(-)-Isolongifolene (CED0013757)

Record Information

Version

1.0

Creation Date

2016-05-22 04:47:30 UTC

Update Date

2026-08-19 12:33:42 UTC

Accession Number

CHEM017972

Identification

Common Name

(-)-Isolongifolene

Class

Small Molecule

Description

(-)-Isolongifolene is an organic compound with the formula C15H24 and an average molecular weight of 204.36 g/mol. (-)-Isolongifolene belongs to the sesquiterpenoids, a subclass of prenol lipids within the organic compounds. Industrially, the substance is utilized as a fragrance as well as a flavouring and nutrient. The compound is found in or released from two recorded sources, which include antennas within electrical and electronic equipment and food contact materials such as food, food processing and cookware. Recorded routes of exposure include touch, oral, and inhalation. In the context of plastics, (-)-Isolongifolene is released in polypropylene, while its presence in polyurethane remains inconclusive.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄

Average Molecular Mass

204.357 g/mol

Monoisotopic Mass

204.188 g/mol

CAS Registry Number

1135-66-6

IUPAC Name

(1R,8S)-2,2,7,7-tetramethyltricyclo[6.2.1.0¹,⁶]undec-5-ene

Traditional Name

(1R,8S)-2,2,7,7-tetramethyltricyclo[6.2.1.0¹,⁶]undec-5-ene

SMILES

[H][C@]12CC[C@]3(C1)C(=CCCC3(C)C)C2(C)C

InChI Identifier

InChI=1S/C15H24/c1-13(2)8-5-6-12-14(3,4)11-7-9-15(12,13)10-11/h6,11H,5,7-10H2,1-4H3/t11-,15-/m0/s1

InChI Key

CQUAYTJDLQBXCQ-NHYWBVRUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Longifolane or isolongifolane sesquiterpenoid
Sesquiterpenoid
Polycyclic hydrocarbon
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

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
Water Solubility	0.002 g/L	ALOGPS
logP	6.04	ALOGPS
logP	4.11	ChemAxon
logS	-5	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	65.62 m³·mol⁻¹	ChemAxon
Polarizability	25.52 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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	splash10-0a4i-0190000000-360546d789db0202f5e6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-5980000000-4b11ddc54c8cecf31e14	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-066r-9800000000-a8a2c5c010bd8529a5c8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0090000000-42b9cd17d0070d8ac2af	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0090000000-81807b428f150117f025	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0f79-1920000000-df29650fcc49142c8706	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
5248.0	Log mg/kg	[3000:9300]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
490		Personal care & cosmetics	Not Available
494	Food contact materials	Food, food processing & cookware	Not Available
506	Antennas	Electrical & Electronic Equipment	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	Mu-type opioid receptor	P97266	Cavia porcellus	Predicted (SEA)	3967.82
Click to view 3D structure	Mu-type opioid receptor	P33535	Rattus norvegicus	Predicted (SEA)	4373.49
Click to view 3D structure	Delta-type opioid receptor	P41143	Humans	Predicted (SEA)	6864.28
Click to view 3D structure	Corticosteroid-binding globulin	P08185	Humans	Predicted (SEA)	84.0772
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Predicted (SEA)	5801.25
Click to view 3D structure	Androgen receptor	P10275	Humans	Predicted (SEA)	5735.0
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	7416.46
Click to view 3D structure	Tyrosine-protein phosphatase non-receptor type 1	P18031	Humans	Predicted (SEA)	2504.57
Click to view 3D structure	G-protein coupled bile acid receptor 1	Q8TDU6	Humans	Predicted (SEA)	1115.11
Click to view 3D structure	Aldo-keto reductase family 1 member B10	O60218	Humans	Predicted (SEA)	1353.56
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	4538.69
Click to view 3D structure	FUN14 domain-containing protein 1	Q8IVP5	Humans	Predicted (SEA)	12.4559
Click to view 3D structure	Androgen receptor	P15207	Rattus norvegicus	Predicted (SEA)	1036.95
Click to view 3D structure	11-beta-hydroxysteroid dehydrogenase 1	P28845	Humans	Predicted (SEA)	2685.56
Click to view 3D structure	Bile acid receptor	Q96RI1	Humans	Predicted (SEA)	4272.37
Click to view 3D structure	Kappa-type opioid receptor	P41144	Cavia porcellus	Predicted (SEA)	4033.84
Click to view 3D structure	Tyrosine-protein phosphatase non-receptor type 2	P17706	Humans	Predicted (SEA)	2396.12
Click to view 3D structure	Kappa-type opioid receptor	P41145	Humans	Predicted (SEA)	7077.43
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	7136.75
Click to view 3D structure	Progesterone receptor	Q690N0	Bos taurus	Predicted (SEA)	262.819
Click to view 3D structure	Sex hormone-binding globulin	P04278	Humans	Predicted (SEA)	147.446
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Predicted (SEA)	7581.81
Click to view 3D structure	Ferritin heavy chain	P02794	Humans	Predicted (SEA)	5.29375
Click to view 3D structure	Streptokinase A	P10520	Streptococcus pyogenes serotype M1	Predicted (SEA)	6718.78
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	7167.42