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Showing NP-Card for 5-{[(5-formylfuran-2-yl)methoxy]methyl}furan-2-carbaldehyde (NP0309332)

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Record Information
Version2.0
Created at2022-09-11 03:51:56 UTC
Updated at2022-09-11 03:51:56 UTC
NP-MRD IDNP0309332
Secondary Accession NumbersNone
Natural Product Identification
Common Name5-{[(5-formylfuran-2-yl)methoxy]methyl}furan-2-carbaldehyde
Description5,5'-Oxybis(5-methylene-2-furaldehyde), also known as O-bisme-furaldehyde, belongs to the class of organic compounds known as aryl-aldehydes. Aryl-aldehydes are compounds containing an aldehyde group directly attached to an aromatic ring. 5-{[(5-formylfuran-2-yl)methoxy]methyl}furan-2-carbaldehyde is found in Gastrodia elata, Hippophae rhamnoides and Lonicera bournei. 5,5'-Oxybis(5-methylene-2-furaldehyde) is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0309332 (5-{[(5-formylfuran-2-yl)methoxy]methyl}furan-2-carbaldehyde)


  Mrv1533004201503422D          

 17 18  0  0  0  0            999 V2000
    2.8804   -0.3739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5949   -0.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5949   -1.6114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2623   -2.0963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0074   -2.8809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4923   -3.5483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1568   -4.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6417   -4.9695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3061   -5.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7186   -6.4376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1666   -7.0507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3381   -7.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1227   -8.1126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4129   -6.7151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4992   -5.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1824   -2.8809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9275   -2.0963    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  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 11 14  2  0  0  0  0
 14 15  1  0  0  0  0
  9 15  2  0  0  0  0
  5 16  2  0  0  0  0
 16 17  1  0  0  0  0
  3 17  2  0  0  0  0
M  END
Download

3D MOL for NP0309332 (5-{[(5-formylfuran-2-yl)methoxy]methyl}furan-2-carbaldehyde)

     RDKit          3D

 27 28  0  0  0  0  0  0  0  0999 V2000
    4.4731    1.8850    1.5553 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2651    1.7465    1.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8322    0.6173    0.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6587   -0.3581   -0.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8211   -1.2021   -0.7652 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5248   -0.7145   -0.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3119   -1.3482   -1.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2652   -2.2647   -0.4209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6740   -1.6943    0.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847   -0.6146    0.5738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0546   -0.8505    0.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6133    0.3941    0.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6028    1.3232    0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7746    2.7734    0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9337    3.2292   -0.0749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4786    0.6671    0.3963 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5896    0.3691    0.0793 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5801    2.4808    1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7280   -0.4291    0.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1260   -2.0866   -1.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6227   -1.8969   -2.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3551   -0.5172   -1.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1187   -2.4603    1.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1834   -1.2576    1.3336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5725   -1.7974    0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6915    0.6036    0.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8976    3.4029   -0.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 16  1  0
 13 14  1  0
 14 15  2  0
  6 17  1  0
 17  3  1  0
 16 10  1  0
  2 18  1  0
  4 19  1  0
  5 20  1  0
  7 21  1  0
  7 22  1  0
  9 23  1  0
  9 24  1  0
 11 25  1  0
 12 26  1  0
 14 27  1  0
M  END
Download

3D SDF for NP0309332 (5-{[(5-formylfuran-2-yl)methoxy]methyl}furan-2-carbaldehyde)


  Mrv1533004201503422D          

 17 18  0  0  0  0            999 V2000
    2.8804   -0.3739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5949   -0.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5949   -1.6114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2623   -2.0963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0074   -2.8809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4923   -3.5483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1568   -4.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6417   -4.9695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3061   -5.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7186   -6.4376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1666   -7.0507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3381   -7.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1227   -8.1126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4129   -6.7151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4992   -5.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1824   -2.8809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9275   -2.0963    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  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 11 14  2  0  0  0  0
 14 15  1  0  0  0  0
  9 15  2  0  0  0  0
  5 16  2  0  0  0  0
 16 17  1  0  0  0  0
  3 17  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0309332

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=CC1=CC=C(COCC2=CC=C(O2)C=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C12H10O5/c13-5-9-1-3-11(16-9)7-15-8-12-4-2-10(6-14)17-12/h1-6H,7-8H2

> <INCHI_KEY>
TZTWOBUHCLWLNK-UHFFFAOYSA-N

> <FORMULA>
C12H10O5

> <MOLECULAR_WEIGHT>
234.207

> <EXACT_MASS>
234.052823422

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
23.29257136491498

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-{[(5-formylfuran-2-yl)methoxy]methyl}furan-2-carbaldehyde

> <ALOGPS_LOGP>
1.38

> <JCHEM_LOGP>
0.9589958943333332

> <ALOGPS_LOGS>
-3.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7645937447156843

> <JCHEM_POLAR_SURFACE_AREA>
69.65

> <JCHEM_REFRACTIVITY>
59.94250000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-{[(5-formylfuran-2-yl)methoxy]methyl}furan-2-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0309332 (5-{[(5-formylfuran-2-yl)methoxy]methyl}furan-2-carbaldehyde)

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PDB for NP0309332 (5-{[(5-formylfuran-2-yl)methoxy]methyl}furan-2-carbaldehyde)
HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  O   UNK     0       5.377  -0.698   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.710  -1.468   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.710  -3.008   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       7.956  -3.913   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.480  -5.378   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.386  -6.624   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       7.759  -8.030   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.664  -9.276   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.038 -10.683   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.808 -12.017   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       7.778 -13.161   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.098 -14.668   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.562 -15.144   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.371 -12.535   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.532 -11.003   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.940  -5.378   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.465  -3.913   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   17                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   16                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15                                                       
CONECT   15   14    9                                                       
CONECT   16    5   17                                                       
CONECT   17   16    3                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

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3D PDB for NP0309332 (5-{[(5-formylfuran-2-yl)methoxy]methyl}furan-2-carbaldehyde)
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SMILES for NP0309332 (5-{[(5-formylfuran-2-yl)methoxy]methyl}furan-2-carbaldehyde)
O=CC1=CC=C(COCC2=CC=C(O2)C=O)O1
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INCHI for NP0309332 (5-{[(5-formylfuran-2-yl)methoxy]methyl}furan-2-carbaldehyde)
InChI=1S/C12H10O5/c13-5-9-1-3-11(16-9)7-15-8-12-4-2-10(6-14)17-12/h1-6H,7-8H2
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View in JSmol
Synonyms
ValueSource
O-BisMe-furaldehydeMeSH
Chemical FormulaC12H10O5
Average Mass234.2070 Da
Monoisotopic Mass234.05282 Da
IUPAC Name5-{[(5-formylfuran-2-yl)methoxy]methyl}furan-2-carbaldehyde
Traditional Name5-{[(5-formylfuran-2-yl)methoxy]methyl}furan-2-carbaldehyde
CAS Registry NumberNot Available
SMILES
O=CC1=CC=C(COCC2=CC=C(O2)C=O)O1
InChI Identifier
InChI=1S/C12H10O5/c13-5-9-1-3-11(16-9)7-15-8-12-4-2-10(6-14)17-12/h1-6H,7-8H2
InChI KeyTZTWOBUHCLWLNK-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
Gastrodia elataLOTUS Database
Hippophae rhamnoidesLOTUS Database
Lonicera bournei Hemsl.LOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aryl-aldehydes. Aryl-aldehydes are compounds containing an aldehyde group directly attached to an aromatic ring.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbonyl compounds  
Direct ParentAryl-aldehydes  
Alternative Parents
Substituents
  • Aryl-aldehyde
    • 

  • Heteroaromatic compound
    • 

  • Furan
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Ether
    • 

  • Dialkyl ether
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • 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
logP1.38ALOGPS
logP0.96ChemAxon
logS-3.2ALOGPS
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area69.65 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity59.94 m³·mol⁻¹ChemAxon
Polarizability23.29 ųChemAxon
Number of Rings2ChemAxon
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 IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound12366272  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]