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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:44 UTC

Update Date

2022-03-07 02:53:28 UTC

HMDB ID

HMDB0032775

Secondary Accession Numbers

HMDB32775

Metabolite Identification

Common Name

3-Hydroxy-carbofuran

Description

3-Hydroxy-carbofuran 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 very few articles have been published on 3-Hydroxy-carbofuran.

Structure

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

HMDB0032775
     RDKit          3D
3-Hydroxy-carbofuran
 32 33  0  0  0  0  0  0  0  0999 V2000
    5.1146   -0.6496    0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6779   -0.5692    0.1656 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1556    0.4756    0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9763    1.5114    1.1124 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7944    0.5125    0.8108 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9778    0.2434   -0.2583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3669   -0.0741   -1.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4635   -0.3340   -2.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8897   -0.2808   -2.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3075    0.0373   -1.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4090    0.2930   -0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1147    0.5846    1.1272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4777    0.2353    0.9659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7002   -1.0786    1.6528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3141    1.2922    1.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6977    0.1664   -0.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3931   -0.9856   -0.8224 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4854   -1.6952    0.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3619   -0.3344   -1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6642    0.0012    0.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3348    2.1968    0.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4411   -0.1143   -1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8589   -0.5790   -3.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6062   -0.4802   -3.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3388   -1.7322    1.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7469   -1.6385    1.8217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1586   -0.9737    2.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3243    2.2396    1.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8923    1.4362    2.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3661    0.9306    1.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1614    1.0746   -0.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7751   -1.7113   -1.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 16 17  1  0
 11  6  1  0
 16 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 14 25  1  0
 14 26  1  0
 14 27  1  0
 15 28  1  0
 15 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
M  END


  Mrv0541 09061400452D          

 17 18  0  0  0  0            999 V2000
    0.6818    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6818   -0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
  9  7  2  0  0  0  0
  9  8  1  0  0  0  0
 10  7  1  0  0  0  0
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 12 10  1  0  0  0  0
 13  3  1  4  0  0  0
 13 11  2  0  0  0  0
 14 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16  8  1  0  0  0  0
 16 11  1  0  0  0  0
 17  9  1  0  0  0  0
 17 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032775

> <DATABASE_NAME>
hmdb

> <SMILES>
CN=C(O)OC1=CC=CC2=C1OC(C)(C)C2O

> <INCHI_IDENTIFIER>
InChI=1S/C12H15NO4/c1-12(2)10(14)7-5-4-6-8(9(7)17-12)16-11(15)13-3/h4-6,10,14H,1-3H3,(H,13,15)

> <INCHI_KEY>
RHSUJRQZTQNSLL-UHFFFAOYSA-N

> <FORMULA>
C12H15NO4

> <MOLECULAR_WEIGHT>
237.2518

> <EXACT_MASS>
237.100107973

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
24.10965795172209

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(3-hydroxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)oxy]-N-methylmethanimidic acid

> <ALOGPS_LOGP>
1.65

> <JCHEM_LOGP>
1.6996460873232029

> <ALOGPS_LOGS>
-2.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.032009012022769

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6032767977390594

> <JCHEM_PKA_STRONGEST_BASIC>
1.968488302320524

> <JCHEM_POLAR_SURFACE_AREA>
71.28000000000002

> <JCHEM_REFRACTIVITY>
61.3228

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.78e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(3-hydroxy-2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-methylmethanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032775
     RDKit          3D
3-Hydroxy-carbofuran
 32 33  0  0  0  0  0  0  0  0999 V2000
    5.1146   -0.6496    0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6779   -0.5692    0.1656 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1556    0.4756    0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9763    1.5114    1.1124 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7944    0.5125    0.8108 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9778    0.2434   -0.2583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3669   -0.0741   -1.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4635   -0.3340   -2.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8897   -0.2808   -2.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3075    0.0373   -1.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4090    0.2930   -0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1147    0.5846    1.1272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4777    0.2353    0.9659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7002   -1.0786    1.6528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3141    1.2922    1.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6977    0.1664   -0.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3931   -0.9856   -0.8224 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4854   -1.6952    0.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3619   -0.3344   -1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6642    0.0012    0.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3348    2.1968    0.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4411   -0.1143   -1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8589   -0.5790   -3.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6062   -0.4802   -3.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3388   -1.7322    1.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7469   -1.6385    1.8217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1586   -0.9737    2.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3243    2.2396    1.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8923    1.4362    2.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3661    0.9306    1.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1614    1.0746   -0.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7751   -1.7113   -1.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 16 17  1  0
 11  6  1  0
 16 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 14 25  1  0
 14 26  1  0
 14 27  1  0
 15 28  1  0
 15 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
M  END

HEADER    PROTEIN                                 06-SEP-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-14         0                                  
HETATM    1  C   UNK     0       1.273   1.800   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.273  -0.260   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.788  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.454  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       7.454  -4.620   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       2.846   3.481   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       8.788  -2.310   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       6.121  -2.310   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.322  -0.476   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   12                                                            
CONECT    3   13                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9   10                                                  
CONECT    8    6    9   16                                                  
CONECT    9    7    8   17                                                  
CONECT   10    7   12   14                                                  
CONECT   11   13   15   16                                                  
CONECT   12    1    2   10   17                                             
CONECT   13    3   11                                                       
CONECT   14   10                                                            
CONECT   15   11                                                            
CONECT   16    8   11                                                       
CONECT   17    9   12                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0032775
HETATM    1  C1  UNL     1       5.115  -0.650   0.022  1.00  0.00           C  
HETATM    2  N1  UNL     1       3.678  -0.569   0.166  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.156   0.476   0.691  1.00  0.00           C  
HETATM    4  O1  UNL     1       3.976   1.511   1.112  1.00  0.00           O  
HETATM    5  O2  UNL     1       1.794   0.513   0.811  1.00  0.00           O  
HETATM    6  C3  UNL     1       0.978   0.243  -0.258  1.00  0.00           C  
HETATM    7  C4  UNL     1       1.367  -0.074  -1.530  1.00  0.00           C  
HETATM    8  C5  UNL     1       0.464  -0.334  -2.556  1.00  0.00           C  
HETATM    9  C6  UNL     1      -0.890  -0.281  -2.328  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.307   0.037  -1.054  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.409   0.293  -0.044  1.00  0.00           C  
HETATM   12  O3  UNL     1      -1.115   0.585   1.127  1.00  0.00           O  
HETATM   13  C9  UNL     1      -2.478   0.235   0.966  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.700  -1.079   1.653  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.314   1.292   1.632  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.698   0.166  -0.523  1.00  0.00           C  
HETATM   17  O4  UNL     1      -3.393  -0.986  -0.822  1.00  0.00           O  
HETATM   18  H1  UNL     1       5.485  -1.695   0.198  1.00  0.00           H  
HETATM   19  H2  UNL     1       5.362  -0.334  -1.029  1.00  0.00           H  
HETATM   20  H3  UNL     1       5.664   0.001   0.710  1.00  0.00           H  
HETATM   21  H4  UNL     1       4.335   2.197   0.437  1.00  0.00           H  
HETATM   22  H5  UNL     1       2.441  -0.114  -1.729  1.00  0.00           H  
HETATM   23  H6  UNL     1       0.859  -0.579  -3.538  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.606  -0.480  -3.114  1.00  0.00           H  
HETATM   25  H8  UNL     1      -3.339  -1.732   1.005  1.00  0.00           H  
HETATM   26  H9  UNL     1      -1.747  -1.639   1.822  1.00  0.00           H  
HETATM   27  H10 UNL     1      -3.159  -0.974   2.662  1.00  0.00           H  
HETATM   28  H11 UNL     1      -3.324   2.240   1.085  1.00  0.00           H  
HETATM   29  H12 UNL     1      -2.892   1.436   2.661  1.00  0.00           H  
HETATM   30  H13 UNL     1      -4.366   0.931   1.780  1.00  0.00           H  
HETATM   31  H14 UNL     1      -3.161   1.075  -0.928  1.00  0.00           H  
HETATM   32  H15 UNL     1      -2.775  -1.711  -1.084  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3
CONECT    3    4    5
CONECT    4   21
CONECT    5    6
CONECT    6    7    7   11
CONECT    7    8   22
CONECT    8    9    9   23
CONECT    9   10   24
CONECT   10   11   11   16
CONECT   11   12
CONECT   12   13
CONECT   13   14   15   16
CONECT   14   25   26   27
CONECT   15   28   29   30
CONECT   16   17   31
CONECT   17   32
END

HMDB0032775
     RDKit          3D
3-Hydroxy-carbofuran
 32 33  0  0  0  0  0  0  0  0999 V2000
    5.1146   -0.6496    0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6779   -0.5692    0.1656 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1556    0.4756    0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9763    1.5114    1.1124 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7944    0.5125    0.8108 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9778    0.2434   -0.2583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3669   -0.0741   -1.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4635   -0.3340   -2.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8897   -0.2808   -2.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3075    0.0373   -1.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4090    0.2930   -0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1147    0.5846    1.1272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4777    0.2353    0.9659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7002   -1.0786    1.6528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3141    1.2922    1.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6977    0.1664   -0.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3931   -0.9856   -0.8224 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4854   -1.6952    0.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3619   -0.3344   -1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6642    0.0012    0.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3348    2.1968    0.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4411   -0.1143   -1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8589   -0.5790   -3.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6062   -0.4802   -3.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3388   -1.7322    1.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7469   -1.6385    1.8217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1586   -0.9737    2.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3243    2.2396    1.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8923    1.4362    2.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3661    0.9306    1.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1614    1.0746   -0.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7751   -1.7113   -1.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 16 17  1  0
 11  6  1  0
 16 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 14 25  1  0
 14 26  1  0
 14 27  1  0
 15 28  1  0
 15 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,3-dihydro-2,2-Dimethyl-3,7-benzofurandiol 7-(methylcarbamate)	HMDB
3-Hydroxycarbofuran	HMDB
Carbofuran 3-OH	HMDB
Carbofuran, 3-hydroxy	HMDB
Carbofuran-3-hydroxy	HMDB
1-[(3-Hydroxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)oxy]-N-methylmethanimidate	Generator

Chemical Formula

C₁₂H₁₅NO₄

Average Molecular Weight

237.2518

Monoisotopic Molecular Weight

237.100107973

IUPAC Name

1-[(3-hydroxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)oxy]-N-methylmethanimidic acid

Traditional Name

1-[(3-hydroxy-2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-methylmethanimidic acid

CAS Registry Number

16655-82-6

SMILES

CN=C(O)OC1=CC=CC2=C1OC(C)(C)C2O

InChI Identifier

InChI=1S/C12H15NO4/c1-12(2)10(14)7-5-4-6-8(9(7)17-12)16-11(15)13-3/h4-6,10,14H,1-3H3,(H,13,15)

InChI Key

RHSUJRQZTQNSLL-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
Carbamic acid ester
Secondary alcohol
Carbonic acid derivative
Oxacycle
Ether
Organopnictogen compound
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Health effect

Nervous system disorder

Central nervous system disorder

Psychiatric disorder

Neurotic, stress-related, or somatoform disorder

Anxiety (HMDB: HMDB0032775)

Mood disorder

Major depressive disorder (HMDB: HMDB0032775)

Coma (HMDB: HMDB0032775)

Observation

Circulatory system disorder

Vascular disorder

Hypertension (HMDB: HMDB0032775)
Hypotension (HMDB: HMDB0032775)

Blood and lymphatic system disorder

Hypoglycemia (HMDB: HMDB0032775)

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032775)
Cytoplasm (HMDB: HMDB0032775)

Route of exposure

Parenteral

Dermal (HMDB: HMDB0032775)
Inhalation (HMDB: HMDB0032775)

Enteral

Ingestion (HMDB: HMDB0032775)

Source

Exogenous

Exogenous (HMDB: HMDB0032775)

Food

Food (HMDB: HMDB0032775)

Synthetic

Synthetic (HMDB: HMDB0032775)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0032775)

Environmental role

Environmental contaminant (HMDB: HMDB0032775)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	138 - 140 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	4.67 g/L	ALOGPS
logP	1.65	ALOGPS
logP	1.7	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	3.6	ChemAxon
pKa (Strongest Basic)	1.97	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	71.28 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	61.32 m³·mol⁻¹	ChemAxon
Polarizability	24.11 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	153.406	31661259
DarkChem	[M-H]-	152.014	31661259
DeepCCS	[M+H]+	150.244	30932474
DeepCCS	[M-H]-	147.886	30932474
DeepCCS	[M-2H]-	181.186	30932474
DeepCCS	[M+Na]+	156.337	30932474
AllCCS	[M+H]+	152.9	32859911
AllCCS	[M+H-H2O]+	149.1	32859911
AllCCS	[M+NH4]+	156.5	32859911
AllCCS	[M+Na]+	157.5	32859911
AllCCS	[M-H]-	155.7	32859911
AllCCS	[M+Na-2H]-	155.8	32859911
AllCCS	[M+HCOO]-	156.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.43 minutes	32390414
Predicted by Siyang on May 30, 2022	10.6586 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.72 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	36.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1551.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	264.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	123.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	170.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	70.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	418.9 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	544.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	86.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	820.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	305.4 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	1231.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	269.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	292.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	339.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	271.8 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	40.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxy-carbofuran	CN=C(O)OC1=CC=CC2=C1OC(C)(C)C2O	2673.2	Standard polar	33892256
3-Hydroxy-carbofuran	CN=C(O)OC1=CC=CC2=C1OC(C)(C)C2O	1923.9	Standard non polar	33892256
3-Hydroxy-carbofuran	CN=C(O)OC1=CC=CC2=C1OC(C)(C)C2O	1927.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxy-carbofuran,1TMS,isomer #1	CN=C(OC1=CC=CC2=C1OC(C)(C)C2O)O[Si](C)(C)C	1794.2	Semi standard non polar	33892256
3-Hydroxy-carbofuran,1TMS,isomer #2	CN=C(O)OC1=CC=CC2=C1OC(C)(C)C2O[Si](C)(C)C	1883.6	Semi standard non polar	33892256
3-Hydroxy-carbofuran,2TMS,isomer #1	CN=C(OC1=CC=CC2=C1OC(C)(C)C2O[Si](C)(C)C)O[Si](C)(C)C	1859.1	Semi standard non polar	33892256
3-Hydroxy-carbofuran,1TBDMS,isomer #1	CN=C(OC1=CC=CC2=C1OC(C)(C)C2O)O[Si](C)(C)C(C)(C)C	2036.3	Semi standard non polar	33892256
3-Hydroxy-carbofuran,1TBDMS,isomer #2	CN=C(O)OC1=CC=CC2=C1OC(C)(C)C2O[Si](C)(C)C(C)(C)C	2099.0	Semi standard non polar	33892256
3-Hydroxy-carbofuran,2TBDMS,isomer #1	CN=C(OC1=CC=CC2=C1OC(C)(C)C2O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2282.4	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 - 3-Hydroxy-carbofuran GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fb9-2900000000-bccfd3c2b7dd6bc7cd60	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxy-carbofuran GC-MS (2 TMS) - 70eV, Positive	splash10-009i-9253000000-4954c89752fc46a788d7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxy-carbofuran GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxy-carbofuran GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-000i-5900000000-ed0a95752e4bcc2a2ba1	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-carbofuran 10V, Positive-QTOF	splash10-001r-6960000000-a1909e66d809a25fe43d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-carbofuran 20V, Positive-QTOF	splash10-001r-3910000000-b3591c0a88cb24c91ca2	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-carbofuran 40V, Positive-QTOF	splash10-0a6r-9600000000-66a6333a6c9d97fbe5a3	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-carbofuran 10V, Negative-QTOF	splash10-0a4r-9360000000-55c7f9f76f92b81bf467	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-carbofuran 20V, Negative-QTOF	splash10-0a6r-9640000000-ac9828994865dfb50417	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-carbofuran 40V, Negative-QTOF	splash10-0a4i-9500000000-bd5c18e219b49ae7e689	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-carbofuran 10V, Negative-QTOF	splash10-0a4i-0190000000-deedf8c4f853ea83479f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-carbofuran 20V, Negative-QTOF	splash10-06vi-0940000000-53ac6d034f4c8f5fb4f4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-carbofuran 40V, Negative-QTOF	splash10-03di-1900000000-1d5d095f687cc44e2950	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-carbofuran 10V, Positive-QTOF	splash10-001i-0910000000-b1a6a49b11c0bb827387	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-carbofuran 20V, Positive-QTOF	splash10-001i-2900000000-76ac2ca0fa4a20581e4c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-carbofuran 40V, Positive-QTOF	splash10-0pbc-7900000000-23cbb7cc9b2c3480b549	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB010745

KNApSAcK ID

Not Available

Chemspider ID

26024

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

27975

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 3-Hydroxy-carbofuran (HMDB0032775)

MOL for HMDB0032775 (3-Hydroxy-carbofuran)

3D MOL for HMDB0032775 (3-Hydroxy-carbofuran)

3D SDF for HMDB0032775 (3-Hydroxy-carbofuran)

3D-SDF for HMDB0032775 (3-Hydroxy-carbofuran)

PDB for HMDB0032775 (3-Hydroxy-carbofuran)

3D PDB for HMDB0032775 (3-Hydroxy-carbofuran)

SMILES for HMDB0032775 (3-Hydroxy-carbofuran)

INCHI for HMDB0032775 (3-Hydroxy-carbofuran)

Structure for HMDB0032775 (3-Hydroxy-carbofuran)

3D Structure for HMDB0032775 (3-Hydroxy-carbofuran)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra