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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:37:00 UTC

Update Date

2023-02-21 17:19:37 UTC

HMDB ID

HMDB0030472

Secondary Accession Numbers

HMDB30472

Metabolite Identification

Common Name

4-Ipomeanol

Description

4-Ipomeanol, also known as NSC 349438 or (+-)-4-ipomeanol, 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. Based on a literature review a significant number of articles have been published on 4-Ipomeanol.

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-(3-Furanyl)-4-hydroxy-1-pentanone, 9ci	HMDB
3-(4-Hydroxypentanoyl)furan	HMDB
NSC 349438	HMDB
(+-)-4-Ipomeanol	HMDB
1-(3-Furyl)-4-hydroxypentanone	HMDB
(+-)-Isomer OF 4-ipomeanol	HMDB
4-Ipomeanol	MeSH

Chemical Formula

C₉H₁₂O₃

Average Molecular Weight

168.1898

Monoisotopic Molecular Weight

168.07864425

IUPAC Name

1-(furan-3-yl)-4-hydroxypentan-1-one

Traditional Name

1-(furan-3-yl)-4-hydroxypentan-1-one

CAS Registry Number

32954-58-8

SMILES

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

InChI Identifier

InChI=1S/C9H12O3/c1-7(10)2-3-9(11)8-4-5-12-6-8/h4-7,10H,2-3H2,1H3

InChI Key

RJYQLMILDVERHH-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
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030472)
Cytoplasm (HMDB: HMDB0030472)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030472)

Source

Endogenous

Endogenous (HMDB: HMDB0030472)

Plant

Plant (HMDB: HMDB0030472)

Exogenous

Food

Food (HMDB: HMDB0030472)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	0.84	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	11.8 g/L	ALOGPS
logP	0.72	ALOGPS
logP	0.8	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	14.59	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	50.44 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	44.55 m³·mol⁻¹	ChemAxon
Polarizability	17.7 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]+	138.676	31661259
DarkChem	[M-H]-	134.278	31661259
DeepCCS	[M+H]+	137.971	30932474
DeepCCS	[M-H]-	134.144	30932474
DeepCCS	[M-2H]-	171.798	30932474
DeepCCS	[M+Na]+	147.336	30932474
AllCCS	[M+H]+	137.5	32859911
AllCCS	[M+H-H2O]+	133.1	32859911
AllCCS	[M+NH4]+	141.5	32859911
AllCCS	[M+Na]+	142.7	32859911
AllCCS	[M-H]-	137.2	32859911
AllCCS	[M+Na-2H]-	138.3	32859911
AllCCS	[M+HCOO]-	139.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Ipomeanol	CC(O)CCC(=O)C1=COC=C1	2229.2	Standard polar	33892256
4-Ipomeanol	CC(O)CCC(=O)C1=COC=C1	1351.7	Standard non polar	33892256
4-Ipomeanol	CC(O)CCC(=O)C1=COC=C1	1408.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Ipomeanol,1TMS,isomer #1	CC(CCC(=O)C1=COC=C1)O[Si](C)(C)C	1522.9	Semi standard non polar	33892256
4-Ipomeanol,1TBDMS,isomer #1	CC(CCC(=O)C1=COC=C1)O[Si](C)(C)C(C)(C)C	1742.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Ipomeanol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9300000000-64da50749677117227b6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Ipomeanol GC-MS (1 TMS) - 70eV, Positive	splash10-0002-9200000000-32ba3410766edaa48fed	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Ipomeanol 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 - 4-Ipomeanol 10V, Positive-QTOF	splash10-0udi-0900000000-5ccb9c1fb38f30e86c61	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ipomeanol 20V, Positive-QTOF	splash10-0ue9-6900000000-e0c78b90f9ae1bc36e49	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ipomeanol 40V, Positive-QTOF	splash10-0apl-9300000000-f6d023ed7821a46218a3	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ipomeanol 10V, Negative-QTOF	splash10-014i-0900000000-785da8d5e371d88ae496	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ipomeanol 20V, Negative-QTOF	splash10-014i-3900000000-acfff8ee7c34fc06b20c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ipomeanol 40V, Negative-QTOF	splash10-014i-8900000000-df4e528de33268f1571d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ipomeanol 10V, Negative-QTOF	splash10-014i-6900000000-4c1656529a66b92f451d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ipomeanol 20V, Negative-QTOF	splash10-014i-9200000000-49d1dcf8c904e881d36b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ipomeanol 40V, Negative-QTOF	splash10-014i-9000000000-2e2353215ffe9de852d8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ipomeanol 10V, Positive-QTOF	splash10-0gb9-3900000000-cc10bbdede6d2928a68d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ipomeanol 20V, Positive-QTOF	splash10-052b-9100000000-5856312a0469be3fa664	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ipomeanol 40V, Positive-QTOF	splash10-0002-9000000000-f1fbe923cb21860a6fbb	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	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

FDB002341

KNApSAcK ID

C00057347

Chemspider ID

33367

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

4-Ipomeanol

METLIN ID

Not Available

PubChem Compound

36284

PDB ID

Not Available

ChEBI ID

1222143

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 4-Ipomeanol (HMDB0030472)

MOL for HMDB0030472 (4-Ipomeanol)

3D MOL for HMDB0030472 (4-Ipomeanol)

3D SDF for HMDB0030472 (4-Ipomeanol)

3D-SDF for HMDB0030472 (4-Ipomeanol)

PDB for HMDB0030472 (4-Ipomeanol)

3D PDB for HMDB0030472 (4-Ipomeanol)

SMILES for HMDB0030472 (4-Ipomeanol)

INCHI for HMDB0030472 (4-Ipomeanol)

Structure for HMDB0030472 (4-Ipomeanol)

3D Structure for HMDB0030472 (4-Ipomeanol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra