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Showing NP-Card for Kahweofuran (NP0047491)

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Record Information
Version2.0
Created at2022-03-17 20:41:04 UTC
Updated at2022-03-17 20:41:04 UTC
NP-MRD IDNP0047491
Secondary Accession NumbersNone
Natural Product Identification
Common NameKahweofuran
DescriptionKahweofuran belongs to the class of organic compounds known as aryl thioethers. These are organosulfur compounds containing a thioether group that is substituted by an aryl group. Kahweofuran is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Kahweofuran has been detected, but not quantified in, coffee and coffee products. This could make kahweofuran a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0047491 (Kahweofuran)


  Mrv0541 05061306482D          

  9 10  0  0  0  0            999 V2000
    3.0937   -1.7070    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
  7  6  1  0  0  0  0
  8  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  3  1  0  0  0  0
  9  7  1  0  0  0  0
M  END
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3D MOL for NP0047491 (Kahweofuran)

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3D SDF for NP0047491 (Kahweofuran)

  Mrv0541 05061306482D          

  9 10  0  0  0  0            999 V2000
    3.0937   -1.7070    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
  7  6  1  0  0  0  0
  8  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  3  1  0  0  0  0
  9  7  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047491

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C2SCCC2=CO1

> <INCHI_IDENTIFIER>
InChI=1S/C7H8OS/c1-5-7-6(4-8-5)2-3-9-7/h4H,2-3H2,1H3

> <INCHI_KEY>
WQOKVCDOEDFSAJ-UHFFFAOYSA-N

> <FORMULA>
C7H8OS

> <MOLECULAR_WEIGHT>
140.203

> <EXACT_MASS>
140.029585568

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
14.838579469733663

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-methyl-2H,3H-thieno[2,3-c]furan

> <ALOGPS_LOGP>
2.30

> <JCHEM_LOGP>
1.8773803396666664

> <ALOGPS_LOGS>
-2.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9326469756438076

> <JCHEM_POLAR_SURFACE_AREA>
13.14

> <JCHEM_REFRACTIVITY>
39.8388

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.91e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-methyl-2H,3H-thieno[2,3-c]furan

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0047491 (Kahweofuran)
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PDB for NP0047491 (Kahweofuran)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       5.775  -3.186   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.299   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.299  -1.722   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.835   0.294   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.835  -1.246   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.204  -0.476   0.000  0.00  0.00           O+0
HETATM    9  S   UNK     0       2.370  -1.722   0.000  0.00  0.00           S+0
CONECT    1    5                                                            
CONECT    2    3    6                                                       
CONECT    3    2    9                                                       
CONECT    4    6    8                                                       
CONECT    5    1    7    8                                                  
CONECT    6    2    4    7                                                  
CONECT    7    5    6    9                                                  
CONECT    8    4    5                                                       
CONECT    9    3    7                                                       
MASTER        0    0    0    0    0    0    0    0    9    0   20    0
END

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3D PDB for NP0047491 (Kahweofuran)
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SMILES for NP0047491 (Kahweofuran)
CC1=C2SCCC2=CO1
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INCHI for NP0047491 (Kahweofuran)
InChI=1S/C7H8OS/c1-5-7-6(4-8-5)2-3-9-7/h4H,2-3H2,1H3
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Synonyms
ValueSource
2,3-Dihydro-6-methyl-thieno[2,3C]furanHMDB
4-Methyl-3-oxa-6-thiabicyclo[3.3.0]octa-1,4-dieneHMDB
Bicyclo[3.3.0]-3-oxa-8-thia-1,4-octadiene, 2-methylHMDB
Thieno[2,3-c]furan, 2,3-dihydro-6-methylHMDB
Chemical FormulaC7H8OS
Average Mass140.2030 Da
Monoisotopic Mass140.02959 Da
IUPAC Name6-methyl-2H,3H-thieno[2,3-c]furan
Traditional Name6-methyl-2H,3H-thieno[2,3-c]furan
CAS Registry Number26693-24-3
SMILES
CC1=C2SCCC2=CO1
InChI Identifier
InChI=1S/C7H8OS/c1-5-7-6(4-8-5)2-3-9-7/h4H,2-3H2,1H3
InChI KeyWQOKVCDOEDFSAJ-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Coffea arabica L.FooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Coffea canephoraFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aryl thioethers. These are organosulfur compounds containing a thioether group that is substituted by an aryl group.
KingdomOrganic compounds  
Super ClassOrganosulfur compounds  
ClassThioethers  
Sub ClassAryl thioethers  
Direct ParentAryl thioethers  
Alternative Parents
Substituents
  • Aryl thioether
    • 

  • Alkylarylthioether
    • 

  • Heteroaromatic compound
    • 

  • Furan
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.3ALOGPS
logP1.88ChemAxon
logS-2.7ALOGPS
pKa (Strongest Basic)-1.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area13.14 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity39.84 m³·mol⁻¹ChemAxon
Polarizability14.84 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0032922  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB010905  
KNApSAcK IDNot Available
Chemspider ID459331  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound526931  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available