Jump To Section:

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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:09:03 UTC

Update Date

2022-03-07 02:54:24 UTC

HMDB ID

HMDB0035202

Secondary Accession Numbers

HMDB35202

Metabolite Identification

Common Name

7-Hydroxycostal

Description

7-Hydroxycostal belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton. Based on a literature review a small amount of articles have been published on 7-Hydroxycostal.

Structure

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

HMDB0035202
     RDKit          3D
7-Hydroxycostal
 39 40  0  0  0  0  0  0  0  0999 V2000
   -1.2803    1.4393   -2.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5732    1.0798   -1.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9907    1.0944   -0.6275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1138    0.6219    0.7910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3197   -0.5722    1.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0053   -0.6993    0.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2388   -1.6417   -0.7524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0207   -1.3170    1.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3697   -1.3437    0.6625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7516    0.1276    0.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6302    0.7159    1.7324 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1436    0.2572   -0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0291    0.9196    0.7044 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5384   -0.3437   -1.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.2615   -1.7343 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8261    0.7292   -0.5323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5861    0.6444   -0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0136    1.7526   -3.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2336    1.4310   -2.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6730    0.5897   -1.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2993    2.1811   -0.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1919    0.4228    0.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8311    1.4690    1.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1012   -0.5509    2.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9464   -1.4975    1.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4334   -1.5693   -1.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2498   -1.4452   -1.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2417   -2.7001   -0.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1400   -0.5879    2.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3155   -2.3012    1.6909 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1030   -1.8767    1.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2374   -1.8177   -0.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1132    0.1111    2.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0546    1.0398    0.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7469    1.3686    1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8245   -0.8906   -1.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0061    0.2520   -1.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0859    1.8105   -0.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6906    1.3585    0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  3
 12 14  1  0
 14 15  2  0
 10 16  1  0
 16 17  1  0
 17  2  1  0
 17  6  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
M  END


  Mrv0541 05061308172D          

 17 18  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3552    2.8197    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
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4051    1.3917    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
    2.9679    2.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2296    1.4204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5806    2.7621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  8  7  1  0  0  0  0
 11  1  2  0  0  0  0
 11  5  1  0  0  0  0
 12  2  2  0  0  0  0
 12 10  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14  3  1  0  0  0  0
 14  6  1  0  0  0  0
 14  7  1  0  0  0  0
 14 13  1  0  0  0  0
 15  8  1  0  0  0  0
 15  9  1  0  0  0  0
 15 12  1  0  0  0  0
 16 10  2  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035202

> <DATABASE_NAME>
hmdb

> <SMILES>
CC12CCCC(=C)C1CC(O)(CC2)C(=C)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O2/c1-11-5-4-6-14(3)7-8-15(17,9-13(11)14)12(2)10-16/h10,13,17H,1-2,4-9H2,3H3

> <INCHI_KEY>
VRDBEJGMTYROKE-UHFFFAOYSA-N

> <FORMULA>
C15H22O2

> <MOLECULAR_WEIGHT>
234.334

> <EXACT_MASS>
234.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
26.449072895518032

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-hydroxy-4a-methyl-8-methylidene-decahydronaphthalen-2-yl)prop-2-enal

> <ALOGPS_LOGP>
2.66

> <JCHEM_LOGP>
2.4510196436666667

> <ALOGPS_LOGS>
-3.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.001080132534316

> <JCHEM_PKA_STRONGEST_BASIC>
-3.23572755002949

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
68.6998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.01e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-hydroxy-4a-methyl-8-methylidene-hexahydro-1H-naphthalen-2-yl)prop-2-enal

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035202
     RDKit          3D
7-Hydroxycostal
 39 40  0  0  0  0  0  0  0  0999 V2000
   -1.2803    1.4393   -2.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5732    1.0798   -1.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9907    1.0944   -0.6275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1138    0.6219    0.7910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3197   -0.5722    1.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0053   -0.6993    0.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2388   -1.6417   -0.7524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0207   -1.3170    1.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3697   -1.3437    0.6625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7516    0.1276    0.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6302    0.7159    1.7324 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1436    0.2572   -0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0291    0.9196    0.7044 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5384   -0.3437   -1.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.2615   -1.7343 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8261    0.7292   -0.5323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5861    0.6444   -0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0136    1.7526   -3.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2336    1.4310   -2.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6730    0.5897   -1.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2993    2.1811   -0.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1919    0.4228    0.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8311    1.4690    1.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1012   -0.5509    2.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9464   -1.4975    1.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4334   -1.5693   -1.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2498   -1.4452   -1.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2417   -2.7001   -0.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1400   -0.5879    2.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3155   -2.3012    1.6909 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1030   -1.8767    1.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2374   -1.8177   -0.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1132    0.1111    2.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0546    1.0398    0.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7469    1.3686    1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8245   -0.8906   -1.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0061    0.2520   -1.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0859    1.8105   -0.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6906    1.3585    0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  3
 12 14  1  0
 14 15  2  0
 10 16  1  0
 16 17  1  0
 17  2  1  0
 17  6  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  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   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.263   5.263   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.356   2.598   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.540   3.904   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.895   2.651   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       4.817   5.156   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   12                                                            
CONECT    3   14                                                            
CONECT    4    5    6                                                       
CONECT    5    4   11                                                       
CONECT    6    4   14                                                       
CONECT    7    8   14                                                       
CONECT    8    7   15                                                       
CONECT    9   13   15                                                       
CONECT   10   12   16                                                       
CONECT   11    1    5   13                                                  
CONECT   12    2   10   15                                                  
CONECT   13    9   11   14                                                  
CONECT   14    3    6    7   13                                             
CONECT   15    8    9   12   17                                             
CONECT   16   10                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0035202
HETATM    1  C1  UNL     1      -1.280   1.439  -2.301  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.573   1.080  -1.074  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.991   1.094  -0.628  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.114   0.622   0.791  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.320  -0.572   1.138  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.005  -0.699   0.430  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.239  -1.642  -0.752  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.021  -1.317   1.362  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.370  -1.344   0.663  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.752   0.128   0.474  1.00  0.00           C  
HETATM   11  O1  UNL     1       1.630   0.716   1.732  1.00  0.00           O  
HETATM   12  C11 UNL     1       3.144   0.257  -0.012  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.029   0.920   0.704  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.538  -0.344  -1.278  1.00  0.00           C  
HETATM   15  O2  UNL     1       4.708  -0.262  -1.734  1.00  0.00           O  
HETATM   16  C14 UNL     1       0.826   0.729  -0.532  1.00  0.00           C  
HETATM   17  C15 UNL     1      -0.586   0.644  -0.054  1.00  0.00           C  
HETATM   18  H1  UNL     1      -2.014   1.753  -3.027  1.00  0.00           H  
HETATM   19  H2  UNL     1      -0.234   1.431  -2.639  1.00  0.00           H  
HETATM   20  H3  UNL     1      -3.673   0.590  -1.320  1.00  0.00           H  
HETATM   21  H4  UNL     1      -3.299   2.181  -0.636  1.00  0.00           H  
HETATM   22  H5  UNL     1      -4.192   0.423   0.986  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.831   1.469   1.472  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.101  -0.551   2.239  1.00  0.00           H  
HETATM   25  H8  UNL     1      -2.946  -1.497   1.002  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.433  -1.569  -1.502  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.250  -1.445  -1.194  1.00  0.00           H  
HETATM   28  H11 UNL     1      -1.242  -2.700  -0.403  1.00  0.00           H  
HETATM   29  H12 UNL     1       0.140  -0.588   2.211  1.00  0.00           H  
HETATM   30  H13 UNL     1      -0.315  -2.301   1.691  1.00  0.00           H  
HETATM   31  H14 UNL     1       2.103  -1.877   1.297  1.00  0.00           H  
HETATM   32  H15 UNL     1       1.237  -1.818  -0.319  1.00  0.00           H  
HETATM   33  H16 UNL     1       2.113   0.111   2.368  1.00  0.00           H  
HETATM   34  H17 UNL     1       5.055   1.040   0.390  1.00  0.00           H  
HETATM   35  H18 UNL     1       3.747   1.369   1.644  1.00  0.00           H  
HETATM   36  H19 UNL     1       2.825  -0.891  -1.879  1.00  0.00           H  
HETATM   37  H20 UNL     1       1.006   0.252  -1.502  1.00  0.00           H  
HETATM   38  H21 UNL     1       1.086   1.811  -0.620  1.00  0.00           H  
HETATM   39  H22 UNL     1      -0.691   1.359   0.810  1.00  0.00           H  
CONECT    1    2    2   18   19
CONECT    2    3   17
CONECT    3    4   20   21
CONECT    4    5   22   23
CONECT    5    6   24   25
CONECT    6    7    8   17
CONECT    7   26   27   28
CONECT    8    9   29   30
CONECT    9   10   31   32
CONECT   10   11   12   16
CONECT   11   33
CONECT   12   13   13   14
CONECT   13   34   35
CONECT   14   15   15   36
CONECT   16   17   37   38
CONECT   17   39
END

HMDB0035202
     RDKit          3D
7-Hydroxycostal
 39 40  0  0  0  0  0  0  0  0999 V2000
   -1.2803    1.4393   -2.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5732    1.0798   -1.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9907    1.0944   -0.6275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1138    0.6219    0.7910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3197   -0.5722    1.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0053   -0.6993    0.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2388   -1.6417   -0.7524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0207   -1.3170    1.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3697   -1.3437    0.6625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7516    0.1276    0.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6302    0.7159    1.7324 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1436    0.2572   -0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0291    0.9196    0.7044 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5384   -0.3437   -1.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.2615   -1.7343 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8261    0.7292   -0.5323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5861    0.6444   -0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0136    1.7526   -3.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2336    1.4310   -2.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6730    0.5897   -1.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2993    2.1811   -0.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1919    0.4228    0.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8311    1.4690    1.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1012   -0.5509    2.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9464   -1.4975    1.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4334   -1.5693   -1.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2498   -1.4452   -1.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2417   -2.7001   -0.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1400   -0.5879    2.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3155   -2.3012    1.6909 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1030   -1.8767    1.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2374   -1.8177   -0.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1132    0.1111    2.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0546    1.0398    0.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7469    1.3686    1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8245   -0.8906   -1.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0061    0.2520   -1.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0859    1.8105   -0.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6906    1.3585    0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  3
 12 14  1  0
 14 15  2  0
 10 16  1  0
 16 17  1  0
 17  2  1  0
 17  6  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-7-Hydroxycostal	HMDB
7a-Hydroxy-4(15),11(13)-eudesmadien-12-al	HMDB
N,N-Bis(2-chloroethyl)-P-toluenesulfonamide	HMDB
N,N-Bis(2-chloroethyl)-P-toluenesulphonamide	HMDB
N-N-Bis(beta-chloroethyl)-P-toluenesulfonamide	HMDB

Chemical Formula

C₁₅H₂₂O₂

Average Molecular Weight

234.334

Monoisotopic Molecular Weight

234.161979948

IUPAC Name

2-(2-hydroxy-4a-methyl-8-methylidene-decahydronaphthalen-2-yl)prop-2-enal

Traditional Name

2-(2-hydroxy-4a-methyl-8-methylidene-hexahydro-1H-naphthalen-2-yl)prop-2-enal

CAS Registry Number

86703-04-0

SMILES

CC12CCCC(=C)C1CC(O)(CC2)C(=C)C=O

InChI Identifier

InChI=1S/C15H22O2/c1-11-5-4-6-14(3)7-8-15(17,9-13(11)14)12(2)10-16/h10,13,17H,1-2,4-9H2,3H3

InChI Key

VRDBEJGMTYROKE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids

Alternative Parents

Substituents

Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoid
Tertiary alcohol
Enal
Cyclic alcohol
Alpha,beta-unsaturated aldehyde
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0035202)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035202)

Source

Endogenous

Endogenous (HMDB: HMDB0035202)

Plant

Plant (HMDB: HMDB0035202)

Animal

Animal (HMDB: HMDB0035202)

Exogenous

Food

Food (HMDB: HMDB0035202)

Vegetable

Tuber

Potato (FooDB: FOOD00175)
Sweet potato (FooDB: FOOD00092)

Root vegetable

Root vegetables (FooDB: FOOD00873)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035202)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035202)

Cellular process

Cell signaling (HMDB: HMDB0035202)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035202)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035202)

Nutrient

Nutrient (HMDB: HMDB0035202)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035202)

Emulsifier (HMDB: HMDB0035202)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	123 - 124 °C	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	0.1 g/L	ALOGPS
logP	2.66	ALOGPS
logP	2.45	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	14	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	68.7 m³·mol⁻¹	ChemAxon
Polarizability	26.45 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	154.206	31661259
DarkChem	[M-H]-	152.479	31661259
DeepCCS	[M-2H]-	189.112	30932474
DeepCCS	[M+Na]+	164.376	30932474
AllCCS	[M+H]+	157.4	32859911
AllCCS	[M+H-H2O]+	153.7	32859911
AllCCS	[M+NH4]+	160.8	32859911
AllCCS	[M+Na]+	161.8	32859911
AllCCS	[M-H]-	161.1	32859911
AllCCS	[M+Na-2H]-	161.5	32859911
AllCCS	[M+HCOO]-	162.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-Hydroxycostal	CC12CCCC(=C)C1CC(O)(CC2)C(=C)C=O	2654.6	Standard polar	33892256
7-Hydroxycostal	CC12CCCC(=C)C1CC(O)(CC2)C(=C)C=O	1761.2	Standard non polar	33892256
7-Hydroxycostal	CC12CCCC(=C)C1CC(O)(CC2)C(=C)C=O	1858.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7-Hydroxycostal,1TMS,isomer #1	C=C1CCCC2(C)CCC(O[Si](C)(C)C)(C(=C)C=O)CC12	1938.4	Semi standard non polar	33892256
7-Hydroxycostal,1TBDMS,isomer #1	C=C1CCCC2(C)CCC(O[Si](C)(C)C(C)(C)C)(C(=C)C=O)CC12	2182.7	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 - 7-Hydroxycostal GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ab9-0930000000-7a204556ca8e4079e50d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxycostal GC-MS (1 TMS) - 70eV, Positive	splash10-00g3-4980000000-387d2b74f08d82ca2184	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxycostal 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 - 7-Hydroxycostal 10V, Positive-QTOF	splash10-014r-0190000000-07c7901055742403c029	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxycostal 20V, Positive-QTOF	splash10-05n0-4950000000-91ac8c9832e137958f04	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxycostal 40V, Positive-QTOF	splash10-0gbl-7910000000-77bc0f72ae263881757f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxycostal 10V, Negative-QTOF	splash10-001i-0090000000-780354c6d504f0f48b28	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxycostal 20V, Negative-QTOF	splash10-003r-2590000000-0339f732f8fad85ec8b3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxycostal 40V, Negative-QTOF	splash10-0a6r-8920000000-79567416fc2e35aecc8e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxycostal 10V, Positive-QTOF	splash10-000i-0390000000-48149cb3ead62dcd570b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxycostal 20V, Positive-QTOF	splash10-097i-2910000000-027abc4eb01088df42e9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxycostal 40V, Positive-QTOF	splash10-0a4i-4910000000-8f7f7c8e74938fc587d9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxycostal 10V, Negative-QTOF	splash10-001i-0090000000-ba37622930dd78a9783a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxycostal 20V, Negative-QTOF	splash10-001i-0190000000-3c638537c259aa04ae6c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxycostal 40V, Negative-QTOF	splash10-0a6r-2900000000-2f334e81820d577c8e10	2021-09-24	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

FDB013848

KNApSAcK ID

C00012723

Chemspider ID

35013873

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14165820

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

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

Showing metabocard for 7-Hydroxycostal (HMDB0035202)

MOL for HMDB0035202 (7-Hydroxycostal)

3D MOL for HMDB0035202 (7-Hydroxycostal)

3D SDF for HMDB0035202 (7-Hydroxycostal)

3D-SDF for HMDB0035202 (7-Hydroxycostal)

PDB for HMDB0035202 (7-Hydroxycostal)

3D PDB for HMDB0035202 (7-Hydroxycostal)

SMILES for HMDB0035202 (7-Hydroxycostal)

INCHI for HMDB0035202 (7-Hydroxycostal)

Structure for HMDB0035202 (7-Hydroxycostal)

3D Structure for HMDB0035202 (7-Hydroxycostal)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra