NP-MRD: Showing NP-Card for alpha-CEHC (NP0086809)

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Record Information

Version

2.0

Created at

2022-05-11 16:31:37 UTC

Updated at

2022-05-11 16:31:37 UTC

NP-MRD ID

NP0086809

Secondary Accession Numbers

None

Natural Product 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 is an extremely weak basic (essentially neutral) compound (based on its pKa). Alpha-CEHC exists in all living organisms, ranging from bacteria to humans. Outside of the human body, alpha-CEHC has been detected, but not quantified in, milk (cow). This could make alpha-cehc a potential biomarker for the consumption of these foods. 2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman has been identified as a major water-soluble metabolite of vitamin E, which circulates in the blood and is excreted with the urine. About one-third of the alpha-CEHC circulating in the blood is present as alpha-CEHC glucuronide (PMID: 10552913 ). alpha-CEHC was first documented in 1999 (PMID: 10552913). Alpha-Carboxyethyl hydrochroman has been identified as a major water-soluble metabolite of vitamin E, which circulates in the blood and is excreted in the urine (PMID: 12420750 ) (PMID: 12420750) (PMID: 11841923).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
   -4.3727   -0.5432    1.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0955   -0.1680    0.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9887   -0.9865    0.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1522   -2.2464    1.3031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7930   -0.6810   -0.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6630    0.4809   -0.8379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7616    1.3098   -0.9241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6299    2.5611   -1.7059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9748    0.9970   -0.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0584    1.8369   -0.3976 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6208    0.8423   -1.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4752   -0.4170   -1.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5590   -1.1211   -0.3194 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4432   -2.3177   -0.4143 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0111   -0.2101    0.7992 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3713    0.3603    0.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7466    1.2386    1.6546 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9760    1.4032    2.6300 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9605    1.9037    1.6688 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551   -1.5779    0.0351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6909   -1.5703    0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1633    0.1409    0.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1941   -0.4912    2.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5175   -2.0127    2.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8492   -2.9377    0.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1449   -2.7001    1.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5553    2.8031   -1.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0589    2.4742   -2.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1202    3.3752   -1.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0258    2.6937   -0.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4389    1.1699   -2.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1350    1.6643   -1.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4383   -0.1542   -2.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9232   -1.0980   -2.3377 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8476   -3.1572   -0.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3334   -2.1834   -1.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7265   -2.6235    0.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0200   -0.7249    1.7784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3138    0.6504    0.9138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3501    0.9588   -0.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1242   -0.4743    0.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7404    1.5321    1.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  9  2  0
  9 10  1  0
  9  7  1  0
  7  8  1  0
  7  6  2  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 19  1  0
 17 18  2  0
 13 20  1  0
 20  5  1  0
  5  3  2  0
  3  4  1  0
  3  2  1  0
  5  6  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
 10 30  1  0
  8 27  1  0
  8 28  1  0
  8 29  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
  4 24  1  0
  4 25  1  0
  4 26  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>
NP0086809

> <DATABASE_NAME>
NP-MRD

> <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

$$$$

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

View in JSmol

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 Mass

278.3435 Da

Monoisotopic Mass

278.15181 Da

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

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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 )

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
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

External Links

HMDB ID

HMDB0001518

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

Good Scents ID

Not Available

References

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. doi: 10.1080/1071576021000005357. [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. doi: 10.1016/s0891-5849(01)00800-0. [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. doi: 10.1006/abio.1999.4312. [PubMed:10552913 ]

Showing NP-Card for alpha-CEHC (NP0086809)

MOL for NP0086809 (alpha-CEHC)

3D MOL for NP0086809 (alpha-CEHC)

3D SDF for NP0086809 (alpha-CEHC)

3D-SDF for NP0086809 (alpha-CEHC)

PDB for NP0086809 (alpha-CEHC)

3D PDB for NP0086809 (alpha-CEHC)

SMILES for NP0086809 (alpha-CEHC)

INCHI for NP0086809 (alpha-CEHC)

Structure for NP0086809 (alpha-CEHC)

3D Structure for NP0086809 (alpha-CEHC)