α-phellandrene

Names

[ CAS No. ]:
99-83-2

[ Name ]:
α-phellandrene

[Synonym ]:
(±)-a-Phellandrene
3-Thujylidenehydrazide of isonicotinic acid
2-methyl-5-isopropylcyclohexa-1,3-diene
a-phellandrene
5-Isopropyl-2-methylcyclohexa-1,3-diene
ISONICOTINIC ACID,3-THUJYLIDENEHYDRAZIDE
5-Isopropyl-2-methyl-1,3-cyclohexadiene
alpha-phellandrene
MFCD00040419
EINECS 202-792-5
1,3-Cyclohexadiene, 2-methyl-5-(1-methylethyl)-
2-methyl-5-(propan-2-yl)cyclohexa-1,3-diene
(3R,5R)-(+)-2,6-DIMETHYL-3,5-HEPTANEDIOL
2-Methyl-5-isopropyl-3-isonicotinoylhydrazono-bicyclo[3.1.0]hexan
Phellandrene

Biological Activity

[Description]:

α-Phellandrene (alpha-Phellandrene) has antifungal activity. α-Phellandrene significantly inhibits the hyphal growth of P. cyclopium, destroys their cell membrane integrity and causes leakage of cellular components[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Fungal

[References]

[1]. Zhang JH, et al. Anti-fungal activity, mechanism studies on α-Phellandrene and Nonanal against Penicillium cyclopium. Bot Stud. 2017 Dec;58(1):13.

Chemical & Physical Properties

[ Density]:
0.8±0.1 g/cm3

[ Boiling Point ]:
171.5±0.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₀H₁₆

[ Molecular Weight ]:
136.23

[ Flash Point ]:
43.7±13.0 °C

[ Exact Mass ]:
136.125198

[ LogP ]:
4.43

[ Vapour Pressure ]:
1.9±0.1 mmHg at 25°C

[ Index of Refraction ]:
1.469

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: OS8080000

CHEMICAL NAME :: p-Mentha-1,5-diene

CAS REGISTRY NUMBER :: 99-83-2

BEILSTEIN REFERENCE NO. :: 1280394

LAST UPDATED :: 199701

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C10-H16

MOLECULAR WEIGHT :: 136.26

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Human - man

REFERENCE :: FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 16,843,1978 ** ACUTE TOXICITY DATA **

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 5700 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 16,843,1978 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X2097 No. of Facilities: 361 (estimated) No. of Industries: 9 No. of Occupations: 8 No. of Employees: 13236 (estimated) No. of Female Employees: 2826 (estimated)

Safety Information

[ Symbol ]:

GHS02, GHS07, GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H226-H302-H315-H319-H334-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338-P342 + P311

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

[ Hazard Codes ]:
Xn,F

[ Risk Phrases ]:
10-22-36/37/38-43

[ Safety Phrases ]:
16-26-36/37

[ RIDADR ]:
UN 2319 3

[ WGK Germany ]:
3

[ RTECS ]:
OS8080000

[ Packaging Group ]:
III

[ Hazard Class ]:
3.2

[ HS Code ]:
2902199090

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 ...