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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:33:29 UTC

Update Date

2022-03-07 02:54:55 UTC

HMDB ID

HMDB0036420

Secondary Accession Numbers

HMDB36420

Metabolite Identification

Common Name

Spathulenol

Description

Spathulenol belongs to the class of organic compounds known as 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton. Based on a literature review a significant number of articles have been published on Spathulenol.

Structure

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

HMDB0036420
     RDKit          3D
Spathulenol
 40 42  0  0  0  0  0  0  0  0999 V2000
   -3.0655    1.7790   -0.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7916    1.4490   -0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556    2.5697   -0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4939    2.2057    0.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3190    1.3786   -0.5655 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9671   -0.0230   -0.6958 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2057   -0.4414    0.0956 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5355    0.0034   -0.4659 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4956   -0.8693    0.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6960   -1.9780    0.9301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4162   -1.9528    0.1167 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7126   -2.5123   -1.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6197   -2.6113    0.7469 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2683    0.3580   -0.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5361    0.2016   -0.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5085    0.1354    1.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3619    2.8079   -0.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8124    1.0013   -0.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7187    3.0371   -1.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3012    3.3105    0.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4407    1.7894    1.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0498    3.1840    0.4968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5631    1.9252   -1.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0603   -0.5042   -1.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779   -0.1370    1.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5852   -0.2309   -1.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0607   -0.2793    1.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2581   -1.3000   -0.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1985   -2.9587    0.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4200   -1.6600    1.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2137   -3.5217   -1.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3823   -1.9069   -2.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8079   -2.7409   -1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7724   -2.2612    1.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6276    1.0583   -1.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5133   -0.7197   -1.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4377    0.2066   -0.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3307    0.8330    1.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6381    0.2609    2.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9269   -0.8858    1.5112 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  1
  6 14  1  0
 14 15  1  0
 14 16  1  0
  8  2  1  0
 14  5  1  0
 11  7  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  6
  6 24  1  6
  7 25  1  1
  8 26  1  6
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END

  Mrv1652309272006312D          

 18 20  0  0  1  0            999 V2000
   22.9028   -5.8027    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.3004   -6.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7065   -5.8068    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.3826   -5.1639    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.5221   -4.3517    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.5661   -5.2824    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.2919   -3.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2523   -5.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7944   -3.9668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0619   -4.3010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2024   -4.5421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2666   -3.1081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7192   -7.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8775   -7.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5178   -3.5100    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.1625   -5.9718    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.6580   -6.0841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8722   -5.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  3  1  1  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  3  1  0  0  0  0
  9  5  1  0  0  0  0
 10  8  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 13  2  1  0  0  0  0
 14  2  1  0  0  0  0
  5 15  1  6  0  0  0
  4 16  1  1  0  0  0
  3  2  1  1  0  0  0
 10  7  1  0  0  0  0
 11  9  1  0  0  0  0
  6 18  1  6  0  0  0
  6 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036420

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@](C)(O)[C@@]1([H])[C@H]1[C@@H](CCC2=C)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O/c1-9-5-6-11-13(14(11,2)3)12-10(9)7-8-15(12,4)16/h10-13,16H,1,5-8H2,2-4H3/t10-,11+,12+,13+,15-/m0/s1

> <INCHI_KEY>
FRMCCTDTYSRUBE-BGPZULBFSA-N

> <FORMULA>
C15H24O

> <MOLECULAR_WEIGHT>
220.356

> <EXACT_MASS>
220.182715393

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
26.660908103594515

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1aR,4aR,7S,7aR,7bR)-1,1,7-trimethyl-4-methylidene-decahydro-1H-cyclopropa[e]azulen-7-ol

> <ALOGPS_LOGP>
2.75

> <JCHEM_LOGP>
2.8308566080000004

> <ALOGPS_LOGS>
-3.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.93392097088224

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6407029673361072

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
66.3775

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.19e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1aR,4aR,7S,7aR,7bR)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036420
     RDKit          3D
Spathulenol
 40 42  0  0  0  0  0  0  0  0999 V2000
   -3.0655    1.7790   -0.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7916    1.4490   -0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556    2.5697   -0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4939    2.2057    0.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3190    1.3786   -0.5655 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9671   -0.0230   -0.6958 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2057   -0.4414    0.0956 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5355    0.0034   -0.4659 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4956   -0.8693    0.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6960   -1.9780    0.9301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4162   -1.9528    0.1167 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7126   -2.5123   -1.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6197   -2.6113    0.7469 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2683    0.3580   -0.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5361    0.2016   -0.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5085    0.1354    1.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3619    2.8079   -0.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8124    1.0013   -0.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7187    3.0371   -1.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3012    3.3105    0.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4407    1.7894    1.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0498    3.1840    0.4968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5631    1.9252   -1.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0603   -0.5042   -1.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779   -0.1370    1.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5852   -0.2309   -1.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0607   -0.2793    1.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2581   -1.3000   -0.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1985   -2.9587    0.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4200   -1.6600    1.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2137   -3.5217   -1.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3823   -1.9069   -2.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8079   -2.7409   -1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7724   -2.2612    1.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6276    1.0583   -1.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5133   -0.7197   -1.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4377    0.2066   -0.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3307    0.8330    1.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6381    0.2609    2.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9269   -0.8858    1.5112 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  1
  6 14  1  0
 14 15  1  0
 14 16  1  0
  8  2  1  0
 14  5  1  0
 11  7  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  6
  6 24  1  6
  7 25  1  1
  8 26  1  6
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0      42.752 -10.832   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      43.494 -12.142   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      44.252 -10.839   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      41.781  -9.639   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      42.041  -8.123   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      40.257  -9.861   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      43.478  -7.373   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      45.271  -9.560   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      40.683  -7.405   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      44.916  -8.029   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      39.578  -8.479   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      43.431  -5.802   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      44.276 -13.509   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      42.705 -13.492   0.000  0.00  0.00           C+0
HETATM   15  H   UNK     0      42.033  -6.552   0.000  0.00  0.00           H+0
HETATM   16  H   UNK     0      41.370 -11.147   0.000  0.00  0.00           H+0
HETATM   17  O   UNK     0      40.428 -11.357   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      38.962 -10.629   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1   13   14    3                                             
CONECT    3    1    8    2                                                  
CONECT    4    1    5    6   16                                             
CONECT    5    4    7    9   15                                             
CONECT    6    4   11   18   17                                             
CONECT    7    5   12   10                                                  
CONECT    8    3   10                                                       
CONECT    9    5   11                                                       
CONECT   10    8    7                                                       
CONECT   11    6    9                                                       
CONECT   12    7                                                            
CONECT   13    2                                                            
CONECT   14    2                                                            
CONECT   15    5                                                            
CONECT   16    4                                                            
CONECT   17    6                                                            
CONECT   18    6                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0036420
HETATM    1  C1  UNL     1      -3.066   1.779  -0.229  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.792   1.449  -0.288  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.856   2.570  -0.168  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.494   2.206   0.372  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.319   1.379  -0.566  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.967  -0.023  -0.696  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.206  -0.441   0.096  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.536   0.003  -0.466  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.496  -0.869   0.314  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.696  -1.978   0.930  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.416  -1.953   0.117  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.713  -2.512  -1.232  1.00  0.00           C  
HETATM   13  O1  UNL     1       0.620  -2.611   0.747  1.00  0.00           O  
HETATM   14  C13 UNL     1       2.268   0.358  -0.071  1.00  0.00           C  
HETATM   15  C14 UNL     1       3.536   0.202  -0.919  1.00  0.00           C  
HETATM   16  C15 UNL     1       2.508   0.135   1.389  1.00  0.00           C  
HETATM   17  H1  UNL     1      -3.362   2.808  -0.100  1.00  0.00           H  
HETATM   18  H2  UNL     1      -3.812   1.001  -0.311  1.00  0.00           H  
HETATM   19  H3  UNL     1      -0.719   3.037  -1.164  1.00  0.00           H  
HETATM   20  H4  UNL     1      -1.301   3.310   0.544  1.00  0.00           H  
HETATM   21  H5  UNL     1       0.441   1.789   1.398  1.00  0.00           H  
HETATM   22  H6  UNL     1       1.050   3.184   0.497  1.00  0.00           H  
HETATM   23  H7  UNL     1       1.563   1.925  -1.522  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.060  -0.504  -1.695  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.178  -0.137   1.158  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.585  -0.231  -1.562  1.00  0.00           H  
HETATM   27  H11 UNL     1      -3.061  -0.279   1.086  1.00  0.00           H  
HETATM   28  H12 UNL     1      -3.258  -1.300  -0.374  1.00  0.00           H  
HETATM   29  H13 UNL     1      -2.199  -2.959   0.904  1.00  0.00           H  
HETATM   30  H14 UNL     1      -1.420  -1.660   1.957  1.00  0.00           H  
HETATM   31  H15 UNL     1      -0.214  -3.522  -1.293  1.00  0.00           H  
HETATM   32  H16 UNL     1      -0.382  -1.907  -2.073  1.00  0.00           H  
HETATM   33  H17 UNL     1      -1.808  -2.741  -1.371  1.00  0.00           H  
HETATM   34  H18 UNL     1       0.772  -2.261   1.640  1.00  0.00           H  
HETATM   35  H19 UNL     1       3.628   1.058  -1.644  1.00  0.00           H  
HETATM   36  H20 UNL     1       3.513  -0.720  -1.516  1.00  0.00           H  
HETATM   37  H21 UNL     1       4.438   0.207  -0.306  1.00  0.00           H  
HETATM   38  H22 UNL     1       3.331   0.833   1.704  1.00  0.00           H  
HETATM   39  H23 UNL     1       1.638   0.261   2.027  1.00  0.00           H  
HETATM   40  H24 UNL     1       2.927  -0.886   1.511  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3    8
CONECT    3    4   19   20
CONECT    4    5   21   22
CONECT    5    6   14   23
CONECT    6    7   14   24
CONECT    7    8   11   25
CONECT    8    9   26
CONECT    9   10   27   28
CONECT   10   11   29   30
CONECT   11   12   13
CONECT   12   31   32   33
CONECT   13   34
CONECT   14   15   16
CONECT   15   35   36   37
CONECT   16   38   39   40
END

HMDB0036420
     RDKit          3D
Spathulenol
 40 42  0  0  0  0  0  0  0  0999 V2000
   -3.0655    1.7790   -0.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7916    1.4490   -0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556    2.5697   -0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4939    2.2057    0.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3190    1.3786   -0.5655 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9671   -0.0230   -0.6958 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2057   -0.4414    0.0956 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5355    0.0034   -0.4659 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4956   -0.8693    0.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6960   -1.9780    0.9301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4162   -1.9528    0.1167 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7126   -2.5123   -1.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6197   -2.6113    0.7469 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2683    0.3580   -0.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5361    0.2016   -0.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5085    0.1354    1.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3619    2.8079   -0.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8124    1.0013   -0.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7187    3.0371   -1.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3012    3.3105    0.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4407    1.7894    1.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0498    3.1840    0.4968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5631    1.9252   -1.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0603   -0.5042   -1.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779   -0.1370    1.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5852   -0.2309   -1.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0607   -0.2793    1.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2581   -1.3000   -0.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1985   -2.9587    0.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4200   -1.6600    1.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2137   -3.5217   -1.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3823   -1.9069   -2.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8079   -2.7409   -1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7724   -2.2612    1.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6276    1.0583   -1.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5133   -0.7197   -1.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4377    0.2066   -0.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3307    0.8330    1.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6381    0.2609    2.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9269   -0.8858    1.5112 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  1
  6 14  1  0
 14 15  1  0
 14 16  1  0
  8  2  1  0
 14  5  1  0
 11  7  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  6
  6 24  1  6
  7 25  1  1
  8 26  1  6
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-Spathulenol	HMDB
Espatulenol	HMDB

Chemical Formula

C₁₅H₂₄O

Average Molecular Weight

220.356

Monoisotopic Molecular Weight

220.182715393

IUPAC Name

(1aR,4aR,7S,7aR,7bR)-1,1,7-trimethyl-4-methylidene-decahydro-1H-cyclopropa[e]azulen-7-ol

Traditional Name

(1aR,4aR,7S,7aR,7bR)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

CAS Registry Number

6750-60-3

SMILES

[H][C@@]12CC[C@](C)(O)[C@@]1([H])[C@H]1[C@@H](CCC2=C)C1(C)C

InChI Identifier

InChI=1S/C15H24O/c1-9-5-6-11-13(14(11,2)3)12-10(9)7-8-15(12,4)16/h10-13,16H,1,5-8H2,2-4H3/t10-,11+,12+,13+,15-/m0/s1

InChI Key

FRMCCTDTYSRUBE-BGPZULBFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

5,10-cycloaromadendrane sesquiterpenoids

Alternative Parents

Substituents

5,10-cycloaromadendrane sesquiterpenoid
Guaiane 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

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036420)

Source

Endogenous

Endogenous (HMDB: HMDB0036420)

Plant

Plant (HMDB: HMDB0036420)

Animal

Animal (HMDB: HMDB0036420)

Exogenous

Food

Food (HMDB: HMDB0036420)

Fruit

Berry

Blackcurrant (FooDB: FOOD00155)

Herb and spice

Spice

Pepper (Spice) (FooDB: FOOD00139)
Allspice (FooDB: FOOD00287)

Herb

Herbs and Spices (FooDB: FOOD00866)

Tea

Vegetable

Cabbage

White cabbage (FooDB: FOOD00887)
Cabbage (FooDB: FOOD00851)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Exogenous (HMDB: HMDB0036420)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036420)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036420)

Lipid metabolism pathway (HMDB: HMDB0036420)

Cellular process

Cell signaling (HMDB: HMDB0036420)

Biochemical process

Lipid transport (HMDB: HMDB0036420)

Role

Biological role

Energy source (HMDB: HMDB0036420)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036420)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	296.00 to 298.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	12.44 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.406 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.032 g/L	ALOGPS
logP	2.75	ALOGPS
logP	2.83	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	19.93	ChemAxon
pKa (Strongest Basic)	-0.64	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	66.38 m³·mol⁻¹	ChemAxon
Polarizability	26.66 Å³	ChemAxon
Number of Rings	3	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
DeepCCS	[M-2H]-	194.312	30932474
DeepCCS	[M+Na]+	168.865	30932474
AllCCS	[M+H]+	151.4	32859911
AllCCS	[M+H-H2O]+	147.6	32859911
AllCCS	[M+NH4]+	154.9	32859911
AllCCS	[M+Na]+	155.9	32859911
AllCCS	[M-H]-	160.5	32859911
AllCCS	[M+Na-2H]-	160.7	32859911
AllCCS	[M+HCOO]-	161.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Spathulenol	[H][C@@]12CC[C@](C)(O)[C@@]1([H])[C@H]1[C@@H](CCC2=C)C1(C)C	2230.8	Standard polar	33892256
Spathulenol	[H][C@@]12CC[C@](C)(O)[C@@]1([H])[C@H]1[C@@H](CCC2=C)C1(C)C	1580.2	Standard non polar	33892256
Spathulenol	[H][C@@]12CC[C@](C)(O)[C@@]1([H])[C@H]1[C@@H](CCC2=C)C1(C)C	1616.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Spathulenol,1TMS,isomer #1	C=C1CC[C@@H]2[C@H]([C@H]3[C@H]1CC[C@]3(C)O[Si](C)(C)C)C2(C)C	1700.8	Semi standard non polar	33892256
Spathulenol,1TBDMS,isomer #1	C=C1CC[C@@H]2[C@H]([C@H]3[C@H]1CC[C@]3(C)O[Si](C)(C)C(C)(C)C)C2(C)C	1934.8	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 - Spathulenol 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 - Spathulenol 10V, Positive-QTOF	splash10-00di-0190000000-57b710c0aba12aa17a67	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Spathulenol 20V, Positive-QTOF	splash10-00vi-9320000000-1faf8e3adcea846bca5e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Spathulenol 40V, Positive-QTOF	splash10-057i-9300000000-b80a0606ec11a8631e5a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Spathulenol 10V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Spathulenol 20V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Spathulenol 40V, Negative-QTOF	splash10-014i-0290000000-7fd43fc130e47d57a205	2021-09-22	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

Not Available

KNApSAcK ID

C00000149

Chemspider ID

83268

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Spathulenol

METLIN ID

Not Available

PubChem Compound

92231

PDB ID

Not Available

ChEBI ID

132824

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1058861

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 Spathulenol (HMDB0036420)

MOL for HMDB0036420 (Spathulenol)

3D MOL for HMDB0036420 (Spathulenol)

3D SDF for HMDB0036420 (Spathulenol)

3D-SDF for HMDB0036420 (Spathulenol)

PDB for HMDB0036420 (Spathulenol)

3D PDB for HMDB0036420 (Spathulenol)

SMILES for HMDB0036420 (Spathulenol)

INCHI for HMDB0036420 (Spathulenol)

Structure for HMDB0036420 (Spathulenol)

3D Structure for HMDB0036420 (Spathulenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra