acetic acid geranyl ester

Names

[ CAS No. ]:
105-87-3

[ Name ]:
acetic acid geranyl ester

[Synonym ]:
Geranylacetat
Geranyl acetate
(E)-3,7-Dimethyl-2,6-octadien-1-yl acetate
2,6-Octadien-1-ol, 3,7-dimethyl-, acetate, (2E)-
geranylacetate
Geranyl ethanonte
trans-3,7-Dimethyl-2,6-octadien-1-ol, acetate
Acetic acid, geranyl ester
MFCD00015037
trans-3,7-Dimethyl-2,6-octadien-1-ol acetate
FEMA 2509
EINECS 203-341-5
(2E)-3,7-Dimethyl-2,6-octadien-1-yl acetate
(2E)-3,7-Dimethylocta-2,6-dienyl acetate
trans-3,7-Dimethyl-2,6-octadienyl acetate
GERANIOL ACETATE
acetic acid geranyl ester
Beta-Geranyl Acetate
(2E)-3,7-Dimethylocta-2,6-dien-1-yl acetate
(E)-3,7-Dimethyl-2,6-octadien-1-ol acetate
2,6-dimethyl-2,6-octadien-8-yl acetate
2,6-Octadien-1-ol, 3,7-dimethyl-, acetate, trans-
3,7-dimethyl-2,6-octadienyl acetate
geranil acetate
femanumber2509.
geraniol acetate, trans-
Geranyl ethanoate
Acetic acid, geraniol ester
trans-3,7-dimethyl-2,6-octadien-1-yl acetate
1Y1&U3Y1&U2OV1 &&E Form
Meraneine
2,6-Octadien-1-ol, 3,7-dimethyl-, acetate, (E)-

Biological Activity

[Description]:

Geranyl acetate, an acyclic monoterpene ester derived from geraniol, is widely used in the cosmetics industry due to its pleasant scent[1]. Geranyl acetate can induces cell apoptosis[2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

[In Vitro]

Geranyl acetate exhibits significant anti-cancer activity against colo-205 cancer cell line with IC50 value of 30 μM[2]. Geranyl acetate induces apoptosis in colo-205 cells, this apoptosis is associated with upregulation of Bax and downregulation of Bcl-2 expressions[2].

[References]

[1]. Wu T, et al. Engineering Saccharomyces cerevisiae for the production of the valuable monoterpene ester geranyl acetate. Microb Cell Fact. 2018 Jun 5;17(1):85.

[2]. Qi F, et al. Geraniol and geranyl acetate induce potent anticancer effects in colon cancer Colo-205 cells by inducing apoptosis, DNA damage and cell cycle arrest. J BUON. 2018 Mar-Apr;23(2):346-352.

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
247.5±0.0 °C at 760 mmHg

[ Melting Point ]:
< 25ºC

[ Molecular Formula ]:
C₁₂H₂₀O₂

[ Molecular Weight ]:
196.286

[ Flash Point ]:
98.9±0.0 °C

[ Exact Mass ]:
196.146332

[ PSA ]:
26.30000

[ LogP ]:
4.10

[ Vapour density ]:
6.8 (vs air)

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

[ Index of Refraction ]:
1.458

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
<0.1 g/100 mL at 20 ºC

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: RG5920000

CHEMICAL NAME :: 2,6-Octadien-1-ol, 3,7-dimethyl-, acetate, (E)-

CAS REGISTRY NUMBER :: 105-87-3

BEILSTEIN REFERENCE NO. :: 1722815

LAST UPDATED :: 199701

DATA ITEMS CITED :: 19

MOLECULAR FORMULA :: C12-H20-O2

MOLECULAR WEIGHT :: 196.32

WISWESSER LINE NOTATION :: 1Y&U3YU2OV1 -T

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Human - man

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - guinea pig

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 6330 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - coma

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 8 gm/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 260 gm/kg/13W-I

TOXIC EFFECTS :: Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 28 gm/kg/14D-I

TOXIC EFFECTS :: Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 130 gm/kg/13W-I

TOXIC EFFECTS :: Liver - other changes Related to Chronic Data - death

TYPE OF TEST :: Unscheduled DNA synthesis

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Rodent - hamster Ovary

DOSE/DURATION :: 70 mg/L

REFERENCE :: EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987- Volume(issue)/page/year: 10(Suppl 10),1,1987 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 83198 No. of Facilities: 53 (estimated) No. of Industries: 3 No. of Occupations: 35 No. of Employees: 7388 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 83198 No. of Facilities: 3954 (estimated) No. of Industries: 19 No. of Occupations: 25 No. of Employees: 48026 (estimated) No. of Female Employees: 33271 (estimated)

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

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

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

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
RG5920000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

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