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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 19:04:28 UTC

Update Date

2021-09-23 19:04:28 UTC

HMDB ID

HMDB0302605

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-Hydroxyprocurcumenol

Description

5-hydroxyprocurcumenol is a member of the class of compounds known as guaianes. Guaianes are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively. 5-hydroxyprocurcumenol is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 5-hydroxyprocurcumenol can be found in turmeric, which makes 5-hydroxyprocurcumenol a potential biomarker for the consumption of this food product.

Structure

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

HMDB0302605
     RDKit          3D
5-Hydroxyprocurcumenol
 40 41  0  0  0  0  0  0  0  0999 V2000
   -1.9238    3.0390    0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8858    2.0198   -0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3842    2.4253   -0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6291    1.7036   -0.3563 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6761    2.3761   -0.5316 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7905    0.2435   -0.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9387   -0.2335   -0.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1569   -1.7028   -0.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0566    0.6030    0.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7313   -0.7080   -0.8716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5160   -0.3596   -0.0963 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1581    0.0534    1.1742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3559    0.6907   -0.7481 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7730    0.4202   -0.2776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7056   -0.8085    0.5988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4743   -1.5179    0.0248 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8256   -2.1404   -1.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9929   -2.4578    0.9502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4425    4.0344    0.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7483    3.0564   -0.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3002    2.9038    1.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5315    3.4372    0.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1962   -1.9857    0.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713   -2.1469   -1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5197   -2.1423    0.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6174    1.1172   -0.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8290   -0.0322    0.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7595    1.3417    1.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0393   -1.7306   -0.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5821   -0.6609   -1.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0382   -0.7558    1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3240    0.6221   -1.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4459    0.2236   -1.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2098    1.2751    0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6024   -1.4278    0.5449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4342   -0.4691    1.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8726   -3.2551   -1.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8357   -1.8270   -1.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1110   -1.9373   -2.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5097   -3.2870    0.7946 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  1
 13  2  1  0
 16 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 12 31  1  0
 13 32  1  6
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
M  END


  Mrv0541 02241212572D          

 19 20  0  0  0  0            999 V2000
    3.3158    0.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5000    0.1378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1986   -0.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9856    0.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1813    0.5992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5363    1.1136    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5363    1.9386    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2483    2.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7333    1.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2483    0.8586    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8556    0.3002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853    0.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1813    2.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9977    3.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9856    2.2694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3436    1.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1686    1.5261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5363    0.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5363    2.7636    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  6  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
  4 16  1  0  0  0  0
 16 17  2  0  0  0  0
  6 18  1  1  0  0  0
  7 19  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0302605

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@](C)(O)[C@@]1(O)CC(=C(C)C)C(=O)C=C2C

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O3/c1-9(2)11-8-15(18)12(5-6-14(15,4)17)10(3)7-13(11)16/h7,12,17-18H,5-6,8H2,1-4H3/t12-,14-,15+/m0/s1

> <INCHI_KEY>
MBUWIGIPGMJVMN-AEGPPILISA-N

> <FORMULA>
C15H22O3

> <MOLECULAR_WEIGHT>
250.3334

> <EXACT_MASS>
250.15689457

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
27.734975290873386

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,3aR,8aS)-3,3a-dihydroxy-3,8-dimethyl-5-(propan-2-ylidene)-1,2,3,3a,4,5,6,8a-octahydroazulen-6-one

> <ALOGPS_LOGP>
1.18

> <JCHEM_LOGP>
1.7785521279999994

> <ALOGPS_LOGS>
-2.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.728614819148731

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.224581872594332

> <JCHEM_PKA_STRONGEST_BASIC>
-3.300959234520379

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
72.05789999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.16e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3aS,8aR)-1,8a-dihydroxy-1,4-dimethyl-7-(propan-2-ylidene)-2,3,3a,8-tetrahydroazulen-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302605
     RDKit          3D
5-Hydroxyprocurcumenol
 40 41  0  0  0  0  0  0  0  0999 V2000
   -1.9238    3.0390    0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8858    2.0198   -0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3842    2.4253   -0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6291    1.7036   -0.3563 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6761    2.3761   -0.5316 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7905    0.2435   -0.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9387   -0.2335   -0.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1569   -1.7028   -0.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0566    0.6030    0.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7313   -0.7080   -0.8716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5160   -0.3596   -0.0963 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1581    0.0534    1.1742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3559    0.6907   -0.7481 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7730    0.4202   -0.2776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7056   -0.8085    0.5988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4743   -1.5179    0.0248 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8256   -2.1404   -1.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9929   -2.4578    0.9502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4425    4.0344    0.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7483    3.0564   -0.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3002    2.9038    1.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5315    3.4372    0.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1962   -1.9857    0.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713   -2.1469   -1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5197   -2.1423    0.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6174    1.1172   -0.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8290   -0.0322    0.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7595    1.3417    1.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0393   -1.7306   -0.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5821   -0.6609   -1.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0382   -0.7558    1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3240    0.6221   -1.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4459    0.2236   -1.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2098    1.2751    0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6024   -1.4278    0.5449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4342   -0.4691    1.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8726   -3.2551   -1.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8357   -1.8270   -1.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1110   -1.9373   -2.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5097   -3.2870    0.7946 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  1
 13  2  1  0
 16 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 12 31  1  0
 13 32  1  6
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       6.189   0.487   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.667   0.257   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.104  -1.176   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.706   1.461   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.205   1.119   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.001   2.079   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.001   3.619   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.463   4.095   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.369   2.849   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.463   1.603   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.597   0.560   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.159   0.093   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.205   4.579   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.862   6.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.706   4.236   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.375   2.849   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.915   2.849   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.001   0.539   0.000  0.00  0.00           O+0
HETATM   19  H   UNK     0       1.001   5.159   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   16                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10   18                                             
CONECT    7    6    8   13   19                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    6   11   12                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    7   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15    4   17                                                  
CONECT   17   16                                                            
CONECT   18    6                                                            
CONECT   19    7                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0302605
HETATM    1  C1  UNL     1      -1.924   3.039   0.057  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.886   2.020  -0.281  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.384   2.425  -0.124  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.629   1.704  -0.356  1.00  0.00           C  
HETATM    5  O1  UNL     1       2.676   2.376  -0.532  1.00  0.00           O  
HETATM    6  C5  UNL     1       1.790   0.243  -0.409  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.939  -0.234  -0.020  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.157  -1.703  -0.053  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.057   0.603   0.463  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.731  -0.708  -0.872  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.516  -0.360  -0.096  1.00  0.00           C  
HETATM   12  O2  UNL     1      -0.158   0.053   1.174  1.00  0.00           O  
HETATM   13  C11 UNL     1      -1.356   0.691  -0.748  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.773   0.420  -0.278  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.706  -0.809   0.599  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.474  -1.518   0.025  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.826  -2.140  -1.287  1.00  0.00           C  
HETATM   18  O3  UNL     1      -0.993  -2.458   0.950  1.00  0.00           O  
HETATM   19  H1  UNL     1      -1.443   4.034   0.029  1.00  0.00           H  
HETATM   20  H2  UNL     1      -2.748   3.056  -0.687  1.00  0.00           H  
HETATM   21  H3  UNL     1      -2.300   2.904   1.096  1.00  0.00           H  
HETATM   22  H4  UNL     1       0.531   3.437   0.226  1.00  0.00           H  
HETATM   23  H5  UNL     1       4.196  -1.986   0.223  1.00  0.00           H  
HETATM   24  H6  UNL     1       2.971  -2.147  -1.050  1.00  0.00           H  
HETATM   25  H7  UNL     1       2.520  -2.142   0.745  1.00  0.00           H  
HETATM   26  H8  UNL     1       4.617   1.117  -0.335  1.00  0.00           H  
HETATM   27  H9  UNL     1       4.829  -0.032   0.981  1.00  0.00           H  
HETATM   28  H10 UNL     1       3.760   1.342   1.236  1.00  0.00           H  
HETATM   29  H11 UNL     1       1.039  -1.731  -0.584  1.00  0.00           H  
HETATM   30  H12 UNL     1       0.582  -0.661  -1.964  1.00  0.00           H  
HETATM   31  H13 UNL     1       0.038  -0.756   1.708  1.00  0.00           H  
HETATM   32  H14 UNL     1      -1.324   0.622  -1.858  1.00  0.00           H  
HETATM   33  H15 UNL     1      -3.446   0.224  -1.152  1.00  0.00           H  
HETATM   34  H16 UNL     1      -3.210   1.275   0.270  1.00  0.00           H  
HETATM   35  H17 UNL     1      -3.602  -1.428   0.545  1.00  0.00           H  
HETATM   36  H18 UNL     1      -2.434  -0.469   1.615  1.00  0.00           H  
HETATM   37  H19 UNL     1      -1.873  -3.255  -1.186  1.00  0.00           H  
HETATM   38  H20 UNL     1      -2.836  -1.827  -1.666  1.00  0.00           H  
HETATM   39  H21 UNL     1      -1.111  -1.937  -2.093  1.00  0.00           H  
HETATM   40  H22 UNL     1      -1.510  -3.287   0.795  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    3   13
CONECT    3    4   22
CONECT    4    5    5    6
CONECT    6    7    7   10
CONECT    7    8    9
CONECT    8   23   24   25
CONECT    9   26   27   28
CONECT   10   11   29   30
CONECT   11   12   13   16
CONECT   12   31
CONECT   13   14   32
CONECT   14   15   33   34
CONECT   15   16   35   36
CONECT   16   17   18
CONECT   17   37   38   39
CONECT   18   40
END

