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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:42:10 UTC

Update Date

2022-03-07 02:54:57 UTC

HMDB ID

HMDB0036549

Secondary Accession Numbers

HMDB36549

Metabolite Identification

Common Name

Apotrichothecene

Description

Apotrichothecene 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. Apotrichothecene is a mycotoxin of Fusarium culmorum. Apotrichothecene is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0036549
     RDKit          3D
Apotrichothecene
 41 43  0  0  0  0  0  0  0  0999 V2000
    3.9247   -0.7471    1.3483 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7540   -0.3169    0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9857    0.6896    0.8942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8550    1.1168    0.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2459    1.6003    0.8715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1791    0.6208    0.8816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0835   -0.3689    1.9553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0793   -1.1116    2.0614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6369    1.0206    0.8445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2466   -0.2129    0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0867   -0.9036   -0.5632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1144    0.1577   -0.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7351    1.2729   -1.4367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805    0.1167   -0.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5660    0.7693   -2.2583 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9750   -1.1847   -0.9682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4669   -1.0505   -0.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8221   -0.3990    2.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0439   -1.8572    1.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8306   -0.3400    0.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1900    1.2348    1.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1892    2.0778   -0.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9491   -1.0368    2.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0902    0.2223    2.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3025   -1.3656    2.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8700    1.9644    0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9848    1.0693    1.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5951   -0.9415    0.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0852    0.0332   -0.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4822   -1.0787   -1.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8476   -1.8692   -0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4769    0.9568   -2.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8418    1.2131   -1.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3442    2.2541   -1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2577    0.1449   -3.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7010    0.7516   -2.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3178    1.8259   -2.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5948   -2.0253   -0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9080   -1.5331   -2.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8570   -2.1033   -0.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9936   -0.6670   -1.6126 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
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17  2  1  0
 14  4  1  0
 12  6  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
M  END


  Mrv0541 02241218152D          

 17 19  0  0  0  0            999 V2000
   -1.4163    0.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7274    0.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4929    0.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7991   -0.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2633   -1.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5694   -2.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7274    1.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1152    0.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1152    1.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6503    2.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1095    1.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6503    0.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4157    0.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7991   -0.2293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4978   -1.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2676   -0.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4972   -0.1528    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 16  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 15  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036549

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC2OC3(CO)CCCC3(C)C2(C)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O2/c1-11-5-8-13(2)12(9-11)17-15(10-16)7-4-6-14(13,15)3/h9,12,16H,4-8,10H2,1-3H3

> <INCHI_KEY>
JFZZTCKYMWJCGK-UHFFFAOYSA-N

> <FORMULA>
C15H24O2

> <MOLECULAR_WEIGHT>
236.3499

> <EXACT_MASS>
236.177630012

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.284359556509933

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{1,2,10-trimethyl-7-oxatricyclo[6.4.0.0²,⁶]dodec-9-en-6-yl}methanol

> <ALOGPS_LOGP>
2.71

> <JCHEM_LOGP>
2.6826197300000003

> <ALOGPS_LOGS>
-3.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.347724369950885

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0841053605834823

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
68.6016

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.37e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{1,2,10-trimethyl-7-oxatricyclo[6.4.0.0²,⁶]dodec-9-en-6-yl}methanol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036549
     RDKit          3D
Apotrichothecene
 41 43  0  0  0  0  0  0  0  0999 V2000
    3.9247   -0.7471    1.3483 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7540   -0.3169    0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9857    0.6896    0.8942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8550    1.1168    0.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2459    1.6003    0.8715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1791    0.6208    0.8816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0835   -0.3689    1.9553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0793   -1.1116    2.0614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6369    1.0206    0.8445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2466   -0.2129    0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0867   -0.9036   -0.5632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1144    0.1577   -0.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7351    1.2729   -1.4367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805    0.1167   -0.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5660    0.7693   -2.2583 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9750   -1.1847   -0.9682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4669   -1.0505   -0.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8221   -0.3990    2.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0439   -1.8572    1.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8306   -0.3400    0.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1900    1.2348    1.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1892    2.0778   -0.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9491   -1.0368    2.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0902    0.2223    2.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3025   -1.3656    2.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8700    1.9644    0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9848    1.0693    1.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5951   -0.9415    0.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0852    0.0332   -0.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4822   -1.0787   -1.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8476   -1.8692   -0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4769    0.9568   -2.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8418    1.2131   -1.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3442    2.2541   -1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2577    0.1449   -3.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7010    0.7516   -2.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3178    1.8259   -2.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5948   -2.0253   -0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9080   -1.5331   -2.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8570   -2.1033   -0.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9936   -0.6670   -1.6126 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
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17  2  1  0
 14  4  1  0
 12  6  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  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      -2.644   1.428   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.358   0.571   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.787   0.144   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.358  -1.287   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.358  -2.429   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.930  -3.858   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.358   2.858   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.215   1.714   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.215   3.287   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.214   3.858   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.071   2.571   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.214   1.285   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.643   1.000   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.358  -0.428   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.929  -2.144   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.500  -0.571   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.928  -0.285   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8   16                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   15                                                  
CONECT    6    5                                                            
CONECT    7    8                                                            
CONECT    8    2    7    9   12                                             
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12    8   11   13   17                                             
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15    5   16                                                       
CONECT   16    2   15   17                                                  
CONECT   17   12   16                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0036549
HETATM    1  C1  UNL     1       3.925  -0.747   1.348  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.754  -0.317   0.520  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.986   0.690   0.894  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.855   1.117   0.105  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.246   1.600   0.872  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.179   0.621   0.882  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.083  -0.369   1.955  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.079  -1.112   2.061  1.00  0.00           O  
HETATM    9  C7  UNL     1      -2.637   1.021   0.844  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.247  -0.213   0.190  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.087  -0.904  -0.563  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.114   0.158  -0.559  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.735   1.273  -1.437  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.281   0.117  -0.875  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.566   0.769  -2.258  1.00  0.00           C  
HETATM   16  C14 UNL     1       0.975  -1.185  -0.968  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.467  -1.051  -0.716  1.00  0.00           C  
HETATM   18  H1  UNL     1       3.822  -0.399   2.403  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.044  -1.857   1.340  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.831  -0.340   0.864  1.00  0.00           H  
HETATM   21  H4  UNL     1       2.190   1.235   1.830  1.00  0.00           H  
HETATM   22  H5  UNL     1       1.189   2.078  -0.415  1.00  0.00           H  
HETATM   23  H6  UNL     1      -1.949  -1.037   2.096  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.090   0.222   2.931  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.302  -1.366   2.981  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.870   1.964   0.399  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.985   1.069   1.919  1.00  0.00           H  
HETATM   28  H11 UNL     1      -3.595  -0.941   0.979  1.00  0.00           H  
HETATM   29  H12 UNL     1      -4.085   0.033  -0.458  1.00  0.00           H  
HETATM   30  H13 UNL     1      -2.482  -1.079  -1.597  1.00  0.00           H  
HETATM   31  H14 UNL     1      -1.848  -1.869  -0.144  1.00  0.00           H  
HETATM   32  H15 UNL     1      -1.477   0.957  -2.493  1.00  0.00           H  
HETATM   33  H16 UNL     1      -2.842   1.213  -1.448  1.00  0.00           H  
HETATM   34  H17 UNL     1      -1.344   2.254  -1.188  1.00  0.00           H  
HETATM   35  H18 UNL     1       0.258   0.145  -3.084  1.00  0.00           H  
HETATM   36  H19 UNL     1       1.701   0.752  -2.285  1.00  0.00           H  
HETATM   37  H20 UNL     1       0.318   1.826  -2.273  1.00  0.00           H  
HETATM   38  H21 UNL     1       0.595  -2.025  -0.403  1.00  0.00           H  
HETATM   39  H22 UNL     1       0.908  -1.533  -2.046  1.00  0.00           H  
HETATM   40  H23 UNL     1       2.857  -2.103  -0.590  1.00  0.00           H  
HETATM   41  H24 UNL     1       2.994  -0.667  -1.613  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3   17
CONECT    3    4   21
CONECT    4    5   14   22
CONECT    5    6
CONECT    6    7    9   12
CONECT    7    8   23   24
CONECT    8   25
CONECT    9   10   26   27
CONECT   10   11   28   29
CONECT   11   12   30   31
CONECT   12   13   14
CONECT   13   32   33   34
CONECT   14   15   16
CONECT   15   35   36   37
CONECT   16   17   38   39
CONECT   17   40   41
END

HMDB0036549
     RDKit          3D
Apotrichothecene
 41 43  0  0  0  0  0  0  0  0999 V2000
    3.9247   -0.7471    1.3483 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7540   -0.3169    0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9857    0.6896    0.8942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8550    1.1168    0.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2459    1.6003    0.8715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1791    0.6208    0.8816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0835   -0.3689    1.9553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0793   -1.1116    2.0614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6369    1.0206    0.8445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2466   -0.2129    0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0867   -0.9036   -0.5632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1144    0.1577   -0.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7351    1.2729   -1.4367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805    0.1167   -0.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5660    0.7693   -2.2583 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9750   -1.1847   -0.9682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4669   -1.0505   -0.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8221   -0.3990    2.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0439   -1.8572    1.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8306   -0.3400    0.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1900    1.2348    1.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1892    2.0778   -0.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9491   -1.0368    2.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0902    0.2223    2.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3025   -1.3656    2.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8700    1.9644    0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9848    1.0693    1.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5951   -0.9415    0.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0852    0.0332   -0.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4822   -1.0787   -1.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8476   -1.8692   -0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4769    0.9568   -2.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8418    1.2131   -1.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3442    2.2541   -1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2577    0.1449   -3.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7010    0.7516   -2.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3178    1.8259   -2.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5948   -2.0253   -0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9080   -1.5331   -2.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8570   -2.1033   -0.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9936   -0.6670   -1.6126 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
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17  2  1  0
 14  4  1  0
 12  6  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄O₂

Average Molecular Weight

236.3499

Monoisotopic Molecular Weight

236.177630012

IUPAC Name

{1,2,10-trimethyl-7-oxatricyclo[6.4.0.0²,⁶]dodec-9-en-6-yl}methanol

Traditional Name

{1,2,10-trimethyl-7-oxatricyclo[6.4.0.0²,⁶]dodec-9-en-6-yl}methanol

CAS Registry Number

Not Available

SMILES

CC1=CC2OC3(CO)CCCC3(C)C2(C)CC1

InChI Identifier

InChI=1S/C15H24O2/c1-11-5-8-13(2)12(9-11)17-15(10-16)7-4-6-14(13,15)3/h9,12,16H,4-8,10H2,1-3H3

InChI Key

JFZZTCKYMWJCGK-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

Substituents

Tetrahydrofuran
Oxacycle
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0036549)

Cellular substructure

Extracellular (HMDB: HMDB0036549)
Membrane (HMDB: HMDB0036549)

Source

Endogenous

Endogenous (HMDB: HMDB0036549)

Exogenous

Food

Food (HMDB: HMDB0036549)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0036549)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036549)

Nutrient

Nutrient (HMDB: HMDB0036549)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036549)

Emulsifier (HMDB: HMDB0036549)

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	0.24 g/L	ALOGPS
logP	2.71	ALOGPS
logP	2.68	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	14.35	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	68.6 m³·mol⁻¹	ChemAxon
Polarizability	27.28 Å³	ChemAxon
Number of Rings	3	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]+	155.784	31661259
DarkChem	[M-H]-	152.763	31661259
DeepCCS	[M+H]+	159.487	30932474
DeepCCS	[M-H]-	157.129	30932474
DeepCCS	[M-2H]-	190.245	30932474
DeepCCS	[M+Na]+	165.58	30932474
AllCCS	[M+H]+	156.9	32859911
AllCCS	[M+H-H2O]+	153.2	32859911
AllCCS	[M+NH4]+	160.3	32859911
AllCCS	[M+Na]+	161.3	32859911
AllCCS	[M-H]-	164.3	32859911
AllCCS	[M+Na-2H]-	164.6	32859911
AllCCS	[M+HCOO]-	165.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Apotrichothecene	CC1=CC2OC3(CO)CCCC3(C)C2(C)CC1	2432.9	Standard polar	33892256
Apotrichothecene	CC1=CC2OC3(CO)CCCC3(C)C2(C)CC1	1748.1	Standard non polar	33892256
Apotrichothecene	CC1=CC2OC3(CO)CCCC3(C)C2(C)CC1	1749.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Apotrichothecene,1TMS,isomer #1	CC1=CC2OC3(CO[Si](C)(C)C)CCCC3(C)C2(C)CC1	1819.0	Semi standard non polar	33892256
Apotrichothecene,1TBDMS,isomer #1	CC1=CC2OC3(CO[Si](C)(C)C(C)(C)C)CCCC3(C)C2(C)CC1	2057.8	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 - Apotrichothecene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ab9-3960000000-7d1347f078e3cd105e3e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apotrichothecene GC-MS (1 TMS) - 70eV, Positive	splash10-05fu-3980000000-6b3e13a1e8520d863e4d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apotrichothecene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apotrichothecene 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 - Apotrichothecene 10V, Positive-QTOF	splash10-000i-0190000000-959447cbea47dd76e458	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apotrichothecene 20V, Positive-QTOF	splash10-02dr-3930000000-eaea6014c4fabb9d7eca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apotrichothecene 40V, Positive-QTOF	splash10-0ktf-9210000000-338a29456cfb2e8c5dfb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apotrichothecene 10V, Negative-QTOF	splash10-000i-0090000000-1b78fadbcf0d06215d15	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apotrichothecene 20V, Negative-QTOF	splash10-052r-0190000000-7fd7050a01f930f629c3	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apotrichothecene 40V, Negative-QTOF	splash10-0ab9-3900000000-0bb28f5fe922fb19427d	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apotrichothecene 10V, Negative-QTOF	splash10-000i-0090000000-c0031dc201eac6b6350a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apotrichothecene 20V, Negative-QTOF	splash10-000i-0090000000-47ef964d28dab9e5b4c1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apotrichothecene 40V, Negative-QTOF	splash10-000i-0290000000-f522868f1212fcdd0b5f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apotrichothecene 10V, Positive-QTOF	splash10-000i-0290000000-0a412ab22a9068db3f35	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apotrichothecene 20V, Positive-QTOF	splash10-0a4r-2890000000-099451295f1122034ece	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apotrichothecene 40V, Positive-QTOF	splash10-0a4l-9520000000-0a70cd0befc7a7d1b3a5	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

FDB015452

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752009

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 Apotrichothecene (HMDB0036549)

MOL for HMDB0036549 (Apotrichothecene)

3D MOL for HMDB0036549 (Apotrichothecene)

3D SDF for HMDB0036549 (Apotrichothecene)

3D-SDF for HMDB0036549 (Apotrichothecene)

PDB for HMDB0036549 (Apotrichothecene)

3D PDB for HMDB0036549 (Apotrichothecene)

SMILES for HMDB0036549 (Apotrichothecene)

INCHI for HMDB0036549 (Apotrichothecene)

Structure for HMDB0036549 (Apotrichothecene)

3D Structure for HMDB0036549 (Apotrichothecene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra