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oleic acid

Names

[ CAS No. ]:
112-80-1

[ Name ]:
oleic acid

[Synonym ]:
oleicacidamide-heptaglycolether
Oleic Acid
adogen73
Amide O
OLEAMID
Armid O
Slip-eze
AMD-O
octadec-9-enoic acid
MFCD00003274
EINECS 200-001-8
cis-9-octadecenamide
cis-oleamide
cis-9-Octadecenoic acid

Biological Activity

[Description]:

Oleic acid is an abundant monounsaturated fatty acid.

[Related Catalog]:

Natural Products >> Acids and Aldehydes
Research Areas >> Others

[Target]

Human Endogenous Metabolite


[In Vitro]

Oleic acid is the most common monounsaturated fatty acids (FA) in human adipocytes and other tissues. Oleic acid prompts cell proliferation and migration in high metastatic cancer cells via enhancing β-oxidation mediated by AMPK activation. Oleic acid inhibits cancer cell growth and survival in low metastatic carcinoma cells, such as gastric carcinoma SGC7901 and breast carcinoma MCF-7 cell lines[1].

[References]

[1]. Li S, et al. High metastaticgastric and breast cancer cells consume oleic acid in an AMPK dependent manner. PLoS One. 2014 May 13;9(5):e97330.


[Related Small Molecules]

3-Methyladenine | Hydrocortisone | Acetylcysteine(N-acetylcysteine) | Retinoic acid | Melatonine | Dinoprostone | Nicotinamide | Adenosine triphosphate | 4-Acetamidophenol | Prostaglandin E1 | Dehydroepiandrosterone | Corticosterone | Progesterone | Docosahexaenoic Acid | NAD+

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
360.0±0.0 °C at 760 mmHg

[ Melting Point ]:
13-14 °C(lit.)

[ Molecular Formula ]:
C18H34O2

[ Molecular Weight ]:
282.461

[ Flash Point ]:
270.1±14.4 °C

[ Exact Mass ]:
282.255890

[ PSA ]:
37.30000

[ LogP ]:
7.70

[ Vapour density ]:
1.03 (vs air)

[ Vapour Pressure ]:
0.0±1.7 mmHg at 25°C

[ Index of Refraction ]:
1.467

[ Storage condition ]:
2-8°C

[ Stability ]:
Stable. Combustible. Incompatible with strong oxidizing agents, aluminium.

[ Water Solubility ]:
negligible

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RG2275000
CHEMICAL NAME :
9-Octadecenoic acid, (Z)-
CAS REGISTRY NUMBER :
112-80-1
BEILSTEIN REFERENCE NO. :
1726542
LAST UPDATED :
199710
DATA ITEMS CITED :
17
MOLECULAR FORMULA :
C18-H34-O2
MOLECULAR WEIGHT :
282.52
WISWESSER LINE NOTATION :
QV8U9 -C

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Human
TYPE OF TEST :
Open irritation test
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration into the eye
SPECIES OBSERVED :
Rodent - rabbit
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
74 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2400 ug/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - acute pulmonary edema Lungs, Thorax, or Respiration - other changes
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
282 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
230 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
390 mg/kg/17W-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Tumorigenic - tumors at site of application
TYPE OF TEST :
Unscheduled DNA synthesis

MUTATION DATA

TYPE OF TEST :
Cytogenetic analysis
TEST SYSTEM :
Rodent - hamster Fibroblast
DOSE/DURATION :
2500 ug/L
REFERENCE :
CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House, Southfield Road, Eynsham, Oxford OX8 1JJ, UK) V.1- 1980- Volume(issue)/page/year: 3,499,1982 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 52190 No. of Facilities: 65952 (estimated) No. of Industries: 312 No. of Occupations: 196 No. of Employees: 796897 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 52190 No. of Facilities: 49332 (estimated) No. of Industries: 256 No. of Occupations: 181 No. of Employees: 1078478 (estimated) No. of Female Employees: 410362 (estimated)

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315

[ 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 ]:
S36/37-S37/39-S26-S36

[ RIDADR ]:
UN 1198 3/PG 3

[ WGK Germany ]:
2

[ RTECS ]:
LP8925000

[ HS Code ]:
2916150000

Synthetic Route

Precursor & DownStream

Customs

[ HS Code ]: 2916150000

[ Summary ]:
2916150000 oleic, linoleic or linolenic acids, their salts and esters。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

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