HMDB0302605
     RDKit          3D
5-Hydroxyprocurcumenol
 40 41  0  0  0  0  0  0  0  0999 V2000
   -1.9238    3.0390    0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8858    2.0198   -0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3842    2.4253   -0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6291    1.7036   -0.3563 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6761    2.3761   -0.5316 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7905    0.2435   -0.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9387   -0.2335   -0.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1569   -1.7028   -0.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0566    0.6030    0.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7313   -0.7080   -0.8716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5160   -0.3596   -0.0963 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1581    0.0534    1.1742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3559    0.6907   -0.7481 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7730    0.4202   -0.2776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7056   -0.8085    0.5988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4743   -1.5179    0.0248 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8256   -2.1404   -1.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9929   -2.4578    0.9502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4425    4.0344    0.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7483    3.0564   -0.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3002    2.9038    1.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5315    3.4372    0.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1962   -1.9857    0.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713   -2.1469   -1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5197   -2.1423    0.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6174    1.1172   -0.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8290   -0.0322    0.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7595    1.3417    1.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0393   -1.7306   -0.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5821   -0.6609   -1.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0382   -0.7558    1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3240    0.6221   -1.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4459    0.2236   -1.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2098    1.2751    0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6024   -1.4278    0.5449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4342   -0.4691    1.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8726   -3.2551   -1.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8357   -1.8270   -1.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1110   -1.9373   -2.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5097   -3.2870    0.7946 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  1
 13  2  1  0
 16 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 12 31  1  0
 13 32  1  6
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂O₃

Average Molecular Weight

250.3334

Monoisotopic Molecular Weight

250.15689457

IUPAC Name

(3S,3aR,8aS)-3,3a-dihydroxy-3,8-dimethyl-5-(propan-2-ylidene)-1,2,3,3a,4,5,6,8a-octahydroazulen-6-one

Traditional Name

(1S,3aS,8aR)-1,8a-dihydroxy-1,4-dimethyl-7-(propan-2-ylidene)-2,3,3a,8-tetrahydroazulen-6-one

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@](C)(O)[C@@]1(O)CC(=C(C)C)C(=O)C=C2C

InChI Identifier

InChI=1S/C15H22O3/c1-9(2)11-8-15(18)12(5-6-14(15,4)17)10(3)7-13(11)16/h7,12,17-18H,5-6,8H2,1-4H3/t12-,14-,15+/m0/s1

InChI Key

MBUWIGIPGMJVMN-AEGPPILISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as guaianes. These are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Guaianes

Alternative Parents

Substituents

Guaiane sesquiterpenoid
Tertiary alcohol
Cyclic alcohol
Cyclic ketone
Ketone
1,2-diol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Turmeric (FooDB: FOOD00068)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.18	ALOGPS
logP	1.78	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	13.22	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	72.06 m³·mol⁻¹	ChemAxon
Polarizability	27.73 Å³	ChemAxon
Number of Rings	2	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
AllCCS	[M+H]+	157.218	32859911
AllCCS	[M+H-H2O]+	153.622	32859911
AllCCS	[M+Na]+	161.518	32859911
AllCCS	[M+NH4]+	160.557	32859911
AllCCS	[M-H]-	164.01	32859911
AllCCS	[M+Na-2H]-	164.305	32859911
AllCCS	[M+HCOO]-	164.738	32859911
DeepCCS	[M-2H]-	192.668	30932474
DeepCCS	[M+Na]+	167.781	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyprocurcumenol 10V, Positive-QTOF	splash10-0udi-0090000000-7f704febdd06b1e3480e	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyprocurcumenol 20V, Positive-QTOF	splash10-0lyo-4590000000-6946fdd062ffb6ebb478	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyprocurcumenol 40V, Positive-QTOF	splash10-014i-9100000000-9b4558c7e00cf9ead04b	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyprocurcumenol 10V, Negative-QTOF	splash10-0002-0090000000-f2a62de62c5d93f96ba0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyprocurcumenol 20V, Negative-QTOF	splash10-0002-0090000000-555f9b020b8bd5f5a74a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyprocurcumenol 40V, Negative-QTOF	splash10-0n4i-8910000000-7ad253d1fc32ded1faa3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyprocurcumenol 10V, Positive-QTOF	splash10-0udi-0090000000-b964d6c4a09b60f564b1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyprocurcumenol 20V, Positive-QTOF	splash10-0gc0-8490000000-004c3f7ed3486bf4cc18	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyprocurcumenol 40V, Positive-QTOF	splash10-006x-9810000000-2ef3528437968ba1b7fb	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyprocurcumenol 10V, Negative-QTOF	splash10-0002-0090000000-0dd1e5565d33dd37f20a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyprocurcumenol 20V, Negative-QTOF	splash10-0002-1490000000-e63f77586567a342b3ca	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyprocurcumenol 40V, Negative-QTOF	splash10-0ays-5790000000-4ab86562b3aefc2d5b8e	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB005324

KNApSAcK ID

Not Available

Chemspider ID

30826816

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14633012

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

Not Available

Showing metabocard for 5-Hydroxyprocurcumenol (HMDB0302605)

MOL for HMDB0302605 (5-Hydroxyprocurcumenol)

3D MOL for HMDB0302605 (5-Hydroxyprocurcumenol)

3D SDF for HMDB0302605 (5-Hydroxyprocurcumenol)

3D-SDF for HMDB0302605 (5-Hydroxyprocurcumenol)

PDB for HMDB0302605 (5-Hydroxyprocurcumenol)

3D PDB for HMDB0302605 (5-Hydroxyprocurcumenol)

SMILES for HMDB0302605 (5-Hydroxyprocurcumenol)

INCHI for HMDB0302605 (5-Hydroxyprocurcumenol)

Structure for HMDB0302605 (5-Hydroxyprocurcumenol)

3D Structure for HMDB0302605 (5-Hydroxyprocurcumenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra