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3856-25-5

3856-25-5 Structure

3856-25-5 Structure
IdentificationBack Directory
[Name]

(-)-ALPHA-COPAENE
[CAS]

3856-25-5
[Synonyms]

Copaen
C09639
Copaene
Aglaiene
Ylangene
α-Copaene
alfa-Copaene
(-)-ALPHA-COPAENE
(-)-ALPHA-COPAENE, TECHNICAL >90%
1,3-Dimethyl-8-isopropyltricyclo[4.4.0.02,7]dec-3-ene
8-isopropyl-1,3-dimethyltricyclo[4.4.0.02,7]dec-3-ene
Tricyclo[4.4.0.0(2,7)]dec-3-ene, 8-isopropyl-1,3-dimethyl-
1,3-Dimethyl-8-(1-methylethyl)tricyclo[4.4.0.02,7]dec-3-ene
Tricyclo[4.4.0.0(2,7)]dec-3-ene, 1,3-dimethyl-8-(1-methylethyl)-, st
α-copaene,1,3-dimethyl-8-(1-methylethyl)-tricyclo[4.4.0.0.02,7-]dec-3-ene
Tricyclo[4.4.0.02,7]dec-3-ene, 1,3-dimethyl-8-(1-methylethyl)-, stereoisomer
Tricyclo[4.4.0.02,7]dec-3-ene, 8-isopropyl-1,3-dimethyl-, (1R,2S,6S,7S,8S)-(-)-
C15 H24, Copaen [Tricyclo(4.4.0.02.7)dec-3-ene, 1,3-dimethyl-8-(1-methylethyl)-]
Tricyclo[4.4.0.02,7]dec-3-ene, 1,3-dimethyl-8-(1-methylethyl)-, (1R,2S,6S,7S,8S)-
[EINECS(EC#)]

223-364-4
[Molecular Formula]

C15H24
[MDL Number]

MFCD00077631
[MOL File]

3856-25-5.mol
[Molecular Weight]

204.35
Chemical PropertiesBack Directory
[Melting point ]

74 °C
[alpha ]

D22 -6.3° (c = 1.20 in chloroform)
[Boiling point ]

124 °C15 mm Hg(lit.)
[density ]

0.910 g/mL at 20 °C(lit.)
[refractive index ]

n20/D 1.490
[storage temp. ]

−20°C
[solubility ]

Chloroform (Sparingly), Methanol (Slightly)
[form ]

Oil
[color ]

Colourless
[Odor]

at 100.00 %. woody spicy honey
[Odor Type]

woody
[LogP]

5.710
Safety DataBack Directory
[WGK Germany ]

3
[F ]

10-23
Hazard InformationBack Directory
[Description]

α-Copaene is a sesquiterpene found in a variety of plants, including Cannabis, that has antiproliferative and antioxidant properties. It inhibits proliferation of primary rat neurons and N2a rat neuroblastoma cells in a concentration-dependent manner and cultured human lymphocytes when used at concentrations greater than 100 mg/L. α-Copaene (25 mg/L) increases total antioxidant capacity in primary rat neurons and N2a neuroblastoma cells, as well as cultured human lymphocytes, when used at concentrations of 50 and 100 mg/L.
[Uses]

α-Copaene is a tricyclic?sesquiterpenes?and can be extracted from the oil of S. aethiopis. It also exhibit anti-plasmodial activity against?P. falciparum in culture.
[Definition]

ChEBI: A sesquiterpene that is tricyclo[4.4.0.02,7]dec-3-ene bearing an isopropyl substituent at position 8 and two methyl substituents at positions 1 and 3 (the 1S,6S,7S,8S- iastereomer).
[Purification Methods]

Purify it by distillation, preferably under vacuum. [Heathcock J Am Chem Soc 88 4110 1966, Heathcock et al. J Am Chem Soc 89 4133 1967, Corey & Watt J Am Chem Soc 95 2303 1973, Beilstein 5 IV 1189.]
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