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Showing NP-Card for 2-butyl-4-(hydroxymethyl)furan-3-carboxylic acid (NP0154950)

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Record Information
Version2.0
Created at2022-09-02 11:56:09 UTC
Updated at2022-09-02 11:56:09 UTC
NP-MRD IDNP0154950
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-butyl-4-(hydroxymethyl)furan-3-carboxylic acid
DescriptionSCHEMBL17866890 belongs to the class of organic compounds known as furoic acids. These are organic compounds containing a furoic acid moiety, with a structure characterized by a furan ring bearing a carboxylic acid group at the C2 or C3 carbon atom. 2-butyl-4-(hydroxymethyl)furan-3-carboxylic acid is found in Streptomyces albidoflavus. Based on a literature review very few articles have been published on SCHEMBL17866890.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0154950 (2-butyl-4-(hydroxymethyl)furan-3-carboxylic acid)


  Mrv1652309022213562D          

 14 14  0  0  0  0            999 V2000
    1.9967    3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0059   -1.5764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0558    1.6913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974    0.3323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
  5 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
M  END
Download

3D MOL for NP0154950 (2-butyl-4-(hydroxymethyl)furan-3-carboxylic acid)

     RDKit          3D

 28 28  0  0  0  0  0  0  0  0999 V2000
   -4.1097   -0.0023    1.6157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2509    0.2332    0.4188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8104   -0.2924    0.5390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1570    0.0544   -0.7399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2451   -0.3482   -0.9240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6484   -1.3902   -1.6856 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9574   -1.5052   -1.6732 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4836   -0.5335   -0.8901 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9174   -0.1565   -0.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0760   -0.1572    0.7568 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4161    0.2089   -0.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4494    1.2747    0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4661    2.4657    0.1760 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4758    1.0247    1.9160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1946   -1.0686    1.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1392    0.3433    1.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7888    0.6112    2.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1697    1.3515    0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6645   -0.1539   -0.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3187    0.2740    1.3846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7916   -1.3449    0.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3197    1.1566   -0.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7911   -0.4331   -1.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5432   -2.2552   -2.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5384   -1.0393   -1.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2264    0.7350   -1.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2796    0.8255    1.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7830    0.1220    2.2973 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  1  0
  5 11  2  0
 11 12  1  0
 12 14  1  0
 12 13  2  0
 11  8  1  0
  8  9  1  0
  9 10  1  0
  8  7  2  0
  7  6  1  0
  6  5  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
 14 28  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
  7 24  1  0
M  END
Download

3D SDF for NP0154950 (2-butyl-4-(hydroxymethyl)furan-3-carboxylic acid)


  Mrv1652309022213562D          

 14 14  0  0  0  0            999 V2000
    1.9967    3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0059   -1.5764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0558    1.6913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974    0.3323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
  5 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0154950

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC1=C(C(O)=O)C(CO)=CO1

> <INCHI_IDENTIFIER>
InChI=1S/C10H14O4/c1-2-3-4-8-9(10(12)13)7(5-11)6-14-8/h6,11H,2-5H2,1H3,(H,12,13)

> <INCHI_KEY>
ZSSUULHTXZZTGE-UHFFFAOYSA-N

> <FORMULA>
C10H14O4

> <MOLECULAR_WEIGHT>
198.218

> <EXACT_MASS>
198.089208931

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
20.878057220627433

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-butyl-4-(hydroxymethyl)furan-3-carboxylic acid

> <ALOGPS_LOGP>
1.76

> <JCHEM_LOGP>
1.614945525

> <ALOGPS_LOGS>
-2.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.384650506709772

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.086778209750606

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0132593637421707

> <JCHEM_POLAR_SURFACE_AREA>
70.67

> <JCHEM_REFRACTIVITY>
51.5192

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.00e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-butyl-4-(hydroxymethyl)furan-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0154950 (2-butyl-4-(hydroxymethyl)furan-3-carboxylic acid)

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PDB for NP0154950 (2-butyl-4-(hydroxymethyl)furan-3-carboxylic acid)
HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       3.727   6.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.393   5.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.393   4.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.306   1.175   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.615  -1.536   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.011  -2.943   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.651   1.651   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.971   3.157   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -2.795   0.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8    5   12                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

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3D PDB for NP0154950 (2-butyl-4-(hydroxymethyl)furan-3-carboxylic acid)
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SMILES for NP0154950 (2-butyl-4-(hydroxymethyl)furan-3-carboxylic acid)
CCCCC1=C(C(O)=O)C(CO)=CO1
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INCHI for NP0154950 (2-butyl-4-(hydroxymethyl)furan-3-carboxylic acid)
InChI=1S/C10H14O4/c1-2-3-4-8-9(10(12)13)7(5-11)6-14-8/h6,11H,2-5H2,1H3,(H,12,13)
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View in JSmol
SynonymsNot Available
Chemical FormulaC10H14O4
Average Mass198.2180 Da
Monoisotopic Mass198.08921 Da
IUPAC Name2-butyl-4-(hydroxymethyl)furan-3-carboxylic acid
Traditional Name2-butyl-4-(hydroxymethyl)furan-3-carboxylic acid
CAS Registry NumberNot Available
SMILES
CCCCC1=C(C(O)=O)C(CO)=CO1
InChI Identifier
InChI=1S/C10H14O4/c1-2-3-4-8-9(10(12)13)7(5-11)6-14-8/h6,11H,2-5H2,1H3,(H,12,13)
InChI KeyZSSUULHTXZZTGE-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Streptomyces albidoflavusLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as furoic acids. These are organic compounds containing a furoic acid moiety, with a structure characterized by a furan ring bearing a carboxylic acid group at the C2 or C3 carbon atom.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassFurans  
Sub ClassFuroic acid and derivatives  
Direct ParentFuroic acids  
Alternative Parents
Substituents
  • Furan-3-carboxylic acid
    • 

  • Furan-3-carboxylic acid or derivatives
    • 

  • Furoic acid
    • 

  • Heteroaromatic compound
    • 

  • Oxacycle
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Aromatic alcohol
    • 

  • Primary alcohol
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic 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
logP1.76ALOGPS
logP1.61ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)4.09ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area70.67 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity51.52 m³·mol⁻¹ChemAxon
Polarizability20.88 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 IDNot Available
KNApSAcK IDNot Available
Chemspider ID60748124  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound101483167  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]