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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 21:05:57 UTC

Update Date

2021-09-23 21:05:57 UTC

HMDB ID

HMDB0302843

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Saxalin

Description

Saxalin is a member of the class of compounds known as psoralens. Psoralens are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. Saxalin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Saxalin can be found in parsley, which makes saxalin a potential biomarker for the consumption of this food product.

Structure

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

HMDB0302843
     RDKit          3D
Saxalin
 37 39  0  0  0  0  0  0  0  0999 V2000
    3.3055    0.9306    1.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1751   -0.2719    0.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5263   -1.4907    1.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2916   -0.1081   -1.1709 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7326   -0.4597   -0.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9980   -0.6423    0.8935 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2168    0.7199   -1.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1205    0.6506   -1.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.5017   -0.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7970    1.6604   -0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4353    2.9879   -0.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3764    3.6743    0.5745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2430    2.8201    1.0544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9295    1.5845    0.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5581    0.3886    0.9337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9935   -0.7560    0.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5787   -1.9066    0.6229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1298   -3.0411    0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7586   -4.1148    0.4291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0096   -3.0514   -0.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3596   -1.8596   -0.9084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8556   -0.6876   -0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0972    1.8755    0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6188    0.8757    1.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3720    0.9757    1.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0336   -1.4648    2.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6408   -1.5563    1.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1939   -2.3759    0.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7225   -1.3823   -0.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931    0.2403    1.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8277    0.9514   -1.9356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2973    1.6571   -0.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5774    3.3541   -0.7129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3396    4.7579    0.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4596    0.3414    1.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6056   -3.9499   -1.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4779   -1.8284   -1.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22  9  1  0
 14 10  1  0
 22 16  2  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
 11 33  1  0
 12 34  1  0
 15 35  1  0
 20 36  1  0
 21 37  1  0
M  END


  Mrv0541 02241221102D          

 22 24  0  0  0  0            999 V2000
   -1.8414   -2.5855    0.0000 Cl  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   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -4.0145    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 O   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 O   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
    2.1434   -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
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9719   -5.3445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514   -5.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8158   -4.6770    0.0000 C   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  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 10 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
  9 22  2  0  0  0  0
 18 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302843

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(Cl)C(O)COC1=C2C=COC2=CC2=C1C=CC(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C16H15ClO5/c1-16(2,17)13(18)8-21-15-9-3-4-14(19)22-12(9)7-11-10(15)5-6-20-11/h3-7,13,18H,8H2,1-2H3

> <INCHI_KEY>
QPHPWCUVCZXUEP-UHFFFAOYSA-N

> <FORMULA>
C16H15ClO5

> <MOLECULAR_WEIGHT>
322.74

> <EXACT_MASS>
322.060801297

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
31.50560669320791

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(3-chloro-2-hydroxy-3-methylbutoxy)-7H-furo[3,2-g]chromen-7-one

> <ALOGPS_LOGP>
3.39

> <JCHEM_LOGP>
2.516118345333333

> <ALOGPS_LOGS>
-3.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.175413286205515

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8231836938057877

> <JCHEM_POLAR_SURFACE_AREA>
68.9

> <JCHEM_REFRACTIVITY>
81.21570000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.44e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(3-chloro-2-hydroxy-3-methylbutoxy)furo[3,2-g]chromen-7-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302843
     RDKit          3D
Saxalin
 37 39  0  0  0  0  0  0  0  0999 V2000
    3.3055    0.9306    1.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1751   -0.2719    0.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5263   -1.4907    1.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2916   -0.1081   -1.1709 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7326   -0.4597   -0.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9980   -0.6423    0.8935 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2168    0.7199   -1.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1205    0.6506   -1.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.5017   -0.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7970    1.6604   -0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4353    2.9879   -0.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3764    3.6743    0.5745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2430    2.8201    1.0544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9295    1.5845    0.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5581    0.3886    0.9337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9935   -0.7560    0.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5787   -1.9066    0.6229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1298   -3.0411    0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7586   -4.1148    0.4291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0096   -3.0514   -0.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3596   -1.8596   -0.9084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8556   -0.6876   -0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0972    1.8755    0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6188    0.8757    1.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3720    0.9757    1.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0336   -1.4648    2.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6408   -1.5563    1.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1939   -2.3759    0.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7225   -1.3823   -0.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931    0.2403    1.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8277    0.9514   -1.9356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2973    1.6571   -0.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5774    3.3541   -0.7129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3396    4.7579    0.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4596    0.3414    1.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6056   -3.9499   -1.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4779   -1.8284   -1.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22  9  1  0
 14 10  1  0
 22 16  2  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
 11 33  1  0
 12 34  1  0
 15 35  1  0
 20 36  1  0
 21 37  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1 Cl   UNK     0      -3.437  -4.826   0.000  0.00  0.00          Cl+0
HETATM    2  C   UNK     0      -2.667  -6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.897  -7.494   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  O   UNK     0      -1.334  -3.850   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.000  -6.160   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.667  -6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -5.390   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  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -8.470   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.681  -9.976   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.149 -10.137   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.523  -8.730   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   22                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   10   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21    9   18                                                  
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0302843
HETATM    1  C1  UNL     1       3.305   0.931   1.085  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.175  -0.272   0.176  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.526  -1.491   1.005  1.00  0.00           C  
HETATM    4 CL1  UNL     1       4.292  -0.108  -1.171  1.00  0.00          CL  
HETATM    5  C4  UNL     1       1.733  -0.460  -0.279  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.998  -0.642   0.893  1.00  0.00           O  
HETATM    7  C5  UNL     1       1.217   0.720  -1.017  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.121   0.651  -1.404  1.00  0.00           O  
HETATM    9  C6  UNL     1      -1.237   0.502  -0.653  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.797   1.660  -0.106  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.435   2.988  -0.171  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.376   3.674   0.574  1.00  0.00           C  
HETATM   13  O3  UNL     1      -3.243   2.820   1.054  1.00  0.00           O  
HETATM   14  C10 UNL     1      -2.930   1.585   0.666  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.558   0.389   0.934  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.993  -0.756   0.383  1.00  0.00           C  
HETATM   17  O4  UNL     1      -3.579  -1.907   0.623  1.00  0.00           O  
HETATM   18  C13 UNL     1      -3.130  -3.041   0.148  1.00  0.00           C  
HETATM   19  O5  UNL     1      -3.759  -4.115   0.429  1.00  0.00           O  
HETATM   20  C14 UNL     1      -2.010  -3.051  -0.631  1.00  0.00           C  
HETATM   21  C15 UNL     1      -1.360  -1.860  -0.908  1.00  0.00           C  
HETATM   22  C16 UNL     1      -1.856  -0.688  -0.393  1.00  0.00           C  
HETATM   23  H1  UNL     1       3.097   1.875   0.555  1.00  0.00           H  
HETATM   24  H2  UNL     1       2.619   0.876   1.952  1.00  0.00           H  
HETATM   25  H3  UNL     1       4.372   0.976   1.394  1.00  0.00           H  
HETATM   26  H4  UNL     1       3.034  -1.465   2.009  1.00  0.00           H  
HETATM   27  H5  UNL     1       4.641  -1.556   1.107  1.00  0.00           H  
HETATM   28  H6  UNL     1       3.194  -2.376   0.407  1.00  0.00           H  
HETATM   29  H7  UNL     1       1.723  -1.382  -0.889  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.793   0.240   1.299  1.00  0.00           H  
HETATM   31  H9  UNL     1       1.828   0.951  -1.936  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.297   1.657  -0.381  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.577   3.354  -0.713  1.00  0.00           H  
HETATM   34  H12 UNL     1      -2.340   4.758   0.700  1.00  0.00           H  
HETATM   35  H13 UNL     1      -4.460   0.341   1.551  1.00  0.00           H  
HETATM   36  H14 UNL     1      -1.606  -3.950  -1.042  1.00  0.00           H  
HETATM   37  H15 UNL     1      -0.478  -1.828  -1.530  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4    5
CONECT    3   26   27   28
CONECT    5    6    7   29
CONECT    6   30
CONECT    7    8   31   32
CONECT    8    9
CONECT    9   10   10   22
CONECT   10   11   14
CONECT   11   12   12   33
CONECT   12   13   34
CONECT   13   14
CONECT   14   15   15
CONECT   15   16   35
CONECT   16   17   22   22
CONECT   17   18
CONECT   18   19   19   20
CONECT   20   21   21   36
CONECT   21   22   37
END

HMDB0302843
     RDKit          3D
Saxalin
 37 39  0  0  0  0  0  0  0  0999 V2000
    3.3055    0.9306    1.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1751   -0.2719    0.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5263   -1.4907    1.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2916   -0.1081   -1.1709 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7326   -0.4597   -0.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9980   -0.6423    0.8935 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2168    0.7199   -1.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1205    0.6506   -1.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.5017   -0.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7970    1.6604   -0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4353    2.9879   -0.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3764    3.6743    0.5745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2430    2.8201    1.0544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9295    1.5845    0.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5581    0.3886    0.9337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9935   -0.7560    0.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5787   -1.9066    0.6229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1298   -3.0411    0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7586   -4.1148    0.4291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0096   -3.0514   -0.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3596   -1.8596   -0.9084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8556   -0.6876   -0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0972    1.8755    0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6188    0.8757    1.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3720    0.9757    1.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0336   -1.4648    2.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6408   -1.5563    1.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1939   -2.3759    0.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7225   -1.3823   -0.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931    0.2403    1.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8277    0.9514   -1.9356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2973    1.6571   -0.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5774    3.3541   -0.7129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3396    4.7579    0.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4596    0.3414    1.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6056   -3.9499   -1.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4779   -1.8284   -1.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22  9  1  0
 14 10  1  0
 22 16  2  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
 11 33  1  0
 12 34  1  0
 15 35  1  0
 20 36  1  0
 21 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₅ClO₅

Average Molecular Weight

322.74

Monoisotopic Molecular Weight

322.060801297

IUPAC Name

4-(3-chloro-2-hydroxy-3-methylbutoxy)-7H-furo[3,2-g]chromen-7-one

Traditional Name

4-(3-chloro-2-hydroxy-3-methylbutoxy)furo[3,2-g]chromen-7-one

CAS Registry Number

Not Available

SMILES

CC(C)(Cl)C(O)COC1=C2C=COC2=CC2=C1C=CC(=O)O2

InChI Identifier

InChI=1S/C16H15ClO5/c1-16(2,17)13(18)8-21-15-9-3-4-14(19)22-12(9)7-11-10(15)5-6-20-11/h3-7,13,18H,8H2,1-2H3

InChI Key

QPHPWCUVCZXUEP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Psoralens

Alternative Parents

Substituents

Psoralen
Benzopyran
1-benzopyran
Benzofuran
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Furan
Secondary alcohol
Chlorohydrin
Lactone
Halohydrin
Oxacycle
Organoheterocyclic compound
Ether
Organic oxide
Organohalogen compound
Organochloride
Organooxygen compound
Alcohol
Organic oxygen compound
Alkyl halide
Alkyl chloride
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302843)

Food

Herb and spice

Herb

Parsley (FooDB: FOOD00131)

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	3.39	ALOGPS
logP	2.52	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	13.18	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	68.9 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	81.22 m³·mol⁻¹	ChemAxon
Polarizability	31.51 Å³	ChemAxon
Number of Rings	3	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
AllCCS	[M+H]+	169.695	32859911
AllCCS	[M+H-H2O]+	166.469	32859911
AllCCS	[M+Na]+	173.54	32859911
AllCCS	[M+NH4]+	172.682	32859911
AllCCS	[M-H]-	173.689	32859911
AllCCS	[M+Na-2H]-	173.228	32859911
AllCCS	[M+HCOO]-	172.853	32859911
DeepCCS	[M+H]+	169.05	30932474
DeepCCS	[M-H]-	166.692	30932474
DeepCCS	[M-2H]-	199.578	30932474
DeepCCS	[M+Na]+	175.143	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	15.4834 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.92 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2647.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	443.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	182.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	249.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	186.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	612.9 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	699.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	88.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1271.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	504.3 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	1830.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	465.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	396.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	370.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	398.9 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	9.3 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saxalin 10V, Positive-QTOF	splash10-00di-0129000000-56de07b0dc7a8f3f517a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saxalin 20V, Positive-QTOF	splash10-00di-5696000000-5c076834e6c757ae5984	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saxalin 40V, Positive-QTOF	splash10-0zg0-3950000000-a919773f0841026ca46f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saxalin 10V, Negative-QTOF	splash10-0fk9-0179000000-ff81ae815568b7031e78	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saxalin 20V, Negative-QTOF	splash10-0udi-0290000000-26e1ebd7fe2843482585	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saxalin 40V, Negative-QTOF	splash10-0a4i-0920000000-0d7ca998999c477d16d7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saxalin 10V, Positive-QTOF	splash10-0fk9-0429000000-a7023e4e926c074c9bd2	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saxalin 20V, Positive-QTOF	splash10-0udi-0092000000-193408377fd4dde583ed	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saxalin 40V, Positive-QTOF	splash10-0ap4-1930000000-b662a0fc5a25b8a2e35d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saxalin 10V, Negative-QTOF	splash10-00di-0039000000-510cc8b13a4648fd3e6e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saxalin 20V, Negative-QTOF	splash10-00lr-7192000000-6178629f39fbcdb8fb6f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saxalin 40V, Negative-QTOF	splash10-0pbi-1940000000-1b0118ae8fe3f46c466f	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB006491

KNApSAcK ID

C00033364

Chemspider ID

158533

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

182277

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

Not Available

Showing metabocard for Saxalin (HMDB0302843)

MOL for HMDB0302843 (Saxalin)

3D MOL for HMDB0302843 (Saxalin)

3D SDF for HMDB0302843 (Saxalin)

3D-SDF for HMDB0302843 (Saxalin)

PDB for HMDB0302843 (Saxalin)

3D PDB for HMDB0302843 (Saxalin)

SMILES for HMDB0302843 (Saxalin)

INCHI for HMDB0302843 (Saxalin)

Structure for HMDB0302843 (Saxalin)

3D Structure for HMDB0302843 (Saxalin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra