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Showing NP-Card for Dihydrofumigatin (NP0046550)

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Record Information
Version2.0
Created at2022-03-17 20:07:45 UTC
Updated at2022-03-17 20:07:45 UTC
NP-MRD IDNP0046550
Secondary Accession NumbersNone
Natural Product Identification
Common NameDihydrofumigatin
DescriptionDihydrofumigatin belongs to the class of organic compounds known as ubiquinols. These are coenzyme Q derivatives containing a 5, 6-dimethoxy-3-methylbenzene-1,4-diol moiety to which an isoprenyl group is attached at ring position 2(or 6). Dihydrofumigatin is found in Aspergillus fumigatus. Dihydrofumigatin is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0046550 (Dihydrofumigatin)


  Mrv0541 02241223332D          

 12 12  0  0  0  0            999 V2000
   -1.0721   -1.2371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296   -1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8146   -1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8146    0.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296    1.2371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721    0.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8146    0.8246    0.0000 C   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
  2 10  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
M  END
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3D MOL for NP0046550 (Dihydrofumigatin)

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3D SDF for NP0046550 (Dihydrofumigatin)

  Mrv0541 02241223332D          

 12 12  0  0  0  0            999 V2000
   -1.0721   -1.2371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296   -1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8146   -1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8146    0.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296    1.2371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721    0.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8146    0.8246    0.0000 C   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
  2 10  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046550

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C(O)=C(C)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C8H10O4/c1-4-3-5(9)8(12-2)7(11)6(4)10/h3,9-11H,1-2H3

> <INCHI_KEY>
FBRSHCVRTNPNES-UHFFFAOYSA-N

> <FORMULA>
C8H10O4

> <MOLECULAR_WEIGHT>
170.1626

> <EXACT_MASS>
170.057908808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
16.596867318796587

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methoxy-6-methylbenzene-1,2,4-triol

> <ALOGPS_LOGP>
0.65

> <JCHEM_LOGP>
1.4182999746666667

> <ALOGPS_LOGS>
-1.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.645731886018316

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.040662452756585

> <JCHEM_PKA_STRONGEST_BASIC>
-4.730389395992053

> <JCHEM_POLAR_SURFACE_AREA>
69.92

> <JCHEM_REFRACTIVITY>
43.5051

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.92e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methoxy-6-methylbenzene-1,2,4-triol

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0046550 (Dihydrofumigatin)
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PDB for NP0046550 (Dihydrofumigatin)
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      -2.001  -2.309   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.615  -1.539   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.615  -2.309   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.001  -1.539   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.387  -2.309   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.387   0.769   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.001  -0.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.615   0.769   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.615   2.309   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.615  -0.001   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.001   0.769   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -3.387   1.539   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4                                                            
CONECT    6    7                                                            
CONECT    7    4    6    8                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    2    8   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

Download
3D PDB for NP0046550 (Dihydrofumigatin)
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SMILES for NP0046550 (Dihydrofumigatin)
COC1=C(O)C(O)=C(C)C=C1O
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INCHI for NP0046550 (Dihydrofumigatin)
InChI=1S/C8H10O4/c1-4-3-5(9)8(12-2)7(11)6(4)10/h3,9-11H,1-2H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC8H10O4
Average Mass170.1626 Da
Monoisotopic Mass170.05791 Da
IUPAC Name3-methoxy-6-methylbenzene-1,2,4-triol
Traditional Name3-methoxy-6-methylbenzene-1,2,4-triol
CAS Registry NumberNot Available
SMILES
COC1=C(O)C(O)=C(C)C=C1O
InChI Identifier
InChI=1S/C8H10O4/c1-4-3-5(9)8(12-2)7(11)6(4)10/h3,9-11H,1-2H3
InChI KeyFBRSHCVRTNPNES-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Aspergillus fumigatusLOTUS Database
Cinnamomum verumFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as ubiquinols. These are coenzyme Q derivatives containing a 5, 6-dimethoxy-3-methylbenzene-1,4-diol moiety to which an isoprenyl group is attached at ring position 2(or 6).
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassQuinone and hydroquinone lipids  
Direct ParentUbiquinols  
Alternative Parents
Substituents
  • Ubiquinol skeleton
    • 

  • Methoxyphenol
    • 

  • Hydroxyquinol derivative
    • 

  • Anisole
    • 

  • Phenoxy compound
    • 

  • M-cresol
    • 

  • O-cresol
    • 

  • Phenol ether
    • 

  • Methoxybenzene
    • 

  • Phenol
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • Toluene
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Alkyl aryl ether
    • 

  • Monocyclic benzene moiety
    • 

  • Benzenoid
    • 

  • Polyol
    • 

  • Ether
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen compound
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
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
logP0.65ALOGPS
logP1.42ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)10.04ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area69.92 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity43.51 m³·mol⁻¹ChemAxon
Polarizability16.6 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB004897  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound25244596  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available