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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:34:28 UTC

Update Date

2022-03-07 02:52:24 UTC

HMDB ID

HMDB0030057

Secondary Accession Numbers

HMDB30057

Metabolite Identification

Common Name

Boviquinone 4

Description

Boviquinone 4 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 Boviquinone 4.

Structure

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


  Mrv0541 02241217332D          

 30 30  0  0  0  0            999 V2000
    1.8557    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8557    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1132   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3709    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3709    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1132    1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1132    2.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3709    2.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3709    3.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2884    3.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0308    3.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0308    2.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732    2.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732    1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5157    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5157    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732   -1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0308   -1.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0308   -2.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3709   -2.8868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3709   -2.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1132    3.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5157    2.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1132    0.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3709   -3.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5157   -0.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5157    1.2370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2066   -0.5770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2884    1.2370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  1 28  1  0  0  0  0
  2  3  1  0  0  0  0
  2 27  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4 29  1  0  0  0  0
  5  6  1  0  0  0  0
  5 30  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 23  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 24  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 25  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 26  1  0  0  0  0
M  END

HMDB0030057
     RDKit          3D
Boviquinone 4
 66 66  0  0  0  0  0  0  0  0999 V2000
    7.7658   -2.4607    0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5128   -1.2444    0.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9810   -1.3235    0.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8590   -0.0781    0.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3902    0.0060    0.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1615    1.0094   -0.6797 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7168    1.1842   -0.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3370    2.1270   -2.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8323    0.4756   -0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3791    0.6139   -0.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7211    1.0874    0.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2684    1.2312    0.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2060    2.1644   -0.6052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5919    0.5251    1.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0807    0.6176    0.9393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6454   -0.7192    0.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1355   -0.5802    0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9595   -0.1578    1.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5928   -0.8459   -0.8646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9253   -0.8082   -1.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0982   -0.6092   -0.5447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8977    0.4471   -0.6103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6005    1.4329   -1.5173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0526    0.5330    0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8445    1.5355    0.2294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4107   -0.4953    1.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6163   -1.5515    1.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9414   -2.5453    2.2187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4524   -1.6484    0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7182   -2.6931    0.5307 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9524   -2.6942    0.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3499   -2.3457   -0.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4530   -3.3102    0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3311   -0.4591    1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5300   -1.3756   -0.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1904   -2.2747    1.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3808    0.8130    0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8926    0.3271    1.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0245   -0.9937    0.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6749    0.6173   -1.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6125    1.9678   -0.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1704    1.5514   -2.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1664    2.8334   -2.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4572    2.7525   -1.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1472   -0.2140    0.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1598    1.2187   -1.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9609   -0.4090   -0.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9353    0.3345    1.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1362    2.0506    1.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8135    1.6460   -1.3774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8162    2.9977   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6708    2.5943   -1.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2490   -0.1613    1.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3408    1.4105    0.2170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012    0.9183    1.9182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1371   -1.1767   -0.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4600   -1.3895    1.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3407    0.4834    2.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3121   -0.9736    2.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7344    0.5456    1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8057   -1.1502   -1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0332   -0.0290   -2.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0664   -1.7711   -2.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8863    2.1194   -1.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2802   -0.4016    1.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5745   -3.2815    1.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 29 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 18 58  1  0
 18 59  1  0
 18 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 23 64  1  0
 26 65  1  0
 28 66  1  0
M  END


  Mrv0541 02241217332D          

 30 30  0  0  0  0            999 V2000
    1.8557    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8557    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1132   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3709    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3709    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1132    1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1132    2.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3709    2.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3709    3.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2884    3.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0308    3.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0308    2.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732    2.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732    1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5157    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5157    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732   -1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0308   -1.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0308   -2.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3709   -2.8868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3709   -2.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1132    3.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5157    2.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1132    0.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3709   -3.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5157   -0.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5157    1.2370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2066   -0.5770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2884    1.2370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  1 28  1  0  0  0  0
  2  3  1  0  0  0  0
  2 27  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4 29  1  0  0  0  0
  5  6  1  0  0  0  0
  5 30  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 23  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 24  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 25  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030057

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(O)C(=O)C=C(O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H36O4/c1-18(2)9-6-10-19(3)11-7-12-20(4)13-8-14-21(5)15-16-22-25(29)23(27)17-24(28)26(22)30/h9,11,13,15,17,27,30H,6-8,10,12,14,16H2,1-5H3/b19-11+,20-13+,21-15+

> <INCHI_KEY>
FXIRKSMTDSBFCE-YKBIRWAZSA-N

> <FORMULA>
C26H36O4

> <MOLECULAR_WEIGHT>
412.5616

> <EXACT_MASS>
412.26135964

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
48.967365575283324

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,5-dihydroxy-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]cyclohexa-2,5-diene-1,4-dione

> <ALOGPS_LOGP>
6.01

> <JCHEM_LOGP>
6.5766373730000005

> <ALOGPS_LOGS>
-5.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.113490509494587

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.7851911607829445

> <JCHEM_PKA_STRONGEST_BASIC>
-4.141924259568921

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
129.9301

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.93e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,5-dihydroxy-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]cyclohexa-2,5-diene-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030057
     RDKit          3D
Boviquinone 4
 66 66  0  0  0  0  0  0  0  0999 V2000
    7.7658   -2.4607    0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5128   -1.2444    0.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9810   -1.3235    0.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8590   -0.0781    0.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3902    0.0060    0.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1615    1.0094   -0.6797 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7168    1.1842   -0.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3370    2.1270   -2.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8323    0.4756   -0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3791    0.6139   -0.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7211    1.0874    0.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2684    1.2312    0.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2060    2.1644   -0.6052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5919    0.5251    1.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0807    0.6176    0.9393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6454   -0.7192    0.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1355   -0.5802    0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9595   -0.1578    1.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5928   -0.8459   -0.8646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9253   -0.8082   -1.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0982   -0.6092   -0.5447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8977    0.4471   -0.6103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6005    1.4329   -1.5173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0526    0.5330    0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8445    1.5355    0.2294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4107   -0.4953    1.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6163   -1.5515    1.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9414   -2.5453    2.2187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4524   -1.6484    0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7182   -2.6931    0.5307 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9524   -2.6942    0.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3499   -2.3457   -0.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4530   -3.3102    0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3311   -0.4591    1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5300   -1.3756   -0.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1904   -2.2747    1.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3808    0.8130    0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8926    0.3271    1.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0245   -0.9937    0.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6749    0.6173   -1.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6125    1.9678   -0.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1704    1.5514   -2.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1664    2.8334   -2.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4572    2.7525   -1.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1472   -0.2140    0.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1598    1.2187   -1.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9609   -0.4090   -0.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9353    0.3345    1.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1362    2.0506    1.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8135    1.6460   -1.3774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8162    2.9977   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6708    2.5943   -1.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2490   -0.1613    1.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3408    1.4105    0.2170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012    0.9183    1.9182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1371   -1.1767   -0.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4600   -1.3895    1.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3407    0.4834    2.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3121   -0.9736    2.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7344    0.5456    1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8057   -1.1502   -1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0332   -0.0290   -2.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0664   -1.7711   -2.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8863    2.1194   -1.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2802   -0.4016    1.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5745   -3.2815    1.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 29 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 18 58  1  0
 18 59  1  0
 18 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 23 64  1  0
 26 65  1  0
 28 66  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       3.464   1.539   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.464   0.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.078  -0.769   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.692   0.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.692   1.539   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.078   2.309   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.078   3.849   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.692   4.619   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.692   6.159   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.538   6.929   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.924   6.159   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.924   4.619   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.310   3.849   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.310   2.309   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.696   1.539   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.696   0.001   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.310  -0.769   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.310  -2.309   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.924  -3.079   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.924  -4.619   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.692  -5.389   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.692  -4.619   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.078   6.929   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.696   4.619   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.078   0.155   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.692  -6.929   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.696  -0.769   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       4.696   2.309   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -0.386  -1.077   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -0.538   2.309   0.000  0.00  0.00           O+0
CONECT    1    2    6   28                                                  
CONECT    2    1    3   27                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   29                                                  
CONECT    5    4    6   30                                                  
CONECT    6    1    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   23                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   24                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   25                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21                                                            
CONECT   23    9                                                            
CONECT   24   13                                                            
CONECT   25   17                                                            
CONECT   26   21                                                            
CONECT   27    2                                                            
CONECT   28    1                                                            
CONECT   29    4                                                            
CONECT   30    5                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   60    0
END

COMPND    HMDB0030057
HETATM    1  C1  UNL     1       7.766  -2.461   0.092  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.513  -1.244   0.488  1.00  0.00           C  
HETATM    3  C3  UNL     1       9.981  -1.323   0.707  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.859  -0.078   0.647  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.390   0.006   0.429  1.00  0.00           C  
HETATM    6  C6  UNL     1       6.161   1.009  -0.680  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.717   1.184  -0.995  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.337   2.127  -2.051  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.832   0.476  -0.302  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.379   0.614  -0.578  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.721   1.087   0.692  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.268   1.231   0.437  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.206   2.164  -0.605  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.592   0.525   1.141  1.00  0.00           C  
HETATM   15  C15 UNL     1      -2.081   0.618   0.939  1.00  0.00           C  
HETATM   16  C16 UNL     1      -2.645  -0.719   0.550  1.00  0.00           C  
HETATM   17  C17 UNL     1      -4.136  -0.580   0.326  1.00  0.00           C  
HETATM   18  C18 UNL     1      -4.960  -0.158   1.453  1.00  0.00           C  
HETATM   19  C19 UNL     1      -4.593  -0.846  -0.865  1.00  0.00           C  
HETATM   20  C20 UNL     1      -5.925  -0.808  -1.368  1.00  0.00           C  
HETATM   21  C21 UNL     1      -7.098  -0.609  -0.545  1.00  0.00           C  
HETATM   22  C22 UNL     1      -7.898   0.447  -0.610  1.00  0.00           C  
HETATM   23  O1  UNL     1      -7.600   1.433  -1.517  1.00  0.00           O  
HETATM   24  C23 UNL     1      -9.053   0.533   0.261  1.00  0.00           C  
HETATM   25  O2  UNL     1      -9.844   1.535   0.229  1.00  0.00           O  
HETATM   26  C24 UNL     1      -9.411  -0.495   1.233  1.00  0.00           C  
HETATM   27  C25 UNL     1      -8.616  -1.552   1.297  1.00  0.00           C  
HETATM   28  O3  UNL     1      -8.941  -2.545   2.219  1.00  0.00           O  
HETATM   29  C26 UNL     1      -7.452  -1.648   0.428  1.00  0.00           C  
HETATM   30  O4  UNL     1      -6.718  -2.693   0.531  1.00  0.00           O  
HETATM   31  H1  UNL     1       6.952  -2.694   0.820  1.00  0.00           H  
HETATM   32  H2  UNL     1       7.350  -2.346  -0.932  1.00  0.00           H  
HETATM   33  H3  UNL     1       8.453  -3.310   0.068  1.00  0.00           H  
HETATM   34  H4  UNL     1      10.331  -0.459   1.331  1.00  0.00           H  
HETATM   35  H5  UNL     1      10.530  -1.376  -0.261  1.00  0.00           H  
HETATM   36  H6  UNL     1      10.190  -2.275   1.255  1.00  0.00           H  
HETATM   37  H7  UNL     1       8.381   0.813   0.934  1.00  0.00           H  
HETATM   38  H8  UNL     1       5.893   0.327   1.379  1.00  0.00           H  
HETATM   39  H9  UNL     1       6.024  -0.994   0.183  1.00  0.00           H  
HETATM   40  H10 UNL     1       6.675   0.617  -1.576  1.00  0.00           H  
HETATM   41  H11 UNL     1       6.612   1.968  -0.339  1.00  0.00           H  
HETATM   42  H12 UNL     1       4.170   1.551  -2.998  1.00  0.00           H  
HETATM   43  H13 UNL     1       5.166   2.833  -2.258  1.00  0.00           H  
HETATM   44  H14 UNL     1       3.457   2.752  -1.805  1.00  0.00           H  
HETATM   45  H15 UNL     1       4.147  -0.214   0.473  1.00  0.00           H  
HETATM   46  H16 UNL     1       2.160   1.219  -1.456  1.00  0.00           H  
HETATM   47  H17 UNL     1       1.961  -0.409  -0.784  1.00  0.00           H  
HETATM   48  H18 UNL     1       1.935   0.334   1.473  1.00  0.00           H  
HETATM   49  H19 UNL     1       2.136   2.051   1.052  1.00  0.00           H  
HETATM   50  H20 UNL     1      -0.814   1.646  -1.377  1.00  0.00           H  
HETATM   51  H21 UNL     1      -0.816   2.998  -0.195  1.00  0.00           H  
HETATM   52  H22 UNL     1       0.671   2.594  -1.125  1.00  0.00           H  
HETATM   53  H23 UNL     1      -0.249  -0.161   1.907  1.00  0.00           H  
HETATM   54  H24 UNL     1      -2.341   1.410   0.217  1.00  0.00           H  
HETATM   55  H25 UNL     1      -2.501   0.918   1.918  1.00  0.00           H  
HETATM   56  H26 UNL     1      -2.137  -1.177  -0.306  1.00  0.00           H  
HETATM   57  H27 UNL     1      -2.460  -1.390   1.426  1.00  0.00           H  
HETATM   58  H28 UNL     1      -4.341   0.483   2.163  1.00  0.00           H  
HETATM   59  H29 UNL     1      -5.312  -0.974   2.119  1.00  0.00           H  
HETATM   60  H30 UNL     1      -5.734   0.546   1.117  1.00  0.00           H  
HETATM   61  H31 UNL     1      -3.806  -1.150  -1.606  1.00  0.00           H  
HETATM   62  H32 UNL     1      -6.033  -0.029  -2.220  1.00  0.00           H  
HETATM   63  H33 UNL     1      -6.066  -1.771  -2.002  1.00  0.00           H  
HETATM   64  H34 UNL     1      -6.886   2.119  -1.323  1.00  0.00           H  
HETATM   65  H35 UNL     1     -10.280  -0.402   1.870  1.00  0.00           H  
HETATM   66  H36 UNL     1      -9.575  -3.281   1.889  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    4    4
CONECT    3   34   35   36
CONECT    4    5   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8    9    9
CONECT    8   42   43   44
CONECT    9   10   45
CONECT   10   11   46   47
CONECT   11   12   48   49
CONECT   12   13   14   14
CONECT   13   50   51   52
CONECT   14   15   53
CONECT   15   16   54   55
CONECT   16   17   56   57
CONECT   17   18   19   19
CONECT   18   58   59   60
CONECT   19   20   61
CONECT   20   21   62   63
CONECT   21   22   22   29
CONECT   22   23   24
CONECT   23   64
CONECT   24   25   25   26
CONECT   26   27   27   65
CONECT   27   28   29
CONECT   28   66
CONECT   29   30   30
END

HMDB0030057
     RDKit          3D
Boviquinone 4
 66 66  0  0  0  0  0  0  0  0999 V2000
    7.7658   -2.4607    0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5128   -1.2444    0.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9810   -1.3235    0.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8590   -0.0781    0.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3902    0.0060    0.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1615    1.0094   -0.6797 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7168    1.1842   -0.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3370    2.1270   -2.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8323    0.4756   -0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3791    0.6139   -0.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7211    1.0874    0.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2684    1.2312    0.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2060    2.1644   -0.6052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5919    0.5251    1.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0807    0.6176    0.9393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6454   -0.7192    0.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1355   -0.5802    0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9595   -0.1578    1.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5928   -0.8459   -0.8646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9253   -0.8082   -1.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0982   -0.6092   -0.5447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8977    0.4471   -0.6103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6005    1.4329   -1.5173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0526    0.5330    0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8445    1.5355    0.2294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4107   -0.4953    1.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6163   -1.5515    1.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9414   -2.5453    2.2187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4524   -1.6484    0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7182   -2.6931    0.5307 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9524   -2.6942    0.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3499   -2.3457   -0.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4530   -3.3102    0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3311   -0.4591    1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5300   -1.3756   -0.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1904   -2.2747    1.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3808    0.8130    0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8926    0.3271    1.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0245   -0.9937    0.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6749    0.6173   -1.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6125    1.9678   -0.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1704    1.5514   -2.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1664    2.8334   -2.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4572    2.7525   -1.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1472   -0.2140    0.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1598    1.2187   -1.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9609   -0.4090   -0.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9353    0.3345    1.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1362    2.0506    1.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8135    1.6460   -1.3774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8162    2.9977   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6708    2.5943   -1.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2490   -0.1613    1.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3408    1.4105    0.2170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012    0.9183    1.9182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1371   -1.1767   -0.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4600   -1.3895    1.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3407    0.4834    2.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3121   -0.9736    2.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7344    0.5456    1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8057   -1.1502   -1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0332   -0.0290   -2.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0664   -1.7711   -2.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8863    2.1194   -1.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2802   -0.4016    1.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5745   -3.2815    1.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 29 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 18 58  1  0
 18 59  1  0
 18 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 23 64  1  0
 26 65  1  0
 28 66  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Geranylgeranyl-2,5-dihydroxy-1,4-benzoquinone	HMDB
Bovinone	HMDB

Chemical Formula

C₂₆H₃₆O₄

Average Molecular Weight

412.5616

Monoisotopic Molecular Weight

412.26135964

IUPAC Name

2,5-dihydroxy-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]cyclohexa-2,5-diene-1,4-dione

Traditional Name

2,5-dihydroxy-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]cyclohexa-2,5-diene-1,4-dione

CAS Registry Number

28129-52-4

SMILES

CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(O)C(=O)C=C(O)C1=O

InChI Identifier

InChI=1S/C26H36O4/c1-18(2)9-6-10-19(3)11-7-12-20(4)13-8-14-21(5)15-16-22-25(29)23(27)17-24(28)26(22)30/h9,11,13,15,17,27,30H,6-8,10,12,14,16H2,1-5H3/b19-11+,20-13+,21-15+

InChI Key

FXIRKSMTDSBFCE-YKBIRWAZSA-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
Prenylbenzoquinone
Quinone
P-benzoquinone
Vinylogous acid
Cyclic ketone
Ketone
Enol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030057)

Source

Endogenous

Endogenous (HMDB: HMDB0030057)

Plant

Plant (HMDB: HMDB0030057)

Animal

Animal (HMDB: HMDB0030057)

Exogenous

Food

Food (HMDB: HMDB0030057)

Vegetable

Mushroom

Exogenous (HMDB: HMDB0030057)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0030057)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0030057)

Lipid metabolism pathway (HMDB: HMDB0030057)

Cellular process

Cell signaling (HMDB: HMDB0030057)

Biochemical process

Lipid transport (HMDB: HMDB0030057)

Role

Biological role

Energy source (HMDB: HMDB0030057)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030057)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	84 - 85 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.00029 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	0.0019 g/L	ALOGPS
logP	6.01	ALOGPS
logP	6.58	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	7.79	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	129.93 m³·mol⁻¹	ChemAxon
Polarizability	48.97 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
DeepCCS	[M+H]+	207.288	30932474
DeepCCS	[M-H]-	204.93	30932474
DeepCCS	[M-2H]-	238.955	30932474
DeepCCS	[M+Na]+	214.709	30932474
AllCCS	[M+H]+	210.2	32859911
AllCCS	[M+H-H2O]+	207.8	32859911
AllCCS	[M+NH4]+	212.4	32859911
AllCCS	[M+Na]+	213.0	32859911
AllCCS	[M-H]-	204.8	32859911
AllCCS	[M+Na-2H]-	206.8	32859911
AllCCS	[M+HCOO]-	209.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.47 minutes	32390414
Predicted by Siyang on May 30, 2022	21.8075 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.86 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3958.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	461.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	244.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	229.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	131.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	941.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	960.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	84.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1908.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	746.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1584.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	633.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	548.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	216.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	454.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Boviquinone 4	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(O)C(=O)C=C(O)C1=O	4301.6	Standard polar	33892256
Boviquinone 4	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(O)C(=O)C=C(O)C1=O	2560.1	Standard non polar	33892256
Boviquinone 4	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(O)C(=O)C=C(O)C1=O	3049.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Boviquinone 4,1TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC1=C(O[Si](C)(C)C)C(=O)C=C(O)C1=O	3216.4	Semi standard non polar	33892256
Boviquinone 4,1TMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC1=C(O)C(=O)C=C(O[Si](C)(C)C)C1=O	3245.2	Semi standard non polar	33892256
Boviquinone 4,2TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC1=C(O[Si](C)(C)C)C(=O)C=C(O[Si](C)(C)C)C1=O	3190.9	Semi standard non polar	33892256
Boviquinone 4,1TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)C(=O)C=C(O)C1=O	3457.6	Semi standard non polar	33892256
Boviquinone 4,1TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC1=C(O)C(=O)C=C(O[Si](C)(C)C(C)(C)C)C1=O	3465.1	Semi standard non polar	33892256
Boviquinone 4,2TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)C(=O)C=C(O[Si](C)(C)C(C)(C)C)C1=O	3674.6	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 - Boviquinone 4 GC-MS (Non-derivatized) - 70eV, Positive	splash10-05mk-5859000000-96e6c0b52ca7258380f6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Boviquinone 4 GC-MS (2 TMS) - 70eV, Positive	splash10-01p6-5539870000-a37b9e8bb919538eaa48	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Boviquinone 4 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 - Boviquinone 4 10V, Positive-QTOF	splash10-03di-0445900000-6ef0c57a9b6b08172053	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boviquinone 4 20V, Positive-QTOF	splash10-0kfx-1982000000-133ea92ea9b3d6ecfd0a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boviquinone 4 40V, Positive-QTOF	splash10-0159-9774000000-aee0e8a7de7d15a49506	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boviquinone 4 10V, Negative-QTOF	splash10-03di-0001900000-ace9e1b664dee9b7ec6a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boviquinone 4 20V, Negative-QTOF	splash10-03di-2106900000-242a8cc7c23ec7a6c7ab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boviquinone 4 40V, Negative-QTOF	splash10-02tm-9127000000-87726c2b413e0fac77fb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boviquinone 4 10V, Positive-QTOF	splash10-03di-2238900000-3e89cd3f2438ca0750f6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boviquinone 4 20V, Positive-QTOF	splash10-0udi-4954000000-b3a526a97c81d569d438	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boviquinone 4 40V, Positive-QTOF	splash10-0pb9-2910000000-b7e9f5802e2bd29c3ccd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boviquinone 4 10V, Negative-QTOF	splash10-03di-0000900000-543a02c64ea5ceda17c0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boviquinone 4 20V, Negative-QTOF	splash10-0ik9-0916700000-b5f23386dc9cb2225ac7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boviquinone 4 40V, Negative-QTOF	splash10-004i-2349000000-7c5685f90762b5eec448	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

FDB001364

KNApSAcK ID

C00054176

Chemspider ID

30776806

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15379535

PDB ID

Not Available

ChEBI ID

176033

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1813381

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 Boviquinone 4 (HMDB0030057)

MOL for HMDB0030057 (Boviquinone 4)

3D MOL for HMDB0030057 (Boviquinone 4)

3D SDF for HMDB0030057 (Boviquinone 4)

3D-SDF for HMDB0030057 (Boviquinone 4)

PDB for HMDB0030057 (Boviquinone 4)

3D PDB for HMDB0030057 (Boviquinone 4)

SMILES for HMDB0030057 (Boviquinone 4)

INCHI for HMDB0030057 (Boviquinone 4)

Structure for HMDB0030057 (Boviquinone 4)

3D Structure for HMDB0030057 (Boviquinone 4)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra