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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:27:04 UTC

Update Date

2022-03-07 02:54:09 UTC

HMDB ID

HMDB0034574

Secondary Accession Numbers

HMDB34574

Metabolite Identification

Common Name

Apotrichodiol

Description

Apotrichodiol belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen. Apotrichodiol is an extremely weak basic (essentially neutral) compound (based on its pKa). Apotrichodiol is a mycotoxin of Fusarium culmorum, Fusarium sambucinum and Fusarium crookwellense.

Structure

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

HMDB0034574
     RDKit          3D
Apotrichodiol
 42 44  0  0  0  0  0  0  0  0999 V2000
    4.4044    0.2654    0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9416    0.2640    0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0733    0.7380    0.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6599    0.7226    0.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2539    0.6120    1.6240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4475    0.4358    0.8803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5653   -0.0495    1.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3517   -1.2489    2.3763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8892    1.7412    0.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1087    1.5013   -1.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3597    2.4144   -1.9586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6661    0.0952   -1.5042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1060   -0.4986   -0.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6890   -1.8741   -0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3979   -0.5406   -0.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8997   -1.7830    0.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0844   -0.3257   -1.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5743   -0.2845   -1.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0267    0.2577   -0.4875 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6766    1.1906    0.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6730   -0.6426    1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4648    1.1099    1.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4546    1.5644   -0.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5051   -0.0094    1.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6936    0.7213    2.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4466   -1.2034    3.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8795    2.0837    0.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2064    2.5867    0.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1761    1.6945   -1.5171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4056    3.2727   -1.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0130    0.0150   -2.3927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6061   -0.4589   -1.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6503   -2.3744   -1.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7829   -1.7376    0.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2743   -2.4709    0.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5168   -1.9061    1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9792   -1.9084    0.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5378   -2.6466   -0.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8244   -1.1088   -2.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8223    0.7069   -1.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0344    0.3758   -2.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0302   -1.2970   -1.4161 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18  2  1  0
 15  4  1  0
 13  6  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
M  END


  Mrv0541 02241211102D          

 18 20  0  0  0  0            999 V2000
   -1.4167    0.3825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7276   -0.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4933   -0.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7996   -1.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2637   -1.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5700   -2.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7276    1.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1151    0.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1151    1.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6505    1.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8803    2.4505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1099    0.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6505    0.3060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4161    0.1528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7996   -0.6121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4980   -1.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2683   -0.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4974   -0.5356    0.0000 O   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  8  1  0  0  0  0
  2 17  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 16  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 13  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034574

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC2OC3(CO)CC(O)CC3(C)C2(C)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O3/c1-10-4-5-13(2)12(6-10)18-15(9-16)8-11(17)7-14(13,15)3/h6,11-12,16-17H,4-5,7-9H2,1-3H3

> <INCHI_KEY>
LRGJZQCUGTZKGE-UHFFFAOYSA-N

> <FORMULA>
C15H24O3

> <MOLECULAR_WEIGHT>
252.3493

> <EXACT_MASS>
252.172544634

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
28.693501886602284

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-(hydroxymethyl)-1,2,10-trimethyl-7-oxatricyclo[6.4.0.0²,⁶]dodec-9-en-4-ol

> <ALOGPS_LOGP>
1.28

> <JCHEM_LOGP>
1.2231071969999987

> <ALOGPS_LOGS>
-2.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.20995083381305

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.278578727529979

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7380639600107344

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
70.22749999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.57e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(hydroxymethyl)-1,2,10-trimethyl-7-oxatricyclo[6.4.0.0²,⁶]dodec-9-en-4-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034574
     RDKit          3D
Apotrichodiol
 42 44  0  0  0  0  0  0  0  0999 V2000
    4.4044    0.2654    0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9416    0.2640    0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0733    0.7380    0.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6599    0.7226    0.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2539    0.6120    1.6240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4475    0.4358    0.8803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5653   -0.0495    1.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3517   -1.2489    2.3763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8892    1.7412    0.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1087    1.5013   -1.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3597    2.4144   -1.9586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6661    0.0952   -1.5042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1060   -0.4986   -0.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6890   -1.8741   -0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3979   -0.5406   -0.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8997   -1.7830    0.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0844   -0.3257   -1.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5743   -0.2845   -1.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0267    0.2577   -0.4875 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6766    1.1906    0.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6730   -0.6426    1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4648    1.1099    1.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4546    1.5644   -0.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5051   -0.0094    1.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6936    0.7213    2.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4466   -1.2034    3.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8795    2.0837    0.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2064    2.5867    0.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1761    1.6945   -1.5171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4056    3.2727   -1.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0130    0.0150   -2.3927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6061   -0.4589   -1.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6503   -2.3744   -1.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7829   -1.7376    0.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2743   -2.4709    0.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5168   -1.9061    1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9792   -1.9084    0.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5378   -2.6466   -0.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8244   -1.1088   -2.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8223    0.7069   -1.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0344    0.3758   -2.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0302   -1.2970   -1.4161 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18  2  1  0
 15  4  1  0
 13  6  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  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      -2.645   0.714   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.358  -0.142   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.787  -0.571   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.359  -2.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.359  -3.145   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.931  -4.574   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.358   2.145   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.215   1.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.215   2.573   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.214   3.145   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.643   4.574   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.072   1.859   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.214   0.571   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.643   0.285   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.359  -1.143   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.930  -2.859   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.501  -1.286   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.928  -1.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8   17                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   16                                                  
CONECT    6    5                                                            
CONECT    7    8                                                            
CONECT    8    2    7    9   13                                             
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13    8   12   14   18                                             
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16    5   17                                                       
CONECT   17    2   16   18                                                  
CONECT   18   13   17                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0034574
HETATM    1  C1  UNL     1       4.404   0.265   0.416  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.942   0.264   0.079  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.073   0.738   0.970  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.660   0.723   0.610  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.254   0.612   1.624  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.447   0.436   0.880  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.565  -0.050   1.746  1.00  0.00           C  
HETATM    8  O2  UNL     1      -2.352  -1.249   2.376  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.889   1.741   0.254  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.109   1.501  -1.200  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.360   2.414  -1.959  1.00  0.00           O  
HETATM   12  C9  UNL     1      -1.666   0.095  -1.504  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.106  -0.499  -0.254  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.689  -1.874  -0.085  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.398  -0.541  -0.187  1.00  0.00           C  
HETATM   16  C13 UNL     1       0.900  -1.783   0.475  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.084  -0.326  -1.501  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.574  -0.285  -1.245  1.00  0.00           C  
HETATM   19  H1  UNL     1       5.027   0.258  -0.488  1.00  0.00           H  
HETATM   20  H2  UNL     1       4.677   1.191   0.982  1.00  0.00           H  
HETATM   21  H3  UNL     1       4.673  -0.643   1.003  1.00  0.00           H  
HETATM   22  H4  UNL     1       2.465   1.110   1.915  1.00  0.00           H  
HETATM   23  H5  UNL     1       0.455   1.564  -0.086  1.00  0.00           H  
HETATM   24  H6  UNL     1      -3.505  -0.009   1.169  1.00  0.00           H  
HETATM   25  H7  UNL     1      -2.694   0.721   2.561  1.00  0.00           H  
HETATM   26  H8  UNL     1      -2.447  -1.203   3.358  1.00  0.00           H  
HETATM   27  H9  UNL     1      -2.879   2.084   0.679  1.00  0.00           H  
HETATM   28  H10 UNL     1      -1.206   2.587   0.471  1.00  0.00           H  
HETATM   29  H11 UNL     1      -3.176   1.695  -1.517  1.00  0.00           H  
HETATM   30  H12 UNL     1      -1.406   3.273  -1.461  1.00  0.00           H  
HETATM   31  H13 UNL     1      -1.013   0.015  -2.393  1.00  0.00           H  
HETATM   32  H14 UNL     1      -2.606  -0.459  -1.805  1.00  0.00           H  
HETATM   33  H15 UNL     1      -1.650  -2.374  -1.078  1.00  0.00           H  
HETATM   34  H16 UNL     1      -2.783  -1.738   0.132  1.00  0.00           H  
HETATM   35  H17 UNL     1      -1.274  -2.471   0.723  1.00  0.00           H  
HETATM   36  H18 UNL     1       0.517  -1.906   1.513  1.00  0.00           H  
HETATM   37  H19 UNL     1       1.979  -1.908   0.522  1.00  0.00           H  
HETATM   38  H20 UNL     1       0.538  -2.647  -0.161  1.00  0.00           H  
HETATM   39  H21 UNL     1       0.824  -1.109  -2.220  1.00  0.00           H  
HETATM   40  H22 UNL     1       0.822   0.707  -1.880  1.00  0.00           H  
HETATM   41  H23 UNL     1       3.034   0.376  -2.013  1.00  0.00           H  
HETATM   42  H24 UNL     1       3.030  -1.297  -1.416  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    3   18
CONECT    3    4   22
CONECT    4    5   15   23
CONECT    5    6
CONECT    6    7    9   13
CONECT    7    8   24   25
CONECT    8   26
CONECT    9   10   27   28
CONECT   10   11   12   29
CONECT   11   30
CONECT   12   13   31   32
CONECT   13   14   15
CONECT   14   33   34   35
CONECT   15   16   17
CONECT   16   36   37   38
CONECT   17   18   39   40
CONECT   18   41   42
END

HMDB0034574
     RDKit          3D
Apotrichodiol
 42 44  0  0  0  0  0  0  0  0999 V2000
    4.4044    0.2654    0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9416    0.2640    0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0733    0.7380    0.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6599    0.7226    0.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2539    0.6120    1.6240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4475    0.4358    0.8803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5653   -0.0495    1.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3517   -1.2489    2.3763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8892    1.7412    0.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1087    1.5013   -1.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3597    2.4144   -1.9586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6661    0.0952   -1.5042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1060   -0.4986   -0.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6890   -1.8741   -0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3979   -0.5406   -0.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8997   -1.7830    0.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0844   -0.3257   -1.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5743   -0.2845   -1.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0267    0.2577   -0.4875 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6766    1.1906    0.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6730   -0.6426    1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4648    1.1099    1.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4546    1.5644   -0.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5051   -0.0094    1.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6936    0.7213    2.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4466   -1.2034    3.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8795    2.0837    0.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2064    2.5867    0.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1761    1.6945   -1.5171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4056    3.2727   -1.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0130    0.0150   -2.3927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6061   -0.4589   -1.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6503   -2.3744   -1.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7829   -1.7376    0.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2743   -2.4709    0.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5168   -1.9061    1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9792   -1.9084    0.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5378   -2.6466   -0.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8244   -1.1088   -2.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8223    0.7069   -1.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0344    0.3758   -2.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0302   -1.2970   -1.4161 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18  2  1  0
 15  4  1  0
 13  6  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3 alpha,13-Dihydroxy-apotrichothec-9-ene	HMDB
Apotrichodiol	MeSH

Chemical Formula

C₁₅H₂₄O₃

Average Molecular Weight

252.3493

Monoisotopic Molecular Weight

252.172544634

IUPAC Name

6-(hydroxymethyl)-1,2,10-trimethyl-7-oxatricyclo[6.4.0.0²,⁶]dodec-9-en-4-ol

Traditional Name

6-(hydroxymethyl)-1,2,10-trimethyl-7-oxatricyclo[6.4.0.0²,⁶]dodec-9-en-4-ol

CAS Registry Number

Not Available

SMILES

CC1=CC2OC3(CO)CC(O)CC3(C)C2(C)CC1

InChI Identifier

InChI=1S/C15H24O3/c1-10-4-5-13(2)12(6-10)18-15(9-16)8-11(17)7-14(13,15)3/h6,11-12,16-17H,4-5,7-9H2,1-3H3

InChI Key

LRGJZQCUGTZKGE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrahydrofurans

Sub Class

Not Available

Direct Parent

Tetrahydrofurans

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (FooDB: )
Extracellular (FooDB: )
Membrane (FooDB: )
Cell membrane (FooDB: )

Source

Endogenous

Endogenous (FooDB: )

Exogenous

Food

Food (FooDB: )

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (FooDB: )

Role

Biological role

Membrane stabilizer (FooDB: )

Nutrient

Nutrient (FooDB: )

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (FooDB: )

Emulsifier (FooDB: )

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
Water Solubility	1.57 g/L	ALOGPS
logP	1.28	ALOGPS
logP	1.22	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	14.28	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	70.23 m³·mol⁻¹	ChemAxon
Polarizability	28.69 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]+	159.02	31661259
DarkChem	[M-H]-	154.876	31661259
DeepCCS	[M+H]+	162.543	30932474
DeepCCS	[M-H]-	160.185	30932474
DeepCCS	[M-2H]-	193.091	30932474
DeepCCS	[M+Na]+	168.636	30932474
AllCCS	[M+H]+	161.8	32859911
AllCCS	[M+H-H2O]+	158.3	32859911
AllCCS	[M+NH4]+	165.1	32859911
AllCCS	[M+Na]+	166.1	32859911
AllCCS	[M-H]-	166.8	32859911
AllCCS	[M+Na-2H]-	167.0	32859911
AllCCS	[M+HCOO]-	167.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Apotrichodiol	CC1=CC2OC3(CO)CC(O)CC3(C)C2(C)CC1	2729.0	Standard polar	33892256
Apotrichodiol	CC1=CC2OC3(CO)CC(O)CC3(C)C2(C)CC1	1895.6	Standard non polar	33892256
Apotrichodiol	CC1=CC2OC3(CO)CC(O)CC3(C)C2(C)CC1	1963.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Apotrichodiol,1TMS,isomer #1	CC1=CC2OC3(CO[Si](C)(C)C)CC(O)CC3(C)C2(C)CC1	1986.2	Semi standard non polar	33892256
Apotrichodiol,1TMS,isomer #2	CC1=CC2OC3(CO)CC(O[Si](C)(C)C)CC3(C)C2(C)CC1	1993.2	Semi standard non polar	33892256
Apotrichodiol,2TMS,isomer #1	CC1=CC2OC3(CO[Si](C)(C)C)CC(O[Si](C)(C)C)CC3(C)C2(C)CC1	2029.5	Semi standard non polar	33892256
Apotrichodiol,1TBDMS,isomer #1	CC1=CC2OC3(CO[Si](C)(C)C(C)(C)C)CC(O)CC3(C)C2(C)CC1	2230.7	Semi standard non polar	33892256
Apotrichodiol,1TBDMS,isomer #2	CC1=CC2OC3(CO)CC(O[Si](C)(C)C(C)(C)C)CC3(C)C2(C)CC1	2224.4	Semi standard non polar	33892256
Apotrichodiol,2TBDMS,isomer #1	CC1=CC2OC3(CO[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)CC3(C)C2(C)CC1	2529.0	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 - Apotrichodiol GC-MS (Non-derivatized) - 70eV, Positive	splash10-05ci-4970000000-6f290c5ef396cbdd5eb5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apotrichodiol GC-MS (2 TMS) - 70eV, Positive	splash10-05cr-3694000000-03f5abf55af5b7a78e99	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apotrichodiol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apotrichodiol 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 - Apotrichodiol 10V, Positive-QTOF	splash10-0f79-0090000000-1bf192eecf33b80c82cd	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apotrichodiol 20V, Positive-QTOF	splash10-0ftr-2980000000-eee954c067dd35326ed3	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apotrichodiol 40V, Positive-QTOF	splash10-0le9-9620000000-93aa6ed7c6d3ba08bd79	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apotrichodiol 10V, Negative-QTOF	splash10-0udi-0090000000-b09a69472096d189179c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apotrichodiol 20V, Negative-QTOF	splash10-0ue9-0090000000-fe41d7c02b41d9fe7123	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apotrichodiol 40V, Negative-QTOF	splash10-0abj-2920000000-9617622228564046717f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apotrichodiol 10V, Negative-QTOF	splash10-0udi-0090000000-96235d738c6453145a08	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apotrichodiol 20V, Negative-QTOF	splash10-0udi-0090000000-9cd96bbea3940d066cea	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apotrichodiol 40V, Negative-QTOF	splash10-0fk9-0290000000-ca5931993bf7d75c9907	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apotrichodiol 10V, Positive-QTOF	splash10-0udi-0190000000-dc338619a9a12c3c775d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apotrichodiol 20V, Positive-QTOF	splash10-0pb9-0490000000-ff6c405c54430ffc689e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apotrichodiol 40V, Positive-QTOF	splash10-052f-8900000000-9cf2ba0f7333b3a584e0	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

FDB013087

KNApSAcK ID

Not Available

Chemspider ID

26503142

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13995419

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 Apotrichodiol (HMDB0034574)

MOL for HMDB0034574 (Apotrichodiol)

3D MOL for HMDB0034574 (Apotrichodiol)

3D SDF for HMDB0034574 (Apotrichodiol)

3D-SDF for HMDB0034574 (Apotrichodiol)

PDB for HMDB0034574 (Apotrichodiol)

3D PDB for HMDB0034574 (Apotrichodiol)

SMILES for HMDB0034574 (Apotrichodiol)

INCHI for HMDB0034574 (Apotrichodiol)

Structure for HMDB0034574 (Apotrichodiol)

3D Structure for HMDB0034574 (Apotrichodiol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra