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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:19:06 UTC

Update Date

2022-03-07 02:56:43 UTC

HMDB ID

HMDB0040742

Secondary Accession Numbers

HMDB40742

Metabolite Identification

Common Name

2,3-Dehydrosalvipisone

Description

2,3-Dehydrosalvipisone 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). 2,3-Dehydrosalvipisone has been detected, but not quantified in, several different foods, such as teas (Camellia sinensis), black tea, green tea, alcoholic beverages, and red tea. This could make 2,3-dehydrosalvipisone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2,3-Dehydrosalvipisone.

Structure

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

HMDB0040742
     RDKit          3D
2,3-Dehydrosalvipisone
 45 46  0  0  0  0  0  0  0  0999 V2000
   -5.9020    0.1150    1.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7401    0.2908    0.9733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9374    1.0349   -0.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5565   -0.2065    1.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3490   -0.1795    1.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9477    0.3671   -0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8753   -0.5076   -0.7754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2819   -1.6679   -1.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7271   -1.9719   -1.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3074   -2.4891   -1.9563 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0222   -2.1531   -1.8220 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4207   -1.0083   -1.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4439   -0.1649   -0.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9154    1.0261    0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0931    1.8227    0.5629 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3484    1.2998    0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7136    2.4479    0.8285 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817    0.5285   -0.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7080    0.8076   -0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0851    2.1379    0.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4847   -0.2674    0.5040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8284   -0.6695   -1.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6978   -1.4538   -1.5262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8175    0.5040    1.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8411   -0.4223    2.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9405    1.5987   -0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0578    0.3739   -1.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1979    1.8381   -0.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6920   -0.6732    2.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5467   -0.6096    1.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8629    0.1441   -0.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7746    1.4176   -0.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2646   -1.2942   -2.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7959   -2.9768   -2.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2239   -2.0920   -0.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6177   -3.3935   -2.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7429   -2.8347   -2.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3247    2.6610    1.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1181    0.7848   -1.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6966    2.9979   -0.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2075    2.2152    0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9523    2.2403    1.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5278    0.1380    0.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6169   -1.1647   -0.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0277   -0.5918    1.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
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 13  7  1  0
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  1 24  1  0
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  6 31  1  0
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  9 33  1  0
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 21 45  1  0
M  END


  Mrv0541 05061312052D          

 23 24  0  0  0  0            999 V2000
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    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
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    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
   -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 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
    2.1434   -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    0.0000    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    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   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
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
 10  9  2  0  0  0  0
 11  1  2  0  0  0  0
 11  2  1  0  0  0  0
 11  7  1  0  0  0  0
 12  3  1  0  0  0  0
 12  4  1  0  0  0  0
 13  5  1  0  0  0  0
 13  9  1  0  0  0  0
 14  8  1  0  0  0  0
 14 13  2  0  0  0  0
 15 10  1  0  0  0  0
 16 12  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  2  0  0  0  0
 18 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 16  2  0  0  0  0
 20 17  1  0  0  0  0
 20 19  1  0  0  0  0
 21 18  2  0  0  0  0
 22 19  1  0  0  0  0
 23 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040742

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=C(O)C(=O)C2=C(C=CC(C)=C2C\C=C/C(C)=C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H22O3/c1-11(2)7-6-8-14-13(5)9-10-15-17(14)20(23)19(22)16(12(3)4)18(15)21/h6-7,9-10,12,22H,1,8H2,2-5H3/b7-6-

> <INCHI_KEY>
DRAMPMNRCNQDOE-SREVYHEPSA-N

> <FORMULA>
C20H22O3

> <MOLECULAR_WEIGHT>
310.3869

> <EXACT_MASS>
310.15689457

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
35.3815061158732

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-6-methyl-5-[(2Z)-4-methylpenta-2,4-dien-1-yl]-2-(propan-2-yl)-1,4-dihydronaphthalene-1,4-dione

> <ALOGPS_LOGP>
3.46

> <JCHEM_LOGP>
4.485367587333333

> <ALOGPS_LOGS>
-4.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.456319808087022

> <JCHEM_PKA_STRONGEST_BASIC>
-4.029465715942867

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
95.58639999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.33e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-2-isopropyl-6-methyl-5-[(2Z)-4-methylpenta-2,4-dien-1-yl]naphthalene-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040742
     RDKit          3D
2,3-Dehydrosalvipisone
 45 46  0  0  0  0  0  0  0  0999 V2000
   -5.9020    0.1150    1.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7401    0.2908    0.9733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9374    1.0349   -0.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5565   -0.2065    1.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3490   -0.1795    1.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9477    0.3671   -0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8753   -0.5076   -0.7754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2819   -1.6679   -1.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7271   -1.9719   -1.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3074   -2.4891   -1.9563 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0222   -2.1531   -1.8220 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4207   -1.0083   -1.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4439   -0.1649   -0.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9154    1.0261    0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0931    1.8227    0.5629 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3484    1.2998    0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7136    2.4479    0.8285 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817    0.5285   -0.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7080    0.8076   -0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0851    2.1379    0.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4847   -0.2674    0.5040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8284   -0.6695   -1.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6978   -1.4538   -1.5262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8175    0.5040    1.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8411   -0.4223    2.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9405    1.5987   -0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0578    0.3739   -1.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1979    1.8381   -0.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6920   -0.6732    2.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5467   -0.6096    1.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8629    0.1441   -0.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7746    1.4176   -0.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2646   -1.2942   -2.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7959   -2.9768   -2.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2239   -2.0920   -0.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6177   -3.3935   -2.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7429   -2.8347   -2.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3247    2.6610    1.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1181    0.7848   -1.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6966    2.9979   -0.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2075    2.2152    0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9523    2.2403    1.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5278    0.1380    0.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6169   -1.1647   -0.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0277   -0.5918    1.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 18 22  1  0
 22 23  2  0
 13  7  1  0
 22 12  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 17 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 20 42  1  0
 21 43  1  0
 21 44  1  0
 21 45  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       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   0.000   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   1.540   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4   12                                                            
CONECT    5   13                                                            
CONECT    6    7    8                                                       
CONECT    7    6   11                                                       
CONECT    8    6   14                                                       
CONECT    9   10   13                                                       
CONECT   10    9   15                                                       
CONECT   11    1    2    7                                                  
CONECT   12    3    4   16                                                  
CONECT   13    5    9   14                                                  
CONECT   14    8   13   17                                                  
CONECT   15   10   17   18                                                  
CONECT   16   12   18   19                                                  
CONECT   17   14   15   20                                                  
CONECT   18   15   16   21                                                  
CONECT   19   16   20   22                                                  
CONECT   20   17   19   23                                                  
CONECT   21   18                                                            
CONECT   22   19                                                            
CONECT   23   20                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0040742
HETATM    1  C1  UNL     1      -5.902   0.115   1.669  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.740   0.291   0.973  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.937   1.035  -0.280  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.557  -0.206   1.588  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.349  -0.180   1.107  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.948   0.367  -0.197  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.875  -0.508  -0.775  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.282  -1.668  -1.433  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.727  -1.972  -1.545  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.307  -2.489  -1.956  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.022  -2.153  -1.822  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.421  -1.008  -1.172  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.444  -0.165  -0.635  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.915   1.026   0.054  1.00  0.00           C  
HETATM   15  O1  UNL     1       0.093   1.823   0.563  1.00  0.00           O  
HETATM   16  C15 UNL     1       2.348   1.300   0.161  1.00  0.00           C  
HETATM   17  O2  UNL     1       2.714   2.448   0.828  1.00  0.00           O  
HETATM   18  C16 UNL     1       3.282   0.529  -0.334  1.00  0.00           C  
HETATM   19  C17 UNL     1       4.708   0.808  -0.225  1.00  0.00           C  
HETATM   20  C18 UNL     1       5.085   2.138   0.328  1.00  0.00           C  
HETATM   21  C19 UNL     1       5.485  -0.267   0.504  1.00  0.00           C  
HETATM   22  C20 UNL     1       2.828  -0.669  -1.027  1.00  0.00           C  
HETATM   23  O3  UNL     1       3.698  -1.454  -1.526  1.00  0.00           O  
HETATM   24  H1  UNL     1      -6.817   0.504   1.283  1.00  0.00           H  
HETATM   25  H2  UNL     1      -5.841  -0.422   2.600  1.00  0.00           H  
HETATM   26  H3  UNL     1      -5.940   1.599  -0.228  1.00  0.00           H  
HETATM   27  H4  UNL     1      -5.058   0.374  -1.135  1.00  0.00           H  
HETATM   28  H5  UNL     1      -4.198   1.838  -0.452  1.00  0.00           H  
HETATM   29  H6  UNL     1      -3.692  -0.673   2.604  1.00  0.00           H  
HETATM   30  H7  UNL     1      -1.547  -0.610   1.741  1.00  0.00           H  
HETATM   31  H8  UNL     1      -2.863   0.144  -0.875  1.00  0.00           H  
HETATM   32  H9  UNL     1      -1.775   1.418  -0.150  1.00  0.00           H  
HETATM   33  H10 UNL     1      -3.265  -1.294  -2.245  1.00  0.00           H  
HETATM   34  H11 UNL     1      -2.796  -2.977  -2.064  1.00  0.00           H  
HETATM   35  H12 UNL     1      -3.224  -2.092  -0.569  1.00  0.00           H  
HETATM   36  H13 UNL     1      -0.618  -3.394  -2.470  1.00  0.00           H  
HETATM   37  H14 UNL     1       1.743  -2.835  -2.253  1.00  0.00           H  
HETATM   38  H15 UNL     1       2.325   2.661   1.737  1.00  0.00           H  
HETATM   39  H16 UNL     1       5.118   0.785  -1.281  1.00  0.00           H  
HETATM   40  H17 UNL     1       4.697   2.998  -0.255  1.00  0.00           H  
HETATM   41  H18 UNL     1       6.208   2.215   0.193  1.00  0.00           H  
HETATM   42  H19 UNL     1       4.952   2.240   1.424  1.00  0.00           H  
HETATM   43  H20 UNL     1       6.528   0.138   0.640  1.00  0.00           H  
HETATM   44  H21 UNL     1       5.617  -1.165  -0.146  1.00  0.00           H  
HETATM   45  H22 UNL     1       5.028  -0.592   1.437  1.00  0.00           H  
CONECT    1    2    2   24   25
CONECT    2    3    4
CONECT    3   26   27   28
CONECT    4    5    5   29
CONECT    5    6   30
CONECT    6    7   31   32
CONECT    7    8    8   13
CONECT    8    9   10
CONECT    9   33   34   35
CONECT   10   11   11   36
CONECT   11   12   37
CONECT   12   13   13   22
CONECT   13   14
CONECT   14   15   15   16
CONECT   16   17   18   18
CONECT   17   38
CONECT   18   19   22
CONECT   19   20   21   39
CONECT   20   40   41   42
CONECT   21   43   44   45
CONECT   22   23   23
END

HMDB0040742
     RDKit          3D
2,3-Dehydrosalvipisone
 45 46  0  0  0  0  0  0  0  0999 V2000
   -5.9020    0.1150    1.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7401    0.2908    0.9733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9374    1.0349   -0.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5565   -0.2065    1.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3490   -0.1795    1.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9477    0.3671   -0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8753   -0.5076   -0.7754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2819   -1.6679   -1.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7271   -1.9719   -1.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3074   -2.4891   -1.9563 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0222   -2.1531   -1.8220 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4207   -1.0083   -1.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4439   -0.1649   -0.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9154    1.0261    0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0931    1.8227    0.5629 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3484    1.2998    0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7136    2.4479    0.8285 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817    0.5285   -0.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7080    0.8076   -0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0851    2.1379    0.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4847   -0.2674    0.5040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8284   -0.6695   -1.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6978   -1.4538   -1.5262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8175    0.5040    1.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8411   -0.4223    2.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9405    1.5987   -0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0578    0.3739   -1.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1979    1.8381   -0.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6920   -0.6732    2.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5467   -0.6096    1.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8629    0.1441   -0.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7746    1.4176   -0.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2646   -1.2942   -2.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7959   -2.9768   -2.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2239   -2.0920   -0.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6177   -3.3935   -2.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7429   -2.8347   -2.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3247    2.6610    1.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1181    0.7848   -1.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6966    2.9979   -0.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2075    2.2152    0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9523    2.2403    1.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5278    0.1380    0.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6169   -1.1647   -0.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0277   -0.5918    1.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 18 22  1  0
 22 23  2  0
 13  7  1  0
 22 12  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 17 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 20 42  1  0
 21 43  1  0
 21 44  1  0
 21 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₀H₂₂O₃

Average Molecular Weight

310.3869

Monoisotopic Molecular Weight

310.15689457

IUPAC Name

3-hydroxy-6-methyl-5-[(2Z)-4-methylpenta-2,4-dien-1-yl]-2-(propan-2-yl)-1,4-dihydronaphthalene-1,4-dione

Traditional Name

3-hydroxy-2-isopropyl-6-methyl-5-[(2Z)-4-methylpenta-2,4-dien-1-yl]naphthalene-1,4-dione

CAS Registry Number

Not Available

SMILES

CC(C)C1=C(O)C(=O)C2=C(C=CC(C)=C2C\C=C/C(C)=C)C1=O

InChI Identifier

InChI=1S/C20H22O3/c1-11(2)7-6-8-14-13(5)9-10-15-17(14)20(23)19(22)16(12(3)4)18(15)21/h6-7,9-10,12,22H,1,8H2,2-5H3/b7-6-

InChI Key

DRAMPMNRCNQDOE-SREVYHEPSA-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
Vinylogous acid
Ketone
Enol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0040742)

Cellular substructure

Membrane (HMDB: HMDB0040742)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040742)

Source

Exogenous

Food

Food (HMDB: HMDB0040742)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Endogenous

Plant

Plant (HMDB: HMDB0040742)

Not Available

Nutrient (HMDB: HMDB0040742)

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
Water Solubility	0.0033 g/L	ALOGPS
logP	3.46	ALOGPS
logP	4.49	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	8.46	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	95.59 m³·mol⁻¹	ChemAxon
Polarizability	35.38 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
DeepCCS	[M+H]+	182.924	30932474
DeepCCS	[M-H]-	180.566	30932474
DeepCCS	[M-2H]-	214.455	30932474
DeepCCS	[M+Na]+	189.682	30932474
AllCCS	[M+H]+	175.0	32859911
AllCCS	[M+H-H2O]+	171.7	32859911
AllCCS	[M+NH4]+	178.1	32859911
AllCCS	[M+Na]+	179.0	32859911
AllCCS	[M-H]-	181.0	32859911
AllCCS	[M+Na-2H]-	181.0	32859911
AllCCS	[M+HCOO]-	181.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,3-Dehydrosalvipisone	CC(C)C1=C(O)C(=O)C2=C(C=CC(C)=C2C\C=C/C(C)=C)C1=O	3459.9	Standard polar	33892256
2,3-Dehydrosalvipisone	CC(C)C1=C(O)C(=O)C2=C(C=CC(C)=C2C\C=C/C(C)=C)C1=O	2389.1	Standard non polar	33892256
2,3-Dehydrosalvipisone	CC(C)C1=C(O)C(=O)C2=C(C=CC(C)=C2C\C=C/C(C)=C)C1=O	2420.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,3-Dehydrosalvipisone,1TMS,isomer #1	C=C(C)/C=C\CC1=C(C)C=CC2=C1C(=O)C(O[Si](C)(C)C)=C(C(C)C)C2=O	2411.4	Semi standard non polar	33892256
2,3-Dehydrosalvipisone,1TBDMS,isomer #1	C=C(C)/C=C\CC1=C(C)C=CC2=C1C(=O)C(O[Si](C)(C)C(C)(C)C)=C(C(C)C)C2=O	2658.0	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 - 2,3-Dehydrosalvipisone GC-MS (Non-derivatized) - 70eV, Positive	splash10-001j-1190000000-2eea807e4e877e4bae36	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Dehydrosalvipisone GC-MS (1 TMS) - 70eV, Positive	splash10-0159-5139000000-6a5b30f41a0d0b483e15	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Dehydrosalvipisone 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 - 2,3-Dehydrosalvipisone 10V, Positive-QTOF	splash10-03di-0059000000-8d9eecc92948578b7518	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydrosalvipisone 20V, Positive-QTOF	splash10-01pn-4591000000-fcd0e3386f1b317e94f3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydrosalvipisone 40V, Positive-QTOF	splash10-066r-9610000000-0ea7445bcc451ddb9231	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydrosalvipisone 10V, Negative-QTOF	splash10-0a4i-0009000000-d067af74fc268e52254e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydrosalvipisone 20V, Negative-QTOF	splash10-0a4i-1149000000-11fc0168c9fb08184b43	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydrosalvipisone 40V, Negative-QTOF	splash10-0005-4980000000-62f383d9552bdfdbc67b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydrosalvipisone 10V, Positive-QTOF	splash10-03di-0049000000-90e8c4415f2fe8ae5126	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydrosalvipisone 20V, Positive-QTOF	splash10-0btc-0192000000-560e7c5a940d87ab2d52	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydrosalvipisone 40V, Positive-QTOF	splash10-067i-9550000000-213b5008209c1a26a827	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydrosalvipisone 10V, Negative-QTOF	splash10-0a4i-0009000000-bb7feb569569c7990469	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydrosalvipisone 20V, Negative-QTOF	splash10-0a4i-0059000000-f58e89b998e396a2e92c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydrosalvipisone 40V, Negative-QTOF	splash10-0uxr-0290000000-cce2b56a7ba68c4ee015	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

FDB020552

KNApSAcK ID

C00055170

Chemspider ID

30777503

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

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

Showing metabocard for 2,3-Dehydrosalvipisone (HMDB0040742)

MOL for HMDB0040742 (2,3-Dehydrosalvipisone)

3D MOL for HMDB0040742 (2,3-Dehydrosalvipisone)

3D SDF for HMDB0040742 (2,3-Dehydrosalvipisone)

3D-SDF for HMDB0040742 (2,3-Dehydrosalvipisone)

PDB for HMDB0040742 (2,3-Dehydrosalvipisone)

3D PDB for HMDB0040742 (2,3-Dehydrosalvipisone)

SMILES for HMDB0040742 (2,3-Dehydrosalvipisone)

INCHI for HMDB0040742 (2,3-Dehydrosalvipisone)

Structure for HMDB0040742 (2,3-Dehydrosalvipisone)

3D Structure for HMDB0040742 (2,3-Dehydrosalvipisone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra