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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:34:17 UTC

Update Date

2022-03-07 02:54:12 UTC

HMDB ID

HMDB0034673

Secondary Accession Numbers

HMDB34673

Metabolite Identification

Common Name

Calamendiol

Description

Calamendiol, also known as calameone, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on Calamendiol.

Structure

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

HMDB0034673
     RDKit          3D
Calamendiol
 43 44  0  0  0  0  0  0  0  0999 V2000
    2.1390    3.3456   -1.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869    2.1876   -0.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7368    1.1105   -0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1951    0.1831    0.9426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8047   -0.2838    0.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7266   -1.7873    0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8125   -2.3436   -0.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9654   -2.3133    1.8500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6363   -2.2387    0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1947   -1.4579   -0.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2838    0.0339   -0.6275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2182    0.1336    0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5551   -0.4450    0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5412    1.5657    0.9282 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1225    0.4627   -0.3896 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8289    0.1316   -1.5751 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3394    1.9266   -0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4054    4.0922   -1.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1700    3.5872   -1.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6287    1.6268    0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1465    0.5865   -0.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3334    0.6773    1.9356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8666   -0.7108    0.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2200   -0.0558    1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3835   -3.2233   -0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2498   -1.6378   -1.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6709   -2.7684    0.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0995   -3.3045    1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2998   -2.3107    1.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5360   -3.3079   -0.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1251   -1.8467   -1.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4278   -1.4992   -1.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6993    0.5874   -1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9265   -0.4182    1.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616   -1.5317    0.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6743   -0.0814   -0.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3961   -0.0150    0.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6123    1.6081    1.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4950    2.2691    0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9616    1.8869    1.8280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5928    0.8271   -2.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2239    2.1920    0.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3041    2.5598   -0.8293 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
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 15 17  1  0
 17  2  1  0
 15  5  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
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
M  END


  Mrv0541 05061309092D          

 17 18  0  0  0  0            999 V2000
    3.5724   -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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276    3.1070    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
    1.4289    2.4750    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
    3.5724    2.0625    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
    2.8579    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
    2.8579    0.8250    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
    2.8579    2.4750    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
    3.3882    3.1070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 11  3  2  0  0  0  0
 11  5  1  0  0  0  0
 11  9  1  0  0  0  0
 12  7  1  0  0  0  0
 12 10  1  0  0  0  0
 13  6  1  0  0  0  0
 14  4  1  0  0  0  0
 14  8  1  0  0  0  0
 14 13  1  0  0  0  0
 15  9  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034673

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1CCC(C)(O)C2CCC(=C)CC12O

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O2/c1-10(2)12-7-8-14(4,16)13-6-5-11(3)9-15(12,13)17/h10,12-13,16-17H,3,5-9H2,1-2,4H3

> <INCHI_KEY>
AHNGXHRYFGQWSL-UHFFFAOYSA-N

> <FORMULA>
C15H26O2

> <MOLECULAR_WEIGHT>
238.3657

> <EXACT_MASS>
238.193280076

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
28.19006443356441

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-methyl-6-methylidene-4-(propan-2-yl)-decahydronaphthalene-1,4a-diol

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
2.400956856333333

> <ALOGPS_LOGS>
-2.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.91024202325519

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.06210095882695

> <JCHEM_PKA_STRONGEST_BASIC>
-2.930778477779292

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
69.8643

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.45e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-isopropyl-1-methyl-6-methylidene-hexahydro-2H-naphthalene-1,4a-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034673
     RDKit          3D
Calamendiol
 43 44  0  0  0  0  0  0  0  0999 V2000
    2.1390    3.3456   -1.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869    2.1876   -0.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7368    1.1105   -0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1951    0.1831    0.9426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8047   -0.2838    0.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7266   -1.7873    0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8125   -2.3436   -0.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9654   -2.3133    1.8500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6363   -2.2387    0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1947   -1.4579   -0.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2838    0.0339   -0.6275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2182    0.1336    0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5551   -0.4450    0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5412    1.5657    0.9282 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1225    0.4627   -0.3896 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8289    0.1316   -1.5751 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3394    1.9266   -0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4054    4.0922   -1.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1700    3.5872   -1.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6287    1.6268    0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1465    0.5865   -0.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3334    0.6773    1.9356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8666   -0.7108    0.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2200   -0.0558    1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3835   -3.2233   -0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2498   -1.6378   -1.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6709   -2.7684    0.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0995   -3.3045    1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2998   -2.3107    1.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5360   -3.3079   -0.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1251   -1.8467   -1.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4278   -1.4992   -1.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6993    0.5874   -1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9265   -0.4182    1.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616   -1.5317    0.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6743   -0.0814   -0.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3961   -0.0150    0.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6123    1.6081    1.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4950    2.2691    0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9616    1.8869    1.8280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5928    0.8271   -2.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2239    2.1920    0.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3041    2.5598   -0.8293 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
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 15 17  1  0
 17  2  1  0
 15  5  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
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  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       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.345   5.800   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       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   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       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.325   5.800   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       4.001   0.770   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   14                                                            
CONECT    5    6   11                                                       
CONECT    6    5   13                                                       
CONECT    7    8   12                                                       
CONECT    8    7   14                                                       
CONECT    9   11   15                                                       
CONECT   10    1    2   12                                                  
CONECT   11    3    5    9                                                  
CONECT   12    7   10   15                                                  
CONECT   13    6   14   15                                                  
CONECT   14    4    8   13   16                                             
CONECT   15    9   12   13   17                                             
CONECT   16   14                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0034673
HETATM    1  C1  UNL     1       2.139   3.346  -1.009  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.787   2.188  -0.466  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.737   1.110  -0.111  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.195   0.183   0.943  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.805  -0.284   0.716  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.727  -1.787   0.556  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.812  -2.344  -0.321  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.965  -2.313   1.850  1.00  0.00           O  
HETATM    9  C8  UNL     1      -0.636  -2.239   0.159  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.195  -1.458  -0.982  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.284   0.034  -0.627  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.218   0.134   0.533  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.555  -0.445   0.038  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.541   1.566   0.928  1.00  0.00           C  
HETATM   15  C14 UNL     1       0.122   0.463  -0.390  1.00  0.00           C  
HETATM   16  O2  UNL     1       0.829   0.132  -1.575  1.00  0.00           O  
HETATM   17  C15 UNL     1       0.339   1.927  -0.183  1.00  0.00           C  
HETATM   18  H1  UNL     1       1.405   4.092  -1.247  1.00  0.00           H  
HETATM   19  H2  UNL     1       3.170   3.587  -1.235  1.00  0.00           H  
HETATM   20  H3  UNL     1       3.629   1.627   0.354  1.00  0.00           H  
HETATM   21  H4  UNL     1       3.146   0.587  -0.996  1.00  0.00           H  
HETATM   22  H5  UNL     1       2.333   0.677   1.936  1.00  0.00           H  
HETATM   23  H6  UNL     1       2.867  -0.711   0.966  1.00  0.00           H  
HETATM   24  H7  UNL     1       0.220  -0.056   1.657  1.00  0.00           H  
HETATM   25  H8  UNL     1       1.383  -3.223  -0.852  1.00  0.00           H  
HETATM   26  H9  UNL     1       2.250  -1.638  -1.023  1.00  0.00           H  
HETATM   27  H10 UNL     1       2.671  -2.768   0.277  1.00  0.00           H  
HETATM   28  H11 UNL     1       1.099  -3.304   1.768  1.00  0.00           H  
HETATM   29  H12 UNL     1      -1.300  -2.311   1.037  1.00  0.00           H  
HETATM   30  H13 UNL     1      -0.536  -3.308  -0.196  1.00  0.00           H  
HETATM   31  H14 UNL     1      -2.125  -1.847  -1.384  1.00  0.00           H  
HETATM   32  H15 UNL     1      -0.428  -1.499  -1.805  1.00  0.00           H  
HETATM   33  H16 UNL     1      -1.699   0.587  -1.471  1.00  0.00           H  
HETATM   34  H17 UNL     1      -1.927  -0.418   1.426  1.00  0.00           H  
HETATM   35  H18 UNL     1      -3.562  -1.532   0.056  1.00  0.00           H  
HETATM   36  H19 UNL     1      -3.674  -0.081  -0.993  1.00  0.00           H  
HETATM   37  H20 UNL     1      -4.396  -0.015   0.624  1.00  0.00           H  
HETATM   38  H21 UNL     1      -3.612   1.608   1.290  1.00  0.00           H  
HETATM   39  H22 UNL     1      -2.495   2.269   0.092  1.00  0.00           H  
HETATM   40  H23 UNL     1      -1.962   1.887   1.828  1.00  0.00           H  
HETATM   41  H24 UNL     1       0.593   0.827  -2.245  1.00  0.00           H  
HETATM   42  H25 UNL     1       0.224   2.192   0.909  1.00  0.00           H  
HETATM   43  H26 UNL     1      -0.304   2.560  -0.829  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   15   24
CONECT    6    7    8    9
CONECT    7   25   26   27
CONECT    8   28
CONECT    9   10   29   30
CONECT   10   11   31   32
CONECT   11   12   15   33
CONECT   12   13   14   34
CONECT   13   35   36   37
CONECT   14   38   39   40
CONECT   15   16   17
CONECT   16   41
CONECT   17   42   43
END

HMDB0034673
     RDKit          3D
Calamendiol
 43 44  0  0  0  0  0  0  0  0999 V2000
    2.1390    3.3456   -1.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869    2.1876   -0.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7368    1.1105   -0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1951    0.1831    0.9426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8047   -0.2838    0.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7266   -1.7873    0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8125   -2.3436   -0.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9654   -2.3133    1.8500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6363   -2.2387    0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1947   -1.4579   -0.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2838    0.0339   -0.6275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2182    0.1336    0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5551   -0.4450    0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5412    1.5657    0.9282 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1225    0.4627   -0.3896 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8289    0.1316   -1.5751 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3394    1.9266   -0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4054    4.0922   -1.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1700    3.5872   -1.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6287    1.6268    0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1465    0.5865   -0.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3334    0.6773    1.9356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8666   -0.7108    0.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2200   -0.0558    1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3835   -3.2233   -0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2498   -1.6378   -1.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6709   -2.7684    0.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0995   -3.3045    1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2998   -2.3107    1.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5360   -3.3079   -0.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1251   -1.8467   -1.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4278   -1.4992   -1.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6993    0.5874   -1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9265   -0.4182    1.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616   -1.5317    0.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6743   -0.0814   -0.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3961   -0.0150    0.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6123    1.6081    1.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4950    2.2691    0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9616    1.8869    1.8280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5928    0.8271   -2.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2239    2.1920    0.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3041    2.5598   -0.8293 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
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 15 17  1  0
 17  2  1  0
 15  5  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
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Calameone	HMDB

Chemical Formula

C₁₅H₂₆O₂

Average Molecular Weight

238.3657

Monoisotopic Molecular Weight

238.193280076

IUPAC Name

1-methyl-6-methylidene-4-(propan-2-yl)-decahydronaphthalene-1,4a-diol

Traditional Name

4-isopropyl-1-methyl-6-methylidene-hexahydro-2H-naphthalene-1,4a-diol

CAS Registry Number

30167-28-3

SMILES

CC(C)C1CCC(C)(O)C2CCC(=C)CC12O

InChI Identifier

InChI=1S/C15H26O2/c1-10(2)12-7-8-14(4,16)13-6-5-11(3)9-15(12,13)17/h10,12-13,16-17H,3,5-9H2,1-2,4H3

InChI Key

AHNGXHRYFGQWSL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Cadinane sesquiterpenoid
Tertiary alcohol
Cyclic alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0034673)
Membrane (HMDB: HMDB0034673)

Source

Endogenous

Endogenous (HMDB: HMDB0034673)

Exogenous

Exogenous (HMDB: HMDB0034673)

Food

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	170 - 171.5 °C	Not Available
Boiling Point	342.00 to 343.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	17.1 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.145 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.54 g/L	ALOGPS
logP	2.52	ALOGPS
logP	2.4	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	14.06	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	69.86 m³·mol⁻¹	ChemAxon
Polarizability	28.19 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]+	155.996	31661259
DarkChem	[M-H]-	154.444	31661259
DeepCCS	[M-2H]-	187.854	30932474
DeepCCS	[M+Na]+	163.314	30932474
AllCCS	[M+H]+	156.8	32859911
AllCCS	[M+H-H2O]+	153.2	32859911
AllCCS	[M+NH4]+	160.2	32859911
AllCCS	[M+Na]+	161.1	32859911
AllCCS	[M-H]-	162.7	32859911
AllCCS	[M+Na-2H]-	163.2	32859911
AllCCS	[M+HCOO]-	164.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.87 minutes	32390414
Predicted by Siyang on May 30, 2022	12.795 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.32 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2108.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	296.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	168.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	168.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	129.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	660.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	659.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	72.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1017.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	419.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1273.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	376.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	374.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	306.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	429.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	17.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Calamendiol	CC(C)C1CCC(C)(O)C2CCC(=C)CC12O	2566.2	Standard polar	33892256
Calamendiol	CC(C)C1CCC(C)(O)C2CCC(=C)CC12O	1752.6	Standard non polar	33892256
Calamendiol	CC(C)C1CCC(C)(O)C2CCC(=C)CC12O	1802.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Calamendiol,1TMS,isomer #1	C=C1CCC2C(C)(O[Si](C)(C)C)CCC(C(C)C)C2(O)C1	1908.0	Semi standard non polar	33892256
Calamendiol,1TMS,isomer #2	C=C1CCC2C(C)(O)CCC(C(C)C)C2(O[Si](C)(C)C)C1	1903.6	Semi standard non polar	33892256
Calamendiol,2TMS,isomer #1	C=C1CCC2C(C)(O[Si](C)(C)C)CCC(C(C)C)C2(O[Si](C)(C)C)C1	1924.7	Semi standard non polar	33892256
Calamendiol,1TBDMS,isomer #1	C=C1CCC2C(C)(O[Si](C)(C)C(C)(C)C)CCC(C(C)C)C2(O)C1	2197.2	Semi standard non polar	33892256
Calamendiol,1TBDMS,isomer #2	C=C1CCC2C(C)(O)CCC(C(C)C)C2(O[Si](C)(C)C(C)(C)C)C1	2152.7	Semi standard non polar	33892256
Calamendiol,2TBDMS,isomer #1	C=C1CCC2C(C)(O[Si](C)(C)C(C)(C)C)CCC(C(C)C)C2(O[Si](C)(C)C(C)(C)C)C1	2408.9	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 - Calamendiol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-9740000000-bc035381dbb2f03c541d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Calamendiol GC-MS (2 TMS) - 70eV, Positive	splash10-016u-5139000000-22dfff5955ac62742976	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Calamendiol 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 - Calamendiol 10V, Positive-QTOF	splash10-00dr-0090000000-89d8e4df743c6193fcfd	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamendiol 20V, Positive-QTOF	splash10-0fk9-3490000000-9828c7d060b8bcd83280	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamendiol 40V, Positive-QTOF	splash10-1000-9320000000-0e547755bd3d31a6afa2	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamendiol 10V, Positive-QTOF	splash10-00dr-0090000000-89d8e4df743c6193fcfd	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamendiol 20V, Positive-QTOF	splash10-0fk9-3490000000-9828c7d060b8bcd83280	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamendiol 40V, Positive-QTOF	splash10-1000-9320000000-0e547755bd3d31a6afa2	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamendiol 10V, Negative-QTOF	splash10-000i-0090000000-e8a2fbdf3ad576cf91c6	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamendiol 20V, Negative-QTOF	splash10-00kr-0190000000-4767feab92114f88f016	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamendiol 40V, Negative-QTOF	splash10-00gj-4950000000-31619a96a267c405f36e	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamendiol 10V, Negative-QTOF	splash10-000i-0090000000-e8a2fbdf3ad576cf91c6	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamendiol 20V, Negative-QTOF	splash10-00kr-0190000000-4767feab92114f88f016	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamendiol 40V, Negative-QTOF	splash10-00gj-4950000000-31619a96a267c405f36e	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamendiol 10V, Negative-QTOF	splash10-000i-0090000000-e665f494a7390ebf108d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamendiol 20V, Negative-QTOF	splash10-000i-0090000000-87243a6b801729eb0097	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamendiol 40V, Negative-QTOF	splash10-0k9i-4890000000-fe58ab3c008ab9623090	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamendiol 10V, Positive-QTOF	splash10-000i-0390000000-bb15280dc56cea011953	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamendiol 20V, Positive-QTOF	splash10-06r6-9500000000-955d28fc009b2538c67f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calamendiol 40V, Positive-QTOF	splash10-0a4l-9100000000-a65ab374114ca58edf69	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015339

KNApSAcK ID

C00020064

Chemspider ID

21123732

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12302239

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1117211

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 Calamendiol (HMDB0034673)

MOL for HMDB0034673 (Calamendiol)

3D MOL for HMDB0034673 (Calamendiol)

3D SDF for HMDB0034673 (Calamendiol)

3D-SDF for HMDB0034673 (Calamendiol)

PDB for HMDB0034673 (Calamendiol)

3D PDB for HMDB0034673 (Calamendiol)

SMILES for HMDB0034673 (Calamendiol)

INCHI for HMDB0034673 (Calamendiol)

Structure for HMDB0034673 (Calamendiol)

3D Structure for HMDB0034673 (Calamendiol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra