Showing metabocard for 3,4-dihydrocoumarin (MMDBc0054243)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-05 23:01:19 UTC
Update Date2024-09-29 12:27:51 UTC
Metabolite IDMMDBc0054243
Metabolite Identification
Common Name3,4-dihydrocoumarin
Description3,4-Dihydro-2H-1-benzopyran-2-one, also known as 3,4-dihydrocoumarin or 1,2-benzodihydropyrone, belongs to the class of organic compounds known as 3,4-dihydrocoumarins. These are 3,4-dihydrogenated coumarins. Coumarin is a bicyclic compound that are 1-benzopyran carrying an oxo group at the 2-position. 3,4-Dihydro-2H-1-benzopyran-2-one exists in all living organisms, ranging from bacteria to humans. 3,4-Dihydro-2H-1-benzopyran-2-one is a sweet, almond, and cinnamon tasting compound. 3,4-Dihydro-2H-1-benzopyran-2-one has been detected, but not quantified, in several different foods, such as green vegetables, pulses, sour cherries, and tarragons. A chromanone that is the 3,4-dihydro derivative of coumarin.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9234266628>


  Mrv1652305052017402D          

 11 12  0  0  0  0            999 V2000
   -2.8580   -3.9482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5725   -4.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5725   -5.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8580   -5.5982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -5.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -4.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291   -3.9482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291   -5.5982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7146   -5.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7146   -4.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0002   -3.9482    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
  1  6  2  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f9234266628>

HMDB0036626
     RDKit          3D
3,4-Dihydro-2H-1-benzopyran-2-one
 19 20  0  0  0  0  0  0  0  0999 V2000
   -3.0825    1.4281    1.2120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1064    1.1022    0.5065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2671    0.0378   -0.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3059   -1.0690   -0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0479   -0.4597   -0.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1666   -1.2482   -0.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4552   -0.7688   -0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6251    0.5473    0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5603    1.3766    0.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2709    0.8525    0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8448    1.6539    0.6147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8697    0.5124   -1.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2975   -0.3017   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3360   -1.8468   -0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6725   -1.4845    0.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0331   -2.2979   -0.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3234   -1.4032   -0.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6242    0.9544    0.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6757    2.4142    0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  2  1  0
 10  5  1  0
  3 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  6 16  1  0
  7 17  1  0
  8 18  1  0
  9 19  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f9234266628>


  Mrv1652305052017402D          

 11 12  0  0  0  0            999 V2000
   -2.8580   -3.9482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5725   -4.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5725   -5.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8580   -5.5982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -5.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -4.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291   -3.9482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291   -5.5982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7146   -5.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7146   -4.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0002   -3.9482    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
  1  6  2  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054243

> <DATABASE_NAME>
MIME

> <SMILES>
O=C1CCC2=CC=CC=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C9H8O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-4H,5-6H2

> <INCHI_KEY>
VMUXSMXIQBNMGZ-UHFFFAOYSA-N

> <FORMULA>
C9H8O2

> <MOLECULAR_WEIGHT>
148.1586

> <EXACT_MASS>
148.0524295

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
15.0896979839189

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4-dihydro-2H-1-benzopyran-2-one

> <ALOGPS_LOGP>
1.66

> <JCHEM_LOGP>
1.8861694589999995

> <ALOGPS_LOGS>
-1.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.184845493185447

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
40.45530000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.25e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dihydrocoumarin

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for #<Metabolite:0x00007f9234266628>

HMDB0036626
     RDKit          3D
3,4-Dihydro-2H-1-benzopyran-2-one
 19 20  0  0  0  0  0  0  0  0999 V2000
   -3.0825    1.4281    1.2120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1064    1.1022    0.5065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2671    0.0378   -0.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3059   -1.0690   -0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0479   -0.4597   -0.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1666   -1.2482   -0.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4552   -0.7688   -0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6251    0.5473    0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5603    1.3766    0.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2709    0.8525    0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8448    1.6539    0.6147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8697    0.5124   -1.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2975   -0.3017   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3360   -1.8468   -0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6725   -1.4845    0.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0331   -2.2979   -0.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3234   -1.4032   -0.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6242    0.9544    0.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6757    2.4142    0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  2  1  0
 10  5  1  0
  3 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  6 16  1  0
  7 17  1  0
  8 18  1  0
  9 19  1  0
M  END
Download

PDB for #<Metabolite:0x00007f9234266628>

HEADER    PROTEIN                                 05-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-MAY-20         0                                  
HETATM    1  C   UNK     0      -5.335  -7.370   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.669  -8.140   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.669  -9.680   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335 -10.450   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -9.680   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001  -8.140   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.668  -7.370   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.668 -10.450   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -9.680   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -8.140   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.000  -7.370   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    7   11                                                  
CONECT   11   10                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END
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3D PDB for #<Metabolite:0x00007f9234266628>

COMPND    HMDB0036626
HETATM    1  O1  UNL     1      -3.083   1.428   1.212  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.106   1.102   0.506  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.267   0.038  -0.550  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.306  -1.069  -0.129  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.048  -0.460  -0.008  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.167  -1.248  -0.269  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.455  -0.769  -0.181  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.625   0.547   0.180  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.560   1.377   0.450  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.271   0.853   0.351  1.00  0.00           C  
HETATM   11  O2  UNL     1      -0.845   1.654   0.615  1.00  0.00           O  
HETATM   12  H1  UNL     1      -1.870   0.512  -1.480  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.298  -0.302  -0.642  1.00  0.00           H  
HETATM   14  H3  UNL     1      -1.336  -1.847  -0.923  1.00  0.00           H  
HETATM   15  H4  UNL     1      -1.673  -1.484   0.822  1.00  0.00           H  
HETATM   16  H5  UNL     1       1.033  -2.298  -0.557  1.00  0.00           H  
HETATM   17  H6  UNL     1       3.323  -1.403  -0.390  1.00  0.00           H  
HETATM   18  H7  UNL     1       3.624   0.954   0.257  1.00  0.00           H  
HETATM   19  H8  UNL     1       1.676   2.414   0.736  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4   12   13
CONECT    4    5   14   15
CONECT    5    6    6   10
CONECT    6    7   16
CONECT    7    8    8   17
CONECT    8    9   18
CONECT    9   10   10   19
CONECT   10   11
END
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SMILES for #<Metabolite:0x00007f9234266628>

O=C1CCC2=CC=CC=C2O1
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INCHI for #<Metabolite:0x00007f9234266628>

InChI=1S/C9H8O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-4H,5-6H2
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Synonyms
ValueSource
1,2-BenzodihydropyroneChEBI
2-Hydroxydihydrocinnamic acid lactoneChEBI
3,4-Dihydro-2H-chromen-2-oneChEBI
BenzodihydropyroneChEBI
DihydrocoumarinChEBI
HydrocoumarinChEBI
Melilotic acid lactoneChEBI
Melilotic lactoneChEBI
MelilotinChEBI
MelilotolChEBI
O-Hydroxydihydrocinnamic acid lactoneChEBI
O-Hydroxyhydrocinnamic acid delta-lactoneChEBI
3,4-DihydrocoumarinKegg
2-Hydroxydihydrocinnamate lactoneGenerator
Melilotate lactoneGenerator
O-Hydroxydihydrocinnamate lactoneGenerator
O-Hydroxyhydrocinnamate delta-lactoneGenerator
O-Hydroxyhydrocinnamate δ-lactoneGenerator
O-Hydroxyhydrocinnamic acid δ-lactoneGenerator
2-Hydroxyhydrocinnamic lactoneHMDB
3,4-dihydro-1-Benzopyran-2-oneHMDB
3,4-dihydro-CoumarinHMDB
3,4-DihydroxycoumarinHMDB
dihydro-BenzopyranoneHMDB
FEMA 2381HMDB
Hydrocinnamic acid, O-hydroxy-, delta-lactoneHMDB
Hydrocoumarin, 8ciHMDB
Melilotin (coumarin)HMDB
Melilotin??HMDB
O-Hydroxyhydrocinnamic acid lactoneHMDB
Molecular FormulaC9H8O2
Average Mass148.1586
Monoisotopic Mass148.0524295
IUPAC Name3,4-dihydro-2H-1-benzopyran-2-one
Traditional Namedihydrocoumarin
CAS Registry NumberNot Available
SMILES
O=C1CCC2=CC=CC=C2O1
InChI Identifier
InChI=1S/C9H8O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-4H,5-6H2
InChI KeyVMUXSMXIQBNMGZ-UHFFFAOYSA-N