Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:57:43 UTC

Update Date

2023-02-21 17:23:15 UTC

HMDB ID

HMDB0033248

Secondary Accession Numbers

HMDB33248

Metabolite Identification

Common Name

Di-alpha-furfuryl ether

Description

Di-alpha-furfuryl ether belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom. Di-alpha-furfuryl ether is a coffee and nutty tasting compound. Based on a literature review very few articles have been published on Di-alpha-furfuryl ether.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

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      -4.045   7.218   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.014   6.074   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.275   8.552   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.274   5.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.608   6.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.274   4.390   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.768   8.232   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -0.186   1.175   0.000  0.00  0.00           O+0
CONECT    1    3    5                                                       
CONECT    2    4    6                                                       
CONECT    3    1    9                                                       
CONECT    4    2   10                                                       
CONECT    5    1   12                                                       
CONECT    6    2   13                                                       
CONECT    7    9   11                                                       
CONECT    8   10   11                                                       
CONECT    9    3    7   12                                                  
CONECT   10    4    8   13                                                  
CONECT   11    7    8                                                       
CONECT   12    5    9                                                       
CONECT   13    6   10                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Di-a-furfuryl ether	Generator
Di-α-furfuryl ether	Generator
2,2'-(Oxybis(methylene))bis-furan	HMDB
2,2'-(Oxybis(methylene))bisfuran	HMDB
2,2'-(Oxydimethylene)di-furan	HMDB
2,2'-(Oxydimethylene)difuran	HMDB
2,2'-Difurfuryl ether	HMDB
2,2'-[Oxybis(methylene)]bis-furan	HMDB
2,2'-[Oxybis(methylene)]bisfuran	HMDB
2-[(2-Furylmethoxy)methyl]furan	HMDB
Bis(2-furylmethyl) ether	HMDB
Difurfuryl ether	HMDB
Difurfuryl ether (7ci)	HMDB
FEMA 3337	HMDB
Furan, 2,2'-(oxydimethylene)di- (6ci,8ci)	HMDB
Furfuryl ether	HMDB

Chemical Formula

C₁₀H₁₀O₃

Average Molecular Weight

178.1846

Monoisotopic Molecular Weight

178.062994186

IUPAC Name

2-[(furan-2-ylmethoxy)methyl]furan

Traditional Name

2-[(furan-2-ylmethoxy)methyl]furan

CAS Registry Number

4437-22-3

SMILES

C(OCC1=CC=CO1)C1=CC=CO1

InChI Identifier

InChI=1S/C10H10O3/c1-3-9(12-5-1)7-11-8-10-4-2-6-13-10/h1-6H,7-8H2

InChI Key

YEQMNLGBLPBBNI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Heteroaromatic compounds

Sub Class

Not Available

Direct Parent

Heteroaromatic compounds

Alternative Parents

Substituents

Heteroaromatic compound
Furan
Oxacycle
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0033248)
Cytoplasm (HMDB: HMDB0033248)

Source

Exogenous

Exogenous (HMDB: HMDB0033248)

Food

Food (HMDB: HMDB0033248)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0033248)

Biological role

Nutrient (HMDB: HMDB0033248)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	101.00 °C. @ 2.00 mm Hg	The Good Scents Company Information System
Water Solubility	711.3 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.797 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	2.05	ALOGPS
logP	1.69	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.51 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	47.02 m³·mol⁻¹	ChemAxon
Polarizability	18.66 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	137.184	31661259
DarkChem	[M-H]-	135.841	31661259
DeepCCS	[M+H]+	140.547	30932474
DeepCCS	[M-H]-	138.066	30932474
DeepCCS	[M-2H]-	173.709	30932474
DeepCCS	[M+Na]+	149.018	30932474
AllCCS	[M+H]+	138.2	32859911
AllCCS	[M+H-H2O]+	133.7	32859911
AllCCS	[M+NH4]+	142.5	32859911
AllCCS	[M+Na]+	143.7	32859911
AllCCS	[M-H]-	139.2	32859911
AllCCS	[M+Na-2H]-	139.6	32859911
AllCCS	[M+HCOO]-	140.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.61 minutes	32390414
Predicted by Siyang on May 30, 2022	15.5665 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.39 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	33.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1144.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	557.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	209.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	354.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	235.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	490.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	804.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	456.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1358.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	458.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1327.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	471.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	421.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	583.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	563.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	74.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Di-alpha-furfuryl ether	C(OCC1=CC=CO1)C1=CC=CO1	1975.6	Standard polar	33892256
Di-alpha-furfuryl ether	C(OCC1=CC=CO1)C1=CC=CO1	1358.2	Standard non polar	33892256
Di-alpha-furfuryl ether	C(OCC1=CC=CO1)C1=CC=CO1	1315.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Di-alpha-furfuryl ether EI-B (Non-derivatized)	splash10-001i-9000000000-7e0d0692ac5cc6a680ea	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Di-alpha-furfuryl ether EI-B (Non-derivatized)	splash10-001i-9000000000-7e0d0692ac5cc6a680ea	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Di-alpha-furfuryl ether GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9000000000-72d4a210e963435ea9f1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Di-alpha-furfuryl ether GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Di-alpha-furfuryl ether GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-alpha-furfuryl ether 10V, Positive-QTOF	splash10-004i-0900000000-6bb8894e59dfbe94b4bd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-alpha-furfuryl ether 20V, Positive-QTOF	splash10-004i-0900000000-7d7b14d0ab858734922f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-alpha-furfuryl ether 40V, Positive-QTOF	splash10-0a4i-9100000000-bc8657afc062a041c04c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-alpha-furfuryl ether 10V, Negative-QTOF	splash10-004i-0900000000-90430adc4867c8a38a12	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-alpha-furfuryl ether 20V, Negative-QTOF	splash10-004i-1900000000-413023c92241a2f3448e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-alpha-furfuryl ether 40V, Negative-QTOF	splash10-0002-9300000000-949b0d8fcc9c4a3af7a4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-alpha-furfuryl ether 10V, Positive-QTOF	splash10-001i-9200000000-9eb2e983db6d205e257b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-alpha-furfuryl ether 20V, Positive-QTOF	splash10-001i-9000000000-e639ef359a693f4ca304	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-alpha-furfuryl ether 40V, Positive-QTOF	splash10-001i-9000000000-29b62ded339ca3386b3c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-alpha-furfuryl ether 10V, Negative-QTOF	splash10-001i-9300000000-39e8d5e414dda2774991	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-alpha-furfuryl ether 20V, Negative-QTOF	splash10-001i-9000000000-e78bd04a1f55e8301943	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-alpha-furfuryl ether 40V, Negative-QTOF	splash10-0159-9000000000-33430601f5d222b6c485	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011267

KNApSAcK ID

Not Available

Chemspider ID

231033

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

263034

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1019051

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Di-alpha-furfuryl ether (HMDB0033248)

MOL for HMDB0033248 (Di-alpha-furfuryl ether)

3D MOL for HMDB0033248 (Di-alpha-furfuryl ether)

3D SDF for HMDB0033248 (Di-alpha-furfuryl ether)

3D-SDF for HMDB0033248 (Di-alpha-furfuryl ether)

PDB for HMDB0033248 (Di-alpha-furfuryl ether)

3D PDB for HMDB0033248 (Di-alpha-furfuryl ether)

SMILES for HMDB0033248 (Di-alpha-furfuryl ether)

INCHI for HMDB0033248 (Di-alpha-furfuryl ether)

Structure for HMDB0033248 (Di-alpha-furfuryl ether)

3D Structure for HMDB0033248 (Di-alpha-furfuryl ether)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra