(-)-Limonene - ≥95%(GC) , CAS No.5989-54-8

CAS: 5989-54-8 Cat. No.: L157739 Molecular Weight: 136.24 Beilstein Registry Number: 2323990 EC Number: 227-815-6

GRADE & PURITY ≥95%(GC)

Synonyms

(-)-Limonene | (S)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene | 9IU | (4S)-1-methyl-4-isopropenylcyclohex-1-ene | (S)-(-)-Limonene | L-Limonen | (4S)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene | AKOS016844135 | DTXCID4027078 | Limonene, (-)- | Q27089405 | (S)-

Storage

Protected from light,Argon charged,Room temperature

Shipped In

Normal

Overview

(-)-Limonene, a fragrance monoterpene, is mainly found in citrus peel oil. It is also found in the essential oils of herbs such as rosemary, eucalyptus, lavender, caraway, lemongrass, and peppermint) and also tea tree oil, and turpentine oil. The oxidation products of limonene may lead to fragrance-related contact allergy.

Specifications

Synonyms

(-)-Limonene | (S)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene | 9IU | (4S)-1-methyl-4-isopropenylcyclohex-1-ene | (S)-(-)-Limonene | L-Limonen | (4S)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene | AKOS016844135 | DTXCID4027078 | Limonene, (-)- | Q27089405 | (S)-

Specifications & Purity

≥95%(GC)

Storage

Protected from light, Argon charged, Room temperature

Shipped In

Normal

Action Type

INHIBITOR

Purity

≥95%(GC)

Names and Identifiers

• Pubchem Sid: 488189740
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488189740
• Canonical Smiles: CC1=CCC(CC1)C(=C)C
• IUPAC Name: (4S)-1-methyl-4-prop-1-en-2-ylcyclohexene
• InChIKey: XMGQYMWWDOXHJM-SNVBAGLBSA-N
• INCHI: 1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m1/s1
• Isomeric SMILES: CC1=CC[C@H](CC1)C(=C)C
• WGK Germany: 3
• RTECS: OS8350000
• Molecular Weight: 136.24
• Beilstein: 2323990
• Reaxy-Rn: 774123
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=774123&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Monoterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Monoterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Menthane monoterpenoids
• Alternative Parents: Monocyclic monoterpenoids Branched unsaturated hydrocarbons Cycloalkenes Unsaturated aliphatic hydrocarbons
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: P-menthane monoterpenoid - Monocyclic monoterpenoid - Branched unsaturated hydrocarbon - Cycloalkene - Cyclic olefin - Unsaturated aliphatic hydrocarbon - Unsaturated hydrocarbon - Olefin - Hydrocarbon - Aliphatic homomonocyclic compound
• Description: This compound 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.
• External Descriptors: Menthane monoterpenoids

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

Spodoptera littoralis (798 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Miscible with alcohol. Immiscible with water.
• Sensitivity: light & air sensitive
• Refractive Index: 1.47
• Specific Rotation[α]: -113.0° (C=10,EtOH)
• Flash Point(°F): 109.4 °F
• Flash Point(°C): 45°C(lit.)
• Boil Point(°C): 64°C/15mmHg(lit.)
• Molecular Weight: 136.230 g/mol
• XLogP3: 3.400
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 136.125 Da
• Monoisotopic Mass: 136.125 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 163.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Xingran Kou, Yaqi Zhang, Dongdong Su, Hui Wang, Xin Huang, Yunwei Niu, Qinfei Ke, Zuobing Xiao, Qingran Meng.  (2023)  Study on host-guest interaction of aroma compounds/γ-cyclodextrin inclusion complexes.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2023.114589]

2. Chao Li, Huiying Wan, Xinlong Wu, Jiaxin Yin, Limin Zhu, Hanjiang Chen, Xinbo Song, Lifeng Han, Wenzhi Yang, Heshui Yu, Zheng Li.  (2022)  Discrimination and Characterization of the Volatile Organic Compounds in Schizonepetae Spica from Six Regions of China Using HS-GC-IMS and HS-SPME-GC-MS.  MOLECULES,  27  (14): (4393).  [PMID:35889268] [10.3390/molecules27144393]