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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:09 UTC

Update Date

2022-03-07 02:52:38 UTC

HMDB ID

HMDB0030645

Secondary Accession Numbers

HMDB30645

Metabolite Identification

Common Name

Sclareapinone

Description

Sclareapinone 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 very few articles have been published on Sclareapinone.

Structure

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

HMDB0030645
     RDKit          3D
Sclareapinone
 48 49  0  0  0  0  0  0  0  0999 V2000
   -2.1042   -1.0706    2.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7223   -0.8508    1.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2447   -0.6940    2.8495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5585   -0.4720    2.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268   -0.4022    1.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9569   -0.5595    0.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3826   -0.7872    0.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3576   -0.9644   -0.4980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2090    0.3253   -0.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2317    0.2018   -1.6128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9313   -0.1463   -2.7424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6466    0.5079   -1.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1099   -0.5694   -0.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8431    1.8387   -0.6269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4689    0.4286   -2.4074 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4035   -0.4747   -1.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6210   -0.5976   -2.1001 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8344   -0.2320   -1.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2063   -0.1627   -2.6249 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7951   -0.0773   -0.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2510    0.1695   -0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4549    1.3814   -1.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0425    0.2940    0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3295   -0.1630    0.8623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7848   -1.5960    1.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5484   -0.1202    2.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0462   -1.7246    3.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0567   -0.7500    3.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2801   -0.3559    3.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1223   -1.7159   -0.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2623   -1.2784   -1.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5208    1.1673   -0.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6418    0.4530    0.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8064   -0.2441    0.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1959   -0.6694   -0.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5585   -1.5156   -0.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4400    2.6992   -1.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5414    1.8339    0.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9608    2.0153   -0.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4575   -0.4685   -2.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6259   -0.7330   -1.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5336    1.6298   -1.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1690    1.2170   -2.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9190    2.2418   -1.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9728   -0.5748    1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1117    0.4361    0.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6796    1.1779    1.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0340   -0.0484    1.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  6 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 20 24  2  0
  7  2  1  0
 24  5  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  4 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 21 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
M  END


  Mrv0541 05061305242D          

 24 25  0  0  0  0            999 V2000
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -3.4105    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
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    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
    4.2868    0.0000    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
    2.1434   -0.4125    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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    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
    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
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -4.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
  9  8  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 12  3  1  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 13 10  1  0  0  0  0
 14  8  1  0  0  0  0
 14 12  2  0  0  0  0
 15 10  2  0  0  0  0
 15 11  1  0  0  0  0
 16  9  1  0  0  0  0
 17 13  2  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20  4  1  0  0  0  0
 20  5  1  0  0  0  0
 20 16  1  0  0  0  0
 21 16  2  0  0  0  0
 22 18  2  0  0  0  0
 23 19  2  0  0  0  0
 24 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030645

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=CC2=C(C(=O)C1=O)C(CCC(=O)C(C)(C)O)=C(C)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O4/c1-11(2)15-10-13-7-6-12(3)14(17(13)19(23)18(15)22)8-9-16(21)20(4,5)24/h6-7,10-11,24H,8-9H2,1-5H3

> <INCHI_KEY>
VDYQVYQVQLEJQY-UHFFFAOYSA-N

> <FORMULA>
C20H24O4

> <MOLECULAR_WEIGHT>
328.4022

> <EXACT_MASS>
328.167459256

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
36.68594947869491

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-(4-hydroxy-4-methyl-3-oxopentyl)-7-methyl-3-(propan-2-yl)-1,2-dihydronaphthalene-1,2-dione

> <ALOGPS_LOGP>
3.32

> <JCHEM_LOGP>
4.443083359999999

> <ALOGPS_LOGS>
-4.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.99956329199217

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.543313672152145

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4359278589560036

> <JCHEM_POLAR_SURFACE_AREA>
71.44

> <JCHEM_REFRACTIVITY>
95.08199999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.42e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-(4-hydroxy-4-methyl-3-oxopentyl)-3-isopropyl-7-methylnaphthalene-1,2-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030645
     RDKit          3D
Sclareapinone
 48 49  0  0  0  0  0  0  0  0999 V2000
   -2.1042   -1.0706    2.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7223   -0.8508    1.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2447   -0.6940    2.8495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5585   -0.4720    2.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268   -0.4022    1.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9569   -0.5595    0.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3826   -0.7872    0.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3576   -0.9644   -0.4980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2090    0.3253   -0.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2317    0.2018   -1.6128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9313   -0.1463   -2.7424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6466    0.5079   -1.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1099   -0.5694   -0.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8431    1.8387   -0.6269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4689    0.4286   -2.4074 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4035   -0.4747   -1.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6210   -0.5976   -2.1001 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8344   -0.2320   -1.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2063   -0.1627   -2.6249 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7951   -0.0773   -0.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2510    0.1695   -0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4549    1.3814   -1.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0425    0.2940    0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3295   -0.1630    0.8623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7848   -1.5960    1.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5484   -0.1202    2.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0462   -1.7246    3.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0567   -0.7500    3.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2801   -0.3559    3.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1223   -1.7159   -0.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2623   -1.2784   -1.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5208    1.1673   -0.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6418    0.4530    0.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8064   -0.2441    0.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1959   -0.6694   -0.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5585   -1.5156   -0.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4400    2.6992   -1.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5414    1.8339    0.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9608    2.0153   -0.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4575   -0.4685   -2.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6259   -0.7330   -1.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5336    1.6298   -1.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1690    1.2170   -2.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9190    2.2418   -1.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9728   -0.5748    1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1117    0.4361    0.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6796    1.1779    1.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0340   -0.0484    1.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  6 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 20 24  2  0
  7  2  1  0
 24  5  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  4 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 21 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  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       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668  -8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.105  -6.366   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -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       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.565  -9.034   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4   20                                                            
CONECT    5   20                                                            
CONECT    6    7   12                                                       
CONECT    7    6   13                                                       
CONECT    8    9   14                                                       
CONECT    9    8   16                                                       
CONECT   10   13   15                                                       
CONECT   11    1    2   15                                                  
CONECT   12    3    6   14                                                  
CONECT   13    7   10   17                                                  
CONECT   14    8   12   17                                                  
CONECT   15   10   11   18                                                  
CONECT   16    9   20   21                                                  
CONECT   17   13   14   19                                                  
CONECT   18   15   19   22                                                  
CONECT   19   17   18   23                                                  
CONECT   20    4    5   16   24                                             
CONECT   21   16                                                            
CONECT   22   18                                                            
CONECT   23   19                                                            
CONECT   24   20                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0030645
HETATM    1  C1  UNL     1      -2.104  -1.071   2.306  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.722  -0.851   1.841  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.245  -0.694   2.849  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.559  -0.472   2.548  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.927  -0.402   1.223  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.957  -0.559   0.216  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.383  -0.787   0.512  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.358  -0.964  -0.498  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.209   0.325  -0.553  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.232   0.202  -1.613  1.00  0.00           C  
HETATM   11  O1  UNL     1      -2.931  -0.146  -2.742  1.00  0.00           O  
HETATM   12  C11 UNL     1      -4.647   0.508  -1.282  1.00  0.00           C  
HETATM   13  C12 UNL     1      -5.110  -0.569  -0.280  1.00  0.00           C  
HETATM   14  C13 UNL     1      -4.843   1.839  -0.627  1.00  0.00           C  
HETATM   15  O2  UNL     1      -5.469   0.429  -2.407  1.00  0.00           O  
HETATM   16  C14 UNL     1       1.403  -0.475  -1.151  1.00  0.00           C  
HETATM   17  O3  UNL     1       0.621  -0.598  -2.100  1.00  0.00           O  
HETATM   18  C15 UNL     1       2.834  -0.232  -1.443  1.00  0.00           C  
HETATM   19  O4  UNL     1       3.206  -0.163  -2.625  1.00  0.00           O  
HETATM   20  C16 UNL     1       3.795  -0.077  -0.362  1.00  0.00           C  
HETATM   21  C17 UNL     1       5.251   0.170  -0.645  1.00  0.00           C  
HETATM   22  C18 UNL     1       5.455   1.381  -1.485  1.00  0.00           C  
HETATM   23  C19 UNL     1       6.043   0.294   0.620  1.00  0.00           C  
HETATM   24  C20 UNL     1       3.329  -0.163   0.862  1.00  0.00           C  
HETATM   25  H1  UNL     1      -2.785  -1.596   1.662  1.00  0.00           H  
HETATM   26  H2  UNL     1      -2.548  -0.120   2.736  1.00  0.00           H  
HETATM   27  H3  UNL     1      -2.046  -1.725   3.246  1.00  0.00           H  
HETATM   28  H4  UNL     1      -0.057  -0.750   3.897  1.00  0.00           H  
HETATM   29  H5  UNL     1       2.280  -0.356   3.327  1.00  0.00           H  
HETATM   30  H6  UNL     1      -2.122  -1.716  -0.082  1.00  0.00           H  
HETATM   31  H7  UNL     1      -1.262  -1.278  -1.491  1.00  0.00           H  
HETATM   32  H8  UNL     1      -1.521   1.167  -0.783  1.00  0.00           H  
HETATM   33  H9  UNL     1      -2.642   0.453   0.448  1.00  0.00           H  
HETATM   34  H10 UNL     1      -4.806  -0.244   0.728  1.00  0.00           H  
HETATM   35  H11 UNL     1      -6.196  -0.669  -0.387  1.00  0.00           H  
HETATM   36  H12 UNL     1      -4.558  -1.516  -0.537  1.00  0.00           H  
HETATM   37  H13 UNL     1      -4.440   2.699  -1.190  1.00  0.00           H  
HETATM   38  H14 UNL     1      -4.541   1.834   0.452  1.00  0.00           H  
HETATM   39  H15 UNL     1      -5.961   2.015  -0.602  1.00  0.00           H  
HETATM   40  H16 UNL     1      -5.458  -0.468  -2.829  1.00  0.00           H  
HETATM   41  H17 UNL     1       5.626  -0.733  -1.192  1.00  0.00           H  
HETATM   42  H18 UNL     1       6.534   1.630  -1.471  1.00  0.00           H  
HETATM   43  H19 UNL     1       5.169   1.217  -2.547  1.00  0.00           H  
HETATM   44  H20 UNL     1       4.919   2.242  -1.038  1.00  0.00           H  
HETATM   45  H21 UNL     1       5.973  -0.575   1.300  1.00  0.00           H  
HETATM   46  H22 UNL     1       7.112   0.436   0.311  1.00  0.00           H  
HETATM   47  H23 UNL     1       5.680   1.178   1.211  1.00  0.00           H  
HETATM   48  H24 UNL     1       4.034  -0.048   1.702  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    3    7
CONECT    3    4   28
CONECT    4    5    5   29
CONECT    5    6   24
CONECT    6    7    7   16
CONECT    7    8
CONECT    8    9   30   31
CONECT    9   10   32   33
CONECT   10   11   11   12
CONECT   12   13   14   15
CONECT   13   34   35   36
CONECT   14   37   38   39
CONECT   15   40
CONECT   16   17   17   18
CONECT   18   19   19   20
CONECT   20   21   24   24
CONECT   21   22   23   41
CONECT   22   42   43   44
CONECT   23   45   46   47
CONECT   24   48
END

HMDB0030645
     RDKit          3D
Sclareapinone
 48 49  0  0  0  0  0  0  0  0999 V2000
   -2.1042   -1.0706    2.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7223   -0.8508    1.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2447   -0.6940    2.8495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5585   -0.4720    2.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268   -0.4022    1.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9569   -0.5595    0.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3826   -0.7872    0.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3576   -0.9644   -0.4980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2090    0.3253   -0.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2317    0.2018   -1.6128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9313   -0.1463   -2.7424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6466    0.5079   -1.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1099   -0.5694   -0.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8431    1.8387   -0.6269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4689    0.4286   -2.4074 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4035   -0.4747   -1.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6210   -0.5976   -2.1001 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8344   -0.2320   -1.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2063   -0.1627   -2.6249 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7951   -0.0773   -0.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2510    0.1695   -0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4549    1.3814   -1.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0425    0.2940    0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3295   -0.1630    0.8623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7848   -1.5960    1.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5484   -0.1202    2.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0462   -1.7246    3.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0567   -0.7500    3.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2801   -0.3559    3.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1223   -1.7159   -0.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2623   -1.2784   -1.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5208    1.1673   -0.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6418    0.4530    0.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8064   -0.2441    0.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1959   -0.6694   -0.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5585   -1.5156   -0.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4400    2.6992   -1.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5414    1.8339    0.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9608    2.0153   -0.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4575   -0.4685   -2.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6259   -0.7330   -1.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5336    1.6298   -1.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1690    1.2170   -2.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9190    2.2418   -1.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9728   -0.5748    1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1117    0.4361    0.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6796    1.1779    1.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0340   -0.0484    1.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  6 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 20 24  2  0
  7  2  1  0
 24  5  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  4 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 21 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₀H₂₄O₄

Average Molecular Weight

328.4022

Monoisotopic Molecular Weight

328.167459256

IUPAC Name

8-(4-hydroxy-4-methyl-3-oxopentyl)-7-methyl-3-(propan-2-yl)-1,2-dihydronaphthalene-1,2-dione

Traditional Name

8-(4-hydroxy-4-methyl-3-oxopentyl)-3-isopropyl-7-methylnaphthalene-1,2-dione

CAS Registry Number

189155-46-2

SMILES

CC(C)C1=CC2=C(C(=O)C1=O)C(CCC(=O)C(C)(C)O)=C(C)C=C2

InChI Identifier

InChI=1S/C20H24O4/c1-11(2)15-10-13-7-6-12(3)14(17(13)19(23)18(15)22)8-9-16(21)20(4,5)24/h6-7,10-11,24H,8-9H2,1-5H3

InChI Key

VDYQVYQVQLEJQY-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
Aryl ketone
Quinone
Acyloin
Tertiary alcohol
Alpha-hydroxy ketone
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030645)

Cellular substructure

Membrane (HMDB: HMDB0030645)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030645)

Source

Endogenous

Endogenous (HMDB: HMDB0030645)

Plant

Plant (HMDB: HMDB0030645)

Exogenous

Food

Food (HMDB: HMDB0030645)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

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	4.64 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	0.0084 g/L	ALOGPS
logP	3.32	ALOGPS
logP	4.44	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	13.54	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	71.44 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	95.08 m³·mol⁻¹	ChemAxon
Polarizability	36.69 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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
DarkChem	[M+H]+	178.322	31661259
DarkChem	[M-H]-	177.3	31661259
DeepCCS	[M+H]+	188.335	30932474
DeepCCS	[M-H]-	185.928	30932474
DeepCCS	[M-2H]-	220.268	30932474
DeepCCS	[M+Na]+	195.562	30932474
AllCCS	[M+H]+	179.0	32859911
AllCCS	[M+H-H2O]+	175.9	32859911
AllCCS	[M+NH4]+	181.8	32859911
AllCCS	[M+Na]+	182.7	32859911
AllCCS	[M-H]-	186.5	32859911
AllCCS	[M+Na-2H]-	187.0	32859911
AllCCS	[M+HCOO]-	187.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Sclareapinone	CC(C)C1=CC2=C(C(=O)C1=O)C(CCC(=O)C(C)(C)O)=C(C)C=C2	3674.5	Standard polar	33892256
Sclareapinone	CC(C)C1=CC2=C(C(=O)C1=O)C(CCC(=O)C(C)(C)O)=C(C)C=C2	2125.6	Standard non polar	33892256
Sclareapinone	CC(C)C1=CC2=C(C(=O)C1=O)C(CCC(=O)C(C)(C)O)=C(C)C=C2	2498.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Sclareapinone,1TMS,isomer #1	CC1=CC=C2C=C(C(C)C)C(=O)C(=O)C2=C1CCC(=O)C(C)(C)O[Si](C)(C)C	2625.5	Semi standard non polar	33892256
Sclareapinone,1TMS,isomer #2	CC1=CC=C2C=C(C(C)C)C(=O)C(=O)C2=C1CC=C(O[Si](C)(C)C)C(C)(C)O	2581.3	Semi standard non polar	33892256
Sclareapinone,2TMS,isomer #1	CC1=CC=C2C=C(C(C)C)C(=O)C(=O)C2=C1CC=C(O[Si](C)(C)C)C(C)(C)O[Si](C)(C)C	2609.0	Semi standard non polar	33892256
Sclareapinone,2TMS,isomer #1	CC1=CC=C2C=C(C(C)C)C(=O)C(=O)C2=C1CC=C(O[Si](C)(C)C)C(C)(C)O[Si](C)(C)C	2701.9	Standard non polar	33892256
Sclareapinone,1TBDMS,isomer #1	CC1=CC=C2C=C(C(C)C)C(=O)C(=O)C2=C1CCC(=O)C(C)(C)O[Si](C)(C)C(C)(C)C	2865.2	Semi standard non polar	33892256
Sclareapinone,1TBDMS,isomer #2	CC1=CC=C2C=C(C(C)C)C(=O)C(=O)C2=C1CC=C(O[Si](C)(C)C(C)(C)C)C(C)(C)O	2863.8	Semi standard non polar	33892256
Sclareapinone,2TBDMS,isomer #1	CC1=CC=C2C=C(C(C)C)C(=O)C(=O)C2=C1CC=C(O[Si](C)(C)C(C)(C)C)C(C)(C)O[Si](C)(C)C(C)(C)C	3130.6	Semi standard non polar	33892256
Sclareapinone,2TBDMS,isomer #1	CC1=CC=C2C=C(C(C)C)C(=O)C(=O)C2=C1CC=C(O[Si](C)(C)C(C)(C)C)C(C)(C)O[Si](C)(C)C(C)(C)C	3135.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Sclareapinone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9061000000-d6e37d8a70c7c4551ad2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sclareapinone GC-MS (1 TMS) - 70eV, Positive	splash10-001i-3943000000-2ecb8025989f67aea74d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sclareapinone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sclareapinone 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 - Sclareapinone 10V, Positive-QTOF	splash10-01t9-1049000000-bfbdd865acb2bb11c074	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sclareapinone 20V, Positive-QTOF	splash10-07fu-6192000000-54f1e5bb68b56dcdcc45	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sclareapinone 40V, Positive-QTOF	splash10-0a4i-9210000000-4010523f9c939b23561c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sclareapinone 10V, Negative-QTOF	splash10-004i-0019000000-f273437769207a4a81d5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sclareapinone 20V, Negative-QTOF	splash10-016r-2195000000-62ca356b2fc2d0790a2e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sclareapinone 40V, Negative-QTOF	splash10-000i-9141000000-08d848d715f8e19372b0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sclareapinone 10V, Negative-QTOF	splash10-0a4i-0009000000-3adc54754092b0b9f2e5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sclareapinone 20V, Negative-QTOF	splash10-004i-7269000000-b0e9299c1ca3cc688c93	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sclareapinone 40V, Negative-QTOF	splash10-05aj-6590000000-9faaf188e7b437bb2875	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sclareapinone 10V, Positive-QTOF	splash10-004i-0093000000-ebd4b7d0c93f9c1cb3e0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sclareapinone 20V, Positive-QTOF	splash10-004i-0190000000-688b623bbfe4a9545da8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sclareapinone 40V, Positive-QTOF	splash10-03fr-1690000000-cb31405e10d667d33742	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

FDB002550

KNApSAcK ID

C00057185

Chemspider ID

8557288

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10381845

PDB ID

Not Available

ChEBI ID

546235

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1821711

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Sclareapinone (HMDB0030645)

MOL for HMDB0030645 (Sclareapinone)

3D MOL for HMDB0030645 (Sclareapinone)

3D SDF for HMDB0030645 (Sclareapinone)

3D-SDF for HMDB0030645 (Sclareapinone)

PDB for HMDB0030645 (Sclareapinone)

3D PDB for HMDB0030645 (Sclareapinone)

SMILES for HMDB0030645 (Sclareapinone)

INCHI for HMDB0030645 (Sclareapinone)

Structure for HMDB0030645 (Sclareapinone)

3D Structure for HMDB0030645 (Sclareapinone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra