.4727   -3.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3850    0.3964   -5.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5257   -0.7275   -3.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0431   -2.0607   -1.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2470   -2.1789   -0.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1138   -0.0777    0.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6917   -1.4778   -1.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0565   -1.0170   -2.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0985   -2.5869   -1.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1359    0.6329    1.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9460    0.7328    0.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2195   -1.5514    2.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049   -1.4630    0.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2299    0.5441    3.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1880   -0.3478    0.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9256   -1.8484    1.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3472   -0.9062    1.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9693    0.0451    3.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6413    1.2267    4.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4570    2.6425    2.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6339    2.4435    3.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9439    0.7508    2.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1540    3.6490    0.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0419    2.2925    0.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1631    2.9769   -0.9807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6586    0.8494   -1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6759    2.2187   -0.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6026   -0.4389    0.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6900    0.9423    0.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7374    0.7709   -1.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1047   -3.3707   -0.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4601   -2.2869    0.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5965   -2.5107   -1.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5567   -2.7105   -2.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3621   -1.1420   -1.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1514   -1.2036   -3.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  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  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  3
 30 31  1  0
 30 32  1  0
 12  5  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  7 36  1  0
  8 37  1  0
 10 38  1  0
 11 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 21 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 23 57  1  0
 24 58  1  0
 26 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 27 63  1  0
 28 64  1  0
 28 65  1  0
 29 66  1  0
 31 67  1  0
 31 68  1  0
 31 69  1  0
 32 70  1  0
 32 71  1  0
 32 72  1  0
M  END


  Mrv0541 05061312062D          

 32 32  0  0  0  0            999 V2000
   11.4315    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  7  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  0  0  0  0
 15  9  1  0  0  0  0
 17 16  1  0  0  0  0
 20  1  1  0  0  0  0
 20  2  1  0  0  0  0
 20 10  2  0  0  0  0
 21  3  1  0  0  0  0
 21 11  1  0  0  0  0
 21 12  2  0  0  0  0
 22  4  1  0  0  0  0
 22 13  1  0  0  0  0
 22 14  2  0  0  0  0
 23  5  1  0  0  0  0
 23 15  1  0  0  0  0
 23 16  2  0  0  0  0
 24  6  1  0  0  0  0
 25 17  1  0  0  0  0
 25 18  2  0  0  0  0
 26 18  1  0  0  0  0
 26 19  2  0  0  0  0
 27 19  1  0  0  0  0
 28 25  1  0  0  0  0
 28 27  2  0  0  0  0
 29 24  2  0  0  0  0
 30 26  1  0  0  0  0
 31 27  1  0  0  0  0
 32 24  1  0  0  0  0
 32 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040764

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=CC(O)=CC(O)=C1OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H40O4/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-15-23(5)16-17-25-18-26(30)19-27(31)28(25)32-24(6)29/h10,12,14,16,18-19,30-31H,7-9,11,13,15,17H2,1-6H3/b21-12+,22-14+,23-16+

> <INCHI_KEY>
MZWQVUHXBWQZLY-MLAGYPMBSA-N

> <FORMULA>
C28H40O4

> <MOLECULAR_WEIGHT>
440.6148

> <EXACT_MASS>
440.292659768

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
52.55592515615122

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,4-dihydroxy-6-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]phenyl acetate

> <ALOGPS_LOGP>
7.45

> <JCHEM_LOGP>
8.331085971333334

> <ALOGPS_LOGS>
-5.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.969920879206889

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.41683982008273

> <JCHEM_PKA_STRONGEST_BASIC>
-4.066442517269828

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
136.80280000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.32e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,4-dihydroxy-6-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]phenyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040764
     RDKit          3D
Bolegrevilol
 72 72  0  0  0  0  0  0  0  0999 V2000
   -7.1263    0.1859    2.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8413    0.4596    1.4481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4013    1.6126    1.1587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0132   -0.4282    0.4202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7455   -0.1721   -0.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7195    0.5987   -1.5805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8534    1.0524   -0.8906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5070    0.8804   -2.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3721    0.4105   -3.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1982    0.7168   -4.8921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4228   -0.3414   -2.9082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6217   -0.6346   -1.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6495   -1.4337   -0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7444   -0.6865    0.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4281   -0.7269   -0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7873   -1.5227   -1.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5726    0.0552    0.8180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6016   -0.8316    1.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2373   -0.0474    2.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5677   -0.0405    2.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2698   -0.7956    1.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3327    0.7737    3.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1405    1.8770    2.7307 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1587    1.4054    1.7954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1256    1.7894    0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0294    2.7077    0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1286    1.3383   -0.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1455    0.4148    0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1640   -0.0299   -0.8090 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3608   -1.3036   -1.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5831   -2.3822   -0.5025 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3941   -1.6280   -2.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8015    1.0150    3.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2036    0.1829    3.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6513   -0.7529    3.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5117    1.6010   -1.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2278    1.4727   -3.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3850    0.3964   -5.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5257   -0.7275   -3.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0431   -2.0607   -1.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2470   -2.1789   -0.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1138   -0.0777    0.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6917   -1.4778   -1.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0565   -1.0170   -2.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0985   -2.5869   -1.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1359    0.6329    1.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9460    0.7328    0.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2195   -1.5514    2.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049   -1.4630    0.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2299    0.5441    3.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1880   -0.3478    0.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9256   -1.8484    1.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3472   -0.9062    1.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9693    0.0451    3.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6413    1.2267    4.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4570    2.6425    2.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6339    2.4435    3.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9439    0.7508    2.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1540    3.6490    0.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0419    2.2925    0.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1631    2.9769   -0.9807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6586    0.8494   -1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6759    2.2187   -0.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6026   -0.4389    0.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6900    0.9423    0.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7374    0.7709   -1.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1047   -3.3707   -0.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4601   -2.2869    0.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5965   -2.5107   -1.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5567   -2.7105   -2.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3621   -1.1420   -1.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1514   -1.2036   -3.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  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  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  3
 30 31  1  0
 30 32  1  0
 12  5  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  7 36  1  0
  8 37  1  0
 10 38  1  0
 11 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 21 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 23 57  1  0
 24 58  1  0
 26 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 27 63  1  0
 28 64  1  0
 28 65  1  0
 29 66  1  0
 31 67  1  0
 31 68  1  0
 31 69  1  0
 32 70  1  0
 32 71  1  0
 32 72  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      21.339   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.005   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.671   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.338   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.672   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.004   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      20.005   3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.671   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   20                                                            
CONECT    3   21                                                            
CONECT    4   22                                                            
CONECT    5   23                                                            
CONECT    6   24                                                            
CONECT    7   10   11                                                       
CONECT    8   12   13                                                       
CONECT    9   14   15                                                       
CONECT   10    7   20                                                       
CONECT   11    7   21                                                       
CONECT   12    8   21                                                       
CONECT   13    8   22                                                       
CONECT   14    9   22                                                       
CONECT   15    9   23                                                       
CONECT   16   17   23                                                       
CONECT   17   16   25                                                       
CONECT   18   25   26                                                       
CONECT   19   26   27                                                       
CONECT   20    1    2   10                                                  
CONECT   21    3   11   12                                                  
CONECT   22    4   13   14                                                  
CONECT   23    5   15   16                                                  
CONECT   24    6   29   32                                                  
CONECT   25   17   18   28                                                  
CONECT   26   18   19   30                                                  
CONECT   27   19   28   31                                                  
CONECT   28   25   27   32                                                  
CONECT   29   24                                                            
CONECT   30   26                                                            
CONECT   31   27                                                            
CONECT   32   24   28                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   64    0
END

COMPND    HMDB0040764
HETATM    1  C1  UNL     1      -7.126   0.186   2.869  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.841   0.460   1.448  1.00  0.00           C  
HETATM    3  O1  UNL     1      -6.401   1.613   1.159  1.00  0.00           O  
HETATM    4  O2  UNL     1      -7.013  -0.428   0.420  1.00  0.00           O  
HETATM    5  C3  UNL     1      -6.745  -0.172  -0.923  1.00  0.00           C  
HETATM    6  C4  UNL     1      -7.720   0.599  -1.580  1.00  0.00           C  
HETATM    7  O3  UNL     1      -8.853   1.052  -0.891  1.00  0.00           O  
HETATM    8  C5  UNL     1      -7.507   0.880  -2.913  1.00  0.00           C  
HETATM    9  C6  UNL     1      -6.372   0.410  -3.552  1.00  0.00           C  
HETATM   10  O4  UNL     1      -6.198   0.717  -4.892  1.00  0.00           O  
HETATM   11  C7  UNL     1      -5.423  -0.341  -2.908  1.00  0.00           C  
HETATM   12  C8  UNL     1      -5.622  -0.635  -1.564  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.649  -1.434  -0.795  1.00  0.00           C  
HETATM   14  C10 UNL     1      -3.744  -0.686   0.071  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.428  -0.727  -0.104  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.787  -1.523  -1.177  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.573   0.055   0.818  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.602  -0.832   1.572  1.00  0.00           C  
HETATM   19  C15 UNL     1       0.237  -0.047   2.486  1.00  0.00           C  
HETATM   20  C16 UNL     1       1.568  -0.041   2.351  1.00  0.00           C  
HETATM   21  C17 UNL     1       2.270  -0.796   1.307  1.00  0.00           C  
HETATM   22  C18 UNL     1       2.333   0.774   3.326  1.00  0.00           C  
HETATM   23  C19 UNL     1       3.141   1.877   2.731  1.00  0.00           C  
HETATM   24  C20 UNL     1       4.159   1.405   1.795  1.00  0.00           C  
HETATM   25  C21 UNL     1       4.126   1.789   0.526  1.00  0.00           C  
HETATM   26  C22 UNL     1       3.029   2.708   0.087  1.00  0.00           C  
HETATM   27  C23 UNL     1       5.129   1.338  -0.446  1.00  0.00           C  
HETATM   28  C24 UNL     1       6.146   0.415   0.197  1.00  0.00           C  
HETATM   29  C25 UNL     1       7.164  -0.030  -0.809  1.00  0.00           C  
HETATM   30  C26 UNL     1       7.361  -1.304  -1.125  1.00  0.00           C  
HETATM   31  C27 UNL     1       6.583  -2.382  -0.503  1.00  0.00           C  
HETATM   32  C28 UNL     1       8.394  -1.628  -2.132  1.00  0.00           C  
HETATM   33  H1  UNL     1      -7.801   1.015   3.222  1.00  0.00           H  
HETATM   34  H2  UNL     1      -6.204   0.183   3.493  1.00  0.00           H  
HETATM   35  H3  UNL     1      -7.651  -0.753   3.053  1.00  0.00           H  
HETATM   36  H4  UNL     1      -9.512   1.601  -1.426  1.00  0.00           H  
HETATM   37  H5  UNL     1      -8.228   1.473  -3.471  1.00  0.00           H  
HETATM   38  H6  UNL     1      -5.385   0.396  -5.403  1.00  0.00           H  
HETATM   39  H7  UNL     1      -4.526  -0.727  -3.364  1.00  0.00           H  
HETATM   40  H8  UNL     1      -4.043  -2.061  -1.507  1.00  0.00           H  
HETATM   41  H9  UNL     1      -5.247  -2.179  -0.208  1.00  0.00           H  
HETATM   42  H10 UNL     1      -4.114  -0.078   0.881  1.00  0.00           H  
HETATM   43  H11 UNL     1      -0.692  -1.478  -1.097  1.00  0.00           H  
HETATM   44  H12 UNL     1      -2.056  -1.017  -2.144  1.00  0.00           H  
HETATM   45  H13 UNL     1      -2.099  -2.587  -1.174  1.00  0.00           H  
HETATM   46  H14 UNL     1      -2.136   0.633   1.557  1.00  0.00           H  
HETATM   47  H15 UNL     1      -0.946   0.733   0.187  1.00  0.00           H  
HETATM   48  H16 UNL     1      -1.220  -1.551   2.180  1.00  0.00           H  
HETATM   49  H17 UNL     1      -0.005  -1.463   0.898  1.00  0.00           H  
HETATM   50  H18 UNL     1      -0.230   0.544   3.295  1.00  0.00           H  
HETATM   51  H19 UNL     1       2.188  -0.348   0.297  1.00  0.00           H  
HETATM   52  H20 UNL     1       1.926  -1.848   1.188  1.00  0.00           H  
HETATM   53  H21 UNL     1       3.347  -0.906   1.632  1.00  0.00           H  
HETATM   54  H22 UNL     1       2.969   0.045   3.892  1.00  0.00           H  
HETATM   55  H23 UNL     1       1.641   1.227   4.086  1.00  0.00           H  
HETATM   56  H24 UNL     1       2.457   2.642   2.281  1.00  0.00           H  
HETATM   57  H25 UNL     1       3.634   2.443   3.576  1.00  0.00           H  
HETATM   58  H26 UNL     1       4.944   0.751   2.139  1.00  0.00           H  
HETATM   59  H27 UNL     1       3.154   3.649   0.659  1.00  0.00           H  
HETATM   60  H28 UNL     1       2.042   2.292   0.310  1.00  0.00           H  
HETATM   61  H29 UNL     1       3.163   2.977  -0.981  1.00  0.00           H  
HETATM   62  H30 UNL     1       4.659   0.849  -1.326  1.00  0.00           H  
HETATM   63  H31 UNL     1       5.676   2.219  -0.852  1.00  0.00           H  
HETATM   64  H32 UNL     1       5.603  -0.439   0.628  1.00  0.00           H  
HETATM   65  H33 UNL     1       6.690   0.942   0.992  1.00  0.00           H  
HETATM   66  H34 UNL     1       7.737   0.771  -1.267  1.00  0.00           H  
HETATM   67  H35 UNL     1       7.105  -3.371  -0.666  1.00  0.00           H  
HETATM   68  H36 UNL     1       6.460  -2.287   0.592  1.00  0.00           H  
HETATM   69  H37 UNL     1       5.596  -2.511  -1.013  1.00  0.00           H  
HETATM   70  H38 UNL     1       8.557  -2.711  -2.188  1.00  0.00           H  
HETATM   71  H39 UNL     1       9.362  -1.142  -1.828  1.00  0.00           H  
HETATM   72  H40 UNL     1       8.151  -1.204  -3.132  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6    6   12
CONECT    6    7    8
CONECT    7   36
CONECT    8    9    9   37
CONECT    9   10   11
CONECT   10   38
CONECT   11   12   12   39
CONECT   12   13
CONECT   13   14   40   41
CONECT   14   15   15   42
CONECT   15   16   17
CONECT   16   43   44   45
CONECT   17   18   46   47
CONECT   18   19   48   49
CONECT   19   20   20   50
CONECT   20   21   22
CONECT   21   51   52   53
CONECT   22   23   54   55
CONECT   23   24   56   57
CONECT   24   25   25   58
CONECT   25   26   27
CONECT   26   59   60   61
CONECT   27   28   62   63
CONECT   28   29   64   65
CONECT   29   30   30   66
CONECT   30   31   32
CONECT   31   67   68   69
CONECT   32   70   71   72
END

HMDB0040764
     RDKit          3D
Bolegrevilol
 72 72  0  0  0  0  0  0  0  0999 V2000
   -7.1263    0.1859    2.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8413    0.4596    1.4481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4013    1.6126    1.1587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0132   -0.4282    0.4202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7455   -0.1721   -0.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7195    0.5987   -1.5805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8534    1.0524   -0.8906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5070    0.8804   -2.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3721    0.4105   -3.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1982    0.7168   -4.8921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4228   -0.3414   -2.9082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6217   -0.6346   -1.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6495   -1.4337   -0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7444   -0.6865    0.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4281   -0.7269   -0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7873   -1.5227   -1.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5726    0.0552    0.8180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6016   -0.8316    1.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2373   -0.0474    2.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5677   -0.0405    2.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2698   -0.7956    1.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3327    0.7737    3.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1405    1.8770    2.7307 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1587    1.4054    1.7954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1256    1.7894    0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0294    2.7077    0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1286    1.3383   -0.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1455    0.4148    0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1640   -0.0299   -0.8090 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3608   -1.3036   -1.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5831   -2.3822   -0.5025 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3941   -1.6280   -2.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8015    1.0150    3.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2036    0.1829    3.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6513   -0.7529    3.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5117    1.6010   -1.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2278    1.4727   -3.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3850    0.3964   -5.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5257   -0.7275   -3.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0431   -2.0607   -1.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2470   -2.1789   -0.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1138   -0.0777    0.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6917   -1.4778   -1.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0565   -1.0170   -2.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0985   -2.5869   -1.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1359    0.6329    1.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9460    0.7328    0.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2195   -1.5514    2.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049   -1.4630    0.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2299    0.5441    3.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1880   -0.3478    0.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9256   -1.8484    1.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3472   -0.9062    1.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9693    0.0451    3.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6413    1.2267    4.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4570    2.6425    2.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6339    2.4435    3.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9439    0.7508    2.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1540    3.6490    0.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0419    2.2925    0.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1631    2.9769   -0.9807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6586    0.8494   -1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6759    2.2187   -0.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6026   -0.4389    0.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6900    0.9423    0.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7374    0.7709   -1.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1047   -3.3707   -0.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4601   -2.2869    0.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5965   -2.5107   -1.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5567   -2.7105   -2.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3621   -1.1420   -1.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1514   -1.2036   -3.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  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  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  3
 30 31  1  0
 30 32  1  0
 12  5  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  7 36  1  0
  8 37  1  0
 10 38  1  0
 11 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 21 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 23 57  1  0
 24 58  1  0
 26 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 27 63  1  0
 28 64  1  0
 28 65  1  0
 29 66  1  0
 31 67  1  0
 31 68  1  0
 31 69  1  0
 32 70  1  0
 32 71  1  0
 32 72  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Acetoxy-5-geranylgeranyl-1,3-benzenediol	HMDB
2,4-Dihydroxy-6-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]phenyl acetic acid	Generator

Chemical Formula

C₂₈H₄₀O₄

Average Molecular Weight

440.6148

Monoisotopic Molecular Weight

440.292659768

IUPAC Name

2,4-dihydroxy-6-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]phenyl acetate

Traditional Name

2,4-dihydroxy-6-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]phenyl acetate

CAS Registry Number

123941-64-0

SMILES

CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=CC(O)=CC(O)=C1OC(C)=O

InChI Identifier

InChI=1S/C28H40O4/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-15-23(5)16-17-25-18-26(30)19-27(31)28(25)32-24(6)29/h10,12,14,16,18-19,30-31H,7-9,11,13,15,17H2,1-6H3/b21-12+,22-14+,23-16+

InChI Key

MZWQVUHXBWQZLY-MLAGYPMBSA-N

Chemical Taxonomy

Description

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
Phenol ester
Phenoxy compound
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organooxygen compound
Organic oxide
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Health effect

Diabetic heart disease (PMID: 17487985)
Tangier disease (PMID: 11111099)
Aging (PMID: 1629722)
Non-alcoholic fatty liver disease (PMID: 17900521)
Barth syndrome (PMID: 17082194)

Disposition

Biological location

Cellular substructure

Organelle

Mitochondria

Inner mitochondrial membrane (PMID: 31315173)

Inner mitochondrial membrane (PMID: 31315173)

Process

Naturally occurring process

Biological process

Cellular process

Apoptosis (PMID: 19368971)

Biochemical process

Proton trap for oxidative phosphorylation (PMID: 12297275)

Biochemical pathway

Signaling pathway

Apoptosis (PMID: 19368971)

Role

Biological role

Molecular messenger

Apoptosis (PMID: 19368971)

Stabilizing agent

Stabilizing cytochrome oxidase (PMID: 10413476)
Proton trap for oxidative phosphorylation (PMID: 12297275)
Stabilizing mitochondrial structure (PMID: 10413476;)

Transporter

Cholesterol translocation (PMID: 11111099)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2.4e-05 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0013 g/L	ALOGPS
logP	7.45	ALOGPS
logP	8.33	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	9.42	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	136.8 m³·mol⁻¹	ChemAxon
Polarizability	52.56 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	207.417	31661259
DarkChem	[M-H]-	204.982	31661259
DeepCCS	[M+H]+	209.33	30932474
DeepCCS	[M-H]-	206.972	30932474
DeepCCS	[M-2H]-	240.934	30932474
DeepCCS	[M+Na]+	217.1	30932474
AllCCS	[M+H]+	217.8	32859911
AllCCS	[M+H-H2O]+	215.6	32859911
AllCCS	[M+NH4]+	219.9	32859911
AllCCS	[M+Na]+	220.5	32859911
AllCCS	[M-H]-	207.8	32859911
AllCCS	[M+Na-2H]-	209.4	32859911
AllCCS	[M+HCOO]-	211.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bolegrevilol	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=CC(O)=CC(O)=C1OC(C)=O	4789.4	Standard polar	33892256
Bolegrevilol	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=CC(O)=CC(O)=C1OC(C)=O	3073.5	Standard non polar	33892256
Bolegrevilol	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=CC(O)=CC(O)=C1OC(C)=O	3405.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Bolegrevilol,1TMS,isomer #1	CC(=O)OC1=C(O)C=C(O[Si](C)(C)C)C=C1C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C	3237.0	Semi standard non polar	33892256
Bolegrevilol,1TMS,isomer #2	CC(=O)OC1=C(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)C=C(O)C=C1O[Si](C)(C)C	3279.8	Semi standard non polar	33892256
Bolegrevilol,2TMS,isomer #1	CC(=O)OC1=C(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)C=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C	3271.0	Semi standard non polar	33892256
Bolegrevilol,1TBDMS,isomer #1	CC(=O)OC1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C1C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C	3439.7	Semi standard non polar	33892256
Bolegrevilol,1TBDMS,isomer #2	CC(=O)OC1=C(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)C=C(O)C=C1O[Si](C)(C)C(C)(C)C	3485.5	Semi standard non polar	33892256
Bolegrevilol,2TBDMS,isomer #1	CC(=O)OC1=C(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	3666.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Bolegrevilol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0693-9887500000-a1bea380a82c09eaad7a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bolegrevilol GC-MS (2 TMS) - 70eV, Positive	splash10-00or-3112290000-a2d720f7ec4cdcd57b5d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bolegrevilol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bolegrevilol 10V, Positive-QTOF	splash10-0007-1329600000-e23f45f71db77e0698dc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bolegrevilol 20V, Positive-QTOF	splash10-0a59-2976100000-c8f9bf8939fd7523320c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bolegrevilol 40V, Positive-QTOF	splash10-0ap0-8984100000-156bb2f25cb77cf599e5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bolegrevilol 10V, Negative-QTOF	splash10-000j-3005900000-2ff869fdca2ad77301ae	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bolegrevilol 20V, Negative-QTOF	splash10-052k-3009400000-302c1f2976219205a172	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bolegrevilol 40V, Negative-QTOF	splash10-0a4l-9207000000-6032e2f64324d254a2df	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bolegrevilol 10V, Positive-QTOF	splash10-0006-2238900000-51d2c4e27374a61fe7a1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bolegrevilol 20V, Positive-QTOF	splash10-001i-3917000000-ab8d44f96a150460b77b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bolegrevilol 40V, Positive-QTOF	splash10-001i-3901000000-dccf06ca2b7549c5767a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bolegrevilol 10V, Negative-QTOF	splash10-000i-1000900000-e1ad21224a9e860305c0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bolegrevilol 20V, Negative-QTOF	splash10-01q0-1900200000-cda5937c84283cde54f9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bolegrevilol 40V, Negative-QTOF	splash10-000f-9804100000-4f34b4c882592e0b60ef	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020580

KNApSAcK ID

C00054572

Chemspider ID

24702987

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14376403

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1886181

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Bolegrevilol (HMDB0040764)

MOL for HMDB0040764 (Bolegrevilol)

3D MOL for HMDB0040764 (Bolegrevilol)

3D SDF for HMDB0040764 (Bolegrevilol)

3D-SDF for HMDB0040764 (Bolegrevilol)

PDB for HMDB0040764 (Bolegrevilol)

3D PDB for HMDB0040764 (Bolegrevilol)

SMILES for HMDB0040764 (Bolegrevilol)

INCHI for HMDB0040764 (Bolegrevilol)

Structure for HMDB0040764 (Bolegrevilol)

3D Structure for HMDB0040764 (Bolegrevilol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra