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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-09-22 17:43:46 UTC

HMDB ID

HMDB0001518

Secondary Accession Numbers

HMDB01518

Metabolite Identification

Common Name

alpha-CEHC

Description

alpha-CEHC, also known as a-cehc, 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. alpha-CEHC exists in all living organisms, ranging from bacteria to humans. alpha-CEHC has been detected, but not quantified in, several different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), domestic pigs (Sus scrofa domestica), and milk (cow). This could make alpha-cehc a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on alpha-CEHC.

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>
HMDB0001518

> <DATABASE_NAME>
hmdb

> <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

View in JSmol View Stereo Labels

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

Chemical Formula

C₁₆H₂₂O₄

Average Molecular Weight

278.3435

Monoisotopic Molecular Weight

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

4072-32-6

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 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 11841923)

Cellular substructure

Membrane (HMDB: HMDB0001518)
Cell membrane (HMDB: HMDB0001518)

Source

Endogenous

Endogenous (HMDB: HMDB0001518)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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	0.21 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	168.315	31661259
DarkChem	[M-H]-	164.302	31661259
AllCCS	[M+H]+	165.778	32859911
AllCCS	[M-H]-	172.027	32859911
DeepCCS	[M+H]+	164.365	30932474
DeepCCS	[M-H]-	162.006	30932474
DeepCCS	[M-2H]-	195.369	30932474
DeepCCS	[M+Na]+	170.595	30932474
AllCCS	[M+H]+	165.8	32859911
AllCCS	[M+H-H2O]+	162.3	32859911
AllCCS	[M+NH4]+	169.0	32859911
AllCCS	[M+Na]+	170.0	32859911
AllCCS	[M-H]-	172.0	32859911
AllCCS	[M+Na-2H]-	172.1	32859911
AllCCS	[M+HCOO]-	172.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.15 minutes	32390414
Predicted by Siyang on May 30, 2022	14.9641 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.26 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1993.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	354.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	184.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	195.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	216.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	807.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	796.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	74.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1302.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	486.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1633.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	479.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	402.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	330.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	263.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	38.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-CEHC	CC1=C(O)C(C)=C2CCC(C)(CCC(O)=O)OC2=C1C	3585.3	Standard polar	33892256
alpha-CEHC	CC1=C(O)C(C)=C2CCC(C)(CCC(O)=O)OC2=C1C	2334.8	Standard non polar	33892256
alpha-CEHC	CC1=C(O)C(C)=C2CCC(C)(CCC(O)=O)OC2=C1C	2403.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
alpha-CEHC,1TMS,isomer #1	CC1=C(C)C2=C(CCC(C)(CCC(=O)O)O2)C(C)=C1O[Si](C)(C)C	2362.0	Semi standard non polar	33892256
alpha-CEHC,1TMS,isomer #2	CC1=C(C)C2=C(CCC(C)(CCC(=O)O[Si](C)(C)C)O2)C(C)=C1O	2286.2	Semi standard non polar	33892256
alpha-CEHC,2TMS,isomer #1	CC1=C(C)C2=C(CCC(C)(CCC(=O)O[Si](C)(C)C)O2)C(C)=C1O[Si](C)(C)C	2383.6	Semi standard non polar	33892256
alpha-CEHC,1TBDMS,isomer #1	CC1=C(C)C2=C(CCC(C)(CCC(=O)O)O2)C(C)=C1O[Si](C)(C)C(C)(C)C	2605.9	Semi standard non polar	33892256
alpha-CEHC,1TBDMS,isomer #2	CC1=C(C)C2=C(CCC(C)(CCC(=O)O[Si](C)(C)C(C)(C)C)O2)C(C)=C1O	2547.4	Semi standard non polar	33892256
alpha-CEHC,2TBDMS,isomer #1	CC1=C(C)C2=C(CCC(C)(CCC(=O)O[Si](C)(C)C(C)(C)C)O2)C(C)=C1O[Si](C)(C)C(C)(C)C	2817.6	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 - alpha-CEHC GC-MS (Non-derivatized) - 70eV, Positive	splash10-08iu-4090000000-8ca9dbe51872599f7689	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-CEHC GC-MS (2 TMS) - 70eV, Positive	splash10-0ab9-9104300000-89eb4eb596d64c263298	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-CEHC GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-CEHC 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha-CEHC Linear Ion Trap , negative-QTOF	splash10-001i-0090000000-5984299071d9bd578a66	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha-CEHC Linear Ion Trap , positive-QTOF	splash10-03di-0940000000-e94cb5537d42ecca8f25	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-CEHC 10V, Positive-QTOF	splash10-03di-0490000000-5a4d681fd73f355a6058	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-CEHC 20V, Positive-QTOF	splash10-014i-0930000000-b419f254c71bb6124ca1	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-CEHC 40V, Positive-QTOF	splash10-07br-2900000000-5c87bdb630cb5c9afc3e	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-CEHC 10V, Negative-QTOF	splash10-004i-0190000000-eb3543747e604b52ab09	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-CEHC 20V, Negative-QTOF	splash10-0bw9-1490000000-1c600a1fe465c3eb7993	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-CEHC 40V, Negative-QTOF	splash10-0a4i-9810000000-c76ff537508835c548e2	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-CEHC 10V, Positive-QTOF	splash10-03di-0190000000-5a9a1904b542c448007a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-CEHC 20V, Positive-QTOF	splash10-03di-0790000000-0ce3fe0382fcea303038	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-CEHC 40V, Positive-QTOF	splash10-00kb-7900000000-805173297214fa41fc0a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-CEHC 10V, Negative-QTOF	splash10-001i-0090000000-54b37056d244a02c63ec	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-CEHC 20V, Negative-QTOF	splash10-001i-0090000000-34fb2875b590a256850b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-CEHC 40V, Negative-QTOF	splash10-02tc-2490000000-b524618831ea011c0e2a	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.013 (0.0051-0.020) uM	Adult (>18 years old)	Both	Normal	11841923	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

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

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Pope, Simon A. S.; Burtin, Guillaume E.; Clayton, Peter T.; Madge, David J.; Muller, David P. R. Synthesis and analysis of conjugates of the major vitamin E metabolite, a-CEHC. Free Radical Biology & Medicine (2002), 33(6), 807-817.

Material Safety Data Sheet (MSDS)

Not Available

General References

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. [PubMed:12420750 ]
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. [PubMed:11841923 ]
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. [PubMed:10552913 ]

Showing metabocard for alpha-CEHC (HMDB0001518)

MOL for HMDB0001518 (alpha-CEHC)

3D MOL for HMDB0001518 (alpha-CEHC)

3D SDF for HMDB0001518 (alpha-CEHC)

3D-SDF for HMDB0001518 (alpha-CEHC)

PDB for HMDB0001518 (alpha-CEHC)

3D PDB for HMDB0001518 (alpha-CEHC)

SMILES for HMDB0001518 (alpha-CEHC)

INCHI for HMDB0001518 (alpha-CEHC)

Structure for HMDB0001518 (alpha-CEHC)

3D Structure for HMDB0001518 (alpha-CEHC)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra