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Showing NP-Card for 2-Furancarboxaldehyde (NP0001221)

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Record Information
Version2.0
Created at2012-09-11 17:52:39 UTC
Updated at2022-01-05 20:32:59 UTC
NP-MRD IDNP0001221
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-Furancarboxaldehyde
Description2-Furancarboxaldehyde, also known as 2-furaldehyde or a-furole, 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. 2-Furancarboxaldehyde is found in allspice and it is also a flavour ingredient. 2-Furancarboxaldehyde is present in coffee, calamus, matsutake mushroom (Tricholoma matsutake), pumpkin, malt, peated malt, Bourbon vanilla, Lamb's lettuce, pimento leaf and various fruits, e.G. Apple, apricot, sweet cherry, morello cherry, orange, grapefruit, Chinese quince and a common constituent of essential oils. Furfural is an organic compound derived from a variety of agricultural byproducts, including corncobs, oat, wheat bran, and sawdust.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0001221 (2-Furancarboxaldehyde)


  Mrv1652303202019002D          

  7  7  0  0  0  0            999 V2000
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    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
    0.5678    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
   -0.1467    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  5  2  2  0  0  0  0
  5  4  1  0  0  0  0
  6  4  2  0  0  0  0
  7  3  1  0  0  0  0
  7  5  1  0  0  0  0
M  END
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3D MOL for NP0001221 (2-Furancarboxaldehyde)

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3D SDF for NP0001221 (2-Furancarboxaldehyde)

  Mrv1652303202019002D          

  7  7  0  0  0  0            999 V2000
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    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
    0.5678    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
   -0.1467    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  5  2  2  0  0  0  0
  5  4  1  0  0  0  0
  6  4  2  0  0  0  0
  7  3  1  0  0  0  0
  7  5  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001221

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=CC1=CC=CO1

> <INCHI_IDENTIFIER>
InChI=1S/C5H4O2/c6-4-5-2-1-3-7-5/h1-4H

> <INCHI_KEY>
HYBBIBNJHNGZAN-UHFFFAOYSA-N

> <FORMULA>
C5H4O2

> <MOLECULAR_WEIGHT>
96.0841

> <EXACT_MASS>
96.021129372

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
8.866332628341945

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
furan-2-carbaldehyde

> <ALOGPS_LOGP>
0.43

> <JCHEM_LOGP>
0.7459948046666665

> <ALOGPS_LOGS>
-0.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.02289615661734

> <JCHEM_POLAR_SURFACE_AREA>
30.21

> <JCHEM_REFRACTIVITY>
25.0329

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.54e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
bran oil

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0001221 (2-Furancarboxaldehyde)
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PDB for NP0001221 (2-Furancarboxaldehyde)
HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.290  -0.290   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      -0.274   4.390   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -0.186   1.175   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    5                                                       
CONECT    3    1    7                                                       
CONECT    4    5    6                                                       
CONECT    5    2    4    7                                                  
CONECT    6    4                                                            
CONECT    7    3    5                                                       
MASTER        0    0    0    0    0    0    0    0    7    0   14    0
END

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3D PDB for NP0001221 (2-Furancarboxaldehyde)
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SMILES for NP0001221 (2-Furancarboxaldehyde)
O=CC1=CC=CO1
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INCHI for NP0001221 (2-Furancarboxaldehyde)
InChI=1S/C5H4O2/c6-4-5-2-1-3-7-5/h1-4H
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Synonyms
ValueSource
2-FormylfuranChEBI
2-FuraldehydeChEBI
2-FuranaldehydeChEBI
2-FurancarbonalChEBI
2-Furyl-methanalChEBI
2-FurylcarboxaldehydeChEBI
FuraldehydeChEBI
2-Formyl furanHMDB
2-FormylofuranHMDB
2-Furaldehyde, 8ciHMDB
2-FurancarboxyaldehydeHMDB
2-FurfuralHMDB
2-FurfuraldehydeHMDB
2-FurylaldehydeHMDB
2-Furylaldehyde xypropaneHMDB
2-FurylmethanalHMDB
a-FurfuraldehydeHMDB
a-FuroleHMDB
alpha-FurfuraldehydeHMDB
alpha-FuroleHMDB
FEMA 2489HMDB
FuralHMDB
FuraleHMDB
Furan-2-aldehydeHMDB
Furan-2-carbaldehydeHMDB
Furan-2-carboxaldehydeHMDB
FurancarbonalHMDB
FurfuralHMDB
FurfuraldehydeHMDB
FurfuraleHMDB
FurfuraluHMDB
FurfurolHMDB
FurfuroleHMDB
FurfurylaldehydeHMDB
FurolHMDB
FuroleHMDB
Furyl-methanalHMDB
2-FurancarboxaldehydeChEBI
Chemical FormulaC5H4O2
Average Mass96.0841 Da
Monoisotopic Mass96.02113 Da
IUPAC Namefuran-2-carbaldehyde
Traditional Namebran oil
CAS Registry Number98-01-1
SMILES
O=CC1=CC=CO1
InChI Identifier
InChI=1S/C5H4O2/c6-4-5-2-1-3-7-5/h1-4H
InChI KeyHYBBIBNJHNGZAN-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, simulated)Ahselim2022-01-05View Spectrum
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Agathosma betulinaLOTUS Database
Angelica gigasLOTUS Database
Asarum canadenseLOTUS Database
Avena sativaLOTUS Database
Basella albaLOTUS Database
Botrytis cinereaLOTUS Database
Campsis grandifloraLOTUS Database
Cannabis sativaCannabisDB
      Not Available
Capparis spinosaLOTUS Database
Castanopsis cuspidataLOTUS Database
Centaurea atropurpureaPlant
Centella asiaticaLOTUS Database
Cichorium endiviaLOTUS Database
Cinnamomum verumLOTUS Database
Citrus aurantiifoliaLOTUS Database
Coffea arabicaLOTUS Database
Coffea arabica L.Plant
Coffea canephoraPlant
Dactylanthus tayloriiLOTUS Database
Daphne genkwaLOTUS Database
Dittrichia graveolensPlant
Garcinia mangostanaLOTUS Database
Geum heterocarpumLOTUS Database
Glycyrrhiza glabraLOTUS Database
Helianthus tuberosusLOTUS Database
Lantana camaraLOTUS Database
Mangifera indicaLOTUS Database
Manilkara zapotaLOTUS Database
Melissa officinalisLOTUS Database
Musa paradisiacaLOTUS Database
Paeonia lactifloraLOTUS Database
Paeonia suffruticosaLOTUS Database
Phaseolus vulgarisLOTUS Database
Polygala senegaLOTUS Database
Prunus dulcisLOTUS Database
Pueraria montanaLOTUS Database
Saussurea involucrataLOTUS Database
Sinapis albaPlant
Streptomyces cavourensisLOTUS Database
Swertia japonicaLOTUS Database
Syzygium aromaticumLOTUS Database
Tamarindus indicaLOTUS Database
Theobroma cacaoLOTUS Database
Tricholoma matsutakeFungi
Trifolium incarnatumLOTUS Database
Trypanosoma bruceiLOTUS Database
Vetiveria zizanioidesLOTUS Database
Vitis rotundifoliaLOTUS Database
Vitis viniferaLOTUS Database
Zingiber officinaleLOTUS 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
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-37 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility74.1 mg/mL at 25 °CNot Available
LogP0.41Not Available
Predicted Properties
PropertyValueSource
Water Solubility15.4 g/LALOGPS
logP0.43ALOGPS
logP0.75ChemAxon
logS-0.79ALOGPS
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area30.21 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity25.03 m³·mol⁻¹ChemAxon
Polarizability8.87 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0032914  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB004219  
KNApSAcK IDC00030331  
Chemspider ID13863629  
KEGG Compound IDC14279  
BioCyc IDCPD0-2357  
BiGG IDNot Available
Wikipedia LinkFurfural  
METLIN IDNot Available
PubChem Compound7362  
PDB IDFU2  
ChEBI ID34768  
Good Scents IDNot Available
References
General References
  1. Zhang Y, Han B, Ezeji TC: Biotransformation of furfural and 5-hydroxymethyl furfural (HMF) by Clostridium acetobutylicum ATCC 824 during butanol fermentation. N Biotechnol. 2012 Feb 15;29(3):345-51. doi: 10.1016/j.nbt.2011.09.001. Epub 2011 Sep 10. [PubMed:21925629  ] 
  2. Kang C, Hayes R, Sanchez EJ, Webb BN, Li Q, Hooper T, Nissen MS, Xun L: Furfural reduction mechanism of a zinc-dependent alcohol dehydrogenase from Cupriavidus necator JMP134. Mol Microbiol. 2012 Jan;83(1):85-95. doi: 10.1111/j.1365-2958.2011.07914.x. Epub  2011 Nov 20. [PubMed:22081946  ] 
  3. Liu ZL, Weber SA, Cotta MA, Li SZ: A new beta-glucosidase producing yeast for lower-cost cellulosic ethanol production from xylose-extracted corncob residues by simultaneous saccharification and fermentation. Bioresour Technol. 2012 Jan;104:410-6. doi: 10.1016/j.biortech.2011.10.099. Epub  2011 Nov 10. [PubMed:22133603  ] 
  4. Lange JP, van der Heide E, van Buijtenen J, Price R: Furfural--a promising platform for lignocellulosic biofuels. ChemSusChem. 2012 Jan 9;5(1):150-66. doi: 10.1002/cssc.201100648. Epub 2011 Dec 23. [PubMed:22213717  ] 
  5. Wang S, Cheng G, Joshua C, He Z, Sun X, Li R, Liu L, Yuan Q: Furfural tolerance and detoxification mechanism in Candida tropicalis. Biotechnol Biofuels. 2016 Nov 18;9:250. doi: 10.1186/s13068-016-0668-x. eCollection 2016. [PubMed:27891177  ] 
  6.  (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .