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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:47:59 UTC

Update Date

2022-03-07 02:53:15 UTC

HMDB ID

HMDB0032122

Secondary Accession Numbers

HMDB32122

Metabolite Identification

Common Name

3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol

Description

3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol, also known as N-(morpholinomethyl)-nicotinamide, belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. 3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 3(4->5)-abeo-4,11:4,12-diepoxy-3-eudesmanol has been detected, but not quantified in, root vegetables. This could make 3(4->5)-abeo-4,11:4,12-diepoxy-3-eudesmanol a potential biomarker for the consumption of these foods.

Structure

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

HMDB0032122
     RDKit          3D
3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol
 42 45  0  0  0  0  0  0  0  0999 V2000
   -3.6486   -0.1447    0.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1904    0.0045    0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437    0.3877   -1.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0030    1.1504   -1.2910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4968    1.3103   -0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0518    2.7588    0.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6622    1.2018    0.7713 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5427    0.3370    0.3855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1317   -0.6517    1.3526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3456   -1.1461    0.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8587   -2.0120   -0.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3172   -1.5640   -1.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468   -0.4742   -0.7021 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7452    0.3177   -1.8269 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3840   -1.0498    0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9065    0.0917    0.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6949    0.9251    1.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5028    0.8307    2.5419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8186   -0.7959    1.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1532   -0.5986   -0.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1148    0.8670    0.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0331    1.0635   -1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2328   -0.4214   -1.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0645    3.0305    1.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8027    3.0088   -0.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9172    3.3746   -0.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5354   -1.4323    1.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4762   -0.0385    2.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9190   -1.7830    1.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6286   -3.0214   -0.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -2.2424   -1.1776 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0140   -2.4328   -1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0187   -1.2672   -2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1182    1.0831   -2.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9778   -0.4209   -2.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7206    0.7753   -1.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1510   -1.9555    0.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1300   -1.3589   -0.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6978    0.6747    0.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3946   -0.3363    1.7357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8517    1.9995    0.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8855   -0.0452    2.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  7  2  1  0
 13  8  1  0
 10  2  1  0
 17  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  6 24  1  0
  6 25  1  0
  6 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
M  END


  Mrv0541 02241214552D          

 18 21  0  0  0  0            999 V2000
   -1.1803    1.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6883    0.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2272   -0.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4358    0.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4068    0.8424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2608   -0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9835   -0.0290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0110    0.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3132    1.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3352   -0.7984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8693   -0.8480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3159   -1.3063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7537   -1.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2333   -1.6175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6883   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9945   -1.2968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5094   -0.9828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4618    1.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 17  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4 10  1  0  0  0  0
  5  9  1  0  0  0  0
  5 18  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  8  9  1  0  0  0  0
 10 12  1  0  0  0  0
 10 14  1  0  0  0  0
 10 16  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 15  1  0  0  0  0
 13 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032122

> <DATABASE_NAME>
hmdb

> <SMILES>
CC12CCC(O)C11CC(CC2)C2(C)COC1(C)O2

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O3/c1-12-6-4-10-8-15(12,11(16)5-7-12)14(3)17-9-13(10,2)18-14/h10-11,16H,4-9H2,1-3H3

> <INCHI_KEY>
LKEZYVLTHMLNIH-UHFFFAOYSA-N

> <FORMULA>
C15H24O3

> <MOLECULAR_WEIGHT>
252.3493

> <EXACT_MASS>
252.172544634

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
27.84108090500672

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,9,12-trimethyl-11,14-dioxatetracyclo[6.4.1.1⁹,¹².0¹,⁵]tetradecan-2-ol

> <ALOGPS_LOGP>
1.94

> <JCHEM_LOGP>
2.0965868259999993

> <ALOGPS_LOGS>
-2.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.522161456396901

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0078065789719934

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
67.7749

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.80e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,9,12-trimethyl-11,14-dioxatetracyclo[6.4.1.1⁹,¹².0¹,⁵]tetradecan-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0032122
     RDKit          3D
3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol
 42 45  0  0  0  0  0  0  0  0999 V2000
   -3.6486   -0.1447    0.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1904    0.0045    0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437    0.3877   -1.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0030    1.1504   -1.2910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4968    1.3103   -0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0518    2.7588    0.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6622    1.2018    0.7713 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5427    0.3370    0.3855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1317   -0.6517    1.3526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3456   -1.1461    0.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8587   -2.0120   -0.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3172   -1.5640   -1.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468   -0.4742   -0.7021 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7452    0.3177   -1.8269 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3840   -1.0498    0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9065    0.0917    0.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6949    0.9251    1.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5028    0.8307    2.5419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8186   -0.7959    1.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1532   -0.5986   -0.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1148    0.8670    0.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0331    1.0635   -1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2328   -0.4214   -1.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0645    3.0305    1.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8027    3.0088   -0.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9172    3.3746   -0.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5354   -1.4323    1.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4762   -0.0385    2.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9190   -1.7830    1.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6286   -3.0214   -0.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -2.2424   -1.1776 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0140   -2.4328   -1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0187   -1.2672   -2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1182    1.0831   -2.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9778   -0.4209   -2.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7206    0.7753   -1.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1510   -1.9555    0.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1300   -1.3589   -0.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6978    0.6747    0.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3946   -0.3363    1.7357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8517    1.9995    0.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8855   -0.0452    2.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  7  2  1  0
 13  8  1  0
 10  2  1  0
 17  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  6 24  1  0
  6 25  1  0
  6 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 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      -2.203   2.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.151   0.889   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.291  -0.388   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.813   0.038   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.759   1.572   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.487  -0.774   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.836  -0.054   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.887   1.475   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.585   2.284   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.626  -1.490   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.623  -1.583   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.590  -2.438   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.407  -3.109   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.435  -3.019   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.151  -1.395   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.856  -2.421   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.818  -1.835   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.862   3.109   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   17                                                  
CONECT    4    3    5    6   10                                             
CONECT    5    1    4    9   18                                             
CONECT    6    4    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    5    8                                                       
CONECT   10    4   12   14   16                                             
CONECT   11    7   12   13   15                                             
CONECT   12   10   11                                                       
CONECT   13   11   14                                                       
CONECT   14   10   13                                                       
CONECT   15   11                                                            
CONECT   16   10                                                            
CONECT   17    3                                                            
CONECT   18    5                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   42    0
END

COMPND    HMDB0032122
HETATM    1  C1  UNL     1      -3.649  -0.145   0.599  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.190   0.005   0.219  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.144   0.388  -1.236  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.003   1.150  -1.291  1.00  0.00           O  
HETATM    5  C4  UNL     1      -0.497   1.310  -0.028  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.052   2.759   0.110  1.00  0.00           C  
HETATM    7  O2  UNL     1      -1.662   1.202   0.771  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.543   0.337   0.385  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.132  -0.652   1.353  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.346  -1.146   0.595  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.859  -2.012  -0.507  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.317  -1.564  -1.258  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.147  -0.474  -0.702  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.745   0.318  -1.827  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.384  -1.050   0.014  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.907   0.092   0.820  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.695   0.925   1.152  1.00  0.00           C  
HETATM   18  O3  UNL     1       1.503   0.831   2.542  1.00  0.00           O  
HETATM   19  H1  UNL     1      -3.819  -0.796   1.454  1.00  0.00           H  
HETATM   20  H2  UNL     1      -4.153  -0.599  -0.302  1.00  0.00           H  
HETATM   21  H3  UNL     1      -4.115   0.867   0.694  1.00  0.00           H  
HETATM   22  H4  UNL     1      -3.033   1.063  -1.406  1.00  0.00           H  
HETATM   23  H5  UNL     1      -2.233  -0.421  -1.944  1.00  0.00           H  
HETATM   24  H6  UNL     1       0.065   3.030   1.172  1.00  0.00           H  
HETATM   25  H7  UNL     1       0.803   3.009  -0.522  1.00  0.00           H  
HETATM   26  H8  UNL     1      -0.917   3.375  -0.272  1.00  0.00           H  
HETATM   27  H9  UNL     1       0.535  -1.432   1.696  1.00  0.00           H  
HETATM   28  H10 UNL     1      -0.476  -0.038   2.201  1.00  0.00           H  
HETATM   29  H11 UNL     1      -1.919  -1.783   1.326  1.00  0.00           H  
HETATM   30  H12 UNL     1      -0.629  -3.021  -0.047  1.00  0.00           H  
HETATM   31  H13 UNL     1      -1.740  -2.242  -1.178  1.00  0.00           H  
HETATM   32  H14 UNL     1       1.014  -2.433  -1.466  1.00  0.00           H  
HETATM   33  H15 UNL     1      -0.019  -1.267  -2.297  1.00  0.00           H  
HETATM   34  H16 UNL     1       1.118   1.083  -2.259  1.00  0.00           H  
HETATM   35  H17 UNL     1       1.978  -0.421  -2.646  1.00  0.00           H  
HETATM   36  H18 UNL     1       2.721   0.775  -1.569  1.00  0.00           H  
HETATM   37  H19 UNL     1       2.151  -1.956   0.573  1.00  0.00           H  
HETATM   38  H20 UNL     1       3.130  -1.359  -0.772  1.00  0.00           H  
HETATM   39  H21 UNL     1       3.698   0.675   0.313  1.00  0.00           H  
HETATM   40  H22 UNL     1       3.395  -0.336   1.736  1.00  0.00           H  
HETATM   41  H23 UNL     1       1.852   1.999   0.937  1.00  0.00           H  
HETATM   42  H24 UNL     1       1.885  -0.045   2.867  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    7   10
CONECT    3    4   22   23
CONECT    4    5
CONECT    5    6    7    8
CONECT    6   24   25   26
CONECT    8    9   13   17
CONECT    9   10   27   28
CONECT   10   11   29
CONECT   11   12   30   31
CONECT   12   13   32   33
CONECT   13   14   15
CONECT   14   34   35   36
CONECT   15   16   37   38
CONECT   16   17   39   40
CONECT   17   18   41
CONECT   18   42
END

HMDB0032122
     RDKit          3D
3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol
 42 45  0  0  0  0  0  0  0  0999 V2000
   -3.6486   -0.1447    0.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1904    0.0045    0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437    0.3877   -1.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0030    1.1504   -1.2910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4968    1.3103   -0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0518    2.7588    0.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6622    1.2018    0.7713 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5427    0.3370    0.3855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1317   -0.6517    1.3526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3456   -1.1461    0.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8587   -2.0120   -0.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3172   -1.5640   -1.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468   -0.4742   -0.7021 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7452    0.3177   -1.8269 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3840   -1.0498    0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9065    0.0917    0.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6949    0.9251    1.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5028    0.8307    2.5419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8186   -0.7959    1.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1532   -0.5986   -0.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1148    0.8670    0.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0331    1.0635   -1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2328   -0.4214   -1.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0645    3.0305    1.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8027    3.0088   -0.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9172    3.3746   -0.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5354   -1.4323    1.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4762   -0.0385    2.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9190   -1.7830    1.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6286   -3.0214   -0.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -2.2424   -1.1776 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0140   -2.4328   -1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0187   -1.2672   -2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1182    1.0831   -2.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9778   -0.4209   -2.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7206    0.7753   -1.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1510   -1.9555    0.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1300   -1.3589   -0.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6978    0.6747    0.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3946   -0.3363    1.7357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8517    1.9995    0.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8855   -0.0452    2.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  7  2  1  0
 13  8  1  0
 10  2  1  0
 17  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  6 24  1  0
  6 25  1  0
  6 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(Morpholinomethyl)-nicotinamide	HMDB
N-(Morpholinomethyl)nicotinamide	HMDB

Chemical Formula

C₁₅H₂₄O₃

Average Molecular Weight

252.3493

Monoisotopic Molecular Weight

252.172544634

IUPAC Name

5,9,12-trimethyl-11,14-dioxatetracyclo[6.4.1.1⁹,¹².0¹,⁵]tetradecan-2-ol

Traditional Name

5,9,12-trimethyl-11,14-dioxatetracyclo[6.4.1.1⁹,¹².0¹,⁵]tetradecan-2-ol

CAS Registry Number

210106-16-4

SMILES

CC12CCC(O)C11CC(CC2)C2(C)COC1(C)O2

InChI Identifier

InChI=1S/C15H24O3/c1-12-6-4-10-8-15(12,11(16)5-7-12)14(3)17-9-13(10,2)18-14/h10-11,16H,4-9H2,1-3H3

InChI Key

LKEZYVLTHMLNIH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxepanes

Sub Class

Not Available

Direct Parent

Oxepanes

Alternative Parents

Substituents

Ketal
Oxepane
Oxane
Cyclic alcohol
Meta-dioxolane
Secondary alcohol
Oxacycle
Acetal
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032122)
Cytoplasm (HMDB: HMDB0032122)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032122)

Source

Endogenous

Endogenous (HMDB: HMDB0032122)

Plant

Plant (HMDB: HMDB0032122)

Exogenous

Food

Food (HMDB: HMDB0032122)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

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
Water Solubility	0.58 g/L	ALOGPS
logP	1.94	ALOGPS
logP	2.1	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	14.52	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	67.77 m³·mol⁻¹	ChemAxon
Polarizability	27.84 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	161.056	31661259
DarkChem	[M-H]-	156.353	31661259
DeepCCS	[M-2H]-	191.146	30932474
DeepCCS	[M+Na]+	166.397	30932474
AllCCS	[M+H]+	160.6	32859911
AllCCS	[M+H-H2O]+	157.1	32859911
AllCCS	[M+NH4]+	163.9	32859911
AllCCS	[M+Na]+	164.8	32859911
AllCCS	[M-H]-	167.0	32859911
AllCCS	[M+Na-2H]-	166.9	32859911
AllCCS	[M+HCOO]-	167.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol	CC12CCC(O)C11CC(CC2)C2(C)COC1(C)O2	2421.1	Standard polar	33892256
3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol	CC12CCC(O)C11CC(CC2)C2(C)COC1(C)O2	1799.4	Standard non polar	33892256
3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol	CC12CCC(O)C11CC(CC2)C2(C)COC1(C)O2	1903.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol,1TMS,isomer #1	CC12COC(C)(O1)C13CC2CCC1(C)CCC3O[Si](C)(C)C	1822.2	Semi standard non polar	33892256
3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol,1TBDMS,isomer #1	CC12COC(C)(O1)C13CC2CCC1(C)CCC3O[Si](C)(C)C(C)(C)C	2092.6	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 - 3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ukj-7690000000-78fe453b7038b5a10d1e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol GC-MS (1 TMS) - 70eV, Positive	splash10-0ab9-7293000000-9f6ef7779d4f8459597c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol 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 - 3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol 10V, Negative-QTOF	splash10-0udi-0090000000-85416ff9765ae2a8a254	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol 20V, Negative-QTOF	splash10-0ue9-0090000000-650f151f9bdd5680bf95	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol 40V, Negative-QTOF	splash10-014i-9420000000-bd11c93599a1f2b0d6ad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol 10V, Negative-QTOF	splash10-0udi-0090000000-96235d738c6453145a08	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol 20V, Negative-QTOF	splash10-0udi-0090000000-96235d738c6453145a08	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol 40V, Negative-QTOF	splash10-0uk9-0190000000-a76add9b31b73555bac7	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol 10V, Positive-QTOF	splash10-0f79-0090000000-d40c8e83b62dcfe57298	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol 20V, Positive-QTOF	splash10-0f79-0090000000-a32d38df6be639527b3e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol 40V, Positive-QTOF	splash10-0ap3-5390000000-e49cba0613ea5c0cb87f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol 10V, Positive-QTOF	splash10-0udi-0090000000-3c36e9042635f65fec4a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol 20V, Positive-QTOF	splash10-0f79-0190000000-ad737bd527e68a0a365d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol 40V, Positive-QTOF	splash10-0udj-2690000000-ce462f7bd53ee8240435	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB008844

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

85213911

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 3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol (HMDB0032122)

MOL for HMDB0032122 (3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol)

3D MOL for HMDB0032122 (3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol)

3D SDF for HMDB0032122 (3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol)

3D-SDF for HMDB0032122 (3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol)

PDB for HMDB0032122 (3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol)

3D PDB for HMDB0032122 (3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol)

SMILES for HMDB0032122 (3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol)

INCHI for HMDB0032122 (3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol)

Structure for HMDB0032122 (3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol)

3D Structure for HMDB0032122 (3(4->5)-Abeo-4,11:4,12-diepoxy-3-eudesmanol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra