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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:27:26 UTC

Update Date

2022-03-07 02:55:14 UTC

HMDB ID

HMDB0037218

Secondary Accession Numbers

HMDB37218

Metabolite Identification

Common Name

Guaiol acetate

Description

Guaiol acetate belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a significant number of articles have been published on Guaiol acetate.

Structure

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

HMDB0037218
     RDKit          3D
Guaiol acetate
 47 48  0  0  0  0  0  0  0  0999 V2000
    5.3445    1.0713    0.8172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3412    0.1863    0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6685   -0.6467   -0.7319 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9969    0.2264    0.4632 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0633   -0.6425   -0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1588   -0.3039   -1.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4074   -2.0832   -0.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7246   -0.2802    0.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4852    1.1797    0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2113    1.7356    1.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6689    1.6095    1.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2313    2.9268    0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2650    0.5264    0.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437   -0.6299    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3958   -1.1116   -0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9032   -1.5500   -0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5096   -2.6439   -1.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8282   -0.5233   -0.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6885    0.6220    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2758    0.4786    0.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4732    2.0275    0.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0342    1.2997    1.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6304    0.6885   -1.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8519   -1.0350   -2.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1872   -0.4033   -2.1605 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4710   -2.6673   -0.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7548   -2.3351    0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1278   -2.3993   -0.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8586   -0.4414    1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1955    1.3243   -0.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4397    1.7363   -0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2130    1.2416    2.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0847    2.8175    1.4129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0462    1.5905    2.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2234    3.1462    1.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2841    2.8805   -0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5512    3.7745    0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3227   -2.0956    0.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2563   -1.3814   -1.1273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3844   -1.8733    0.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1729   -3.5283   -0.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7741   -2.3828   -2.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4837   -3.0066   -1.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3713   -0.2204   -1.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8515   -0.9113   -0.9722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9130    1.6014   -0.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3166    0.4052    0.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 15  8  1  0
 19 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 12 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
M  END


  Mrv0541 05061309382D          

 19 20  0  0  0  0            999 V2000
    2.2027    0.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7017    3.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5495    4.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3500    2.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0600    3.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1906    1.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4717    1.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5485    1.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566    1.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3863    2.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3863    0.8742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566    2.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0351    3.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1906    2.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7413    1.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7413    2.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7050    3.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3365    2.9435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2193    3.8344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 11  1  1  0  0  0  0
 11  6  1  0  0  0  0
 12  2  1  0  0  0  0
 12  7  1  0  0  0  0
 13  3  1  0  0  0  0
 14  8  1  0  0  0  0
 14 10  1  0  0  0  0
 15  9  1  0  0  0  0
 15 11  1  0  0  0  0
 16 10  1  0  0  0  0
 16 12  1  0  0  0  0
 16 15  2  0  0  0  0
 17  4  1  0  0  0  0
 17  5  1  0  0  0  0
 17 14  1  0  0  0  0
 18 13  2  0  0  0  0
 19 13  1  0  0  0  0
 19 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037218

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC2=C1CC(CCC2C)C(C)(C)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H28O2/c1-11-6-8-14(17(4,5)19-13(3)18)10-16-12(2)7-9-15(11)16/h11-12,14H,6-10H2,1-5H3

> <INCHI_KEY>
DRFSOBZVMGLICQ-UHFFFAOYSA-N

> <FORMULA>
C17H28O2

> <MOLECULAR_WEIGHT>
264.403

> <EXACT_MASS>
264.20893014

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
31.687189206889485

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl)propan-2-yl acetate

> <ALOGPS_LOGP>
5.22

> <JCHEM_LOGP>
3.8582338096666655

> <ALOGPS_LOGS>
-4.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.010767633901923

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
78.3924

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.98e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl)propan-2-yl acetate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037218
     RDKit          3D
Guaiol acetate
 47 48  0  0  0  0  0  0  0  0999 V2000
    5.3445    1.0713    0.8172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3412    0.1863    0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6685   -0.6467   -0.7319 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9969    0.2264    0.4632 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0633   -0.6425   -0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1588   -0.3039   -1.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4074   -2.0832   -0.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7246   -0.2802    0.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4852    1.1797    0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2113    1.7356    1.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6689    1.6095    1.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2313    2.9268    0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2650    0.5264    0.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437   -0.6299    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3958   -1.1116   -0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9032   -1.5500   -0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5096   -2.6439   -1.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8282   -0.5233   -0.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6885    0.6220    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2758    0.4786    0.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4732    2.0275    0.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0342    1.2997    1.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6304    0.6885   -1.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8519   -1.0350   -2.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1872   -0.4033   -2.1605 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4710   -2.6673   -0.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7548   -2.3351    0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1278   -2.3993   -0.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8586   -0.4414    1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1955    1.3243   -0.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4397    1.7363   -0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2130    1.2416    2.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0847    2.8175    1.4129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0462    1.5905    2.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2234    3.1462    1.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2841    2.8805   -0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5512    3.7745    0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3227   -2.0956    0.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2563   -1.3814   -1.1273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3844   -1.8733    0.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1729   -3.5283   -0.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7741   -2.3828   -2.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4837   -3.0066   -1.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3713   -0.2204   -1.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8515   -0.9113   -0.9722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9130    1.6014   -0.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3166    0.4052    0.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 15  8  1  0
 19 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 12 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  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       4.112   0.130   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.310   6.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.359   8.132   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.120   4.993   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.712   6.914   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.956   1.975   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.881   3.362   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.624   3.362   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.786   2.116   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.454   5.092   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.454   1.632   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.786   4.608   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.399   6.928   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.956   4.750   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.250   2.592   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.250   4.132   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.916   5.954   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.961   5.495   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       7.876   7.158   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   12                                                            
CONECT    3   13                                                            
CONECT    4   17                                                            
CONECT    5   17                                                            
CONECT    6    8   11                                                       
CONECT    7    9   12                                                       
CONECT    8    6   14                                                       
CONECT    9    7   15                                                       
CONECT   10   14   16                                                       
CONECT   11    1    6   15                                                  
CONECT   12    2    7   16                                                  
CONECT   13    3   18   19                                                  
CONECT   14    8   10   17                                                  
CONECT   15    9   11   16                                                  
CONECT   16   10   12   15                                                  
CONECT   17    4    5   14   19                                             
CONECT   18   13                                                            
CONECT   19   13   17                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0037218
HETATM    1  C1  UNL     1       5.344   1.071   0.817  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.341   0.186   0.152  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.668  -0.647  -0.732  1.00  0.00           O  
HETATM    4  O2  UNL     1       2.997   0.226   0.463  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.063  -0.643  -0.200  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.159  -0.304  -1.675  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.407  -2.083  -0.034  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.725  -0.280   0.398  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.485   1.180   0.093  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.211   1.736   1.312  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.669   1.609   1.279  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.231   2.927   0.722  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.265   0.526   0.526  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.744  -0.630   0.122  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.396  -1.112  -0.039  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.903  -1.550  -0.208  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.510  -2.644  -1.138  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.828  -0.523  -0.875  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.689   0.622   0.084  1.00  0.00           C  
HETATM   20  H1  UNL     1       6.276   0.479   0.905  1.00  0.00           H  
HETATM   21  H2  UNL     1       5.473   2.028   0.283  1.00  0.00           H  
HETATM   22  H3  UNL     1       5.034   1.300   1.879  1.00  0.00           H  
HETATM   23  H4  UNL     1       2.630   0.689  -1.841  1.00  0.00           H  
HETATM   24  H5  UNL     1       2.852  -1.035  -2.149  1.00  0.00           H  
HETATM   25  H6  UNL     1       1.187  -0.403  -2.160  1.00  0.00           H  
HETATM   26  H7  UNL     1       1.471  -2.667  -0.268  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.755  -2.335   0.983  1.00  0.00           H  
HETATM   28  H9  UNL     1       3.128  -2.399  -0.832  1.00  0.00           H  
HETATM   29  H10 UNL     1       0.859  -0.441   1.510  1.00  0.00           H  
HETATM   30  H11 UNL     1      -0.196   1.324  -0.765  1.00  0.00           H  
HETATM   31  H12 UNL     1       1.440   1.736  -0.021  1.00  0.00           H  
HETATM   32  H13 UNL     1       0.213   1.242   2.212  1.00  0.00           H  
HETATM   33  H14 UNL     1       0.085   2.818   1.413  1.00  0.00           H  
HETATM   34  H15 UNL     1      -2.046   1.590   2.345  1.00  0.00           H  
HETATM   35  H16 UNL     1      -3.223   3.146   1.120  1.00  0.00           H  
HETATM   36  H17 UNL     1      -2.284   2.881  -0.395  1.00  0.00           H  
HETATM   37  H18 UNL     1      -1.551   3.774   0.945  1.00  0.00           H  
HETATM   38  H19 UNL     1      -0.323  -2.096   0.519  1.00  0.00           H  
HETATM   39  H20 UNL     1      -0.256  -1.381  -1.127  1.00  0.00           H  
HETATM   40  H21 UNL     1      -3.384  -1.873   0.718  1.00  0.00           H  
HETATM   41  H22 UNL     1      -3.173  -3.528  -0.906  1.00  0.00           H  
HETATM   42  H23 UNL     1      -2.774  -2.383  -2.200  1.00  0.00           H  
HETATM   43  H24 UNL     1      -1.484  -3.007  -1.026  1.00  0.00           H  
HETATM   44  H25 UNL     1      -3.371  -0.220  -1.829  1.00  0.00           H  
HETATM   45  H26 UNL     1      -4.852  -0.911  -0.972  1.00  0.00           H  
HETATM   46  H27 UNL     1      -3.913   1.601  -0.375  1.00  0.00           H  
HETATM   47  H28 UNL     1      -4.317   0.405   0.963  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6    7    8
CONECT    6   23   24   25
CONECT    7   26   27   28
CONECT    8    9   15   29
CONECT    9   10   30   31
CONECT   10   11   32   33
CONECT   11   12   13   34
CONECT   12   35   36   37
CONECT   13   14   14   19
CONECT   14   15   16
CONECT   15   38   39
CONECT   16   17   18   40
CONECT   17   41   42   43
CONECT   18   19   44   45
CONECT   19   46   47
END

HMDB0037218
     RDKit          3D
Guaiol acetate
 47 48  0  0  0  0  0  0  0  0999 V2000
    5.3445    1.0713    0.8172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3412    0.1863    0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6685   -0.6467   -0.7319 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9969    0.2264    0.4632 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0633   -0.6425   -0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1588   -0.3039   -1.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4074   -2.0832   -0.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7246   -0.2802    0.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4852    1.1797    0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2113    1.7356    1.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6689    1.6095    1.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2313    2.9268    0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2650    0.5264    0.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437   -0.6299    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3958   -1.1116   -0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9032   -1.5500   -0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5096   -2.6439   -1.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8282   -0.5233   -0.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6885    0.6220    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2758    0.4786    0.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4732    2.0275    0.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0342    1.2997    1.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6304    0.6885   -1.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8519   -1.0350   -2.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1872   -0.4033   -2.1605 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4710   -2.6673   -0.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7548   -2.3351    0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1278   -2.3993   -0.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8586   -0.4414    1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1955    1.3243   -0.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4397    1.7363   -0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2130    1.2416    2.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0847    2.8175    1.4129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0462    1.5905    2.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2234    3.1462    1.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2841    2.8805   -0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5512    3.7745    0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3227   -2.0956    0.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2563   -1.3814   -1.1273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3844   -1.8733    0.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1729   -3.5283   -0.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7741   -2.3828   -2.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4837   -3.0066   -1.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3713   -0.2204   -1.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8515   -0.9113   -0.9722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9130    1.6014   -0.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3166    0.4052    0.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 15  8  1  0
 19 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 12 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Guaiol acetic acid	Generator
Guai-1(5)-en-11-ol, acetate	HMDB
Guaiac acetate	HMDB
Guaijol, acetate	HMDB
Guaiol, acetate	HMDB
Guaiyl acetate	HMDB
2-(3,8-Dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl)propan-2-yl acetic acid	Generator

Chemical Formula

C₁₇H₂₈O₂

Average Molecular Weight

264.403

Monoisotopic Molecular Weight

264.20893014

IUPAC Name

2-(3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl)propan-2-yl acetate

Traditional Name

2-(3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl)propan-2-yl acetate

CAS Registry Number

134-28-1

SMILES

CC1CCC2=C1CC(CCC2C)C(C)(C)OC(C)=O

InChI Identifier

InChI=1S/C17H28O2/c1-11-6-8-14(17(4,5)19-13(3)18)10-16-12(2)7-9-15(11)16/h11-12,14H,6-10H2,1-5H3

InChI Key

DRFSOBZVMGLICQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037218)

Source

Endogenous

Endogenous (HMDB: HMDB0037218)

Animal

Animal (HMDB: HMDB0037218)

Exogenous

Food

Food (HMDB: HMDB0037218)

Exogenous (HMDB: HMDB0037218)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0037218)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0037218)

Lipid metabolism pathway (HMDB: HMDB0037218)

Cellular process

Cell signaling (HMDB: HMDB0037218)

Biochemical process

Lipid transport (HMDB: HMDB0037218)

Role

Biological role

Energy source (HMDB: HMDB0037218)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037218)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0037218)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	333.70 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.091 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	5.774 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.02 g/L	ALOGPS
logP	5.22	ALOGPS
logP	3.86	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	78.39 m³·mol⁻¹	ChemAxon
Polarizability	31.69 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	161.981	31661259
DarkChem	[M-H]-	161.301	31661259
DeepCCS	[M+H]+	163.77	30932474
DeepCCS	[M-H]-	161.412	30932474
DeepCCS	[M-2H]-	194.708	30932474
DeepCCS	[M+Na]+	169.935	30932474
AllCCS	[M+H]+	164.6	32859911
AllCCS	[M+H-H2O]+	161.3	32859911
AllCCS	[M+NH4]+	167.7	32859911
AllCCS	[M+Na]+	168.6	32859911
AllCCS	[M-H]-	171.8	32859911
AllCCS	[M+Na-2H]-	172.3	32859911
AllCCS	[M+HCOO]-	173.0	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.	8.51 minutes	32390414
Predicted by Siyang on May 30, 2022	21.4152 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.08 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2846.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	700.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	267.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	361.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	281.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	982.1 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	1005.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	117.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1712.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	583.7 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	1777.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	625.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	476.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	519.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	662.5 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	8.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Guaiol acetate	CC1CCC2=C1CC(CCC2C)C(C)(C)OC(C)=O	2079.4	Standard polar	33892256
Guaiol acetate	CC1CCC2=C1CC(CCC2C)C(C)(C)OC(C)=O	1786.1	Standard non polar	33892256
Guaiol acetate	CC1CCC2=C1CC(CCC2C)C(C)(C)OC(C)=O	1755.7	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 - Guaiol acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-01w4-4940000000-92f440dd12c1e186e2ef	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guaiol acetate 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 - Guaiol acetate 10V, Positive-QTOF	splash10-014i-0090000000-14468d5bd440f815d8b5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guaiol acetate 20V, Positive-QTOF	splash10-0ck9-1590000000-debc730cd1b469917042	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guaiol acetate 40V, Positive-QTOF	splash10-0h2k-5930000000-b750e31d13289ce4af59	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guaiol acetate 10V, Negative-QTOF	splash10-03di-0090000000-40b86d0fa572c7b8dabd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guaiol acetate 20V, Negative-QTOF	splash10-0229-2090000000-223794231a9ddfed46bf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guaiol acetate 40V, Negative-QTOF	splash10-0a4i-5490000000-a18152cc83d6a6449273	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guaiol acetate 10V, Positive-QTOF	splash10-0aor-0590000000-a789a29abc64af747f4a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guaiol acetate 20V, Positive-QTOF	splash10-0ab9-5960000000-c26d0574450eaeb4cfa7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guaiol acetate 40V, Positive-QTOF	splash10-002f-9300000000-c4de14bb42ffd21baa55	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guaiol acetate 10V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guaiol acetate 20V, Negative-QTOF	splash10-03di-2090000000-83b9a256d6b562217092	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guaiol acetate 40V, Negative-QTOF	splash10-08fs-3970000000-b5f8ad805dc42706dc62	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016225

KNApSAcK ID

Not Available

Chemspider ID

55033

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61079

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1095541

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 Guaiol acetate (HMDB0037218)

MOL for HMDB0037218 (Guaiol acetate)

3D MOL for HMDB0037218 (Guaiol acetate)

3D SDF for HMDB0037218 (Guaiol acetate)

3D-SDF for HMDB0037218 (Guaiol acetate)

PDB for HMDB0037218 (Guaiol acetate)

3D PDB for HMDB0037218 (Guaiol acetate)

SMILES for HMDB0037218 (Guaiol acetate)

INCHI for HMDB0037218 (Guaiol acetate)

Structure for HMDB0037218 (Guaiol acetate)

3D Structure for HMDB0037218 (Guaiol acetate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra