cis-Jasmone

Names

[ CAS No. ]:
488-10-8

[ Name ]:
cis-Jasmone

[Synonym ]:
2-Cyclopenten-1-one, 3-methyl-2-[(2Z)-2-penten-1-yl]-
JASMONE,CIS
FEMA 3196
2-cyclopenten-1-one, 3-methyl-2-[(2Z)-2-pentenyl]-
3-Methyl-2-[(2Z)-2-penten-1-yl]-2-cyclopenten-1-one
CIS-JASMONE
3-methyl-2-pent-2-enyl-cyclopent-2-enone
(Z)-Jasmone
3-Methyl-2-(2-pentenyl)-2-cyclopenten-1-one
3-Methyl-2-[(2Z)-pent-2-en-1-yl]cyclopent-2-en-1-one
3-Methyl-2-(2-pentenyl)-2-cyclopenten-1-one, (Z)-
Jasmone
3-Methyl-(cis-2-penten-1-yl)-2-cyclopenten-1-one
cis-3-Methyl-2-(2-pentenyl)-2-cyclopenten-1-one
EINECS 207-668-4
MFCD00001402
cis-Jasmon
cis-Jabarme
3-Methyl-2-(cis-2-pentenyl)-2-cyclopenten-1-one

Biological Activity

[Description]:

Cis-Jasmone is a plant-derived natural product. Cis-Jasmone is constitutively released by many flowers and sometimes by leaves as an attractant for pollinators or as a chemical cue for host location by insect flower herbivores. Cis-Jasmone treatment of crop plants not only induces direct defense against herbivores, but also induces indirect defense by releasing VOCs that attract natural enemies[1].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Sobhy IS, et al. cis-Jasmone Elicits Aphid-Induced Stress Signalling in Potatoes. J Chem Ecol. 2017 Jan;43(1):39-52.

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
264.2±0.0 °C at 760 mmHg

[ Melting Point ]:
203 - 205ºC

[ Molecular Formula ]:
C₁₁H₁₆O

[ Molecular Weight ]:
164.244

[ Flash Point ]:
107.2±0.0 °C

[ Exact Mass ]:
164.120117

[ PSA ]:
17.07000

[ LogP ]:
2.90

[ Vapour Pressure ]:
0.0±0.5 mmHg at 25°C

[ Index of Refraction ]:
1.491

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GY7301000

CHEMICAL NAME :: 2-Cyclopenten-1-one, 3-methyl-2-(2-pentenyl)-, (Z)-

CAS REGISTRY NUMBER :: 488-10-8

BEILSTEIN REFERENCE NO. :: 1907713

LAST UPDATED :: 199701

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C11-H16-O

MOLECULAR WEIGHT :: 164.27

WISWESSER LINE NOTATION :: L5V BUTJ B2U3 C1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

REFERENCE :: FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 17,845,1979 ** ACUTE TOXICITY DATA **

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 5 gm/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: 17,845,1979

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

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: >5 gm/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: 17,845,1979 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X7450 No. of Facilities: 7 (estimated) No. of Industries: 1 No. of Occupations: 5 No. of Employees: 1557 (estimated) No. of Female Employees: 276 (estimated)

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

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

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

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
2

[ RTECS ]:
GY7301000

[ Packaging Group ]:
II; III

[ Hazard Class ]:
4.1

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Comparison of Aroma-Active Volatiles in Oolong Tea Infusions Using GC-Olfactometry, GC-FPD, and GC-MS.

J. Agric. Food Chem. 63 , 7499-510, (2015)

The aroma profile of oolong tea infusions (Dongdingwulong, DDWL; Tieguanyin, TGY; Dahongpao, DHP) were investigated in this study. Gas chromatography-olfactometry (GC-O) with the method of aroma inten...

Chemical composition of the essential oil of Feronia elephantum Correa.

Nat. Prod. Res. 24(19) , 1807-10, (2010)

The essential oil composition of Feronia elephantum Correa (family: Rutaceae) was examined by capillary gas chromatography (GC) and gas chromatography-mass spectroscopy (GC-MS). The analysis revealed ...

cis-Jasmone induces accumulation of defence compounds in wheat, Triticum aestivum.

Phytochemistry 69(1) , 9-17, (2008)

Liquid phase extraction (LPE) and vapor phase extraction (VPE) methodologies were used to evaluate the impact of the plant activator, cis-jasmone, on the secondary metabolism of wheat, Triticum aestiv...

Related Compounds

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