Showing metabocard for Hotrienol (MMDBc0033656)

Plant
Xenobiotic
Record Information
Version2.0
StatusDetected and Quantified
Creation Date2021-11-19 04:57:42 UTC
Update Date2025-10-07 16:08:02 UTC
Metabolite IDMMDBc0033656
Metabolite Identification
Common NameHotrienol
DescriptionHotrienol is a terpenoid, specifically a volatile organic compound (VOC) that plays a significant role in the aroma profiles of various plants and fermented products. Its chemical structure features a bicyclic framework with a hydroxyl group, contributing to its distinctive scent and flavor characteristics. Hotrienol is involved in several biochemical pathways, including the biosynthesis of aromatic compounds in plants, where it is produced alongside other key metabolites like linalool and 2-phenylethanol (PMID:40246700 ). It has been identified as a discriminant for seasonal variations in volatile profiles, indicating its importance in environmental responses (PMID:40805726 ). The production of hotrienol is influenced by specific bacterial communities, such as Chryseobacterium and Agrobacterium, which contribute to its synthesis in various substrates (PMID:38648695 ). Additionally, hotrienol's presence in toasted barrels correlates with a decrease in fruity and floral notes, highlighting its role in the sensory attributes of aged products (PMID:41008151 ). Its concentration in certain plant varieties, such as abyssinica, suggests potential applications in flavoring and fragrance industries due to its aromatic properties (PMID:39479604 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9aa9187248>


  Mrv1652307301920022D          

 13 12  0  0  0  0            999 V2000
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9  2  2  0  0  0  0
  9  3  1  0  0  0  0
  9  7  1  0  0  0  0
 10  4  1  0  0  0  0
 10  5  1  0  0  0  0
 10  8  1  0  0  0  0
 11 10  1  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f9aa9187248>

HMDB0302398
     RDKit          3D
(3S),7-Dimethylocta-1,5,7-trien-3-ol
 27 26  0  0  0  0  0  0  0  0999 V2000
   -3.7263    0.0891    0.6188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9018    1.0292    0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4063    0.8500    0.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1089    0.6381    1.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7804    2.0091   -0.1361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0636   -0.3270   -0.5364 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3500   -0.6936   -0.5804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3320   -0.0767    0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7329   -0.5183   -0.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6779    0.1136    0.5807 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0084   -1.7029   -0.9036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7990    0.1847    0.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3169   -0.8044    1.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3357    1.9155   -0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5780   -0.3173    1.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0661    0.5818    2.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5737    1.5177    2.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2933    2.8212    0.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4250   -0.1333   -1.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7191   -1.1780   -0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6635   -1.5580   -1.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0735    0.7953    0.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4707    0.9660    1.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6992   -0.2402    0.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0675   -1.9699   -0.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6602   -1.4207   -1.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3583   -2.5711   -0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  4 15  1  0
  4 16  1  0
  4 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  8 22  1  0
 10 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f9aa9187248>


  Mrv1652307301920022D          

 13 12  0  0  0  0            999 V2000
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9  2  2  0  0  0  0
  9  3  1  0  0  0  0
  9  7  1  0  0  0  0
 10  4  1  0  0  0  0
 10  5  1  0  0  0  0
 10  8  1  0  0  0  0
 11 10  1  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033656

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(CC(C)(O)C=C)=C(\[H])C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C10H16O/c1-5-10(4,11)8-6-7-9(2)3/h5-7,11H,1-2,8H2,3-4H3/b7-6+

> <INCHI_KEY>
ZJIQIJIQBTVTDY-VOTSOKGWSA-N

> <FORMULA>
C10H16O

> <MOLECULAR_WEIGHT>
152.237

> <EXACT_MASS>
152.120115135

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
18.322078633880068

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5E)-3,7-dimethylocta-1,5,7-trien-3-ol

> <JCHEM_LOGP>
2.3435044663333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.37002136287769

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3247526558772975

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
50.250699999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5E)-3,7-dimethylocta-1,5,7-trien-3-ol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for #<Metabolite:0x00007f9aa9187248>

HMDB0302398
     RDKit          3D
(3S),7-Dimethylocta-1,5,7-trien-3-ol
 27 26  0  0  0  0  0  0  0  0999 V2000
   -3.7263    0.0891    0.6188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9018    1.0292    0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4063    0.8500    0.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1089    0.6381    1.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7804    2.0091   -0.1361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0636   -0.3270   -0.5364 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3500   -0.6936   -0.5804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3320   -0.0767    0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7329   -0.5183   -0.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6779    0.1136    0.5807 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0084   -1.7029   -0.9036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7990    0.1847    0.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3169   -0.8044    1.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3357    1.9155   -0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5780   -0.3173    1.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0661    0.5818    2.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5737    1.5177    2.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2933    2.8212    0.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4250   -0.1333   -1.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7191   -1.1780   -0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6635   -1.5580   -1.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0735    0.7953    0.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4707    0.9660    1.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6992   -0.2402    0.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0675   -1.9699   -0.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6602   -1.4207   -1.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3583   -2.5711   -0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  4 15  1  0
  4 16  1  0
  4 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  8 22  1  0
 10 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
M  END
Download

PDB for #<Metabolite:0x00007f9aa9187248>

HEADER    PROTEIN                                 30-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUL-19         0                                  
HETATM    1  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.850  -0.206   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.390   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.850   2.874   0.000  0.00  0.00           O+0
HETATM   12  H   UNK     0       2.310  -1.334   0.000  0.00  0.00           H+0
HETATM   13  H   UNK     0      -0.770   1.334   0.000  0.00  0.00           H+0
CONECT    1    5                                                            
CONECT    2    9                                                            
CONECT    3    9                                                            
CONECT    4   10                                                            
CONECT    5    1   10                                                       
CONECT    6    7    8   12                                                  
CONECT    7    6    9   13                                                  
CONECT    8    6   10                                                       
CONECT    9    2    3    7                                                  
CONECT   10    4    5    8   11                                             
CONECT   11   10                                                            
CONECT   12    6                                                            
CONECT   13    7                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END
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3D PDB for #<Metabolite:0x00007f9aa9187248>

COMPND    HMDB0302398
HETATM    1  C1  UNL     1      -3.726   0.089   0.619  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.902   1.029   0.184  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.406   0.850   0.315  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.109   0.638   1.768  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.780   2.009  -0.136  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.064  -0.327  -0.536  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.350  -0.694  -0.580  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.332  -0.077   0.049  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.733  -0.518  -0.054  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.678   0.114   0.581  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.008  -1.703  -0.904  1.00  0.00           C  
HETATM   12  H1  UNL     1      -4.799   0.185   0.541  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.317  -0.804   1.066  1.00  0.00           H  
HETATM   14  H3  UNL     1      -3.336   1.916  -0.261  1.00  0.00           H  
HETATM   15  H4  UNL     1      -0.578  -0.317   1.973  1.00  0.00           H  
HETATM   16  H5  UNL     1      -2.066   0.582   2.321  1.00  0.00           H  
HETATM   17  H6  UNL     1      -0.574   1.518   2.233  1.00  0.00           H  
HETATM   18  H7  UNL     1      -1.293   2.821   0.070  1.00  0.00           H  
HETATM   19  H8  UNL     1      -1.425  -0.133  -1.583  1.00  0.00           H  
HETATM   20  H9  UNL     1      -1.719  -1.178  -0.186  1.00  0.00           H  
HETATM   21  H10 UNL     1       0.663  -1.558  -1.183  1.00  0.00           H  
HETATM   22  H11 UNL     1       1.073   0.795   0.659  1.00  0.00           H  
HETATM   23  H12 UNL     1       3.471   0.966   1.191  1.00  0.00           H  
HETATM   24  H13 UNL     1       4.699  -0.240   0.482  1.00  0.00           H  
HETATM   25  H14 UNL     1       4.068  -1.970  -0.930  1.00  0.00           H  
HETATM   26  H15 UNL     1       2.660  -1.421  -1.938  1.00  0.00           H  
HETATM   27  H16 UNL     1       2.358  -2.571  -0.619  1.00  0.00           H  
CONECT    1    2    2   12   13
CONECT    2    3   14
CONECT    3    4    5    6
CONECT    4   15   16   17
CONECT    5   18
CONECT    6    7   19   20
CONECT    7    8    8   21
CONECT    8    9   22
CONECT    9   10   10   11
CONECT   10   23   24
CONECT   11   25   26   27
END
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SMILES for #<Metabolite:0x00007f9aa9187248>

[H]\C(CC(C)(O)C=C)=C(\[H])C(C)=C
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INCHI for #<Metabolite:0x00007f9aa9187248>

InChI=1S/C10H16O/c1-5-10(4,11)8-6-7-9(2)3/h5-7,11H,1-2,8H2,3-4H3/b7-6+
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Synonyms
ValueSource
3,7-Dimethyl-1,5(e),7-octatrien-3-olMeSH
Molecular FormulaC10H16O
Average Mass152.237
Monoisotopic Mass152.120115135
IUPAC Name(5E)-3,7-dimethylocta-1,5,7-trien-3-ol
Traditional Name(5E)-3,7-dimethylocta-1,5,7-trien-3-ol
CAS Registry Number20053-88-7
SMILES
[H]\C(CC(C)(O)C=C)=C(\[H])C(C)=C
InChI Identifier
InChI=1S/C10H16O/c1-5-10(4,11)8-6-7-9(2)3/h5-7,11H,1-2,8H2,3-4H3/b7-6+
InChI KeyZJIQIJIQBTVTDY-VOTSOKGWSA-N