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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:57:34 UTC

Update Date

2022-03-07 02:54:19 UTC

HMDB ID

HMDB0035020

Secondary Accession Numbers

HMDB35020

Metabolite Identification

Common Name

Acolamone

Description

Acolamone 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 Acolamone.

Structure

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

HMDB0035020
     RDKit          3D
Acolamone
 40 41  0  0  0  0  0  0  0  0999 V2000
    1.0256    3.0240    0.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4984    1.8161   -0.0282 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9408    1.5768    0.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4906    0.3874   -0.5190 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4881   -0.5688   -1.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2282   -0.5830   -0.2341 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6618   -0.6799    1.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3259   -1.7314   -0.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0604   -1.4064   -0.9445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6811   -0.2489   -0.2213 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6477   -0.6682    0.8575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7496   -1.4712    0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3018    0.6100    1.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6887    0.7127    0.2950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8649    1.4170    1.2476 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5832    0.7609   -0.4556 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6854    3.8097    0.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0182    3.2349    0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1443    1.5147    1.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670    2.5255   -0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1064    0.7473   -1.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2289   -0.2004    0.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1687   -0.1761   -2.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9436   -1.5663   -1.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2643    0.1575    1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1987   -1.6102    1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7482   -0.8431    1.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8074   -2.2738   -1.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3303   -2.4835    0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7059   -2.3058   -0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1317   -1.2960   -2.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2974    0.3144   -0.9835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1652   -1.1844    1.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7754   -1.2874   -0.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5206   -2.5405    0.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7146   -1.2112    0.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8629    0.9220    2.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4118    0.4983    1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1334    1.4656    0.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3955    0.8416   -1.5580 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  1
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 10 14  1  0
 14 15  2  0
 14 16  1  0
 16  2  1  0
 16  6  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  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  6
 11 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 13 39  1  0
 16 40  1  6
M  END


  Mrv0541 02241214242D          

 17 18  0  0  0  0            999 V2000
    0.0000   -1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7136   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7136   -0.0001    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4288    1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288    0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150   -0.0001    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.2376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1438   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1438   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288   -1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7150   -1.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288    1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288    0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1438   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150    0.8254    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 12  1  0  0  0  0
  2  3  1  0  0  0  0
  3  7  1  0  0  0  0
  3 15  1  6  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  6 12  1  0  0  0  0
  7  8  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  6 17  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0035020

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12C(=C)CCC[C@]1(C)CC[C@@H](C(C)C)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O/c1-10(2)12-7-9-15(4)8-5-6-11(3)13(15)14(12)16/h10,12-13H,3,5-9H2,1-2,4H3/t12-,13+,15+/m0/s1

> <INCHI_KEY>
TYQALBNCJWAILN-GZBFAFLISA-N

> <FORMULA>
C15H24O

> <MOLECULAR_WEIGHT>
220.3505

> <EXACT_MASS>
220.18271539

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.88905305039973

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,4aR,8aS)-4a-methyl-8-methylidene-2-(propan-2-yl)-decahydronaphthalen-1-one

> <ALOGPS_LOGP>
3.62

> <JCHEM_LOGP>
4.257605511666666

> <ALOGPS_LOGS>
-4.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.447674236382717

> <JCHEM_PKA_STRONGEST_BASIC>
-7.5724915864397335

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
67.2956

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.90e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,4aR,8aS)-2-isopropyl-4a-methyl-8-methylidene-hexahydro-2H-naphthalen-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035020
     RDKit          3D
Acolamone
 40 41  0  0  0  0  0  0  0  0999 V2000
    1.0256    3.0240    0.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4984    1.8161   -0.0282 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9408    1.5768    0.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4906    0.3874   -0.5190 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4881   -0.5688   -1.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2282   -0.5830   -0.2341 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6618   -0.6799    1.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3259   -1.7314   -0.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0604   -1.4064   -0.9445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6811   -0.2489   -0.2213 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6477   -0.6682    0.8575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7496   -1.4712    0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3018    0.6100    1.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6887    0.7127    0.2950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8649    1.4170    1.2476 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5832    0.7609   -0.4556 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6854    3.8097    0.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0182    3.2349    0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1443    1.5147    1.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670    2.5255   -0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1064    0.7473   -1.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2289   -0.2004    0.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1687   -0.1761   -2.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9436   -1.5663   -1.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2643    0.1575    1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1987   -1.6102    1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7482   -0.8431    1.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8074   -2.2738   -1.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3303   -2.4835    0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7059   -2.3058   -0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1317   -1.2960   -2.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2974    0.3144   -0.9835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1652   -1.1844    1.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7754   -1.2874   -0.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5206   -2.5405    0.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7146   -1.2112    0.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8629    0.9220    2.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4118    0.4983    1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1334    1.4656    0.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3955    0.8416   -1.5580 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  1
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 10 14  1  0
 14 15  2  0
 14 16  1  0
 16  2  1  0
 16  6  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  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  6
 11 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 13 39  1  0
 16 40  1  6
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       0.000  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.332  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.332  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.335  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.770   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.000   2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -4.002  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.002  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.335  -1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.335  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.002  -0.000   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0      -1.335   1.541   0.000  0.00  0.00           H+0
CONECT    1    2   12                                                       
CONECT    2    1    3                                                       
CONECT    3    2    7   15                                                  
CONECT    4    5                                                            
CONECT    5    4    6    9                                                  
CONECT    6    5    7   12   17                                             
CONECT    7    3    6    8                                                  
CONECT    8    7                                                            
CONECT    9    5   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12    1    6   11   13                                             
CONECT   13   12                                                            
CONECT   14   15                                                            
CONECT   15    3   14   16                                                  
CONECT   16   15                                                            
CONECT   17    6                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0035020
HETATM    1  C1  UNL     1       1.026   3.024   0.201  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.498   1.816  -0.028  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.941   1.577   0.154  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.491   0.387  -0.519  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.488  -0.569  -1.076  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.228  -0.583  -0.234  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.662  -0.680   1.213  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.326  -1.731  -0.569  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.060  -1.406  -0.944  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.681  -0.249  -0.221  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.648  -0.668   0.857  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.750  -1.471   0.198  1.00  0.00           C  
HETATM   13  C13 UNL     1      -3.302   0.610   1.384  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.689   0.713   0.295  1.00  0.00           C  
HETATM   15  O1  UNL     1      -0.865   1.417   1.248  1.00  0.00           O  
HETATM   16  C15 UNL     1       0.583   0.761  -0.456  1.00  0.00           C  
HETATM   17  H1  UNL     1       1.685   3.810   0.513  1.00  0.00           H  
HETATM   18  H2  UNL     1      -0.018   3.235   0.077  1.00  0.00           H  
HETATM   19  H3  UNL     1       3.144   1.515   1.241  1.00  0.00           H  
HETATM   20  H4  UNL     1       3.467   2.525  -0.168  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.106   0.747  -1.397  1.00  0.00           H  
HETATM   22  H6  UNL     1       4.229  -0.200   0.088  1.00  0.00           H  
HETATM   23  H7  UNL     1       2.169  -0.176  -2.084  1.00  0.00           H  
HETATM   24  H8  UNL     1       2.944  -1.566  -1.170  1.00  0.00           H  
HETATM   25  H9  UNL     1       1.264   0.158   1.822  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.199  -1.610   1.657  1.00  0.00           H  
HETATM   27  H11 UNL     1       2.748  -0.843   1.326  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.807  -2.274  -1.436  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.330  -2.483   0.259  1.00  0.00           H  
HETATM   30  H14 UNL     1      -1.706  -2.306  -0.715  1.00  0.00           H  
HETATM   31  H15 UNL     1      -1.132  -1.296  -2.054  1.00  0.00           H  
HETATM   32  H16 UNL     1      -2.297   0.314  -0.984  1.00  0.00           H  
HETATM   33  H17 UNL     1      -2.165  -1.184   1.690  1.00  0.00           H  
HETATM   34  H18 UNL     1      -3.775  -1.287  -0.903  1.00  0.00           H  
HETATM   35  H19 UNL     1      -3.521  -2.541   0.383  1.00  0.00           H  
HETATM   36  H20 UNL     1      -4.715  -1.211   0.648  1.00  0.00           H  
HETATM   37  H21 UNL     1      -2.863   0.922   2.355  1.00  0.00           H  
HETATM   38  H22 UNL     1      -4.412   0.498   1.442  1.00  0.00           H  
HETATM   39  H23 UNL     1      -3.133   1.466   0.686  1.00  0.00           H  
HETATM   40  H24 UNL     1       0.396   0.842  -1.558  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3   16
CONECT    3    4   19   20
CONECT    4    5   21   22
CONECT    5    6   23   24
CONECT    6    7    8   16
CONECT    7   25   26   27
CONECT    8    9   28   29
CONECT    9   10   30   31
CONECT   10   11   14   32
CONECT   11   12   13   33
CONECT   12   34   35   36
CONECT   13   37   38   39
CONECT   14   15   15   16
CONECT   16   40
END

HMDB0035020
     RDKit          3D
Acolamone
 40 41  0  0  0  0  0  0  0  0999 V2000
    1.0256    3.0240    0.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4984    1.8161   -0.0282 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9408    1.5768    0.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4906    0.3874   -0.5190 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4881   -0.5688   -1.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2282   -0.5830   -0.2341 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6618   -0.6799    1.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3259   -1.7314   -0.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0604   -1.4064   -0.9445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6811   -0.2489   -0.2213 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6477   -0.6682    0.8575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7496   -1.4712    0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3018    0.6100    1.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6887    0.7127    0.2950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8649    1.4170    1.2476 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5832    0.7609   -0.4556 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6854    3.8097    0.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0182    3.2349    0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1443    1.5147    1.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670    2.5255   -0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1064    0.7473   -1.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2289   -0.2004    0.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1687   -0.1761   -2.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9436   -1.5663   -1.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2643    0.1575    1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1987   -1.6102    1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7482   -0.8431    1.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8074   -2.2738   -1.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3303   -2.4835    0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7059   -2.3058   -0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1317   -1.2960   -2.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2974    0.3144   -0.9835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1652   -1.1844    1.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7754   -1.2874   -0.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5206   -2.5405    0.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7146   -1.2112    0.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8629    0.9220    2.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4118    0.4983    1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1334    1.4656    0.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3955    0.8416   -1.5580 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  1
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 10 14  1  0
 14 15  2  0
 14 16  1  0
 16  2  1  0
 16  6  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  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  6
 11 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 13 39  1  0
 16 40  1  6
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4(15)-Eudesmen-6-one	HMDB
4(15)-Selinen-6-one	HMDB
[2S-(2alpha,4Aalpha,8abeta)]-octahydro-4a-methyl-8-methylene-2-(1-methylethyl)-1(2H)-naphthalenone	HMDB

Chemical Formula

C₁₅H₂₄O

Average Molecular Weight

220.3505

Monoisotopic Molecular Weight

220.18271539

IUPAC Name

(2S,4aR,8aS)-4a-methyl-8-methylidene-2-(propan-2-yl)-decahydronaphthalen-1-one

Traditional Name

(2S,4aR,8aS)-2-isopropyl-4a-methyl-8-methylidene-hexahydro-2H-naphthalen-1-one

CAS Registry Number

39012-14-1

SMILES

[H][C@]12C(=C)CCC[C@]1(C)CC[C@@H](C(C)C)C2=O

InChI Identifier

InChI=1S/C15H24O/c1-10(2)12-7-9-15(4)8-5-6-11(3)13(15)14(12)16/h10,12-13H,3,5-9H2,1-2,4H3/t12-,13+,15+/m0/s1

InChI Key

TYQALBNCJWAILN-GZBFAFLISA-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
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0035020)
Membrane (HMDB: HMDB0035020)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035020)

Source

Endogenous

Endogenous (HMDB: HMDB0035020)

Plant

Plant (HMDB: HMDB0035020)

Animal

Animal (HMDB: HMDB0035020)

Exogenous

Food

Food (HMDB: HMDB0035020)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035020)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035020)

Cellular process

Cell signaling (HMDB: HMDB0035020)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035020)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035020)

Nutrient

Nutrient (HMDB: HMDB0035020)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035020)

Emulsifier (HMDB: HMDB0035020)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	297.00 to 298.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	3.46 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.442 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0089 g/L	ALOGPS
logP	3.62	ALOGPS
logP	4.26	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	18.45	ChemAxon
pKa (Strongest Basic)	-7.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	67.3 m³·mol⁻¹	ChemAxon
Polarizability	26.89 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]+	154.3	31661259
DarkChem	[M-H]-	151.852	31661259
DeepCCS	[M-2H]-	191.512	30932474
DeepCCS	[M+Na]+	166.739	30932474
AllCCS	[M+H]+	152.6	32859911
AllCCS	[M+H-H2O]+	148.8	32859911
AllCCS	[M+NH4]+	156.1	32859911
AllCCS	[M+Na]+	157.1	32859911
AllCCS	[M-H]-	160.6	32859911
AllCCS	[M+Na-2H]-	161.2	32859911
AllCCS	[M+HCOO]-	161.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Acolamone	[H][C@]12C(=C)CCC[C@]1(C)CC[C@@H](C(C)C)C2=O	2031.5	Standard polar	33892256
Acolamone	[H][C@]12C(=C)CCC[C@]1(C)CC[C@@H](C(C)C)C2=O	1600.4	Standard non polar	33892256
Acolamone	[H][C@]12C(=C)CCC[C@]1(C)CC[C@@H](C(C)C)C2=O	1601.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Acolamone,1TMS,isomer #1	C=C1CCC[C@]2(C)CC[C@@H](C(C)C)C(O[Si](C)(C)C)=C12	1741.4	Semi standard non polar	33892256
Acolamone,1TMS,isomer #1	C=C1CCC[C@]2(C)CC[C@@H](C(C)C)C(O[Si](C)(C)C)=C12	1746.6	Standard non polar	33892256
Acolamone,1TMS,isomer #2	C=C1CCC[C@]2(C)CCC(C(C)C)=C(O[Si](C)(C)C)[C@@H]12	1744.4	Semi standard non polar	33892256
Acolamone,1TMS,isomer #2	C=C1CCC[C@]2(C)CCC(C(C)C)=C(O[Si](C)(C)C)[C@@H]12	1712.4	Standard non polar	33892256
Acolamone,1TBDMS,isomer #1	C=C1CCC[C@]2(C)CC[C@@H](C(C)C)C(O[Si](C)(C)C(C)(C)C)=C12	1931.4	Semi standard non polar	33892256
Acolamone,1TBDMS,isomer #1	C=C1CCC[C@]2(C)CC[C@@H](C(C)C)C(O[Si](C)(C)C(C)(C)C)=C12	1989.9	Standard non polar	33892256
Acolamone,1TBDMS,isomer #2	C=C1CCC[C@]2(C)CCC(C(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@@H]12	1960.1	Semi standard non polar	33892256
Acolamone,1TBDMS,isomer #2	C=C1CCC[C@]2(C)CCC(C(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@@H]12	1897.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Acolamone GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-2910000000-7a25b792071a1c3e3d09	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acolamone 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 - Acolamone 10V, Positive-QTOF	splash10-00di-0290000000-f443f29e8b1e47b68d44	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acolamone 20V, Positive-QTOF	splash10-00fr-7930000000-89197071aca05df3859a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acolamone 40V, Positive-QTOF	splash10-0aor-9200000000-e1fc4da6efd932f7dac9	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acolamone 10V, Negative-QTOF	splash10-014i-0090000000-c6cbcb15510142efa52d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acolamone 20V, Negative-QTOF	splash10-014i-0290000000-db63bc7c0927bc7f9597	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acolamone 40V, Negative-QTOF	splash10-0h00-3930000000-e648b01d146e464e0134	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acolamone 10V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acolamone 20V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acolamone 40V, Negative-QTOF	splash10-0gdi-0980000000-6c2036029b11d76a0f8e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acolamone 10V, Positive-QTOF	splash10-0fk9-0290000000-ca31a87ce8197f570d66	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acolamone 20V, Positive-QTOF	splash10-0ab9-4940000000-2cdc2c67066970dc3826	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acolamone 40V, Positive-QTOF	splash10-052f-9300000000-05e39fe39984f176f4c3	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

FDB013625

KNApSAcK ID

C00012806

Chemspider ID

30777070

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71587142

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1596221

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 Acolamone (HMDB0035020)

MOL for HMDB0035020 (Acolamone)

3D MOL for HMDB0035020 (Acolamone)

3D SDF for HMDB0035020 (Acolamone)

3D-SDF for HMDB0035020 (Acolamone)

PDB for HMDB0035020 (Acolamone)

3D PDB for HMDB0035020 (Acolamone)

SMILES for HMDB0035020 (Acolamone)

INCHI for HMDB0035020 (Acolamone)

Structure for HMDB0035020 (Acolamone)

3D Structure for HMDB0035020 (Acolamone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra