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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:48:08 UTC

Update Date

2021-09-26 23:13:16 UTC

HMDB ID

HMDB0257115

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Raxofelast

Description

Raxofelast, also known as irfi 016, belongs to the class of organic compounds known as coumarans. Coumarans are compounds containing the coumaran skeleton, which consists of a benzene ring fused to a 2,3-dihydrofuran ring. Based on a literature review a significant number of articles have been published on Raxofelast. This compound has been identified in human blood as reported by (PMID: 31557052 ). Raxofelast is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Raxofelast 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

HMDB0257115
     RDKit          3D
Raxofelast
 38 39  0  0  0  0  0  0  0  0999 V2000
   -4.9475    1.6788   -0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6414    1.0044   -0.9033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1187    0.4625   -1.9236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8738    0.9114    0.2713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6452    0.2672    0.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6111   -1.0799    0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8680   -1.7919    0.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4152   -1.7970    0.5489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3681   -3.2595    0.8449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7796   -1.1315    0.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7317    0.2342   -0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4706    0.9243   -0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5087    2.3764   -0.3109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292    0.6666   -0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9189   -0.4450    0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3039   -0.5612   -0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9497    0.7573    0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9931    1.1728    1.2361 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4965    1.5542   -0.9431 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1082   -1.5723    0.2052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7296    0.9985   -1.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2780    1.9329    0.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9062    2.6369   -1.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8955   -2.1425    1.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7483   -1.1673    0.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9074   -2.6697    0.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6116   -3.5435    1.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1138   -3.4568    1.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5187   -3.8654   -0.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6818    2.9306    0.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4263    2.7348   -0.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3279    2.6218   -1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3627    1.6549    0.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3579    0.7314   -1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9462   -0.2422    1.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2286   -0.7726   -1.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8947   -1.3080    0.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3369    2.5545   -1.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 15 20  1  0
 12  5  1  0
 20 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 19 38  1  0
M  END

  Mrv1652309112119482D          

 20 21  0  0  0  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    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
   -0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0945    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5070    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3320    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0945    1.8414    0.0000 O   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  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  5 13  1  0  0  0  0
  4 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  3 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257115

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC1=C(C)C(C)=C2OC(CC(O)=O)CC2=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O5/c1-7-8(2)15-12(5-11(20-15)6-13(17)18)9(3)14(7)19-10(4)16/h11H,5-6H2,1-4H3,(H,17,18)

> <INCHI_KEY>
QLWBKUUORSULMI-UHFFFAOYSA-N

> <FORMULA>
C15H18O5

> <MOLECULAR_WEIGHT>
278.304

> <EXACT_MASS>
278.11542368

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
29.296569325260187

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[5-(acetyloxy)-4,6,7-trimethyl-2,3-dihydro-1-benzofuran-2-yl]acetic acid

> <ALOGPS_LOGP>
2.27

> <JCHEM_LOGP>
2.7777513136666667

> <ALOGPS_LOGS>
-2.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8646919827751884

> <JCHEM_PKA_STRONGEST_BASIC>
-4.856809508922597

> <JCHEM_POLAR_SURFACE_AREA>
72.83

> <JCHEM_REFRACTIVITY>
72.541

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.49e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[5-(acetyloxy)-4,6,7-trimethyl-2,3-dihydro-1-benzofuran-2-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257115
     RDKit          3D
Raxofelast
 38 39  0  0  0  0  0  0  0  0999 V2000
   -4.9475    1.6788   -0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6414    1.0044   -0.9033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1187    0.4625   -1.9236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8738    0.9114    0.2713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6452    0.2672    0.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6111   -1.0799    0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8680   -1.7919    0.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4152   -1.7970    0.5489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3681   -3.2595    0.8449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7796   -1.1315    0.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7317    0.2342   -0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4706    0.9243   -0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5087    2.3764   -0.3109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292    0.6666   -0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9189   -0.4450    0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3039   -0.5612   -0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9497    0.7573    0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9931    1.1728    1.2361 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4965    1.5542   -0.9431 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1082   -1.5723    0.2052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7296    0.9985   -1.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2780    1.9329    0.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9062    2.6369   -1.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8955   -2.1425    1.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7483   -1.1673    0.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9074   -2.6697    0.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6116   -3.5435    1.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1138   -3.4568    1.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5187   -3.8654   -0.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6818    2.9306    0.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4263    2.7348   -0.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3279    2.6218   -1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3627    1.6549    0.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3579    0.7314   -1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9462   -0.2422    1.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2286   -0.7726   -1.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8947   -1.3080    0.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3369    2.5545   -1.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 15 20  1  0
 12  5  1  0
 20 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 19 38  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.465   2.016   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.370   0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.465  -0.476   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -3.910   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.680   2.104   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -6.220   2.104   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -3.910   3.437   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   16                                                  
CONECT    4    3    5   14                                                  
CONECT    5    4    6   13                                                  
CONECT    6    5    7    9                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    5                                                            
CONECT   14    4   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15    3                                                       
CONECT   17   15   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0257115
HETATM    1  C1  UNL     1      -4.948   1.679  -0.939  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.641   1.004  -0.903  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.119   0.462  -1.924  1.00  0.00           O  
HETATM    4  O2  UNL     1      -2.874   0.911   0.271  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.645   0.267   0.264  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.611  -1.080   0.539  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.868  -1.792   0.838  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.415  -1.797   0.549  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.368  -3.260   0.845  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.780  -1.132   0.271  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.732   0.234  -0.005  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.471   0.924  -0.008  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.509   2.376  -0.311  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.129   0.667  -0.255  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.919  -0.445   0.427  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.304  -0.561  -0.183  1.00  0.00           C  
HETATM   17  C15 UNL     1       4.950   0.757   0.043  1.00  0.00           C  
HETATM   18  O3  UNL     1       4.993   1.173   1.236  1.00  0.00           O  
HETATM   19  O4  UNL     1       5.497   1.554  -0.943  1.00  0.00           O  
HETATM   20  O5  UNL     1       2.108  -1.572   0.205  1.00  0.00           O  
HETATM   21  H1  UNL     1      -5.730   0.999  -1.391  1.00  0.00           H  
HETATM   22  H2  UNL     1      -5.278   1.933   0.069  1.00  0.00           H  
HETATM   23  H3  UNL     1      -4.906   2.637  -1.513  1.00  0.00           H  
HETATM   24  H4  UNL     1      -2.895  -2.143   1.904  1.00  0.00           H  
HETATM   25  H5  UNL     1      -3.748  -1.167   0.608  1.00  0.00           H  
HETATM   26  H6  UNL     1      -2.907  -2.670   0.136  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.612  -3.544   1.291  1.00  0.00           H  
HETATM   28  H8  UNL     1      -1.114  -3.457   1.642  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.519  -3.865  -0.070  1.00  0.00           H  
HETATM   30  H10 UNL     1      -0.682   2.931   0.649  1.00  0.00           H  
HETATM   31  H11 UNL     1       0.426   2.735  -0.781  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.328   2.622  -1.033  1.00  0.00           H  
HETATM   33  H13 UNL     1       2.363   1.655   0.201  1.00  0.00           H  
HETATM   34  H14 UNL     1       2.358   0.731  -1.344  1.00  0.00           H  
HETATM   35  H15 UNL     1       2.946  -0.242   1.505  1.00  0.00           H  
HETATM   36  H16 UNL     1       4.229  -0.773  -1.256  1.00  0.00           H  
HETATM   37  H17 UNL     1       4.895  -1.308   0.386  1.00  0.00           H  
HETATM   38  H18 UNL     1       5.337   2.555  -1.020  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6    6   12
CONECT    6    7    8
CONECT    7   24   25   26
CONECT    8    9   10   10
CONECT    9   27   28   29
CONECT   10   11   20
CONECT   11   12   12   14
CONECT   12   13
CONECT   13   30   31   32
CONECT   14   15   33   34
CONECT   15   16   20   35
CONECT   16   17   36   37
CONECT   17   18   18   19
CONECT   19   38
END

HMDB0257115
     RDKit          3D
Raxofelast
 38 39  0  0  0  0  0  0  0  0999 V2000
   -4.9475    1.6788   -0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6414    1.0044   -0.9033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1187    0.4625   -1.9236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8738    0.9114    0.2713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6452    0.2672    0.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6111   -1.0799    0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8680   -1.7919    0.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4152   -1.7970    0.5489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3681   -3.2595    0.8449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7796   -1.1315    0.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7317    0.2342   -0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4706    0.9243   -0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5087    2.3764   -0.3109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292    0.6666   -0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9189   -0.4450    0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3039   -0.5612   -0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9497    0.7573    0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9931    1.1728    1.2361 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4965    1.5542   -0.9431 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1082   -1.5723    0.2052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7296    0.9985   -1.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2780    1.9329    0.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9062    2.6369   -1.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8955   -2.1425    1.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7483   -1.1673    0.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9074   -2.6697    0.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6116   -3.5435    1.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1138   -3.4568    1.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5187   -3.8654   -0.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6818    2.9306    0.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4263    2.7348   -0.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3279    2.6218   -1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3627    1.6549    0.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3579    0.7314   -1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9462   -0.2422    1.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2286   -0.7726   -1.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8947   -1.3080    0.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3369    2.5545   -1.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 15 20  1  0
 12  5  1  0
 20 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 19 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[5-(Acetyloxy)-4,6,7-trimethyl-2,3-dihydro-1-benzofuran-2-yl]acetate	HMDB
2-(2,3-Dihydro-5-acetoxy-4,6,7-trimethylbenzofuranyl)acetic acid	HMDB
IRFI 016	HMDB
IRFI-016	HMDB

Chemical Formula

C₁₅H₁₈O₅

Average Molecular Weight

278.304

Monoisotopic Molecular Weight

278.11542368

IUPAC Name

2-[5-(acetyloxy)-4,6,7-trimethyl-2,3-dihydro-1-benzofuran-2-yl]acetic acid

Traditional Name

[5-(acetyloxy)-4,6,7-trimethyl-2,3-dihydro-1-benzofuran-2-yl]acetic acid

CAS Registry Number

Not Available

SMILES

CC(=O)OC1=C(C)C(C)=C2OC(CC(O)=O)CC2=C1C

InChI Identifier

InChI=1S/C15H18O5/c1-7-8(2)15-12(5-11(20-15)6-13(17)18)9(3)14(7)19-10(4)16/h11H,5-6H2,1-4H3,(H,17,18)

InChI Key

QLWBKUUORSULMI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarans. Coumarans are compounds containing the coumaran skeleton, which consists of a benzene ring fused to a 2,3-dihydrofuran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Coumarans

Sub Class

Not Available

Direct Parent

Coumarans

Alternative Parents

Substituents

Coumaran
Alkyl aryl ether
Benzenoid
Dicarboxylic acid or derivatives
Carboxylic acid ester
Oxacycle
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

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	2.27	ALOGPS
logP	2.78	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.86	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	72.54 m³·mol⁻¹	ChemAxon
Polarizability	29.3 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]+	161.673	30932474
DeepCCS	[M-H]-	159.315	30932474
DeepCCS	[M-2H]-	192.732	30932474
DeepCCS	[M+Na]+	167.958	30932474
AllCCS	[M+H]+	163.3	32859911
AllCCS	[M+H-H2O]+	159.9	32859911
AllCCS	[M+NH4]+	166.5	32859911
AllCCS	[M+Na]+	167.4	32859911
AllCCS	[M-H]-	169.0	32859911
AllCCS	[M+Na-2H]-	169.0	32859911
AllCCS	[M+HCOO]-	169.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Raxofelast	CC(=O)OC1=C(C)C(C)=C2OC(CC(O)=O)CC2=C1C	3332.9	Standard polar	33892256
Raxofelast	CC(=O)OC1=C(C)C(C)=C2OC(CC(O)=O)CC2=C1C	2116.9	Standard non polar	33892256
Raxofelast	CC(=O)OC1=C(C)C(C)=C2OC(CC(O)=O)CC2=C1C	2252.7	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 - Raxofelast GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-3390000000-bd18bd35dadbdfaddb5d	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Raxofelast GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Raxofelast GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Raxofelast GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	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

59364

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

65961

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 Raxofelast (HMDB0257115)

MOL for HMDB0257115 (Raxofelast)

3D MOL for HMDB0257115 (Raxofelast)

3D SDF for HMDB0257115 (Raxofelast)

3D-SDF for HMDB0257115 (Raxofelast)

PDB for HMDB0257115 (Raxofelast)

3D PDB for HMDB0257115 (Raxofelast)

SMILES for HMDB0257115 (Raxofelast)

INCHI for HMDB0257115 (Raxofelast)

Structure for HMDB0257115 (Raxofelast)

3D Structure for HMDB0257115 (Raxofelast)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra