Stereochemistry | ACHIRAL |
Molecular Formula | C15H24 |
Molecular Weight | 204.3511 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
C\C1=C/CC(C)(C)\C=C\C\C(C)=C\CC1
InChI
InChIKey=FAMPSKZZVDUYOS-HRGUGZIWSA-N
InChI=1S/C15H24/c1-13-7-5-8-14(2)10-12-15(3,4)11-6-9-13/h6-7,10-11H,5,8-9,12H2,1-4H3/b11-6+,13-7+,14-10+
Molecular Formula | C15H24 |
Molecular Weight | 204.3511 |
Charge | 0 |
Count |
MOL RATIO
1 MOL RATIO (average) |
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Humulene (also known as α-caryophyllene, α-Humulene) is a ring-opened isomer of β-caryophyllene, with powerful anti-inflammatory activity equal to dexamethasone in an animal model. α-Humulene has been found in many aromatic plants on all continents, often together with its isomer β-caryophyllene. Proven α-humulene emitters into the atmosphere are pine trees, orange orchards, marsh elders, tobacco, and sunflower fields. Humulene possesses both topical and systemic anti-inflammatory properties and is an effective analgesic when taken topically, orally, or by aerosol. Humulene can produce ROS, leading to an antineoplastic effect by inducing apoptosis; although at moderate levels, ROS can increase tumor growth. β-Caryophyllene was synergistic with humulene in one study. Interestingly, humulene was shown to increase secretion of IL-8, a chemokine with various functions, including promoting angiogenesis, helpful in wound healing but not typically associated with anticancer compounds.