MiMeDB: Showing metabocard for beta-Cyclocitral (MMDBc0047766)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 15:41:39 UTC

Update Date

2025-01-16 07:46:36 UTC

Metabolite ID

MMDBc0047766

Metabolite Identification

Common Name

beta-Cyclocitral

Description

beta-Cyclocitral is found in fig. beta-Cyclocitral is a constituent of saffron and many other plant materials. beta-Cyclocitral is produced by Microcystis species beta-Cyclocitral is a 50:50 mixture with 2,6,6-Trimethyl-2-cyclohexene-1-carboxaldehyde JQM42-W is used as a flavouring ingredient.

Structure

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

COMPND    HMDB0041011
HETATM    1  C1  UNL     1       2.662   0.837   0.533  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.435   0.058   0.244  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.272   0.690   0.248  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.254   2.141   0.540  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.838   2.731   0.543  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.030   0.035  -0.024  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.064   0.466   0.995  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.580   0.450  -1.392  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.953  -1.474  -0.017  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.321  -1.882  -0.723  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.546  -1.385  -0.035  1.00  0.00           C  
HETATM   12  H1  UNL     1       3.553   0.189   0.657  1.00  0.00           H  
HETATM   13  H2  UNL     1       2.839   1.552  -0.293  1.00  0.00           H  
HETATM   14  H3  UNL     1       2.580   1.424   1.473  1.00  0.00           H  
HETATM   15  H4  UNL     1       1.151   2.686   0.746  1.00  0.00           H  
HETATM   16  H5  UNL     1      -2.756  -0.400   1.188  1.00  0.00           H  
HETATM   17  H6  UNL     1      -1.629   0.743   1.957  1.00  0.00           H  
HETATM   18  H7  UNL     1      -2.687   1.305   0.642  1.00  0.00           H  
HETATM   19  H8  UNL     1      -0.749   0.550  -2.134  1.00  0.00           H  
HETATM   20  H9  UNL     1      -2.179   1.389  -1.308  1.00  0.00           H  
HETATM   21  H10 UNL     1      -2.240  -0.357  -1.787  1.00  0.00           H  
HETATM   22  H11 UNL     1      -1.784  -1.931  -0.591  1.00  0.00           H  
HETATM   23  H12 UNL     1      -0.986  -1.882   1.016  1.00  0.00           H  
HETATM   24  H13 UNL     1       0.281  -1.414  -1.733  1.00  0.00           H  
HETATM   25  H14 UNL     1       0.371  -2.973  -0.880  1.00  0.00           H  
HETATM   26  H15 UNL     1       1.802  -1.975   0.874  1.00  0.00           H  
HETATM   27  H16 UNL     1       2.410  -1.575  -0.739  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    3   11
CONECT    3    4    6
CONECT    4    5    5   15
CONECT    6    7    8    9
CONECT    7   16   17   18
CONECT    8   19   20   21
CONECT    9   10   22   23
CONECT   10   11   24   25
CONECT   11   26   27
END

Synonyms

Value	Source
2,6,6-Trimethyl-1-cyclohexene-1-carboxaldehyde	ChEBI
2,6,6-Trimethyl-1-cyclohexene-1-carbaldehyde	Kegg
b-Cyclocitral	Generator
Β-cyclocitral	Generator
1-Formyl-2,6,6-trimethyl-1-cyclohexene	HMDB
2,6,6-Trimethyl-1-cyclohexen-1-carboxaldehyde	HMDB
2,6,6-Trimethyl-cyclohexene-1-carboxaldehyde	HMDB
2,6,6-Trimethyl-cyclohexenecarboxaldehyde	HMDB
2,6,6-Trimethylcyclohex-1-ene-1-carbaldehyde	HMDB
2,6,6-Trimethylcyclohexene-1-carbaldehyde	HMDB
2,6,6-Trimethylcyclohexenecarbaldehyde	HMDB
alpha(beta)-Cyclocitral	HMDB
beta -Cyclocitral	HMDB
beta-Cyclocitrol	HMDB

Molecular Formula

C₁₀H₁₆O

Average Mass

152.2334

Monoisotopic Mass

152.120115134

IUPAC Name

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

Traditional Name

β-cyclocitral

CAS Registry Number

Not Available

SMILES

CC1=C(C=O)C(C)(C)CCC1

InChI Identifier

InChI=1S/C10H16O/c1-8-5-4-6-10(2,3)9(8)7-11/h7H,4-6H2,1-3H3

InChI Key

MOQGCGNUWBPGTQ-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

monoterpenoid (CHEBI:53177 )

Functional Ontology

Not Available

Physical Properties

State

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	1.26 g/L	ALOGPS
logP	2.96	ALOGPS
logP	2.41	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Basic)	-4.3	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	47.1 m³·mol⁻¹	ChemAxon
Polarizability	18.03 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
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0l0i-4900000000-f6c4a4fe93d19741cab0	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0l0i-4900000000-f6c4a4fe93d19741cab0	2018-05-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-052r-3900000000-6391af660fd4d8a21547	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-1900000000-a06d949d55e95a72b6b7	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-9800000000-19d87f66741a50d0e677	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gb9-9100000000-9690930ec35bca459333	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-dcfa64ac0ff4ae18463b	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0900000000-6237aac949530326cbf1	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0kmr-3900000000-5d5d6b808dcc3a96c3e3	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-6900000000-10632e4d0107c6bea634	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0arr-9200000000-06e9f20fa2dfd319b3ba	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-067i-9100000000-eec8f7754558ce99427a	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0uk9-0900000000-242103d291e18a765c21	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0fk9-0900000000-64f4832ef5436e56e9ff	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-0900000000-a4b505d5001ef400c380	2021-09-23	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-052o-9300000000-be54b6f8155405712fdf	2015-03-01	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Feces
Urine

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

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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

Food Exposures

Other Exposures

Source Type	Activity	Data Source	Reference
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Urine	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	24023812
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	23454028
Human Blood	Detected but not Quantified				HMDB

External Links

HMDB ID

HMDB0041011

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9895

PDB ID

Not Available

ChEBI ID

53177

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 beta-Cyclocitral (MMDBc0047766)

MOL for #<Metabolite:0x00007fca692a78e0>

3D MOL for #<Metabolite:0x00007fca692a78e0>

3D SDF for #<Metabolite:0x00007fca692a78e0>

3D-SDF for #<Metabolite:0x00007fca692a78e0>

PDB for #<Metabolite:0x00007fca692a78e0>

3D PDB for #<Metabolite:0x00007fca692a78e0>

SMILES for #<Metabolite:0x00007fca692a78e0>

INCHI for #<Metabolite:0x00007fca692a78e0>

Structure for #<Metabolite:0x00007fca692a78e0>

3D Structure for #<Metabolite:0x00007fca692a78e0>