Common Name(4s)-limonene
DescriptionLimonene is a monoterpene with a clear colourless liquid at room temperature, a naturally occurring chemical which is the major component in oil of oranges. Limonene is widely used as a flavour and fragrance and is listed to be generally recognized as safe in food by the Food and Drug Administration (21 CFR 182.60 in the Code of Federal Regulations, U.S.A.). Limonene is a botanical (plant-derived) solvent of low toxicity. Mild skin irritation may occur from exposure to limonene and oxidation products of limonene may produce dermal sensitization, and may have irritative and bronchoconstrictive airway effects; however, data are scant and more studies are required. Limonene has been shown to cause a male rat-specific kidney toxicity referred to as hyaline droplet nephropathy. Furthermore, chronic exposure to limonene causes a significant incidence of renal tubular tumours exclusively in male rats. Limonene is one of the active components of dietary phytochemicals that appears to be protective against cancer (PMID:16563357 , 15499193 , 15325315 , 2024047 ).
Structure
Molecular FormulaC10H16
Average Mass136.23400
Monoisotopic Mass136.12520
IUPAC Name(4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene
Traditional Name(+)-limonene
CAS Registry Number5989-54-8
SMILESC=C(C)[C@@H]1CC=C(C)CC1
InChI IdentifierInChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m1/s1
InChI KeyXMGQYMWWDOXHJM-SNVBAGLBSA-N
CHEBI IDCHEBI:15383
HMDB IDHMDB0004321
StateLiquid
Water Solubility4.57e-01 g/l
logP4.50
logS-2.47
pKa (Strongest Acidic)Not Available
pKa (Strongest Basic)Not Available
Hydrogen Acceptor Count0
Hydrogen Donor Count0
Polar Surface Area0 Ų
Rotatable Bond Count1
Physiological Charge0
Formal Charge0
Refractivity46.48 m³·mol⁻¹
Polarizability17.55

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