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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:08:29 UTC

Update Date

2022-03-07 02:54:46 UTC

HMDB ID

HMDB0036071

Secondary Accession Numbers

HMDB36071

Metabolite Identification

Common Name

Dendrolasin

Description

Dendrolasin belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Based on a literature review a significant number of articles have been published on Dendrolasin.

Structure

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

HMDB0036071
     RDKit          3D
Dendrolasin
 38 38  0  0  0  0  0  0  0  0999 V2000
   -2.8473    1.5352    1.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6799    1.1358    0.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9299    1.8579    0.1498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3025    0.1002   -0.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0718   -0.6792    0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1700   -0.5735   -1.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0846   -1.3379   -0.9547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0165   -2.7945   -0.6864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2663   -0.7475   -0.9897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4762   -1.5470   -0.7606 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2847   -1.0889    0.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7607    0.2921    0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0441    1.3799    0.7835 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7806    2.5043    0.5273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8907    2.1254   -0.0602 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204    0.8214   -0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3196    2.4333    2.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7689    0.6998    2.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8366    1.8284    1.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7049    2.7371   -0.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6218    1.1942   -0.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4475    2.2085    1.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8911   -0.2258   -1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5188   -0.3113    0.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998   -1.7388    0.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9096    0.4937   -1.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7385   -0.9750   -2.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0757   -3.1287   -0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4095   -3.0717    0.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5254   -3.3784   -1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3631    0.3049   -1.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1876   -2.5964   -0.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0889   -1.5363   -1.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1934   -1.7540    0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7423   -1.2784    1.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0632    1.3710    1.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4564    3.5087    0.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7125    0.2315   -0.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 12  2  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
M  END


  Mrv0541 05061308522D          

 16 16  0  0  0  0            999 V2000
    3.4256    6.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1401    5.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    4.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    5.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    4.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256    6.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  5  1  0  0  0  0
 11 10  2  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  6  2  0  0  0  0
 14  3  1  0  0  0  0
 14  7  1  0  0  0  0
 14  8  2  0  0  0  0
 15  9  1  0  0  0  0
 15 10  1  0  0  0  0
 15 12  2  0  0  0  0
 16 11  1  0  0  0  0
 16 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036071

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC\C(C)=C\CCC1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O/c1-13(2)6-4-7-14(3)8-5-9-15-10-11-16-12-15/h6,8,10-12H,4-5,7,9H2,1-3H3/b14-8+

> <INCHI_KEY>
LZBXPXAOYQVZEC-RIYZIHGNSA-N

> <FORMULA>
C15H22O

> <MOLECULAR_WEIGHT>
218.3346

> <EXACT_MASS>
218.167065326

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
27.063663080987347

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(3E)-4,8-dimethylnona-3,7-dien-1-yl]furan

> <ALOGPS_LOGP>
6.15

> <JCHEM_LOGP>
4.946341275666667

> <ALOGPS_LOGS>
-4.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.488888717182396

> <JCHEM_POLAR_SURFACE_AREA>
13.14

> <JCHEM_REFRACTIVITY>
71.2178

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.89e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(3E)-4,8-dimethylnona-3,7-dien-1-yl]furan

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036071
     RDKit          3D
Dendrolasin
 38 38  0  0  0  0  0  0  0  0999 V2000
   -2.8473    1.5352    1.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6799    1.1358    0.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9299    1.8579    0.1498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3025    0.1002   -0.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0718   -0.6792    0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1700   -0.5735   -1.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0846   -1.3379   -0.9547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0165   -2.7945   -0.6864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2663   -0.7475   -0.9897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4762   -1.5470   -0.7606 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2847   -1.0889    0.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7607    0.2921    0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0441    1.3799    0.7835 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7806    2.5043    0.5273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8907    2.1254   -0.0602 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204    0.8214   -0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3196    2.4333    2.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7689    0.6998    2.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8366    1.8284    1.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7049    2.7371   -0.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6218    1.1942   -0.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4475    2.2085    1.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8911   -0.2258   -1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5188   -0.3113    0.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998   -1.7388    0.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9096    0.4937   -1.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7385   -0.9750   -2.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0757   -3.1287   -0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4095   -3.0717    0.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5254   -3.3784   -1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3631    0.3049   -1.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1876   -2.5964   -0.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0889   -1.5363   -1.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1934   -1.7540    0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7423   -1.2784    1.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0632    1.3710    1.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4564    3.5087    0.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7125    0.2315   -0.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 12  2  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       6.394  12.860   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.728  10.550   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.061   5.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.061   9.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.393   4.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.061  10.550   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.727   8.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.393   5.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.394  11.320   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.727   6.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.830  -0.290   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4    6    7                                                       
CONECT    5    8    9                                                       
CONECT    6    4   13                                                       
CONECT    7    4   14                                                       
CONECT    8    5   14                                                       
CONECT    9    5   15                                                       
CONECT   10   11   15                                                       
CONECT   11   10   16                                                       
CONECT   12   15   16                                                       
CONECT   13    1    2    6                                                  
CONECT   14    3    7    8                                                  
CONECT   15    9   10   12                                                  
CONECT   16   11   12                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0036071
HETATM    1  C1  UNL     1      -2.847   1.535   1.665  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.680   1.136   0.511  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.930   1.858   0.150  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.302   0.100  -0.229  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.072  -0.679   0.055  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.170  -0.573  -1.180  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.085  -1.338  -0.955  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.016  -2.794  -0.686  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.266  -0.748  -0.990  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.476  -1.547  -0.761  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.285  -1.089   0.424  1.00  0.00           C  
HETATM   12  C12 UNL     1       3.761   0.292   0.322  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.044   1.380   0.783  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.781   2.504   0.527  1.00  0.00           C  
HETATM   15  O1  UNL     1       4.891   2.125  -0.060  1.00  0.00           O  
HETATM   16  C15 UNL     1       4.920   0.821  -0.202  1.00  0.00           C  
HETATM   17  H1  UNL     1      -3.320   2.433   2.133  1.00  0.00           H  
HETATM   18  H2  UNL     1      -2.769   0.700   2.372  1.00  0.00           H  
HETATM   19  H3  UNL     1      -1.837   1.828   1.261  1.00  0.00           H  
HETATM   20  H4  UNL     1      -4.705   2.737  -0.492  1.00  0.00           H  
HETATM   21  H5  UNL     1      -5.622   1.194  -0.437  1.00  0.00           H  
HETATM   22  H6  UNL     1      -5.448   2.208   1.064  1.00  0.00           H  
HETATM   23  H7  UNL     1      -3.891  -0.226  -1.090  1.00  0.00           H  
HETATM   24  H8  UNL     1      -1.519  -0.311   0.923  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.400  -1.739   0.202  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.910   0.494  -1.265  1.00  0.00           H  
HETATM   27  H11 UNL     1      -1.738  -0.975  -2.019  1.00  0.00           H  
HETATM   28  H12 UNL     1      -1.076  -3.129  -0.656  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.410  -3.072   0.302  1.00  0.00           H  
HETATM   30  H14 UNL     1       0.525  -3.378  -1.450  1.00  0.00           H  
HETATM   31  H15 UNL     1       1.363   0.305  -1.182  1.00  0.00           H  
HETATM   32  H16 UNL     1       2.188  -2.596  -0.570  1.00  0.00           H  
HETATM   33  H17 UNL     1       3.089  -1.536  -1.693  1.00  0.00           H  
HETATM   34  H18 UNL     1       4.193  -1.754   0.456  1.00  0.00           H  
HETATM   35  H19 UNL     1       2.742  -1.278   1.363  1.00  0.00           H  
HETATM   36  H20 UNL     1       2.063   1.371   1.269  1.00  0.00           H  
HETATM   37  H21 UNL     1       3.456   3.509   0.786  1.00  0.00           H  
HETATM   38  H22 UNL     1       5.712   0.231  -0.652  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    4    4
CONECT    3   20   21   22
CONECT    4    5   23
CONECT    5    6   24   25
CONECT    6    7   26   27
CONECT    7    8    9    9
CONECT    8   28   29   30
CONECT    9   10   31
CONECT   10   11   32   33
CONECT   11   12   34   35
CONECT   12   13   16   16
CONECT   13   14   14   36
CONECT   14   15   37
CONECT   15   16
CONECT   16   38
END

HMDB0036071
     RDKit          3D
Dendrolasin
 38 38  0  0  0  0  0  0  0  0999 V2000
   -2.8473    1.5352    1.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6799    1.1358    0.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9299    1.8579    0.1498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3025    0.1002   -0.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0718   -0.6792    0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1700   -0.5735   -1.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0846   -1.3379   -0.9547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0165   -2.7945   -0.6864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2663   -0.7475   -0.9897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4762   -1.5470   -0.7606 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2847   -1.0889    0.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7607    0.2921    0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0441    1.3799    0.7835 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7806    2.5043    0.5273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8907    2.1254   -0.0602 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204    0.8214   -0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3196    2.4333    2.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7689    0.6998    2.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8366    1.8284    1.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7049    2.7371   -0.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6218    1.1942   -0.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4475    2.2085    1.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8911   -0.2258   -1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5188   -0.3113    0.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998   -1.7388    0.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9096    0.4937   -1.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7385   -0.9750   -2.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0757   -3.1287   -0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4095   -3.0717    0.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5254   -3.3784   -1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3631    0.3049   -1.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1876   -2.5964   -0.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0889   -1.5363   -1.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1934   -1.7540    0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7423   -1.2784    1.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0632    1.3710    1.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4564    3.5087    0.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7125    0.2315   -0.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 12  2  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(4,8-Dimethyl-3,7-nonadienyl)-(e)-furan	HMDB
3-(4,8-Dimethyl-3,7-nonadienyl)-furan	HMDB
3-(4,8-Dimethyl-3,7-nonadienyl)furan	HMDB
3-(4,8-Dimethyl-3,7-nonadienyl)furan, 9ci	HMDB
3-[(3E)-4,8-Dimethyl-3,7-nonadienyl]furan	HMDB
Denderalasin	HMDB
Dendrasaline	HMDB

Chemical Formula

C₁₅H₂₂O

Average Molecular Weight

218.3346

Monoisotopic Molecular Weight

218.167065326

IUPAC Name

3-[(3E)-4,8-dimethylnona-3,7-dien-1-yl]furan

Traditional Name

3-[(3E)-4,8-dimethylnona-3,7-dien-1-yl]furan

CAS Registry Number

23262-34-2

SMILES

CC(C)=CCC\C(C)=C\CCC1=COC=C1

InChI Identifier

InChI=1S/C15H22O/c1-13(2)6-4-7-14(3)8-5-9-15-10-11-16-12-15/h6,8,10-12H,4-5,7,9H2,1-3H3/b14-8+

InChI Key

LZBXPXAOYQVZEC-RIYZIHGNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

Monocyclic monoterpenoid
Aromatic monoterpenoid
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

monoterpenoid (CHEBI:80721 )
Farnesenes (C16779 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036071)

Source

Endogenous

Endogenous (HMDB: HMDB0036071)

Plant

Plant (HMDB: HMDB0036071)

Animal

Animal (HMDB: HMDB0036071)

Exogenous

Food

Food (HMDB: HMDB0036071)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Exogenous (HMDB: HMDB0036071)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036071)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036071)

Lipid metabolism pathway (HMDB: HMDB0036071)

Cellular process

Cell signaling (HMDB: HMDB0036071)

Biochemical process

Lipid transport (HMDB: HMDB0036071)

Role

Biological role

Energy source (HMDB: HMDB0036071)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036071)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	303.00 to 304.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.098 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	5.660 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.019 g/L	ALOGPS
logP	6.15	ALOGPS
logP	4.95	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	13.14 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	71.22 m³·mol⁻¹	ChemAxon
Polarizability	27.06 Å³	ChemAxon
Number of Rings	1	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]+	157.062	31661259
DarkChem	[M-H]-	153.848	31661259
DeepCCS	[M+H]+	154.803	30932474
DeepCCS	[M-H]-	152.445	30932474
DeepCCS	[M-2H]-	186.314	30932474
DeepCCS	[M+Na]+	161.039	30932474
AllCCS	[M+H]+	153.2	32859911
AllCCS	[M+H-H2O]+	149.3	32859911
AllCCS	[M+NH4]+	156.8	32859911
AllCCS	[M+Na]+	157.9	32859911
AllCCS	[M-H]-	156.4	32859911
AllCCS	[M+Na-2H]-	156.9	32859911
AllCCS	[M+HCOO]-	157.5	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.	9.39 minutes	32390414
Predicted by Siyang on May 30, 2022	20.0138 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.9 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	2570.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	677.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	261.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	410.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	186.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	722.8 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	888.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	107.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1714.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	641.5 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	1399.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	632.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	483.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	421.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	655.0 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
Dendrolasin	CC(C)=CCC\C(C)=C\CCC1=COC=C1	1915.2	Standard polar	33892256
Dendrolasin	CC(C)=CCC\C(C)=C\CCC1=COC=C1	1563.8	Standard non polar	33892256
Dendrolasin	CC(C)=CCC\C(C)=C\CCC1=COC=C1	1565.3	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 - Dendrolasin GC-MS (Non-derivatized) - 70eV, Positive	splash10-05o0-9810000000-9571cd0805e99501a3bf	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dendrolasin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dendrolasin 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 - Dendrolasin 10V, Positive-QTOF	splash10-014i-1690000000-f4ff5cf44ec5c3999449	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dendrolasin 20V, Positive-QTOF	splash10-014i-4920000000-c8963aa6ac622ed0332c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dendrolasin 40V, Positive-QTOF	splash10-0gb9-9200000000-131fb83a9a141a7c14aa	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dendrolasin 10V, Negative-QTOF	splash10-014i-0090000000-88975ec09a6ff89fd7d8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dendrolasin 20V, Negative-QTOF	splash10-014i-0290000000-6f396ca147fb81fb639b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dendrolasin 40V, Negative-QTOF	splash10-00ri-3900000000-5d5db979e9ce10340ec7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dendrolasin 10V, Negative-QTOF	splash10-014i-0190000000-f3c8daa451319b179965	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dendrolasin 20V, Negative-QTOF	splash10-014i-0290000000-7ce5e533ef7bfee100fa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dendrolasin 40V, Negative-QTOF	splash10-00or-6900000000-773ad27fb6cbd72ab1af	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dendrolasin 10V, Positive-QTOF	splash10-0159-9610000000-63d315ed43d7356b7ed6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dendrolasin 20V, Positive-QTOF	splash10-0aou-9200000000-b176256ad90c2a6268e8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dendrolasin 40V, Positive-QTOF	splash10-05ox-9400000000-e442afc71d8aa6dec575	2021-09-23	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5316534

PDB ID

Not Available

ChEBI ID

80721

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1428061

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 Dendrolasin (HMDB0036071)

MOL for HMDB0036071 (Dendrolasin)

3D MOL for HMDB0036071 (Dendrolasin)

3D SDF for HMDB0036071 (Dendrolasin)

3D-SDF for HMDB0036071 (Dendrolasin)

PDB for HMDB0036071 (Dendrolasin)

3D PDB for HMDB0036071 (Dendrolasin)

SMILES for HMDB0036071 (Dendrolasin)

INCHI for HMDB0036071 (Dendrolasin)

Structure for HMDB0036071 (Dendrolasin)

3D Structure for HMDB0036071 (Dendrolasin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra