(-)-alpha-cedrene - ≥95% , CAS No.469-61-4

CAS: 469-61-4 Cat. No.: A303770 Molecular Weight: 204.35 EC Number: 207-418-4

GRADE & PURITY ≥95%

Synonyms

CHEBI:10216 | LEVO-.ALPHA.-CEDRENE | Laevo-alpha-cedrene | 1H-3a,7-Methanoazulene, 2,3,4,7,8,8a-hexahydro-3,6,8,8-tetramethyl-,(3R,3aS,7S,8aS)- | (3R,3aS,7S,8aS)-3,6,8,8-Tetramethyl-2,3,4,7,8,8a-hexahydro-1H-3a,7-methanoazulene | DTXSID0047032 | (3R-(3alp

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

CHEBI:10216 | LEVO-.ALPHA.-CEDRENE | Laevo-alpha-cedrene | 1H-3a, 7-Methanoazulene, 2, 3, 4, 7, 8, 8a-hexahydro-3, 6, 8, 8-tetramethyl-, (3R, 3aS, 7S, 8aS)- | (3R, 3aS, 7S, 8aS)-3, 6, 8, 8-Tetramethyl-2, 3, 4, 7, 8, 8a-hexahydro-1H-3a, 7-methanoazulene | DTXSID0047032 | (3R-(3alp

Specifications & Purity

≥95%

Storage

Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

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

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CC1CCC2C13CC=C(C(C3)C2(C)C)C
• IUPAC Name: (1S,2R,5S,7S)-2,6,6,8-tetramethyltricyclo[5.3.1.01,5]undec-8-ene
• InChIKey: IRAQOCYXUMOFCW-OSFYFWSMSA-N
• INCHI: 1S/C15H24/c1-10-7-8-15-9-12(10)14(3,4)13(15)6-5-11(15)2/h7,11-13H,5-6,8-9H2,1-4H3/t11-,12+,13+,15+/m1/s1
• Isomeric SMILES: C[C@@H]1CC[C@@H]2[C@]13CC=C([C@H](C3)C2(C)C)C
• Molecular Weight: 204.35
• Reaxy-Rn: 2044294
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2044294&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Sesquiterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Cedrane and isocedrane sesquiterpenoids
• Alternative Parents: Polycyclic hydrocarbons Branched unsaturated hydrocarbons Cyclic olefins Unsaturated aliphatic hydrocarbons
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Cedrane sesquiterpenoid - Branched unsaturated hydrocarbon - Polycyclic hydrocarbon - Cyclic olefin - Unsaturated aliphatic hydrocarbon - Unsaturated hydrocarbon - Olefin - Hydrocarbon - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as cedrane and isocedrane sesquiterpenoids. These are sesquiternoids with a structure based on the cedrane or the isocedrane skeleton. Cedrane is a tricyclic molecules a 3,6,8,8-tetramethyl-1H-3a,7-methano-azulene moiety. Isocedrane is a rearranged cedrane arising from the migration of methyl group moved from the 6-position to the 4-position.
• External Descriptors: Cedrane and isocedrane sesquiterpenoids

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

Chemical and Physical Properties

• Solubility: Chloroform (Soluble), DMSO (Slightly, Heated), Ethanol (Very Slightly), Methanol
• Flash Point(°C): 110.2℃
• Boil Point(°C): 262.5℃ at 760 mmHg
• Molecular Weight: 204.350 g/mol
• XLogP3: 4.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 204.188 Da
• Monoisotopic Mass: 204.188 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 323.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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. Zheng Chengyu, Zhou Qinan, Wang Zhenhe, Wang Jun.  (2021)  Behavioral responses of Platycladus orientalis plant volatiles to Phloeosinus aubei by GC-MS and HS-GC-IMS for discrimination of different invasive severity.  ANALYTICAL AND BIOANALYTICAL CHEMISTRY,  413  (23): (5789-5798).  [PMID:34322736] [10.1007/s00216-021-03556-5]