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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:36:02 UTC

Update Date

2022-03-07 02:52:30 UTC

HMDB ID

HMDB0030308

Secondary Accession Numbers

HMDB30308

Metabolite Identification

Common Name

O-Isopentenylhalfordinol

Description

O-Isopentenylhalfordinol belongs to the class of organic compounds known as phenyl-1,3-oxazoles. These are aromatic heterocyclic compounds containing a 1,3-oxazole substituted at one or more positions by a phenyl group. Based on a literature review very few articles have been published on O-Isopentenylhalfordinol.

Structure

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

HMDB0030308
     RDKit          3D
O-Isopentenylhalfordinol
 41 43  0  0  0  0  0  0  0  0999 V2000
   -7.6581   -0.1896   -0.7469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2327   -0.5757   -0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7891   -1.6662    0.3406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3216    0.1187   -1.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8528   -0.1800   -1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2457    0.9859   -0.5940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8635    0.9625   -0.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2128    2.0876    0.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1463    2.1146    0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9196    1.0025    0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3579    1.0314    0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0692    2.1063    0.7623 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3643    1.7238    0.8330 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4343    0.4486    0.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645   -0.3477    0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8779    0.1895    0.7019 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0366   -0.5739    0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0018   -1.8790    0.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8003   -2.3724   -0.1780 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6602   -1.6520   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2198    0.0723    0.0965 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2646   -0.1107   -0.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0937   -0.1517   -0.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3635   -0.9790   -0.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8271    0.7267   -0.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8822    0.0716   -1.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6553   -2.2057    0.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2660   -2.4291   -0.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0975   -1.3206    1.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5636    0.9426   -1.8847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6726   -1.0763   -0.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4675   -0.3818   -2.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8493    2.9560    0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6140    3.0316    0.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6726    3.0568    1.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8977    1.2059    1.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9940   -0.1703    0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9151   -2.4609    0.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6957   -2.0727   -0.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8854   -0.9968   -0.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5772   -1.0429   -1.0232 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14 21  1  0
 10 22  1  0
 22 23  2  0
 23  7  1  0
 21 11  1  0
 20 15  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  8 33  1  0
  9 34  1  0
 12 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 20 39  1  0
 22 40  1  0
 23 41  1  0
M  END


  Mrv0541 05061305092D          

 23 25  0  0  0  0            999 V2000
   -1.3222    8.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    6.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3690   -1.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8841   -0.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    6.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1895   -0.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    6.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0401    0.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    1.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    7.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    3.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2197    0.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    4.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    2.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5251   -0.2280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097    1.0206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    5.5902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9897    1.8053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 10  3  1  0  0  0  0
 11  9  1  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  9  2  0  0  0  0
 15  5  2  0  0  0  0
 15  6  1  0  0  0  0
 16  4  1  0  0  0  0
 16 12  2  0  0  0  0
 17  7  2  0  0  0  0
 17  8  1  0  0  0  0
 18 13  2  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 10  2  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 21 19  2  0  0  0  0
 22 11  1  0  0  0  0
 22 17  1  0  0  0  0
 23 18  1  0  0  0  0
 23 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030308

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCOC1=CC=C(C=C1)C1=CN=C(O1)C1=CN=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H18N2O2/c1-14(2)9-11-22-17-7-5-15(6-8-17)18-13-21-19(23-18)16-4-3-10-20-12-16/h3-10,12-13H,11H2,1-2H3

> <INCHI_KEY>
CPMFTHYYYPZYOB-UHFFFAOYSA-N

> <FORMULA>
C19H18N2O2

> <MOLECULAR_WEIGHT>
306.3584

> <EXACT_MASS>
306.13682783

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
34.948969440408895

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(5-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-1,3-oxazol-2-yl)pyridine

> <ALOGPS_LOGP>
3.79

> <JCHEM_LOGP>
3.4930363326666676

> <ALOGPS_LOGS>
-3.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.7166886696216475

> <JCHEM_POLAR_SURFACE_AREA>
48.150000000000006

> <JCHEM_REFRACTIVITY>
100.30720000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.47e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(5-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-1,3-oxazol-2-yl)pyridine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030308
     RDKit          3D
O-Isopentenylhalfordinol
 41 43  0  0  0  0  0  0  0  0999 V2000
   -7.6581   -0.1896   -0.7469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2327   -0.5757   -0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7891   -1.6662    0.3406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3216    0.1187   -1.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8528   -0.1800   -1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2457    0.9859   -0.5940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8635    0.9625   -0.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2128    2.0876    0.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1463    2.1146    0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9196    1.0025    0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3579    1.0314    0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0692    2.1063    0.7623 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3643    1.7238    0.8330 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4343    0.4486    0.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645   -0.3477    0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8779    0.1895    0.7019 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0366   -0.5739    0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0018   -1.8790    0.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8003   -2.3724   -0.1780 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6602   -1.6520   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2198    0.0723    0.0965 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2646   -0.1107   -0.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0937   -0.1517   -0.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3635   -0.9790   -0.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8271    0.7267   -0.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8822    0.0716   -1.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6553   -2.2057    0.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2660   -2.4291   -0.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0975   -1.3206    1.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5636    0.9426   -1.8847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6726   -1.0763   -0.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4675   -0.3818   -2.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8493    2.9560    0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6140    3.0316    0.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6726    3.0568    1.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8977    1.2059    1.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9940   -0.1703    0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9151   -2.4609    0.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6957   -2.0727   -0.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8854   -0.9968   -0.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5772   -1.0429   -1.0232 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14 21  1  0
 10 22  1  0
 22 23  2  0
 23  7  1  0
 21 11  1  0
 20 15  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  8 33  1  0
  9 34  1  0
 12 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 20 39  1  0
 22 40  1  0
 23 41  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      -2.468  15.055   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.135  12.745   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.422  -1.993   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.517  -0.748   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.135   6.585   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.802   6.585   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.135   8.125   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.802   8.125   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.802  12.745   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.954  -1.833   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.802  11.205   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.675   0.820   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.222   3.370   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.468  13.515   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.468   5.815   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.143   0.659   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.468   8.895   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.468   4.275   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.238   1.905   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      -6.580  -0.426   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0      -1.698   1.905   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0      -2.468  10.435   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -3.714   3.370   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3    4   10                                                       
CONECT    4    3   16                                                       
CONECT    5    7   15                                                       
CONECT    6    8   15                                                       
CONECT    7    5   17                                                       
CONECT    8    6   17                                                       
CONECT    9   11   14                                                       
CONECT   10    3   20                                                       
CONECT   11    9   22                                                       
CONECT   12   16   20                                                       
CONECT   13   18   21                                                       
CONECT   14    1    2    9                                                  
CONECT   15    5    6   18                                                  
CONECT   16    4   12   19                                                  
CONECT   17    7    8   22                                                  
CONECT   18   13   15   23                                                  
CONECT   19   16   21   23                                                  
CONECT   20   10   12                                                       
CONECT   21   13   19                                                       
CONECT   22   11   17                                                       
CONECT   23   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0030308
HETATM    1  C1  UNL     1      -7.658  -0.190  -0.747  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.233  -0.576  -0.543  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.789  -1.666   0.341  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.322   0.119  -1.209  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.853  -0.180  -1.083  1.00  0.00           C  
HETATM    6  O1  UNL     1      -3.246   0.986  -0.594  1.00  0.00           O  
HETATM    7  C6  UNL     1      -1.864   0.963  -0.388  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.213   2.088   0.094  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.146   2.115   0.313  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.920   1.003   0.056  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.358   1.031   0.288  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.069   2.106   0.762  1.00  0.00           C  
HETATM   13  N1  UNL     1       4.364   1.724   0.833  1.00  0.00           N  
HETATM   14  C12 UNL     1       4.434   0.449   0.412  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.665  -0.348   0.332  1.00  0.00           C  
HETATM   16  C14 UNL     1       6.878   0.190   0.702  1.00  0.00           C  
HETATM   17  C15 UNL     1       8.037  -0.574   0.622  1.00  0.00           C  
HETATM   18  C16 UNL     1       8.002  -1.879   0.175  1.00  0.00           C  
HETATM   19  N2  UNL     1       6.800  -2.372  -0.178  1.00  0.00           N  
HETATM   20  C17 UNL     1       5.660  -1.652  -0.110  1.00  0.00           C  
HETATM   21  O2  UNL     1       3.220   0.072   0.096  1.00  0.00           O  
HETATM   22  C18 UNL     1       0.265  -0.111  -0.423  1.00  0.00           C  
HETATM   23  C19 UNL     1      -1.094  -0.152  -0.647  1.00  0.00           C  
HETATM   24  H1  UNL     1      -8.363  -0.979  -0.433  1.00  0.00           H  
HETATM   25  H2  UNL     1      -7.827   0.727  -0.119  1.00  0.00           H  
HETATM   26  H3  UNL     1      -7.882   0.072  -1.801  1.00  0.00           H  
HETATM   27  H4  UNL     1      -6.655  -2.206   0.786  1.00  0.00           H  
HETATM   28  H5  UNL     1      -5.266  -2.429  -0.301  1.00  0.00           H  
HETATM   29  H6  UNL     1      -5.098  -1.321   1.138  1.00  0.00           H  
HETATM   30  H7  UNL     1      -5.564   0.943  -1.885  1.00  0.00           H  
HETATM   31  H8  UNL     1      -3.673  -1.076  -0.470  1.00  0.00           H  
HETATM   32  H9  UNL     1      -3.468  -0.382  -2.121  1.00  0.00           H  
HETATM   33  H10 UNL     1      -1.849   2.956   0.289  1.00  0.00           H  
HETATM   34  H11 UNL     1       0.614   3.032   0.696  1.00  0.00           H  
HETATM   35  H12 UNL     1       2.673   3.057   1.023  1.00  0.00           H  
HETATM   36  H13 UNL     1       6.898   1.206   1.049  1.00  0.00           H  
HETATM   37  H14 UNL     1       8.994  -0.170   0.907  1.00  0.00           H  
HETATM   38  H15 UNL     1       8.915  -2.461   0.119  1.00  0.00           H  
HETATM   39  H16 UNL     1       4.696  -2.073  -0.402  1.00  0.00           H  
HETATM   40  H17 UNL     1       0.885  -0.997  -0.627  1.00  0.00           H  
HETATM   41  H18 UNL     1      -1.577  -1.043  -1.023  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    4    4
CONECT    3   27   28   29
CONECT    4    5   30
CONECT    5    6   31   32
CONECT    6    7
CONECT    7    8    8   23
CONECT    8    9   33
CONECT    9   10   10   34
CONECT   10   11   22
CONECT   11   12   12   21
CONECT   12   13   35
CONECT   13   14   14
CONECT   14   15   21
CONECT   15   16   16   20
CONECT   16   17   36
CONECT   17   18   18   37
CONECT   18   19   38
CONECT   19   20   20
CONECT   20   39
CONECT   22   23   23   40
CONECT   23   41
END

HMDB0030308
     RDKit          3D
O-Isopentenylhalfordinol
 41 43  0  0  0  0  0  0  0  0999 V2000
   -7.6581   -0.1896   -0.7469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2327   -0.5757   -0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7891   -1.6662    0.3406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3216    0.1187   -1.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8528   -0.1800   -1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2457    0.9859   -0.5940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8635    0.9625   -0.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2128    2.0876    0.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1463    2.1146    0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9196    1.0025    0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3579    1.0314    0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0692    2.1063    0.7623 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3643    1.7238    0.8330 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4343    0.4486    0.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645   -0.3477    0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8779    0.1895    0.7019 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0366   -0.5739    0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0018   -1.8790    0.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8003   -2.3724   -0.1780 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6602   -1.6520   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2198    0.0723    0.0965 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2646   -0.1107   -0.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0937   -0.1517   -0.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3635   -0.9790   -0.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8271    0.7267   -0.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8822    0.0716   -1.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6553   -2.2057    0.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2660   -2.4291   -0.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0975   -1.3206    1.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5636    0.9426   -1.8847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6726   -1.0763   -0.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4675   -0.3818   -2.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8493    2.9560    0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6140    3.0316    0.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6726    3.0568    1.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8977    1.2059    1.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9940   -0.1703    0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9151   -2.4609    0.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6957   -2.0727   -0.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8854   -0.9968   -0.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5772   -1.0429   -1.0232 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14 21  1  0
 10 22  1  0
 22 23  2  0
 23  7  1  0
 21 11  1  0
 20 15  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  8 33  1  0
  9 34  1  0
 12 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 20 39  1  0
 22 40  1  0
 23 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-[5-[4-[(3-Methyl-2-butenyl)oxy]phenyl]-2-oxazolyl]pyridine, 9ci	HMDB
O-(3,3-Dimethylallyl)halfordinol	HMDB
O-Prenylhalfordinol	HMDB

Chemical Formula

C₁₉H₁₈N₂O₂

Average Molecular Weight

306.3584

Monoisotopic Molecular Weight

306.13682783

IUPAC Name

3-(5-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-1,3-oxazol-2-yl)pyridine

Traditional Name

3-(5-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-1,3-oxazol-2-yl)pyridine

CAS Registry Number

17190-80-6

SMILES

CC(C)=CCOC1=CC=C(C=C1)C1=CN=C(O1)C1=CN=CC=C1

InChI Identifier

InChI=1S/C19H18N2O2/c1-14(2)9-11-22-17-7-5-15(6-8-17)18-13-21-19(23-18)16-4-3-10-20-12-16/h3-10,12-13H,11H2,1-2H3

InChI Key

CPMFTHYYYPZYOB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenyl-1,3-oxazoles. These are aromatic heterocyclic compounds containing a 1,3-oxazole substituted at one or more positions by a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Oxazoles

Direct Parent

Phenyl-1,3-oxazoles

Alternative Parents

Substituents

Phenyl-1,3-oxazole
Phenoxy compound
Phenol ether
2,5-disubstituted 1,3-oxazole
Alkyl aryl ether
Monocyclic benzene moiety
Pyridine
Benzenoid
Heteroaromatic compound
Ether
Oxacycle
Azacycle
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030308)

Cellular substructure

Membrane (HMDB: HMDB0030308)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030308)

Source

Endogenous

Endogenous (HMDB: HMDB0030308)

Plant

Plant (HMDB: HMDB0030308)

Exogenous

Food

Food (HMDB: HMDB0030308)

Fruit

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	118 - 119 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.035 g/L	ALOGPS
logP	3.79	ALOGPS
logP	3.49	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	3.72	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	48.15 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	100.31 m³·mol⁻¹	ChemAxon
Polarizability	34.95 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	175.768	31661259
DarkChem	[M-H]-	177.043	31661259
DeepCCS	[M+H]+	173.865	30932474
DeepCCS	[M-H]-	171.507	30932474
DeepCCS	[M-2H]-	205.138	30932474
DeepCCS	[M+Na]+	180.429	30932474
AllCCS	[M+H]+	174.5	32859911
AllCCS	[M+H-H2O]+	171.2	32859911
AllCCS	[M+NH4]+	177.5	32859911
AllCCS	[M+Na]+	178.4	32859911
AllCCS	[M-H]-	179.5	32859911
AllCCS	[M+Na-2H]-	178.9	32859911
AllCCS	[M+HCOO]-	178.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
O-Isopentenylhalfordinol	CC(C)=CCOC1=CC=C(C=C1)C1=CN=C(O1)C1=CN=CC=C1	3890.1	Standard polar	33892256
O-Isopentenylhalfordinol	CC(C)=CCOC1=CC=C(C=C1)C1=CN=C(O1)C1=CN=CC=C1	2674.2	Standard non polar	33892256
O-Isopentenylhalfordinol	CC(C)=CCOC1=CC=C(C=C1)C1=CN=C(O1)C1=CN=CC=C1	2857.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - O-Isopentenylhalfordinol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-5490000000-d02a79f4ec33bc3f8921	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Isopentenylhalfordinol 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 - O-Isopentenylhalfordinol 10V, Positive-QTOF	splash10-0a4i-2029000000-466cb2e07c4eb4f7748a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Isopentenylhalfordinol 20V, Positive-QTOF	splash10-014i-9141000000-2c41fd89da3e90d6427f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Isopentenylhalfordinol 40V, Positive-QTOF	splash10-0gc0-9410000000-432c25e7ad279a637037	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Isopentenylhalfordinol 10V, Negative-QTOF	splash10-0a4i-0039000000-8259f7f2a86885d4765d	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Isopentenylhalfordinol 20V, Negative-QTOF	splash10-000i-0091000000-d4ca34d984a68e9b7cb1	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Isopentenylhalfordinol 40V, Negative-QTOF	splash10-003i-4690000000-e57eab2fa874d1b3be14	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Isopentenylhalfordinol 10V, Positive-QTOF	splash10-052r-0096000000-09195325fbcbaf3bf963	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Isopentenylhalfordinol 20V, Positive-QTOF	splash10-00kr-1092000000-472034f4c28d277485ad	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Isopentenylhalfordinol 40V, Positive-QTOF	splash10-01ox-7590000000-4a841385ca477d521256	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Isopentenylhalfordinol 10V, Negative-QTOF	splash10-000i-0093000000-c0dccdd24ca7060322eb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Isopentenylhalfordinol 20V, Negative-QTOF	splash10-0a4r-0097000000-9c04eb5dfba60ec67438	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Isopentenylhalfordinol 40V, Negative-QTOF	splash10-0019-0690000000-b99d16442ac11cca36c0	2021-09-23	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

FDB002146

KNApSAcK ID

C00057139

Chemspider ID

536452

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

617263

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for O-Isopentenylhalfordinol (HMDB0030308)

MOL for HMDB0030308 (O-Isopentenylhalfordinol)

3D MOL for HMDB0030308 (O-Isopentenylhalfordinol)

3D SDF for HMDB0030308 (O-Isopentenylhalfordinol)

3D-SDF for HMDB0030308 (O-Isopentenylhalfordinol)

PDB for HMDB0030308 (O-Isopentenylhalfordinol)

3D PDB for HMDB0030308 (O-Isopentenylhalfordinol)

SMILES for HMDB0030308 (O-Isopentenylhalfordinol)

INCHI for HMDB0030308 (O-Isopentenylhalfordinol)

Structure for HMDB0030308 (O-Isopentenylhalfordinol)

3D Structure for HMDB0030308 (O-Isopentenylhalfordinol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra