MiMeDB: Showing metabocard for Alpha-CEHC (MMDBc0032000)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:58:09 UTC

Update Date

2024-04-30 19:54:02 UTC

Metabolite ID

MMDBc0032000

Metabolite Identification

Common Name

Alpha-CEHC

Description

NULL

Structure

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

HMDB0001518
     RDKit          3D
alpha-CEHC
 42 43  0  0  0  0  0  0  0  0999 V2000
   -3.4087    2.2946    1.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6065    1.1600    1.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4018    1.3771    0.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8565    2.7474    0.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6935    0.2823   -0.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1459   -1.0132    0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3694   -1.2159    0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8821   -2.5973    0.8870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0738   -0.1314    1.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3044   -0.3377    1.8608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4452   -2.2120   -0.4094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7320   -1.7750   -1.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4539   -0.5828   -0.6410 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8992   -0.8902    0.7476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5904   -0.2479   -1.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3970    0.9342   -1.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5160    1.2485   -1.9801 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2297    1.9374   -2.9954 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8214    0.8239   -1.7690 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5248    0.5090   -0.6936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0303    3.2374    1.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3199    2.3577    2.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4774    2.2217    1.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1893    2.6959   -0.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9834    3.3648    1.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4165    3.2268   -0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2398   -3.2204    1.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0347   -3.0976   -0.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8632   -2.5362    1.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8405    0.4320    2.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0683   -2.8720    0.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1242   -2.7699   -1.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3855   -1.4311   -2.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4830   -2.6009   -1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167   -0.0357    1.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0052   -1.1263    0.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4422   -1.7915    1.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2387   -0.0119   -2.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2987   -1.0958   -1.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7932    1.8564   -0.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8163    0.7027   -0.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0530    0.1833   -1.0302 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
  6 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  2  0
 17 19  1  0
 13 20  1  0
  9  2  1  0
 20  5  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 19 42  1  0
M  END

      
  Mrv1652307091817282D          

 20 21  0  0  0  0            999 V2000
10001.540810003.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.113610002.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.113610000.8564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.540810000.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.393010002.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.108610002.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.822310002.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.538110002.1019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10005.822310003.3376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.393010001.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.966910002.5099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.252410002.0972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.252410001.2722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.966910000.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.681410001.2722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.681410002.0972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.541110002.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.826510002.0972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.826510001.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.541010000.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 18  2  1  0  0  0  0
 19  3  1  0  0  0  0
 20  4  1  0  0  0  0
  1 17  1  0  0  0  0
 16 10  1  0  0  0  0
 16  5  1  0  0  0  0
 12 17  2  0  0  0  0
 20 13  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032000

> <DATABASE_NAME>
MIME

> <SMILES>
CC1=C(O)C(C)=C2CCC(C)(CCC(O)=O)OC2=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C16H22O4/c1-9-10(2)15-12(11(3)14(9)19)5-7-16(4,20-15)8-6-13(17)18/h19H,5-8H2,1-4H3,(H,17,18)

> <INCHI_KEY>
AXODOWFEFKOVSH-UHFFFAOYSA-N

> <FORMULA>
C16H22O4

> <MOLECULAR_WEIGHT>
278.3435

> <EXACT_MASS>
278.151809192

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
30.498394274608337

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-yl)propanoic acid

> <ALOGPS_LOGP>
2.90

> <JCHEM_LOGP>
3.880731555999999

> <ALOGPS_LOGS>
-3.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.802233120877323

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.396047791361759

> <JCHEM_PKA_STRONGEST_BASIC>
-4.852686936253606

> <JCHEM_POLAR_SURFACE_AREA>
66.75999999999999

> <JCHEM_REFRACTIVITY>
77.3837

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
α-cehc

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001518
     RDKit          3D
alpha-CEHC
 42 43  0  0  0  0  0  0  0  0999 V2000
   -3.4087    2.2946    1.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6065    1.1600    1.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4018    1.3771    0.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8565    2.7474    0.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6935    0.2823   -0.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1459   -1.0132    0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3694   -1.2159    0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8821   -2.5973    0.8870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0738   -0.1314    1.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3044   -0.3377    1.8608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4452   -2.2120   -0.4094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7320   -1.7750   -1.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4539   -0.5828   -0.6410 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8992   -0.8902    0.7476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5904   -0.2479   -1.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3970    0.9342   -1.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5160    1.2485   -1.9801 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2297    1.9374   -2.9954 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8214    0.8239   -1.7690 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5248    0.5090   -0.6936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0303    3.2374    1.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3199    2.3577    2.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4774    2.2217    1.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1893    2.6959   -0.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9834    3.3648    1.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4165    3.2268   -0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2398   -3.2204    1.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0347   -3.0976   -0.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8632   -2.5362    1.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8405    0.4320    2.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0683   -2.8720    0.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1242   -2.7699   -1.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3855   -1.4311   -2.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4830   -2.6009   -1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167   -0.0357    1.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0052   -1.1263    0.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4422   -1.7915    1.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2387   -0.0119   -2.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2987   -1.0958   -1.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7932    1.8564   -0.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8163    0.7027   -0.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0530    0.1833   -1.0302 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
  6 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  2  0
 17 19  1  0
 13 20  1  0
  9  2  1  0
 20  5  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 19 42  1  0
M  END

HEADER    PROTEIN                                 09-JUL-18   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-18         0                                  
HETATM    1  C   UNK     0    8669.5438672.904   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8666.8798671.356   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8666.8798668.265   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0    8669.5438666.717   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8674.8678671.356   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8676.2038670.590   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8677.5358671.356   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8678.8718670.590   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8677.5358672.897   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8674.8678669.817   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8672.2058671.352   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8670.8718670.581   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8670.8718669.041   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8672.2058668.272   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8673.5398669.041   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8673.5398670.581   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8669.5438671.352   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8668.2098670.581   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8668.2098669.042   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8669.5438668.272   0.000  0.00  0.00           C+0
CONECT    1   17                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4   20                                                            
CONECT    5    6   16                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10   16                                                            
CONECT   11   12   16                                                       
CONECT   12   13   11   17                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11   10    5                                             
CONECT   17   18    1   12                                                  
CONECT   18   17   19    2                                                  
CONECT   19   18   20    3                                                  
CONECT   20   19    4   13                                                  
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0001518
HETATM    1  C1  UNL     1      -3.409   2.295   1.607  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.607   1.160   1.070  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.402   1.377   0.434  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.856   2.747   0.258  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.693   0.282  -0.050  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.146  -1.013   0.081  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.369  -1.216   0.730  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.882  -2.597   0.887  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.074  -0.131   1.210  1.00  0.00           C  
HETATM   10  O1  UNL     1      -4.304  -0.338   1.861  1.00  0.00           O  
HETATM   11  C10 UNL     1      -0.445  -2.212  -0.409  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.732  -1.775  -1.251  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.454  -0.583  -0.641  1.00  0.00           C  
HETATM   14  C13 UNL     1       1.899  -0.890   0.748  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.590  -0.248  -1.564  1.00  0.00           C  
HETATM   16  C15 UNL     1       3.397   0.934  -1.055  1.00  0.00           C  
HETATM   17  C16 UNL     1       4.516   1.248  -1.980  1.00  0.00           C  
HETATM   18  O2  UNL     1       4.230   1.937  -2.995  1.00  0.00           O  
HETATM   19  O3  UNL     1       5.821   0.824  -1.769  1.00  0.00           O  
HETATM   20  O4  UNL     1       0.525   0.509  -0.694  1.00  0.00           O  
HETATM   21  H1  UNL     1      -3.030   3.237   1.180  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.320   2.358   2.707  1.00  0.00           H  
HETATM   23  H3  UNL     1      -4.477   2.222   1.321  1.00  0.00           H  
HETATM   24  H4  UNL     1       0.189   2.696  -0.071  1.00  0.00           H  
HETATM   25  H5  UNL     1      -0.983   3.365   1.180  1.00  0.00           H  
HETATM   26  H6  UNL     1      -1.416   3.227  -0.597  1.00  0.00           H  
HETATM   27  H7  UNL     1      -2.240  -3.220   1.542  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.035  -3.098  -0.103  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.863  -2.536   1.399  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.840   0.432   2.221  1.00  0.00           H  
HETATM   31  H11 UNL     1      -0.068  -2.872   0.382  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.124  -2.770  -1.122  1.00  0.00           H  
HETATM   33  H13 UNL     1       0.385  -1.431  -2.254  1.00  0.00           H  
HETATM   34  H14 UNL     1       1.483  -2.601  -1.353  1.00  0.00           H  
HETATM   35  H15 UNL     1       1.717  -0.036   1.459  1.00  0.00           H  
HETATM   36  H16 UNL     1       3.005  -1.126   0.715  1.00  0.00           H  
HETATM   37  H17 UNL     1       1.442  -1.791   1.202  1.00  0.00           H  
HETATM   38  H18 UNL     1       2.239  -0.012  -2.583  1.00  0.00           H  
HETATM   39  H19 UNL     1       3.299  -1.096  -1.668  1.00  0.00           H  
HETATM   40  H20 UNL     1       2.793   1.856  -0.949  1.00  0.00           H  
HETATM   41  H21 UNL     1       3.816   0.703  -0.053  1.00  0.00           H  
HETATM   42  H22 UNL     1       6.053   0.183  -1.030  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    3    9
CONECT    3    4    5
CONECT    4   24   25   26
CONECT    5    6    6   20
CONECT    6    7   11
CONECT    7    8    9    9
CONECT    8   27   28   29
CONECT    9   10
CONECT   10   30
CONECT   11   12   31   32
CONECT   12   13   33   34
CONECT   13   14   15   20
CONECT   14   35   36   37
CONECT   15   16   38   39
CONECT   16   17   40   41
CONECT   17   18   18   19
CONECT   19   42
END

HMDB0001518
     RDKit          3D
alpha-CEHC
 42 43  0  0  0  0  0  0  0  0999 V2000
   -3.4087    2.2946    1.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6065    1.1600    1.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4018    1.3771    0.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8565    2.7474    0.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6935    0.2823   -0.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1459   -1.0132    0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3694   -1.2159    0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8821   -2.5973    0.8870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0738   -0.1314    1.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3044   -0.3377    1.8608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4452   -2.2120   -0.4094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7320   -1.7750   -1.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4539   -0.5828   -0.6410 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8992   -0.8902    0.7476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5904   -0.2479   -1.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3970    0.9342   -1.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5160    1.2485   -1.9801 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2297    1.9374   -2.9954 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8214    0.8239   -1.7690 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5248    0.5090   -0.6936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0303    3.2374    1.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3199    2.3577    2.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4774    2.2217    1.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1893    2.6959   -0.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9834    3.3648    1.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4165    3.2268   -0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2398   -3.2204    1.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0347   -3.0976   -0.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8632   -2.5362    1.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8405    0.4320    2.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0683   -2.8720    0.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1242   -2.7699   -1.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3855   -1.4311   -2.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4830   -2.6009   -1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167   -0.0357    1.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0052   -1.1263    0.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4422   -1.7915    1.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2387   -0.0119   -2.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2987   -1.0958   -1.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7932    1.8564   -0.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8163    0.7027   -0.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0530    0.1833   -1.0302 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
  6 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  2  0
 17 19  1  0
 13 20  1  0
  9  2  1  0
 20  5  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 19 42  1  0
M  END

Synonyms

Value	Source
a-CEHC	Generator
Α-cehc	Generator
3-(6-Hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-yl)propanoate	HMDB
α-Carboxyethyl hydrochroman	HMDB
alpha-Carboxyethyl hydrochroman	Generator
2,5,7,8-Tetramethyl-2(2'-carboxyethyl)-6-hydroxychroman	HMDB
2,5,7,8-Tetramethyl-2-(β-carboxyethyl)-6-hydroxychroman	Generator
2,5,7,8-Tetramethyl-2-(beta-carboxyethyl)-6-hydroxychroman	HMDB
6-Hydroxy-2-(2-carboxylethyl)-2,5,7,8-tetramethylchroman	HMDB
6-Hydroxy-2-carboxylethyl-2,5,7,8-tetramethylchroman	HMDB
alpha-CEHC	MeSH

Molecular Formula

C₁₆H₂₂O₄

Average Mass

278.3435

Monoisotopic Mass

278.151809192

IUPAC Name

3-(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-yl)propanoic acid

Traditional Name

α-cehc

CAS Registry Number

Not Available

SMILES

CC1=C(O)C(C)=C2CCC(C)(CCC(O)=O)OC2=C1C

InChI Identifier

InChI=1S/C16H22O4/c1-9-10(2)15-12(11(3)14(9)19)5-7-16(4,20-15)8-6-13(17)18/h19H,5-8H2,1-4H3,(H,17,18)

InChI Key

AXODOWFEFKOVSH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

1-benzopyrans

Alternative Parents

Substituents

1-benzopyran
Alkyl aryl ether
Benzenoid
Oxacycle
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a small molecule (CPD-11962 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.21 g/L	ALOGPS
logP	2.9	ALOGPS
logP	3.88	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	4.4	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	77.38 m³·mol⁻¹	ChemAxon
Polarizability	30.5 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-08iu-4090000000-8ca9dbe51872599f7689	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0ab9-9104300000-89eb4eb596d64c263298	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-001i-0090000000-5984299071d9bd578a66	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-03di-0940000000-e94cb5537d42ecca8f25	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0490000000-5a4d681fd73f355a6058	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-0930000000-b419f254c71bb6124ca1	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-07br-2900000000-5c87bdb630cb5c9afc3e	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0190000000-eb3543747e604b52ab09	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0bw9-1490000000-1c600a1fe465c3eb7993	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9810000000-c76ff537508835c548e2	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0190000000-5a9a1904b542c448007a	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0790000000-0ce3fe0382fcea303038	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kb-7900000000-805173297214fa41fc0a	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0090000000-54b37056d244a02c63ec	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0090000000-34fb2875b590a256850b	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-02tc-2490000000-b524618831ea011c0e2a	2021-09-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0004254	Alpha-CEHC	Alpha-Cehc-Glucuronide	UDP glucuronosyltransferase 1 family, polypeptide A8	VMH	10191290
MMDBr0004255	Alpha-CEHC	Alpha-Cehc-Glucuronide	UDP glucuronosyltransferase 1 family, polypeptide A10	VMH	10191290
MMDBr0004748	Alpha-Cehc-Glucuronide	Alpha-CEHC	klotho	VMH	10191290 10690708 11087858 11818531
MMDBr0004749	Alpha-Cehc-Glucuronide	Alpha-CEHC	klotho	VMH	10191290 10690708 11087858 11818531
MMDBr0004750	Alpha-Cehc-Glucuronide	Alpha-CEHC	glucuronidase, beta	VMH	10191290 10690708 11087858 11818531
MMDBr0010345	5-Carboxy-Alpha-Chromanol	Alpha-CEHC	aminoadipate-semialdehyde dehydrogenase	VMH	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Animal	Milk	Bos taurus	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Blood	Detected and Quantified	0.013		0.0051	0.020	uM	Adult (>18 years old)	Both	Normal	HMDB	11841923

External Links

HMDB ID

HMDB0001518

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022669

KNApSAcK ID

Not Available

Chemspider ID

8119154

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9943542

PDB ID

Not Available

ChEBI ID

626842

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Stahl W, Graf P, Brigelius-Flohe R, Wechter W, Sies H: Quantification of the alpha- and gamma-tocopherol metabolites 2,5,7, 8-tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman and 2,7, 8-trimethyl-2-(2'-carboxyethyl)-6-hydroxychroman in human serum. Anal Biochem. 1999 Nov 15;275(2):254-9. doi: 10.1006/abio.1999.4312. [PubMed:10552913 ]
Galli F, Lee R, Dunster C, Kelly FJ: Gas chromatography mass spectrometry analysis of carboxyethyl-hydroxychroman metabolites of alpha- and gamma-tocopherol in human plasma. Free Radic Biol Med. 2002 Feb 15;32(4):333-40. doi: 10.1016/s0891-5849(01)00800-0. [PubMed:11841923 ]
Betancor-Fernandez A, Sies H, Stahl W, Polidori MC: In vitro antioxidant activity of 2,5,7,8-tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman (alpha-CEHC), a vitamin E metabolite. Free Radic Res. 2002 Aug;36(8):915-21. doi: 10.1080/1071576021000005357. [PubMed:12420750 ]

Showing metabocard for Alpha-CEHC (MMDBc0032000)

MOL for #<Metabolite:0x00005634c0fbb378>

3D MOL for #<Metabolite:0x00005634c0fbb378>

3D SDF for #<Metabolite:0x00005634c0fbb378>

3D-SDF for #<Metabolite:0x00005634c0fbb378>

PDB for #<Metabolite:0x00005634c0fbb378>

3D PDB for #<Metabolite:0x00005634c0fbb378>

SMILES for #<Metabolite:0x00005634c0fbb378>

INCHI for #<Metabolite:0x00005634c0fbb378>

Structure for #<Metabolite:0x00005634c0fbb378>

3D Structure for #<Metabolite:0x00005634c0fbb378>