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Showing metabocard for Mellein (HMDB0301747)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-22 16:50:39 UTC
Update Date2021-09-22 16:50:39 UTC
HMDB IDHMDB0301747
Secondary Accession NumbersNone
Metabolite Identification
Common NameMellein
DescriptionMellein, also known as (R)-mellein, is a member of the class of compounds known as 2-benzopyrans. 2-benzopyrans are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position. Mellein is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Mellein can be found in cocoa powder, which makes mellein a potential biomarker for the consumption of this food product. Mellein is a dihydroisocoumarin, a phenolic compound produced by Aspergillus ochraceus .
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0301747 (Mellein)

  Mrv0541 02241220522D          

 13 14  0  0  1  0            999 V2000
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    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
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  2 12  1  0  0  0  0
  6 12  1  0  0  0  0
  4 13  1  6  0  0  0
M  END
Download

3D MOL for HMDB0301747 (Mellein)

HMDB0301747
     RDKit          3D
Mellein
 23 24  0  0  0  0  0  0  0  0999 V2000
   -2.4363   -0.0165    0.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9001    0.3965   -1.0427 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8638   -0.6019   -1.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2857   -0.5418   -0.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0399   -1.7158   -0.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1207   -1.6370    0.4635 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4869   -0.5071    1.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7175    0.6605    0.9435 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1039    1.7714    1.6116 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6068    0.6390    0.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2267    1.8155   -0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0556    2.8755    0.4667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3371    1.7049   -0.9590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5698   -0.2540    0.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0802   -0.8927    0.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0156    0.8118    0.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7563    0.4297   -1.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5423   -0.3736   -2.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3354   -1.6046   -1.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7593   -2.6317   -0.8961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7255   -2.5425    0.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3386   -0.4739    1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8232    2.6884    1.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13  2  1  0
 10  4  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  6
  3 18  1  0
  3 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  9 23  1  0
M  END
Download

3D SDF for HMDB0301747 (Mellein)

  Mrv0541 02241220522D          

 13 14  0  0  1  0            999 V2000
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    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
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  2 12  1  0  0  0  0
  6 12  1  0  0  0  0
  4 13  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0301747

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H]1CC2=CC=CC(O)=C2C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O3/c1-6-5-7-3-2-4-8(11)9(7)10(12)13-6/h2-4,6,11H,5H2,1H3/t6-/m1/s1

> <INCHI_KEY>
KWILGNNWGSNMPA-ZCFIWIBFSA-N

> <FORMULA>
C10H10O3

> <MOLECULAR_WEIGHT>
178.1846

> <EXACT_MASS>
178.062994186

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
18.015170490824815

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R)-8-hydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one

> <ALOGPS_LOGP>
2.27

> <JCHEM_LOGP>
2.5796209893333333

> <ALOGPS_LOGS>
-1.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.652553359850291

> <JCHEM_PKA_STRONGEST_BASIC>
-4.295219685147942

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
47.7926

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-8-hydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0301747 (Mellein)

HMDB0301747
     RDKit          3D
Mellein
 23 24  0  0  0  0  0  0  0  0999 V2000
   -2.4363   -0.0165    0.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9001    0.3965   -1.0427 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8638   -0.6019   -1.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2857   -0.5418   -0.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0399   -1.7158   -0.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1207   -1.6370    0.4635 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4869   -0.5071    1.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7175    0.6605    0.9435 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1039    1.7714    1.6116 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6068    0.6390    0.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2267    1.8155   -0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0556    2.8755    0.4667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3371    1.7049   -0.9590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5698   -0.2540    0.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0802   -0.8927    0.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0156    0.8118    0.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7563    0.4297   -1.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5423   -0.3736   -2.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3354   -1.6046   -1.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7593   -2.6317   -0.8961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7255   -2.5425    0.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3386   -0.4739    1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8232    2.6884    1.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13  2  1  0
 10  4  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  6
  3 18  1  0
  3 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  9 23  1  0
M  END
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PDB for HMDB0301747 (Mellein)

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  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   13                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    2    6                                                  
CONECT   13    4                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END
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3D PDB for HMDB0301747 (Mellein)

COMPND    HMDB0301747
HETATM    1  C1  UNL     1      -2.436  -0.016   0.329  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.900   0.397  -1.043  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.864  -0.602  -1.439  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.286  -0.542  -0.540  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.040  -1.716  -0.374  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.121  -1.637   0.464  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.487  -0.507   1.123  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.717   0.660   0.944  1.00  0.00           C  
HETATM    9  O1  UNL     1       2.104   1.771   1.612  1.00  0.00           O  
HETATM   10  C9  UNL     1       0.607   0.639   0.104  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.227   1.815  -0.105  1.00  0.00           C  
HETATM   12  O2  UNL     1       0.056   2.875   0.467  1.00  0.00           O  
HETATM   13  O3  UNL     1      -1.337   1.705  -0.959  1.00  0.00           O  
HETATM   14  H1  UNL     1      -1.570  -0.254   0.990  1.00  0.00           H  
HETATM   15  H2  UNL     1      -3.080  -0.893   0.159  1.00  0.00           H  
HETATM   16  H3  UNL     1      -3.016   0.812   0.777  1.00  0.00           H  
HETATM   17  H4  UNL     1      -2.756   0.430  -1.746  1.00  0.00           H  
HETATM   18  H5  UNL     1      -0.542  -0.374  -2.487  1.00  0.00           H  
HETATM   19  H6  UNL     1      -1.335  -1.605  -1.472  1.00  0.00           H  
HETATM   20  H7  UNL     1       0.759  -2.632  -0.896  1.00  0.00           H  
HETATM   21  H8  UNL     1       2.726  -2.543   0.609  1.00  0.00           H  
HETATM   22  H9  UNL     1       3.339  -0.474   1.773  1.00  0.00           H  
HETATM   23  H10 UNL     1       1.823   2.688   1.713  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   13   17
CONECT    3    4   18   19
CONECT    4    5    5   10
CONECT    5    6   20
CONECT    6    7    7   21
CONECT    7    8   22
CONECT    8    9   10   10
CONECT    9   23
CONECT   10   11
CONECT   11   12   12   13
END
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SMILES for HMDB0301747 (Mellein)

C[C@@H]1CC2=CC=CC(O)=C2C(=O)O1
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INCHI for HMDB0301747 (Mellein)

InChI=1S/C10H10O3/c1-6-5-7-3-2-4-8(11)9(7)10(12)13-6/h2-4,6,11H,5H2,1H3/t6-/m1/s1
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View in JSmolView Stereo Labels
Synonyms
ValueSource
(R)-MelleinChEMBL
Chemical FormulaC10H10O3
Average Molecular Weight178.1846
Monoisotopic Molecular Weight178.062994186
IUPAC Name(3R)-8-hydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one
Traditional Name(3R)-8-hydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one
CAS Registry Number480-33-1
SMILES
C[C@@H]1CC2=CC=CC(O)=C2C(=O)O1
InChI Identifier
InChI=1S/C10H10O3/c1-6-5-7-3-2-4-8(11)9(7)10(12)13-6/h2-4,6,11H,5H2,1H3/t6-/m1/s1
InChI KeyKWILGNNWGSNMPA-ZCFIWIBFSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class2-benzopyrans
Direct Parent2-benzopyrans
Alternative Parents
Substituents
  • 2-benzopyran
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Vinylogous acid
  • Lactone
  • Carboxylic acid ester
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB000337
KNApSAcK IDNot Available
Chemspider ID102686
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available