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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:53:41 UTC

Update Date

2022-03-07 02:55:26 UTC

HMDB ID

HMDB0037645

Secondary Accession Numbers

HMDB37645

Metabolite Identification

Common Name

Falcarinolone

Description

Falcarinolone belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. Thus, falcarinolone is considered to be a fatty alcohol. Based on a literature review a small amount of articles have been published on Falcarinolone.

Structure

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

HMDB0037645
     RDKit          3D
Falcarinolone
 41 40  0  0  0  0  0  0  0  0999 V2000
   10.1175    0.9213   -0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8010    0.8394   -0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1425   -0.2353    0.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8129   -1.0627    1.2874 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6921   -0.3266    0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4890   -0.3855    0.5120 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0791   -0.4300    0.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8595   -0.4491    0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3973   -0.4490    0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9562    0.4010    1.3345 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9616   -0.1010   -1.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3214   -0.1113   -1.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2875   -0.4840   -0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2722    0.6222    0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2061    0.1918    1.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9506   -1.0410    0.7241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7452   -0.8088   -0.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7648    0.2878   -0.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5505    0.4739   -1.6902 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6297    1.7303   -0.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7115    0.2140    0.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2387    1.5537   -0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0983   -1.5209    0.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2308    1.3018    1.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7327    0.1688   -1.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6194    0.1505   -2.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8406   -0.9178    0.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8972   -1.3156   -0.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8671    0.8881   -0.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7492    1.5784    0.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6442    0.0004    2.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9274    1.0247    1.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6844   -1.3403    1.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2608   -1.9035    0.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3147   -1.7556   -0.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1200   -0.5701   -1.4144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4934    0.0616    0.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2607    1.2585   -0.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5779    0.0951   -1.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0081   -0.0973   -2.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5873    1.5420   -1.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  3  0
  6  7  1  0
  7  8  3  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
M  END


  Mrv1652312151722462D          

 19 18  0  0  1  0            999 V2000
    5.2224    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    3.7126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -3.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0803    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2239    2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0  0  0  0
  2 17  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  3  0  0  0  0
 14 15  1  0  0  0  0
 15 16  3  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037645

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCC\C=C/C(O)C#CC#CC(=O)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C17H22O2/c1-3-5-6-7-8-9-10-14-17(19)15-12-11-13-16(18)4-2/h4,10,14,17,19H,2-3,5-9H2,1H3/b14-10-

> <INCHI_KEY>
STNWZOBISHHDCD-UVTDQMKNSA-N

> <FORMULA>
C17H22O2

> <MOLECULAR_WEIGHT>
258.3554

> <EXACT_MASS>
258.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
32.08102827795187

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9Z)-8-hydroxyheptadeca-1,9-dien-4,6-diyn-3-one

> <ALOGPS_LOGP>
4.70

> <JCHEM_LOGP>
5.142455071999999

> <ALOGPS_LOGS>
-4.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.23488123336914

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5708629485243373

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
81.9341

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.97e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9Z)-8-hydroxyheptadeca-1,9-dien-4,6-diyn-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037645
     RDKit          3D
Falcarinolone
 41 40  0  0  0  0  0  0  0  0999 V2000
   10.1175    0.9213   -0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8010    0.8394   -0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1425   -0.2353    0.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8129   -1.0627    1.2874 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6921   -0.3266    0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4890   -0.3855    0.5120 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0791   -0.4300    0.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8595   -0.4491    0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3973   -0.4490    0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9562    0.4010    1.3345 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9616   -0.1010   -1.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3214   -0.1113   -1.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2875   -0.4840   -0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2722    0.6222    0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2061    0.1918    1.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9506   -1.0410    0.7241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7452   -0.8088   -0.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7648    0.2878   -0.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5505    0.4739   -1.6902 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6297    1.7303   -0.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7115    0.2140    0.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2387    1.5537   -0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0983   -1.5209    0.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2308    1.3018    1.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7327    0.1688   -1.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6194    0.1505   -2.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8406   -0.9178    0.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8972   -1.3156   -0.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8671    0.8881   -0.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7492    1.5784    0.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6442    0.0004    2.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9274    1.0247    1.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6844   -1.3403    1.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2608   -1.9035    0.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3147   -1.7556   -0.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1200   -0.5701   -1.4144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4934    0.0616    0.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2607    1.2585   -0.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5779    0.0951   -1.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0081   -0.0973   -2.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5873    1.5420   -1.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  3  0
  6  7  1  0
  7  8  3  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
M  END

HEADER    PROTEIN                                 15-DEC-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-DEC-17         0                                  
HETATM    1  O   UNK     0       9.748   0.000   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      16.417   6.930   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.414  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.747  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.414  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.747  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.080  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.081   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.080  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.081   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.415   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.748   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.082   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.416   3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.750   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.083   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.417   5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.751   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      19.085   5.390   0.000  0.00  0.00           C+0
CONECT    1   12                                                            
CONECT    2   17                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12    1   11   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17    2   16   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0037645
HETATM    1  C1  UNL     1      10.118   0.921  -0.042  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.801   0.839  -0.096  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.143  -0.235   0.629  1.00  0.00           C  
HETATM    4  O1  UNL     1       8.813  -1.063   1.287  1.00  0.00           O  
HETATM    5  C4  UNL     1       6.692  -0.327   0.570  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.489  -0.386   0.512  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.079  -0.430   0.445  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.859  -0.449   0.391  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.397  -0.449   0.337  1.00  0.00           C  
HETATM   10  O2  UNL     1       0.956   0.401   1.335  1.00  0.00           O  
HETATM   11  C9  UNL     1       0.962  -0.101  -1.005  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.321  -0.111  -1.306  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.288  -0.484  -0.245  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.272   0.622   0.043  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.206   0.192   1.139  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.951  -1.041   0.724  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.745  -0.809  -0.532  1.00  0.00           C  
HETATM   18  C16 UNL     1      -5.765   0.288  -0.383  1.00  0.00           C  
HETATM   19  C17 UNL     1      -6.551   0.474  -1.690  1.00  0.00           C  
HETATM   20  H1  UNL     1      10.630   1.730  -0.585  1.00  0.00           H  
HETATM   21  H2  UNL     1      10.712   0.214   0.523  1.00  0.00           H  
HETATM   22  H3  UNL     1       8.239   1.554  -0.663  1.00  0.00           H  
HETATM   23  H4  UNL     1       1.098  -1.521   0.527  1.00  0.00           H  
HETATM   24  H5  UNL     1       1.231   1.302   1.105  1.00  0.00           H  
HETATM   25  H6  UNL     1       1.733   0.169  -1.752  1.00  0.00           H  
HETATM   26  H7  UNL     1      -0.619   0.151  -2.309  1.00  0.00           H  
HETATM   27  H8  UNL     1      -0.841  -0.918   0.643  1.00  0.00           H  
HETATM   28  H9  UNL     1      -1.897  -1.316  -0.721  1.00  0.00           H  
HETATM   29  H10 UNL     1      -2.867   0.888  -0.860  1.00  0.00           H  
HETATM   30  H11 UNL     1      -1.749   1.578   0.301  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.644   0.000   2.090  1.00  0.00           H  
HETATM   32  H13 UNL     1      -3.927   1.025   1.359  1.00  0.00           H  
HETATM   33  H14 UNL     1      -4.684  -1.340   1.546  1.00  0.00           H  
HETATM   34  H15 UNL     1      -3.261  -1.904   0.586  1.00  0.00           H  
HETATM   35  H16 UNL     1      -5.315  -1.756  -0.778  1.00  0.00           H  
HETATM   36  H17 UNL     1      -4.120  -0.570  -1.414  1.00  0.00           H  
HETATM   37  H18 UNL     1      -6.493   0.062   0.396  1.00  0.00           H  
HETATM   38  H19 UNL     1      -5.261   1.258  -0.123  1.00  0.00           H  
HETATM   39  H20 UNL     1      -7.578   0.095  -1.580  1.00  0.00           H  
HETATM   40  H21 UNL     1      -6.008  -0.097  -2.498  1.00  0.00           H  
HETATM   41  H22 UNL     1      -6.587   1.542  -1.982  1.00  0.00           H  
CONECT    1    2    2   20   21
CONECT    2    3   22
CONECT    3    4    4    5
CONECT    5    6    6    6
CONECT    6    7
CONECT    7    8    8    8
CONECT    8    9
CONECT    9   10   11   23
CONECT   10   24
CONECT   11   12   12   25
CONECT   12   13   26
CONECT   13   14   27   28
CONECT   14   15   29   30
CONECT   15   16   31   32
CONECT   16   17   33   34
CONECT   17   18   35   36
CONECT   18   19   37   38
CONECT   19   39   40   41
END

HMDB0037645
     RDKit          3D
Falcarinolone
 41 40  0  0  0  0  0  0  0  0999 V2000
   10.1175    0.9213   -0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8010    0.8394   -0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1425   -0.2353    0.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8129   -1.0627    1.2874 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6921   -0.3266    0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4890   -0.3855    0.5120 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0791   -0.4300    0.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8595   -0.4491    0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3973   -0.4490    0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9562    0.4010    1.3345 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9616   -0.1010   -1.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3214   -0.1113   -1.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2875   -0.4840   -0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2722    0.6222    0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2061    0.1918    1.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9506   -1.0410    0.7241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7452   -0.8088   -0.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7648    0.2878   -0.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5505    0.4739   -1.6902 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6297    1.7303   -0.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7115    0.2140    0.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2387    1.5537   -0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0983   -1.5209    0.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2308    1.3018    1.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7327    0.1688   -1.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6194    0.1505   -2.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8406   -0.9178    0.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8972   -1.3156   -0.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8671    0.8881   -0.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7492    1.5784    0.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6442    0.0004    2.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9274    1.0247    1.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6844   -1.3403    1.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2608   -1.9035    0.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3147   -1.7556   -0.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1200   -0.5701   -1.4144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4934    0.0616    0.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2607    1.2585   -0.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5779    0.0951   -1.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0081   -0.0973   -2.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5873    1.5420   -1.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  3  0
  6  7  1  0
  7  8  3  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
8-Hydroxy-1,9-heptadecadien-4,6-diyn-3-one	HMDB

Chemical Formula

C₁₇H₂₂O₂

Average Molecular Weight

258.3554

Monoisotopic Molecular Weight

258.161979948

IUPAC Name

(9Z)-8-hydroxyheptadeca-1,9-dien-4,6-diyn-3-one

Traditional Name

(9Z)-8-hydroxyheptadeca-1,9-dien-4,6-diyn-3-one

CAS Registry Number

18089-23-1

SMILES

CCCCCCC\C=C/C(O)C#CC#CC(=O)C=C

InChI Identifier

InChI=1S/C17H22O2/c1-3-5-6-7-8-9-10-14-17(19)15-12-11-13-16(18)4-2/h4,10,14,17,19H,2-3,5-9H2,1H3/b14-10-

InChI Key

STNWZOBISHHDCD-UVTDQMKNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Fatty alcohols

Alternative Parents

Substituents

Fatty alcohol
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Secondary alcohol
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0037645)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037645)

Source

Endogenous

Endogenous (HMDB: HMDB0037645)

Plant

Plant (HMDB: HMDB0037645)

Animal

Animal (HMDB: HMDB0037645)

Exogenous

Food

Food (HMDB: HMDB0037645)

Vegetable

Root vegetable

Stalk vegetable

Celery stalks (FooDB: FOOD00215)

Herb and spice

Spice

Chervil (FooDB: FOOD00327)
Caraway (FooDB: FOOD00043)

Herb

Dill (FooDB: FOOD00013)
Fennel (FooDB: FOOD00082)
Parsley (FooDB: FOOD00131)

Herbs and Spices (FooDB: FOOD00866)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Exogenous (HMDB: HMDB0037645)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0037645)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0037645)

Lipid metabolism pathway (HMDB: HMDB0037645)

Biochemical process

Lipid transport (HMDB: HMDB0037645)

Role

Biological role

Energy source (HMDB: HMDB0037645)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037645)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	19.97 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.004 g/L	ALOGPS
logP	4.7	ALOGPS
logP	5.14	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	13.23	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	81.93 m³·mol⁻¹	ChemAxon
Polarizability	32.08 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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]+	172.01	31661259
DarkChem	[M-H]-	169.541	31661259
DeepCCS	[M+H]+	166.473	30932474
DeepCCS	[M-H]-	164.115	30932474
DeepCCS	[M-2H]-	197.0	30932474
DeepCCS	[M+Na]+	173.077	30932474
AllCCS	[M+H]+	169.4	32859911
AllCCS	[M+H-H2O]+	166.0	32859911
AllCCS	[M+NH4]+	172.6	32859911
AllCCS	[M+Na]+	173.5	32859911
AllCCS	[M-H]-	168.5	32859911
AllCCS	[M+Na-2H]-	169.5	32859911
AllCCS	[M+HCOO]-	170.8	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.	9.47 minutes	32390414
Predicted by Siyang on May 30, 2022	15.6977 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.3 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	28.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2486.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	353.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	178.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	215.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	407.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	771.9 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	696.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	88.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1528.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	451.1 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	1407.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	485.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	346.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	393.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	416.0 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	8.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Falcarinolone	CCCCCCC\C=C/C(O)C#CC#CC(=O)C=C	3407.8	Standard polar	33892256
Falcarinolone	CCCCCCC\C=C/C(O)C#CC#CC(=O)C=C	2041.6	Standard non polar	33892256
Falcarinolone	CCCCCCC\C=C/C(O)C#CC#CC(=O)C=C	2197.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Falcarinolone,1TMS,isomer #1	C=CC(=O)C#CC#CC(/C=C\CCCCCCC)O[Si](C)(C)C	2235.5	Semi standard non polar	33892256
Falcarinolone,1TBDMS,isomer #1	C=CC(=O)C#CC#CC(/C=C\CCCCCCC)O[Si](C)(C)C(C)(C)C	2441.4	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 - Falcarinolone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-9840000000-b065bfb2ce8c1e51dd32	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Falcarinolone GC-MS (1 TMS) - 70eV, Positive	splash10-05bf-9041000000-5870e9f73baa09bd6630	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Falcarinolone 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 - Falcarinolone 10V, Positive-QTOF	splash10-0a4i-0190000000-722e63d09026895f23f2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Falcarinolone 20V, Positive-QTOF	splash10-0a4i-5940000000-c7960e87006971d5d6e8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Falcarinolone 40V, Positive-QTOF	splash10-0kbf-9700000000-bc887cb7f5f7881e2e5e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Falcarinolone 10V, Negative-QTOF	splash10-0a4i-0290000000-7115c972e8a245710c9e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Falcarinolone 20V, Negative-QTOF	splash10-0pdi-2790000000-1349e06367a6fad2d63b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Falcarinolone 40V, Negative-QTOF	splash10-0ufr-7920000000-dfd9bc7e56dade410187	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Falcarinolone 10V, Negative-QTOF	splash10-0a4i-0090000000-732764699572c35ea1ea	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Falcarinolone 20V, Negative-QTOF	splash10-0pdi-2590000000-ddab5062260a5971d612	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Falcarinolone 40V, Negative-QTOF	splash10-0092-2900000000-af6f8afed32b9eec94c2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Falcarinolone 10V, Positive-QTOF	splash10-052f-1890000000-a69f78bcefda8647022e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Falcarinolone 20V, Positive-QTOF	splash10-00dl-3950000000-a56f799091506dbfc912	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Falcarinolone 40V, Positive-QTOF	splash10-014i-9800000000-5f9414a437164b118fa4	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016761

KNApSAcK ID

C00056596

Chemspider ID

4946280

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6442185

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1862811

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 ]
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Showing metabocard for Falcarinolone (HMDB0037645)

MOL for HMDB0037645 (Falcarinolone)

3D MOL for HMDB0037645 (Falcarinolone)

3D SDF for HMDB0037645 (Falcarinolone)

3D-SDF for HMDB0037645 (Falcarinolone)

PDB for HMDB0037645 (Falcarinolone)

3D PDB for HMDB0037645 (Falcarinolone)

SMILES for HMDB0037645 (Falcarinolone)

INCHI for HMDB0037645 (Falcarinolone)

Structure for HMDB0037645 (Falcarinolone)

3D Structure for HMDB0037645 (Falcarinolone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra