(S)-4-Isopropenyl-1-cyclohexene-1-carboxaldehyde (CED0060524)

Record Information

Version

1.0

Creation Date

2016-05-22 04:30:55 UTC

Update Date

2026-04-17 15:52:18 UTC

Accession Number

CHEM017653

Identification

Common Name

(S)-4-Isopropenyl-1-cyclohexene-1-carboxaldehyde

Class

Small Molecule

Description

(S)-4-Isopropenyl-1-cyclohexene-1-carboxaldehyde is an organic compound with the formula C10H14O and an average molecular weight of 150.22 g/mol. (S)-4-Isopropenyl-1-cyclohexene-1-carboxaldehyde belongs to the monoterpenoids, a subclass of prenol lipids within the organic compounds. This compound is found in or released from four recorded sources. These include household items such as badges, as well as food, food processing and cookware, specifically food contact materials and the preparation of wort or wine and sparkling wine. Recorded exposure routes for this substance include oral, inhalation, and touch.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
S(-)-Perillaldehyde	ChEMBL

Chemical Formula

C₁₀H₁₄O

Average Molecular Mass

150.221 g/mol

Monoisotopic Mass

150.104 g/mol

CAS Registry Number

18031-40-8

IUPAC Name

(4S)-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carbaldehyde

Traditional Name

(4S)-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carbaldehyde

SMILES

[H][C@@]1(CCC(C=O)=CC1)C(C)=C

InChI Identifier

InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3/t10-/m1/s1

InChI Key

RUMOYJJNUMEFDD-SNVBAGLBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Menthane monoterpenoids

Alternative Parents

Substituents

P-menthane monoterpenoid
Monocyclic monoterpenoid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

p-menthane monoterpenoid (CHEBI:86938 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
logP	2.25	ChemAxon
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	2	ChemAxon
Refractivity	47.27 m³·mol⁻¹	ChemAxon
Polarizability	17.62 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 LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-1900000000-93f536e9e8fea0a3f499	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-5900000000-782526b3813e79dfb68f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0uxu-9100000000-0dd1165ad555b037ef42	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0900000000-200f98d44579ee015dd3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0900000000-bb22a8402cb0094ac050	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0159-3900000000-fe4501ac4f2041d44592	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
2662.0	Log mg/kg	[1500:4700]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
494	Food contact materials	Food, food processing & cookware	Not Available
549	Preparation Of Wine Or Sparkling Wine	Food, food processing & cookware	Not Available
550	Preparation Of Wort	Food, food processing & cookware	Not Available
570	Badges	Household items	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Transient receptor potential cation channel subfamily M member 2	E9PTA2	Rattus norvegicus	Predicted (SEA)	3.97031
Click to view 3D structure	Cannabinoid receptor 2	P34972	Humans	Predicted (SEA)	1852.42
Click to view 3D structure	Pyruvate kinase PKM	P52480	Mus musculus	Predicted (SEA)	1.94623
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	4028.15
Click to view 3D structure	Gamma-aminobutyric acid receptor subunit beta-2	P47870	Humans	Predicted (SEA)	14.3243
Click to view 3D structure	Cannabinoid receptor 1	P21554	Humans	Predicted (SEA)	3769.46
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	7297.98
Click to view 3D structure	Transient receptor potential cation channel subfamily V member 1	Q8NER1	Humans	Predicted (SEA)	3400.61
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	6879.61
Click to view 3D structure	G-protein coupled receptor 55	Q9Y2T6	Humans	Predicted (SEA)	3719.17
Click to view 3D structure	Heat sensitive channel TRPV3	Q4QYD9	Rattus norvegicus	Predicted (SEA)	5.52729
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Predicted (SEA)	7379.25
Click to view 3D structure	Transient receptor potential cation channel subfamily A member 1	Q6RI86	Rattus norvegicus	Predicted (SEA)	1979.32
Click to view 3D structure	Glycine receptor subunit alpha-2	P22771	Rattus norvegicus	Predicted (SEA)	1.16774
Click to view 3D structure	Ornithine aminotransferase, mitochondrial	P04181	Humans	Predicted (SEA)	30.9061
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	7290.74
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	7658.96
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	7235.54
Click to view 3D structure	D(4) dopamine receptor	P21917	Humans	Predicted (SEA)	6823.72
Click to view 3D structure	Transient receptor potential cation channel subfamily M member 8	Q8R455	Rattus norvegicus	Predicted (SEA)	1209.7
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P08908	Humans	Predicted (SEA)	7299.38
Click to view 3D structure	Phospholipase A2	B7UUK1	Apis mellifera	Predicted (SEA)	3.73676
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	7631.64
Click to view 3D structure	Sex hormone-binding globulin	P04278	Humans	Predicted (SEA)	142.698
Click to view 3D structure	Corticosteroid-binding globulin	P08185	Humans	Predicted (SEA)	78.2385