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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:39:48 UTC

Update Date

2021-09-26 22:55:51 UTC

HMDB ID

HMDB0246646

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman

Description

2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman, also known as rac-(5-2H3)-alpha-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. Based on a literature review a significant number of articles have been published on 2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2,5,7,8-tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0246646
     RDKit          3D
2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman
 42 43  0  0  0  0  0  0  0  0999 V2000
    5.2105   -0.8358   -1.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2779   -0.7120   -0.3260 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6774   -1.7914    0.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0283   -2.9334   -0.1451 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7025   -1.7318    1.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2481   -0.3334    1.6721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5513    0.2147    0.4321 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0753    1.6225    0.6823 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2467    2.0804   -0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9937    1.2243   -0.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2570    1.6888   -0.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833    3.1334   -0.9881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3826    0.8870   -0.5931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6667    1.3553   -0.8109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2001   -0.4719   -0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3672   -1.3592   -0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9260   -0.9512   -0.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7469   -2.3881    0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8209   -0.1291   -0.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4581   -0.5981    0.0842 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6567   -1.8341   -1.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7114   -0.6062   -2.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0288   -0.0747   -1.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1716   -2.1209    2.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8343   -2.3971    1.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5736   -0.3026    2.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1310    0.3288    1.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2504    0.2798   -0.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3967    1.5987    1.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9126    2.3115    0.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0040    3.1536   -0.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7479    1.9560   -1.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2487    3.7068   -0.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5119    3.3727   -1.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2923    3.3416   -1.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8683    2.3103   -1.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5072   -1.9801   -1.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3855   -1.9965    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2993   -0.7354   -0.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4188   -2.7865    1.0082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170   -2.5234    0.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9018   -2.9734   -0.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20  7  1  0
 19 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
M  END

  Mrv1652309152021532D          

 20 21  0  0  0  0            999 V2000
   -2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
  5 16  1  0  0  0  0
 16 17  2  0  0  0  0
  2 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
  3 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246646

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)CCC1CCC2=C(O1)C(C)=C(C)C(O)=C2C

> <INCHI_IDENTIFIER>
InChI=1S/C16H22O4/c1-9-10(2)16-13(11(3)15(9)18)7-5-12(20-16)6-8-14(17)19-4/h12,18H,5-8H2,1-4H3

> <INCHI_KEY>
RWIFOLRMGIHBTH-UHFFFAOYSA-N

> <FORMULA>
C16H22O4

> <MOLECULAR_WEIGHT>
278.348

> <EXACT_MASS>
278.151809188

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
31.484616773100345

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3-(6-hydroxy-5,7,8-trimethyl-3,4-dihydro-2H-1-benzopyran-2-yl)propanoate

> <ALOGPS_LOGP>
3.13

> <JCHEM_LOGP>
3.746048943666666

> <ALOGPS_LOGS>
-3.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.811779025818916

> <JCHEM_PKA_STRONGEST_BASIC>
-4.8357199519973735

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
77.51460000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.23e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-(6-hydroxy-5,7,8-trimethyl-3,4-dihydro-2H-1-benzopyran-2-yl)propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246646
     RDKit          3D
2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman
 42 43  0  0  0  0  0  0  0  0999 V2000
    5.2105   -0.8358   -1.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2779   -0.7120   -0.3260 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6774   -1.7914    0.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0283   -2.9334   -0.1451 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7025   -1.7318    1.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2481   -0.3334    1.6721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5513    0.2147    0.4321 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0753    1.6225    0.6823 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2467    2.0804   -0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9937    1.2243   -0.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2570    1.6888   -0.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833    3.1334   -0.9881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3826    0.8870   -0.5931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6667    1.3553   -0.8109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2001   -0.4719   -0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3672   -1.3592   -0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9260   -0.9512   -0.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7469   -2.3881    0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8209   -0.1291   -0.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4581   -0.5981    0.0842 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6567   -1.8341   -1.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7114   -0.6062   -2.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0288   -0.0747   -1.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1716   -2.1209    2.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8343   -2.3971    1.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5736   -0.3026    2.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1310    0.3288    1.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2504    0.2798   -0.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3967    1.5987    1.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9126    2.3115    0.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0040    3.1536   -0.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7479    1.9560   -1.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2487    3.7068   -0.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5119    3.3727   -1.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2923    3.3416   -1.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8683    2.3103   -1.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5072   -1.9801   -1.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3855   -1.9965    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2993   -0.7354   -0.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4188   -2.7865    1.0082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170   -2.5234    0.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9018   -2.9734   -0.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20  7  1  0
 19 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
M  END

HEADER    PROTEIN                                 15-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-SEP-20         0                                  
HETATM    1  C   UNK     0      -5.335   3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.000   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.000   3.080   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.335   6.160   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4   20                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6   16                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14                                                            
CONECT   16    5   17   19                                                  
CONECT   17   16    2   18                                                  
CONECT   18   17                                                            
CONECT   19   16                                                            
CONECT   20    3                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0246646
HETATM    1  C1  UNL     1       5.211  -0.836  -1.370  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.278  -0.712  -0.326  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.677  -1.791   0.296  1.00  0.00           C  
HETATM    4  O2  UNL     1       4.028  -2.933  -0.145  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.703  -1.732   1.390  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.248  -0.333   1.672  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.551   0.215   0.432  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.075   1.623   0.682  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.247   2.080  -0.495  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.994   1.224  -0.442  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.257   1.689  -0.660  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.383   3.133  -0.988  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.383   0.887  -0.593  1.00  0.00           C  
HETATM   14  O3  UNL     1      -4.667   1.355  -0.811  1.00  0.00           O  
HETATM   15  C12 UNL     1      -3.200  -0.472  -0.285  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.367  -1.359  -0.205  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.926  -0.951  -0.064  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.747  -2.388   0.253  1.00  0.00           C  
HETATM   19  C16 UNL     1      -0.821  -0.129  -0.136  1.00  0.00           C  
HETATM   20  O4  UNL     1       0.458  -0.598   0.084  1.00  0.00           O  
HETATM   21  H1  UNL     1       5.657  -1.834  -1.465  1.00  0.00           H  
HETATM   22  H2  UNL     1       4.711  -0.606  -2.338  1.00  0.00           H  
HETATM   23  H3  UNL     1       6.029  -0.075  -1.278  1.00  0.00           H  
HETATM   24  H4  UNL     1       3.172  -2.121   2.324  1.00  0.00           H  
HETATM   25  H5  UNL     1       1.834  -2.397   1.149  1.00  0.00           H  
HETATM   26  H6  UNL     1       1.574  -0.303   2.548  1.00  0.00           H  
HETATM   27  H7  UNL     1       3.131   0.329   1.849  1.00  0.00           H  
HETATM   28  H8  UNL     1       2.250   0.280  -0.427  1.00  0.00           H  
HETATM   29  H9  UNL     1       0.397   1.599   1.559  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.913   2.311   0.914  1.00  0.00           H  
HETATM   31  H11 UNL     1       0.004   3.154  -0.346  1.00  0.00           H  
HETATM   32  H12 UNL     1       0.748   1.956  -1.458  1.00  0.00           H  
HETATM   33  H13 UNL     1      -2.249   3.707  -0.075  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.512   3.373  -1.666  1.00  0.00           H  
HETATM   35  H15 UNL     1      -3.292   3.342  -1.572  1.00  0.00           H  
HETATM   36  H16 UNL     1      -4.868   2.310  -1.024  1.00  0.00           H  
HETATM   37  H17 UNL     1      -4.507  -1.980  -1.126  1.00  0.00           H  
HETATM   38  H18 UNL     1      -4.386  -1.997   0.697  1.00  0.00           H  
HETATM   39  H19 UNL     1      -5.299  -0.735  -0.142  1.00  0.00           H  
HETATM   40  H20 UNL     1      -2.419  -2.786   1.008  1.00  0.00           H  
HETATM   41  H21 UNL     1      -0.717  -2.523   0.637  1.00  0.00           H  
HETATM   42  H22 UNL     1      -1.902  -2.973  -0.680  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   24   25
CONECT    6    7   26   27
CONECT    7    8   20   28
CONECT    8    9   29   30
CONECT    9   10   31   32
CONECT   10   11   11   19
CONECT   11   12   13
CONECT   12   33   34   35
CONECT   13   14   15   15
CONECT   14   36
CONECT   15   16   17
CONECT   16   37   38   39
CONECT   17   18   19   19
CONECT   18   40   41   42
CONECT   19   20
END

HMDB0246646
     RDKit          3D
2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman
 42 43  0  0  0  0  0  0  0  0999 V2000
    5.2105   -0.8358   -1.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2779   -0.7120   -0.3260 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6774   -1.7914    0.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0283   -2.9334   -0.1451 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7025   -1.7318    1.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2481   -0.3334    1.6721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5513    0.2147    0.4321 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0753    1.6225    0.6823 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2467    2.0804   -0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9937    1.2243   -0.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2570    1.6888   -0.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833    3.1334   -0.9881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3826    0.8870   -0.5931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6667    1.3553   -0.8109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2001   -0.4719   -0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3672   -1.3592   -0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9260   -0.9512   -0.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7469   -2.3881    0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8209   -0.1291   -0.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4581   -0.5981    0.0842 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6567   -1.8341   -1.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7114   -0.6062   -2.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0288   -0.0747   -1.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1716   -2.1209    2.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8343   -2.3971    1.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5736   -0.3026    2.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1310    0.3288    1.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2504    0.2798   -0.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3967    1.5987    1.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9126    2.3115    0.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0040    3.1536   -0.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7479    1.9560   -1.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2487    3.7068   -0.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5119    3.3727   -1.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2923    3.3416   -1.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8683    2.3103   -1.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5072   -1.9801   -1.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3855   -1.9965    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2993   -0.7354   -0.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4188   -2.7865    1.0082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170   -2.5234    0.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9018   -2.9734   -0.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20  7  1  0
 19 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl 3-(6-hydroxy-5,7,8-trimethyl-3,4-dihydro-2H-1-benzopyran-2-yl)propanoic acid	HMDB
rac-(5-2H3)-alpha-CEHC	HMDB
alpha-CEHC	HMDB

Chemical Formula

C₁₆H₂₂O₄

Average Molecular Weight

278.348

Monoisotopic Molecular Weight

278.151809188

IUPAC Name

methyl 3-(6-hydroxy-5,7,8-trimethyl-3,4-dihydro-2H-1-benzopyran-2-yl)propanoate

Traditional Name

methyl 3-(6-hydroxy-5,7,8-trimethyl-3,4-dihydro-2H-1-benzopyran-2-yl)propanoate

CAS Registry Number

Not Available

SMILES

COC(=O)CCC1CCC2=C(O1)C(C)=C(C)C(O)=C2C

InChI Identifier

InChI=1S/C16H22O4/c1-9-10(2)16-13(11(3)15(9)18)7-5-12(20-16)6-8-14(17)19-4/h12,18H,5-8H2,1-4H3

InChI Key

RWIFOLRMGIHBTH-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
Fatty acid ester
Phenol
Benzenoid
Fatty acyl
Methyl ester
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Carbonyl group
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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
logP	3.13	ALOGPS
logP	3.75	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	10.81	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	77.51 m³·mol⁻¹	ChemAxon
Polarizability	31.48 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
DeepCCS	[M+H]+	167.681	30932474
DeepCCS	[M-H]-	165.323	30932474
DeepCCS	[M-2H]-	198.268	30932474
DeepCCS	[M+Na]+	173.775	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman	COC(=O)CCC1CCC2=C(O1)C(C)=C(C)C(O)=C2C	3468.3	Standard polar	33892256
2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman	COC(=O)CCC1CCC2=C(O1)C(C)=C(C)C(O)=C2C	2171.8	Standard non polar	33892256
2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman	COC(=O)CCC1CCC2=C(O1)C(C)=C(C)C(O)=C2C	2386.4	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 - 2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman GC-MS (Non-derivatized) - 70eV, Positive	splash10-014j-3290000000-691ffde8df963860254a	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - 2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman 10V, Positive-QTOF	splash10-004i-0090000000-88f8ac09e55594298796	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman 20V, Positive-QTOF	splash10-05mn-0490000000-d6a788bb732f9e047bcb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman 40V, Positive-QTOF	splash10-0uxu-0920000000-7863cdb813937be6539a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman 10V, Negative-QTOF	splash10-004j-0090000000-af55044274bf1041c620	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman 20V, Negative-QTOF	splash10-0007-2390000000-576a353b37c6c1fef84a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman 40V, Negative-QTOF	splash10-00kr-1940000000-eb2aa7399522b436d5c0	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2339508

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3082015

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman (HMDB0246646)

MOL for HMDB0246646 (2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman)

3D MOL for HMDB0246646 (2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman)

3D SDF for HMDB0246646 (2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman)

3D-SDF for HMDB0246646 (2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman)

PDB for HMDB0246646 (2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman)

3D PDB for HMDB0246646 (2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman)

SMILES for HMDB0246646 (2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman)

INCHI for HMDB0246646 (2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman)

Structure for HMDB0246646 (2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman)

3D Structure for HMDB0246646 (2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra