β-Phellandrene - ≥95% , CAS No.555-10-2

CAS: 555-10-2 Cat. No.: P337471 Formula: C₁₀H₁₆ Molecular Weight: 136.23 EC Number: 209-081-9 PubChem CID: 11142

GRADE & PURITY ≥95%

Synonyms

beta-Phellandren | HSDB 4080 | p-Mentha-1(7),2-diene | .beta.-Phellandrene | .BETA.-PHELLANDRENE [MI] | NSC53044 | NSC-53044 | 3-methylene-6-(1-methylethenyl)-cyclohexane | DTXCID201079569 | BETA-PHELLANDRENE | beta -phellandrene | 2-p-Menthadiene | DTXSI

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Overview

β-Phellandrene is a cyclic monoterpene with an exocyclic double bond. β-Phellandrene is insoluble in water, but miscible with ether. β-Phellandrene can be found and extracted from the leaves of eucalyptus radiata. β-Phellandrene is a major constituent of essential oils that have antiproliferative effects in human renal adenocarcinoma and amelanotic melanoma cells. β-Phellandrene is also known as beta-phellandrene, 3-Methylene-6-(1-methylethyl)cyclohexene, 3-methylidene-6-propan-2-ylcyclohexene, and 3-isopropyl-6-methylenecyclohex-1-ene.

Application：

Flavoring ingredients for essence and fragrances; It can be used as insect repellent and insecticide; It can be used as raw material for synthesis of terpene resin and menthol.

Specifications

Synonyms

beta-Phellandren | HSDB 4080 | p-Mentha-1(7),2-diene | .beta.-Phellandrene | .BETA.-PHELLANDRENE [MI] | NSC53044 | NSC-53044 | 3-methylene-6-(1-methylethenyl)-cyclohexane | DTXCID201079569 | BETA-PHELLANDRENE | beta -phellandrene | 2-p-Menthadiene | DTXSI

Specifications & Purity

≥95%

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CC(C)C1CCC(=C)C=C1
• IUPAC Name: 3-methylidene-6-propan-2-ylcyclohexene
• InChIKey: LFJQCDVYDGGFCH-UHFFFAOYSA-N
• INCHI: 1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,6,8,10H,3,5,7H2,1-2H3
• Isomeric SMILES: CC(C)C1CCC(=C)C=C1
• PubChem CID: 11142
• Molecular Weight: 136.23

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: β-phellandrene

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)

Colletotrichum fragariae (147 Activities)

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

Colletotrichum gloeosporioides (560 Activities)

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Insoluble in water, soluble in ether, chloroform, methanol and ethanol
• Sensitivity: Light sensitive
• Refractive Index: 1.473
• Flash Point(°F): 120 °F
• Flash Point(°C): 44 °C
• Boil Point(°C): 171.5 °C
• Melt Point(°C): -42.65° C (Predicted)
• 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: 151.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• 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. Xiaomin Zhang, Gaofeng Hu, Chaoyang Xu, Wen Nie, Kezhou Cai, Hongmei Fang, Baocai Xu.  (2023)  Inhibition of benzo[a]pyrene formation in charcoal-grilled pork sausages by ginger and its key compounds.  JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE,  103  (6): (2838-2847).  [PMID:36700254] [10.1002/jsfa.12470]

2. Zhenhe Wang, Wei Chen, Shuang Gu, Jun Wang, Yongwei Wang.  (2020)  Discrimination of wood borers infested Platycladus orientalis trunks using quartz crystal microbalance gas sensor array.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2020.127767]

3. Xiao Jia, Hongli Cui, Song Qin, Jingnan Ren, Zhifeng Zhang, Qi An, Nawei Zhang, Jinchu Yang, Yongfeng Yang, Gang Fan, Siyi Pan.  (2024)  Characterizing and decoding the key odor compounds of Spirulina platensis at different processing stages by sensomics.  FOOD CHEMISTRY,      [PMID:39182338] [10.1016/j.foodchem.2024.140944]