MiMeDB: Showing metabocard for alpha-Cyclocitral (MMDBc0047760)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 15:41:22 UTC

Update Date

2024-04-30 20:29:41 UTC

Metabolite ID

MMDBc0047760

Metabolite Identification

Common Name

alpha-Cyclocitral

Description

alpha-Cyclocitral is a 50:50 mixture with 2,6,6-Trimethyl-1-cyclohexene-1-carboxaldehyde NFQ78-Y is used as a flavouring ingredient (*FEMA 3639*

Structure

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

COMPND    HMDB0035706
HETATM    1  C1  UNL     1       2.683  -0.018  -0.193  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.348   0.538   0.090  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.947   1.757  -0.282  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.436   2.193   0.072  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.338   1.094  -0.503  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.927  -0.259  -0.037  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.086  -0.927   0.636  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.552  -1.089  -1.271  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.304  -0.252   0.843  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.799  -1.615   1.116  1.00  0.00           C  
HETATM   11  O1  UNL     1       0.487  -2.196   2.139  1.00  0.00           O  
HETATM   12  H1  UNL     1       2.979  -0.749   0.606  1.00  0.00           H  
HETATM   13  H2  UNL     1       2.777  -0.457  -1.210  1.00  0.00           H  
HETATM   14  H3  UNL     1       3.443   0.789  -0.141  1.00  0.00           H  
HETATM   15  H4  UNL     1       1.659   2.363  -0.825  1.00  0.00           H  
HETATM   16  H5  UNL     1      -0.617   3.139  -0.460  1.00  0.00           H  
HETATM   17  H6  UNL     1      -0.587   2.271   1.165  1.00  0.00           H  
HETATM   18  H7  UNL     1      -1.331   1.198  -1.610  1.00  0.00           H  
HETATM   19  H8  UNL     1      -2.367   1.313  -0.162  1.00  0.00           H  
HETATM   20  H9  UNL     1      -2.988  -0.781   0.010  1.00  0.00           H  
HETATM   21  H10 UNL     1      -1.922  -2.042   0.719  1.00  0.00           H  
HETATM   22  H11 UNL     1      -2.246  -0.576   1.673  1.00  0.00           H  
HETATM   23  H12 UNL     1      -1.357  -0.910  -2.012  1.00  0.00           H  
HETATM   24  H13 UNL     1      -0.575  -2.149  -0.926  1.00  0.00           H  
HETATM   25  H14 UNL     1       0.439  -0.791  -1.636  1.00  0.00           H  
HETATM   26  H15 UNL     1       0.024   0.272   1.780  1.00  0.00           H  
HETATM   27  H16 UNL     1       1.439  -2.115   0.418  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    3    9
CONECT    3    4   15
CONECT    4    5   16   17
CONECT    5    6   18   19
CONECT    6    7    8    9
CONECT    7   20   21   22
CONECT    8   23   24   25
CONECT    9   10   26
CONECT   10   11   11   27
END

Synonyms

Value	Source
a-Cyclocitral	Generator
Α-cyclocitral	Generator
1-Formyl-2,6,6-trimethyl-2-cyclohexene	HMDB
2,6,6-Trimethyl-2-cyclohexen-1-carboxaldehyde	HMDB
2,6,6-Trimethyl-2-cyclohexene-1-carbaldehyde	HMDB
2,6,6-Trimethyl-2-cyclohexene-1-carboxaldehyde	HMDB
2,6,6-Trimethylcyclohex-2-en-1-carboxaldehyde	HMDB
2,6,6-Trimethylcyclohex-2-ene-1-carbaldehyde	HMDB
alpha -Cyclocitral	HMDB
Filipendulal	HMDB

Molecular Formula

C₁₀H₁₆O

Average Mass

152.2334

Monoisotopic Mass

152.120115134

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CC1=CCCC(C)(C)C1C=O

InChI Identifier

InChI=1S/C10H16O/c1-8-5-4-6-10(2,3)9(8)7-11/h5,7,9H,4,6H2,1-3H3

InChI Key

ZVZRJSHOOULAGB-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

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	1.17 g/L	ALOGPS
logP	2.84	ALOGPS
logP	2.2	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	18.45	ChemAxon
pKa (Strongest Basic)	-7.1	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	47.34 m³·mol⁻¹	ChemAxon
Polarizability	17.92 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0abi-8900000000-4a3fe80b12af809e19dc	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-97324505311710a03a80	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0uxr-9700000000-cff3340902f149b29fa9	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gb9-9100000000-10092caceeb1617add98	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-eeccc4d08fce73b9f581	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0900000000-8a7016290964e8ba85b2	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0f7x-8900000000-8491df02dfd5899e80e7	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0fk9-0900000000-5faf1aa3a1d7573ce3ee	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0900000000-bf330a997a00d4f4dc59	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-0900000000-51e0630e0612f83e376a	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-2900000000-15e145baa52b9ae5445b	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0aor-9800000000-07ed783e385985dabfc0	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kf-9200000000-27759a147a9af43fd36b	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0035706

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB014428

KNApSAcK ID

Not Available

Chemspider ID

84960

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

94143

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Robinson AL, Ebeler SE, Heymann H, Boss PK, Solomon PS, Trengove RD: Interactions between wine volatile compounds and grape and wine matrix components influence aroma compound headspace partitioning. J Agric Food Chem. 2009 Nov 11;57(21):10313-22. doi: 10.1021/jf902586n. [PubMed:19845354 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..

Showing metabocard for alpha-Cyclocitral (MMDBc0047760)

MOL for #<Metabolite:0x00007fecb400c1b8>

3D MOL for #<Metabolite:0x00007fecb400c1b8>

3D SDF for #<Metabolite:0x00007fecb400c1b8>

3D-SDF for #<Metabolite:0x00007fecb400c1b8>

PDB for #<Metabolite:0x00007fecb400c1b8>

3D PDB for #<Metabolite:0x00007fecb400c1b8>

SMILES for #<Metabolite:0x00007fecb400c1b8>

INCHI for #<Metabolite:0x00007fecb400c1b8>

Structure for #<Metabolite:0x00007fecb400c1b8>

3D Structure for #<Metabolite:0x00007fecb400c1b8>