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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:02:48 UTC

Update Date

2023-02-21 17:24:05 UTC

HMDB ID

HMDB0034243

Secondary Accession Numbers

HMDB34243

Metabolite Identification

Common Name

Ipomeanine

Description

Ipomeanine belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. Ipomeanine has been detected, but not quantified in, root vegetables. This could make ipomeanine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Ipomeanine.

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       2.916   4.747   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.249   4.747   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.085   3.977   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.159   4.603   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.190   3.459   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.913   2.445   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.582   3.977   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.752   3.977   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.419   4.747   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.582   2.437   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -2.419   6.287   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -5.420   2.125   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    3    7                                                       
CONECT    3    2    9                                                       
CONECT    4    5    8                                                       
CONECT    5    4   12                                                       
CONECT    6    8   12                                                       
CONECT    7    1    2   10                                                  
CONECT    8    4    6    9                                                  
CONECT    9    3    8   11                                                  
CONECT   10    7                                                            
CONECT   11    9                                                            
CONECT   12    5    6                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,4-Pentanedione, 1-(3-furanyl)- (9ci)	HMDB
1-(3-Furanyl)-1,4-pentanedione	HMDB
1-(3-Furyl)-1,4-pentanedione	HMDB, MeSH
1-Furan-3-yl-pentane-1,4-dione	HMDB
beta-(gamma-Oxovaleroyl)furan	HMDB
Ipomeanin	HMDB
Ipomeanine	MeSH

Chemical Formula

C₉H₁₀O₃

Average Molecular Weight

166.1739

Monoisotopic Molecular Weight

166.062994186

IUPAC Name

1-(furan-3-yl)pentane-1,4-dione

Traditional Name

1-(furan-3-yl)pentane-1,4-dione

CAS Registry Number

496-06-0

SMILES

CC(=O)CCC(=O)C1=COC=C1

InChI Identifier

InChI=1S/C9H10O3/c1-7(10)2-3-9(11)8-4-5-12-6-8/h4-6H,2-3H2,1H3

InChI Key

VUENWDJSJYJARL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl alkyl ketones

Alternative Parents

Substituents

Aryl alkyl ketone
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0034243)
Cytoplasm (HMDB: HMDB0034243)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034243)

Source

Exogenous

Exogenous (HMDB: HMDB0034243)

Food

Food (HMDB: HMDB0034243)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Endogenous

Plant

Plant (HMDB: HMDB0034243)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034243)

Environmental role

Environmental contaminant (HMDB: HMDB0034243)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	42 - 43 °C	Not Available
Boiling Point	282.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	25590 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.670 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	7.7 g/L	ALOGPS
logP	0.91	ALOGPS
logP	0.83	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	13.2	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	47.28 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	43.42 m³·mol⁻¹	ChemAxon
Polarizability	16.89 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	137.796	31661259
DarkChem	[M-H]-	135.397	31661259
DeepCCS	[M+H]+	136.797	30932474
DeepCCS	[M-H]-	133.924	30932474
DeepCCS	[M-2H]-	170.467	30932474
DeepCCS	[M+Na]+	145.972	30932474
AllCCS	[M+H]+	135.5	32859911
AllCCS	[M+H-H2O]+	131.1	32859911
AllCCS	[M+NH4]+	139.5	32859911
AllCCS	[M+Na]+	140.7	32859911
AllCCS	[M-H]-	135.5	32859911
AllCCS	[M+Na-2H]-	136.5	32859911
AllCCS	[M+HCOO]-	137.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ipomeanine	CC(=O)CCC(=O)C1=COC=C1	2173.3	Standard polar	33892256
Ipomeanine	CC(=O)CCC(=O)C1=COC=C1	1337.0	Standard non polar	33892256
Ipomeanine	CC(=O)CCC(=O)C1=COC=C1	1373.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ipomeanine,1TMS,isomer #1	CC(=CCC(=O)C1=COC=C1)O[Si](C)(C)C	1557.3	Semi standard non polar	33892256
Ipomeanine,1TMS,isomer #1	CC(=CCC(=O)C1=COC=C1)O[Si](C)(C)C	1502.0	Standard non polar	33892256
Ipomeanine,1TMS,isomer #2	C=C(CCC(=O)C1=COC=C1)O[Si](C)(C)C	1527.0	Semi standard non polar	33892256
Ipomeanine,1TMS,isomer #2	C=C(CCC(=O)C1=COC=C1)O[Si](C)(C)C	1491.4	Standard non polar	33892256
Ipomeanine,1TBDMS,isomer #1	CC(=CCC(=O)C1=COC=C1)O[Si](C)(C)C(C)(C)C	1792.5	Semi standard non polar	33892256
Ipomeanine,1TBDMS,isomer #1	CC(=CCC(=O)C1=COC=C1)O[Si](C)(C)C(C)(C)C	1733.5	Standard non polar	33892256
Ipomeanine,1TBDMS,isomer #2	C=C(CCC(=O)C1=COC=C1)O[Si](C)(C)C(C)(C)C	1760.9	Semi standard non polar	33892256
Ipomeanine,1TBDMS,isomer #2	C=C(CCC(=O)C1=COC=C1)O[Si](C)(C)C(C)(C)C	1710.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ipomeanine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0005-9300000000-80b6db983f71b08c82cd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ipomeanine 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 - Ipomeanine 10V, Positive-QTOF	splash10-014j-0900000000-d9493865fbad6d38689b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipomeanine 20V, Positive-QTOF	splash10-0002-7900000000-10051f5064e5db477df5	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipomeanine 40V, Positive-QTOF	splash10-0fsj-9300000000-7bd946b83faafd10d477	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipomeanine 10V, Negative-QTOF	splash10-014i-0900000000-ac7430b067744424007e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipomeanine 20V, Negative-QTOF	splash10-014i-3900000000-c0c7cd8f4016a4e00850	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipomeanine 40V, Negative-QTOF	splash10-014i-8900000000-9b1e9294eea1c39334ae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipomeanine 10V, Negative-QTOF	splash10-014i-7900000000-5e65b3e6a4898d27daf5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipomeanine 20V, Negative-QTOF	splash10-014i-9100000000-b96eb63a5bb19146bd31	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipomeanine 40V, Negative-QTOF	splash10-014i-9000000000-e9b5f6f8b27dc638a472	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipomeanine 10V, Positive-QTOF	splash10-00kb-4900000000-6d45d6abceb7bc61462e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipomeanine 20V, Positive-QTOF	splash10-0005-9200000000-bc0f19bb35f7626f3233	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ipomeanine 40V, Positive-QTOF	splash10-0005-9000000000-1fbb499e0f17d451943c	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	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

FDB012556

KNApSAcK ID

Not Available

Chemspider ID

90974

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

100689

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1538491

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 Ipomeanine (HMDB0034243)

MOL for HMDB0034243 (Ipomeanine)

3D MOL for HMDB0034243 (Ipomeanine)

3D SDF for HMDB0034243 (Ipomeanine)

3D-SDF for HMDB0034243 (Ipomeanine)

PDB for HMDB0034243 (Ipomeanine)

3D PDB for HMDB0034243 (Ipomeanine)

SMILES for HMDB0034243 (Ipomeanine)

INCHI for HMDB0034243 (Ipomeanine)

Structure for HMDB0034243 (Ipomeanine)

3D Structure for HMDB0034243 (Ipomeanine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra