(R)-(-)-alpha-Phellandrene

Names

[ Name ]:
(R)-(-)-alpha-Phellandrene

[Synonym ]:
(-)-5-Isopropyl-2-Methyl-1,3-Cyclohexadiene
(-)-alpha-phellandrene
(-)-P-MENTHA-1,5-DIENE
EINECS 224-167-6
(-)-α-Phellandrene
MFCD00062988

Biological Activity

[Description]:

(R)-(-)-α-Phellandrene ((-)-α-Phellandrene) is an the (R)-(-)-stereoisomer of α-phellandrene. α-phellandrene is an orally active cyclic monoterpene that attenuates inflammatory response, and induces DNA damage[1][2][3].

[Related Catalog]:

Research Areas >> Infection

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Anti-infection >> Bacterial

[In Vitro]

(R)-(-)-α-Phellandrene shows weak inhibitory activities against bacteria including MRSA, A. tumefaciens, E. carotovora subsp. Carotovora (MIC: 2 mg/mL)[1].

Chemical & Physical Properties

[ Density]:
0.844 g/mL at 20 °C(lit.)

[ Boiling Point ]:
171-174 °C(lit.)

[ Molecular Formula ]:
C₁₀H₁₆

[ Molecular Weight ]:
136.23400

[ Flash Point ]:
49 °C

[ Exact Mass ]:
136.12500

[ LogP ]:
3.16480

[ Index of Refraction ]:
n20/D 1.475

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS02

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H226

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
F+

[ Risk Phrases ]:
R10

[ RIDADR ]:
UN 2319 3/PG 3

[ WGK Germany ]:
3

[ Hazard Class ]:
3.0

[ HS Code ]:
2902199090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2902199090

[ Summary ]:
2902199090 other cyclanes, cyclenes and cyclotherpenes。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:2.0%。General tariff:30.0%

Articles

Simple chiral diene ligands provide high enantioselectivities in transition-metal-catalyzed conjugate addition reactions.

Org. Lett. 10 , 4387-4389, (2008)

Chiral dienes possessing the bicyclo[2.2.2]octadiene framework were prepared readily through the [4 + 2] cycloaddition of ( R)-alpha-phellandrene with methyl propiolate as the key step. Diene 9, subst...

[Study on chemical constituents and antimicrobial activity of the essential oil from Acanthopanax brachypus].

Zhong Yao Cai 32(1) , 67-70, (2009)

The chemical constituents and antimicrobial activity of the essential oil from Acanthopanax brachypus were studied.The essential oil was extracted from the stem of A. brachypus by steam distillation, ...

Monoterpenes in the glandular trichomes of tomato are synthesized from a neryl diphosphate precursor rather than geranyl diphosphate.

Proc. Natl. Acad. Sci. U. S. A. 106(26) , 10865-70, (2009)

We identified a cis-prenyltransferase gene, neryl diphosphate synthase 1 (NDPS1), that is expressed in cultivated tomato (Solanum lycopersicum) cultivar M82 type VI glandular trichomes and encodes an ...