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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:38:40 UTC

Update Date

2022-03-07 02:56:50 UTC

HMDB ID

HMDB0041013

Secondary Accession Numbers

HMDB41013

Metabolite Identification

Common Name

Isocyclocitral

Description

Isocyclocitral belongs to the class of organic compounds known as organic oxides. These are organic compounds containing an oxide group. Isocyclocitral is an aldehydic, earthy, and green tasting compound. Based on a literature review very few articles have been published on Isocyclocitral.

Structure

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

COMPND    HMDB0041013
HETATM    1  C1  UNL     1       3.112  -0.452   0.555  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.628  -0.163   0.455  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.188   1.044   0.216  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.248   1.402   0.104  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.595   1.824  -1.286  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.110   0.350   0.701  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.541   0.550   0.448  1.00  0.00           C  
HETATM    8  O1  UNL     1      -3.099   0.122  -0.550  1.00  0.00           O  
HETATM    9  C8  UNL     1      -0.710  -1.061   0.378  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.127  -1.534  -0.974  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.748  -1.317   0.643  1.00  0.00           C  
HETATM   12  H1  UNL     1       3.352  -1.082  -0.302  1.00  0.00           H  
HETATM   13  H2  UNL     1       3.660   0.504   0.603  1.00  0.00           H  
HETATM   14  H3  UNL     1       3.255  -1.022   1.500  1.00  0.00           H  
HETATM   15  H4  UNL     1       1.907   1.864   0.085  1.00  0.00           H  
HETATM   16  H5  UNL     1      -0.370   2.329   0.744  1.00  0.00           H  
HETATM   17  H6  UNL     1       0.189   1.432  -1.979  1.00  0.00           H  
HETATM   18  H7  UNL     1      -0.555   2.946  -1.420  1.00  0.00           H  
HETATM   19  H8  UNL     1      -1.569   1.513  -1.646  1.00  0.00           H  
HETATM   20  H9  UNL     1      -0.966   0.441   1.820  1.00  0.00           H  
HETATM   21  H10 UNL     1      -3.200   1.096   1.137  1.00  0.00           H  
HETATM   22  H11 UNL     1      -1.261  -1.717   1.105  1.00  0.00           H  
HETATM   23  H12 UNL     1      -1.025  -0.820  -1.781  1.00  0.00           H  
HETATM   24  H13 UNL     1      -0.457  -2.407  -1.234  1.00  0.00           H  
HETATM   25  H14 UNL     1      -2.158  -1.972  -0.992  1.00  0.00           H  
HETATM   26  H15 UNL     1       0.915  -1.689   1.695  1.00  0.00           H  
HETATM   27  H16 UNL     1       1.038  -2.180  -0.026  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    3   11
CONECT    3    4   15
CONECT    4    5    6   16
CONECT    5   17   18   19
CONECT    6    7    9   20
CONECT    7    8    8   21
CONECT    9   10   11   22
CONECT   10   23   24   25
CONECT   11   26   27
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2,4,6-Trimethyl-3-cyclohexen-1-carboxaldehyde	HMDB
2,4,6-Trimethyl-D3-tetrahydrobenzaldehyde	HMDB

Chemical Formula

C₁₀H₁₆O

Average Molecular Weight

152.2334

Monoisotopic Molecular Weight

152.120115134

IUPAC Name

2,4,6-trimethylcyclohex-3-ene-1-carbaldehyde

Traditional Name

2,4,6-trimethylcyclohex-3-ene-1-carbaldehyde

CAS Registry Number

1335-66-6

SMILES

CC1CC(C)=CC(C)C1C=O

InChI Identifier

InChI=1S/C10H16O/c1-7-4-8(2)10(6-11)9(3)5-7/h4,6,8-10H,5H2,1-3H3

InChI Key

YJSUCBQWLKRPDL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as organic oxides. These are organic compounds containing an oxide group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organic oxides

Sub Class

Not Available

Direct Parent

Organic oxides

Alternative Parents

Substituents

Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0041013)
Cytoplasm (HMDB: HMDB0041013)

Source

Exogenous

Exogenous (HMDB: HMDB0041013)

Food

Food (HMDB: HMDB0041013)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Emulsifier (HMDB: HMDB0041013)

Biological role

Nutrient (HMDB: HMDB0041013)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	-55.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	214.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	106 mg/L @ 20 °C (exp)	The Good Scents Company Information System
LogP	2.870	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.71 g/L	ALOGPS
logP	1.96	ALOGPS
logP	2.19	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	17.43	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	47.42 m³·mol⁻¹	ChemAxon
Polarizability	18.3 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	134.208	31661259
DarkChem	[M-H]-	131.551	31661259
DeepCCS	[M+H]+	139.874	30932474
DeepCCS	[M-H]-	136.454	30932474
DeepCCS	[M-2H]-	173.643	30932474
DeepCCS	[M+Na]+	148.898	30932474
AllCCS	[M+H]+	132.1	32859911
AllCCS	[M+H-H2O]+	127.6	32859911
AllCCS	[M+NH4]+	136.3	32859911
AllCCS	[M+Na]+	137.5	32859911
AllCCS	[M-H]-	137.3	32859911
AllCCS	[M+Na-2H]-	138.9	32859911
AllCCS	[M+HCOO]-	140.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isocyclocitral	CC1CC(C)=CC(C)C1C=O	1531.8	Standard polar	33892256
Isocyclocitral	CC1CC(C)=CC(C)C1C=O	1112.6	Standard non polar	33892256
Isocyclocitral	CC1CC(C)=CC(C)C1C=O	1123.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isocyclocitral,1TMS,isomer #1	CC1=CC(C)C(=CO[Si](C)(C)C)C(C)C1	1319.2	Semi standard non polar	33892256
Isocyclocitral,1TMS,isomer #1	CC1=CC(C)C(=CO[Si](C)(C)C)C(C)C1	1248.6	Standard non polar	33892256
Isocyclocitral,1TBDMS,isomer #1	CC1=CC(C)C(=CO[Si](C)(C)C(C)(C)C)C(C)C1	1553.0	Semi standard non polar	33892256
Isocyclocitral,1TBDMS,isomer #1	CC1=CC(C)C(=CO[Si](C)(C)C(C)(C)C)C(C)C1	1510.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Isocyclocitral GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dr-5900000000-134e072defb178b59d0d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isocyclocitral 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 - Isocyclocitral 10V, Positive-QTOF	splash10-0udi-0900000000-2e31aa7d933b0fb15bf9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isocyclocitral 20V, Positive-QTOF	splash10-0udi-5900000000-5839b4a1ac93f8702879	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isocyclocitral 40V, Positive-QTOF	splash10-014i-9100000000-c426f75334fa554d788b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isocyclocitral 10V, Negative-QTOF	splash10-0udi-0900000000-7545c12bfe047e1a1aaa	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isocyclocitral 20V, Negative-QTOF	splash10-0udi-0900000000-484a4c6b05efdfdd1802	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isocyclocitral 40V, Negative-QTOF	splash10-05fr-3900000000-40b90d9d134c54385619	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isocyclocitral 10V, Negative-QTOF	splash10-0udi-0900000000-aca2d062c1eed860ed03	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isocyclocitral 20V, Negative-QTOF	splash10-00di-0900000000-4f490e179727d905146c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isocyclocitral 40V, Negative-QTOF	splash10-014i-3900000000-0dbac9d4aad061f21974	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isocyclocitral 10V, Positive-QTOF	splash10-00e9-3900000000-3e223c2c8070639e6640	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isocyclocitral 20V, Positive-QTOF	splash10-0ab9-4900000000-ac2a418414db0f9a4c57	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isocyclocitral 40V, Positive-QTOF	splash10-05q9-9200000000-87d7e89ec8aeaa6eed63	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart 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

FDB020876

KNApSAcK ID

Not Available

Chemspider ID

91388

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101150

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1020591

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 Isocyclocitral (HMDB0041013)

MOL for HMDB0041013 (Isocyclocitral)

3D MOL for HMDB0041013 (Isocyclocitral)

3D SDF for HMDB0041013 (Isocyclocitral)

3D-SDF for HMDB0041013 (Isocyclocitral)

PDB for HMDB0041013 (Isocyclocitral)

3D PDB for HMDB0041013 (Isocyclocitral)

SMILES for HMDB0041013 (Isocyclocitral)

INCHI for HMDB0041013 (Isocyclocitral)

Structure for HMDB0041013 (Isocyclocitral)

3D Structure for HMDB0041013 (Isocyclocitral)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra