Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:57:09 UTC

Update Date

2021-09-26 23:00:20 UTC

HMDB ID

HMDB0249441

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Buparvaquone

Description

Buparvaquone, also known as BW 720C, belongs to the class of organic compounds known as naphthoquinones. Naphthoquinones are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone). Based on a literature review a significant number of articles have been published on Buparvaquone. This compound has been identified in human blood as reported by (PMID: 31557052 ). Buparvaquone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Buparvaquone is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0249441
     RDKit          3D
Buparvaquone
 50 52  0  0  0  0  0  0  0  0999 V2000
   -5.0440    0.3534   -0.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0642    0.4334    0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4483   -0.4844    1.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1194    1.8496    1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6551    0.0800    0.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6545   -1.3341   -0.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4180   -1.5710   -1.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2931   -0.6047   -0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9597   -1.1838   -1.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2226   -0.5039   -0.9465 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1017   -1.0015   -0.0615 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7345   -2.1893    0.5653 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3749   -0.3859    0.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2465   -0.9455    1.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4598   -0.3868    1.5181 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8461    0.7829    0.9049 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0297    1.3749   -0.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8040    0.7899   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9080    1.3841   -1.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2362    2.4515   -1.8787 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6144    0.7230   -1.6022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9219    1.3233   -2.4621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7107    0.7409   -1.1493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1610    1.0398   -0.7877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5731    0.1549   -1.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7435   -0.4954   -0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7135    1.2543   -0.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8049   -0.2164    2.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5222   -0.3167    2.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3155   -1.5431    1.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0993    2.6097    0.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3188    2.0520    1.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0856    1.9636    1.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0296    0.1753    1.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5291   -1.5298   -0.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6259   -2.0282    0.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0616   -2.5963   -1.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6596   -1.2822   -2.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020   -0.6172    0.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8105   -1.3072   -2.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9833   -2.2629   -0.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1804   -3.0331    0.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9377   -1.8636    1.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1337   -0.8350    2.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8176    1.2060    1.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3092    2.2974   -0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6528    0.8402   -2.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0607    1.5150   -0.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2092    2.0617   -0.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7571    1.0611   -1.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
  8 23  1  0
 23 24  1  0
 24  5  1  0
 21 10  1  0
 18 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 12 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 23 47  1  0
 23 48  1  0
 24 49  1  0
 24 50  1  0
M  END

  Mrv1652309112105572D          

 24 26  0  0  0  0            999 V2000
   -3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4454   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -0.9355    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
   -2.1434   -0.4125    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
   -0.7145   -0.4125    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   -1.6500    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
    0.7145   -0.4125    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   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
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  8 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
 14 15  2  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
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 12 22  1  0  0  0  0
 22 23  2  0  0  0  0
 13 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249441

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(C)C1CCC(CC2=C(O)C3=CC=CC=C3C(=O)C2=O)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C21H26O3/c1-21(2,3)14-10-8-13(9-11-14)12-17-18(22)15-6-4-5-7-16(15)19(23)20(17)24/h4-7,13-14,22H,8-12H2,1-3H3

> <INCHI_KEY>
NEGDTWQGGLJCTL-UHFFFAOYSA-N

> <FORMULA>
C21H26O3

> <MOLECULAR_WEIGHT>
326.436

> <EXACT_MASS>
326.188194697

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
37.14489302887699

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxy-1,2-dihydronaphthalene-1,2-dione

> <ALOGPS_LOGP>
4.79

> <JCHEM_LOGP>
5.213093247333334

> <ALOGPS_LOGS>
-5.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.943965682903044

> <JCHEM_PKA_STRONGEST_BASIC>
-6.759909410298211

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
96.33909999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.25e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
buparvaquone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249441
     RDKit          3D
Buparvaquone
 50 52  0  0  0  0  0  0  0  0999 V2000
   -5.0440    0.3534   -0.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0642    0.4334    0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4483   -0.4844    1.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1194    1.8496    1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6551    0.0800    0.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6545   -1.3341   -0.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4180   -1.5710   -1.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2931   -0.6047   -0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9597   -1.1838   -1.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2226   -0.5039   -0.9465 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1017   -1.0015   -0.0615 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7345   -2.1893    0.5653 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3749   -0.3859    0.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2465   -0.9455    1.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4598   -0.3868    1.5181 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8461    0.7829    0.9049 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0297    1.3749   -0.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8040    0.7899   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9080    1.3841   -1.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2362    2.4515   -1.8787 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6144    0.7230   -1.6022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9219    1.3233   -2.4621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7107    0.7409   -1.1493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1610    1.0398   -0.7877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5731    0.1549   -1.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7435   -0.4954   -0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7135    1.2543   -0.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8049   -0.2164    2.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5222   -0.3167    2.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3155   -1.5431    1.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0993    2.6097    0.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3188    2.0520    1.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0856    1.9636    1.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0296    0.1753    1.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5291   -1.5298   -0.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6259   -2.0282    0.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0616   -2.5963   -1.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6596   -1.2822   -2.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020   -0.6172    0.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8105   -1.3072   -2.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9833   -2.2629   -0.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1804   -3.0331    0.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9377   -1.8636    1.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1337   -0.8350    2.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8176    1.2060    1.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3092    2.2974   -0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6528    0.8402   -2.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0607    1.5150   -0.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2092    2.0617   -0.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7571    1.0611   -1.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
  8 23  1  0
 23 24  1  0
 24  5  1  0
 21 10  1  0
 18 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 12 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 23 47  1  0
 23 48  1  0
 24 49  1  0
 24 50  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -6.668  -3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.565  -4.414   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.105  -1.746   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      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    8   12                                                       
CONECT   12   11   13   22                                                  
CONECT   13   12   14   24                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   12   23                                                  
CONECT   23   22                                                            
CONECT   24   13                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0249441
HETATM    1  C1  UNL     1      -5.044   0.353  -0.471  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.064   0.433   0.679  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.448  -0.484   1.820  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.119   1.850   1.210  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.655   0.080   0.250  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.655  -1.334  -0.289  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.418  -1.571  -1.140  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.293  -0.605  -0.681  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.960  -1.184  -1.228  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.223  -0.504  -0.947  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.102  -1.002  -0.061  1.00  0.00           C  
HETATM   12  O1  UNL     1       2.734  -2.189   0.565  1.00  0.00           O  
HETATM   13  C12 UNL     1       4.375  -0.386   0.260  1.00  0.00           C  
HETATM   14  C13 UNL     1       5.246  -0.945   1.191  1.00  0.00           C  
HETATM   15  C14 UNL     1       6.460  -0.387   1.518  1.00  0.00           C  
HETATM   16  C15 UNL     1       6.846   0.783   0.905  1.00  0.00           C  
HETATM   17  C16 UNL     1       6.030   1.375  -0.016  1.00  0.00           C  
HETATM   18  C17 UNL     1       4.804   0.790  -0.332  1.00  0.00           C  
HETATM   19  C18 UNL     1       3.908   1.384  -1.302  1.00  0.00           C  
HETATM   20  O2  UNL     1       4.236   2.452  -1.879  1.00  0.00           O  
HETATM   21  C19 UNL     1       2.614   0.723  -1.602  1.00  0.00           C  
HETATM   22  O3  UNL     1       1.922   1.323  -2.462  1.00  0.00           O  
HETATM   23  C20 UNL     1      -0.711   0.741  -1.149  1.00  0.00           C  
HETATM   24  C21 UNL     1      -2.161   1.040  -0.788  1.00  0.00           C  
HETATM   25  H1  UNL     1      -4.573   0.155  -1.438  1.00  0.00           H  
HETATM   26  H2  UNL     1      -5.743  -0.495  -0.224  1.00  0.00           H  
HETATM   27  H3  UNL     1      -5.714   1.254  -0.512  1.00  0.00           H  
HETATM   28  H4  UNL     1      -3.805  -0.216   2.686  1.00  0.00           H  
HETATM   29  H5  UNL     1      -5.522  -0.317   2.039  1.00  0.00           H  
HETATM   30  H6  UNL     1      -4.315  -1.543   1.600  1.00  0.00           H  
HETATM   31  H7  UNL     1      -4.099   2.610   0.404  1.00  0.00           H  
HETATM   32  H8  UNL     1      -3.319   2.052   1.947  1.00  0.00           H  
HETATM   33  H9  UNL     1      -5.086   1.964   1.745  1.00  0.00           H  
HETATM   34  H10 UNL     1      -2.030   0.175   1.151  1.00  0.00           H  
HETATM   35  H11 UNL     1      -3.529  -1.530  -0.940  1.00  0.00           H  
HETATM   36  H12 UNL     1      -2.626  -2.028   0.565  1.00  0.00           H  
HETATM   37  H13 UNL     1      -1.062  -2.596  -1.051  1.00  0.00           H  
HETATM   38  H14 UNL     1      -1.660  -1.282  -2.168  1.00  0.00           H  
HETATM   39  H15 UNL     1      -0.302  -0.617   0.444  1.00  0.00           H  
HETATM   40  H16 UNL     1       0.811  -1.307  -2.334  1.00  0.00           H  
HETATM   41  H17 UNL     1       0.983  -2.263  -0.868  1.00  0.00           H  
HETATM   42  H18 UNL     1       3.180  -3.033   0.202  1.00  0.00           H  
HETATM   43  H19 UNL     1       4.938  -1.864   1.669  1.00  0.00           H  
HETATM   44  H20 UNL     1       7.134  -0.835   2.249  1.00  0.00           H  
HETATM   45  H21 UNL     1       7.818   1.206   1.185  1.00  0.00           H  
HETATM   46  H22 UNL     1       6.309   2.297  -0.514  1.00  0.00           H  
HETATM   47  H23 UNL     1      -0.653   0.840  -2.247  1.00  0.00           H  
HETATM   48  H24 UNL     1      -0.061   1.515  -0.697  1.00  0.00           H  
HETATM   49  H25 UNL     1      -2.209   2.062  -0.346  1.00  0.00           H  
HETATM   50  H26 UNL     1      -2.757   1.061  -1.696  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    4    5
CONECT    3   28   29   30
CONECT    4   31   32   33
CONECT    5    6   24   34
CONECT    6    7   35   36
CONECT    7    8   37   38
CONECT    8    9   23   39
CONECT    9   10   40   41
CONECT   10   11   11   21
CONECT   11   12   13
CONECT   12   42
CONECT   13   14   14   18
CONECT   14   15   43
CONECT   15   16   16   44
CONECT   16   17   45
CONECT   17   18   18   46
CONECT   18   19
CONECT   19   20   20   21
CONECT   21   22   22
CONECT   23   24   47   48
CONECT   24   49   50
END

HMDB0249441
     RDKit          3D
Buparvaquone
 50 52  0  0  0  0  0  0  0  0999 V2000
   -5.0440    0.3534   -0.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0642    0.4334    0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4483   -0.4844    1.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1194    1.8496    1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6551    0.0800    0.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6545   -1.3341   -0.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4180   -1.5710   -1.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2931   -0.6047   -0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9597   -1.1838   -1.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2226   -0.5039   -0.9465 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1017   -1.0015   -0.0615 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7345   -2.1893    0.5653 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3749   -0.3859    0.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2465   -0.9455    1.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4598   -0.3868    1.5181 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8461    0.7829    0.9049 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0297    1.3749   -0.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8040    0.7899   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9080    1.3841   -1.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2362    2.4515   -1.8787 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6144    0.7230   -1.6022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9219    1.3233   -2.4621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7107    0.7409   -1.1493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1610    1.0398   -0.7877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5731    0.1549   -1.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7435   -0.4954   -0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7135    1.2543   -0.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8049   -0.2164    2.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5222   -0.3167    2.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3155   -1.5431    1.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0993    2.6097    0.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3188    2.0520    1.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0856    1.9636    1.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0296    0.1753    1.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5291   -1.5298   -0.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6259   -2.0282    0.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0616   -2.5963   -1.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6596   -1.2822   -2.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020   -0.6172    0.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8105   -1.3072   -2.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9833   -2.2629   -0.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1804   -3.0331    0.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9377   -1.8636    1.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1337   -0.8350    2.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8176    1.2060    1.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3092    2.2974   -0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6528    0.8402   -2.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0607    1.5150   -0.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2092    2.0617   -0.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7571    1.0611   -1.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
  8 23  1  0
 23 24  1  0
 24  5  1  0
 21 10  1  0
 18 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 12 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 23 47  1  0
 23 48  1  0
 24 49  1  0
 24 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-((4-Tert-butylcyclohexyl)methyl)-3-hydroxy-1,4-naphthoquinone	HMDB
BW 720C	HMDB
BW-720C	HMDB

Chemical Formula

C₂₁H₂₆O₃

Average Molecular Weight

326.436

Monoisotopic Molecular Weight

326.188194697

IUPAC Name

3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxy-1,2-dihydronaphthalene-1,2-dione

Traditional Name

buparvaquone

CAS Registry Number

Not Available

SMILES

CC(C)(C)C1CCC(CC2=C(O)C3=CC=CC=C3C(=O)C2=O)CC1

InChI Identifier

InChI=1S/C21H26O3/c1-21(2,3)14-10-8-13(9-11-14)12-17-18(22)15-6-4-5-7-16(15)19(23)20(17)24/h4-7,13-14,22H,8-12H2,1-3H3

InChI Key

NEGDTWQGGLJCTL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthoquinones. Naphthoquinones are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone).

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Naphthoquinone
1-naphthol
Aromatic monoterpenoid
Bicyclic monoterpenoid
P-menthane monoterpenoid
Monoterpenoid
Aryl ketone
Quinone
Vinylogous acid
Ketone
Cyclic ketone
Enol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.79	ALOGPS
logP	5.21	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	5.94	ChemAxon
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	96.34 m³·mol⁻¹	ChemAxon
Polarizability	37.14 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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]+	183.966	30932474
DeepCCS	[M-H]-	181.536	30932474
DeepCCS	[M-2H]-	215.711	30932474
DeepCCS	[M+Na]+	191.395	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Buparvaquone	CC(C)(C)C1CCC(CC2=C(O)C3=CC=CC=C3C(=O)C2=O)CC1	3533.3	Standard polar	33892256
Buparvaquone	CC(C)(C)C1CCC(CC2=C(O)C3=CC=CC=C3C(=O)C2=O)CC1	2648.3	Standard non polar	33892256
Buparvaquone	CC(C)(C)C1CCC(CC2=C(O)C3=CC=CC=C3C(=O)C2=O)CC1	2736.4	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 - Buparvaquone GC-MS (Non-derivatized) - 70eV, Positive	splash10-06wj-4391000000-b95acc7e719157b68086	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Buparvaquone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Buparvaquone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Buparvaquone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - Buparvaquone 10V, Positive-QTOF	splash10-004i-0009000000-b722522db725de2d18e9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Buparvaquone 20V, Positive-QTOF	splash10-004r-3739000000-0cc031b0a235f3c0e723	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Buparvaquone 40V, Positive-QTOF	splash10-06ri-2910000000-a9a324de48c4ba0c2aca	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Buparvaquone 10V, Negative-QTOF	splash10-004i-0009000000-668664c4b7e20586a334	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Buparvaquone 20V, Negative-QTOF	splash10-004i-0219000000-af5bdb31354527e75857	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Buparvaquone 40V, Negative-QTOF	splash10-00dr-0971000000-deda6a5737f40e7003eb	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

64807

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Buparvaquone

METLIN ID

Not Available

PubChem Compound

71768

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Buparvaquone (HMDB0249441)

MOL for HMDB0249441 (Buparvaquone)

3D MOL for HMDB0249441 (Buparvaquone)

3D SDF for HMDB0249441 (Buparvaquone)

3D-SDF for HMDB0249441 (Buparvaquone)

PDB for HMDB0249441 (Buparvaquone)

3D PDB for HMDB0249441 (Buparvaquone)

SMILES for HMDB0249441 (Buparvaquone)

INCHI for HMDB0249441 (Buparvaquone)

Structure for HMDB0249441 (Buparvaquone)

3D Structure for HMDB0249441 (Buparvaquone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra