CAS Number544-64-9
Synonymscis-9-tetradecenoic acid; cis-δ(9)-tetradecenoic acid; (9Z)-9-Tetradecenoic acid; Myristoleic acid (14:1(n-5)); tetradecenoic acid; (9Z)-Tetradec-9-enoic acid; Z-9-tetradecenoic acid; (9Z)-Tetradecenoic acid; Z-9-octadecene-4-olide; MFCD00004436; 9Z-tetradecenoic acid; Myristoleate; EINECS 208-876-8; Myristoleic acid
Molecular FormulaCH3(CH2)3CH=CH(CH2)7CO2H
Molecular Weight226.36
Density0.9±0.1 g/cm3
Boiling Point338.9±0.0 °C at 760 mmHg
Melting Point-4.5--4ºC(lit.)
AppearanceLiquid
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 544-64-9 |
| Catalog No. | 2A-2188463 |
| Chinese Name | 肉豆蔻油酸 |
| Synonyms | cis-9-tetradecenoic acid; cis-δ(9)-tetradecenoic acid; (9Z)-9-Tetradecenoic acid; Myristoleic acid (14:1(n-5)); tetradecenoic acid; (9Z)-Tetradec-9-enoic acid; Z-9-tetradecenoic acid; (9Z)-Tetradecenoic acid; Z-9-octadecene-4-olide; MFCD00004436; 9Z-tetradecenoic acid; Myristoleate; EINECS 208-876-8; Myristoleic acid |
| Molecular Formula | CH3(CH2)3CH=CH(CH2)7CO2H |
| Molecular Weight | 226.36 |
| Density | 0.9±0.1 g/cm3 |
| Boiling Point | 338.9±0.0 °C at 760 mmHg |
| Melting Point | -4.5--4ºC(lit.) |
| Appearance | Liquid |
| Storage Condition | Store in a cool, dry and well-ventilated warehouse |
| Application | Myristoleic acid is a cytotoxic component in Serenoa repens extract that can induce apoptosis and necrosis of human prostate cells. |
| HTC | 2916190090 |
| PubChem ID | 329756154 |
| SMILES | CCCCC=CCCCCCCCC(=O)O |
| InChI | InChI=1S/C14H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h5-6H,2-4,7-13H2,1H3,(H,15,16)/b6-5- |
| InChI Key | YWWVWXASSLXJHU-WAYWQWQTSA-N |
| Hazard Symbols | transportation |
| Bioactivity | Myristoleic acid, a cytotoxic component in the extract from Serenoa repens, induces apoptosis and necrosis in human prostatic LNCaP cells[1]. Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Inflammation/Immunology In Vitro Myristoleic acid induces both apoptosis (100 μg/mL, 89.5%) and necrosis (100 μg/mL, 81.8%) in LNCaP cells[1]. Myristoleic acid inhibited RANKL-induced osteoclast formation in vitro, especially, at later stages of differentiation[2]. Cell Proliferation Assay[1] Cell Line: Human prostatic carcinoma LNCaP cells. Concentration: 0, 50, 100, 150, 200, 250 μg/mL. Incubation Time: 24 h. Result: When LNCaP cells were treated with 130 μg/mL extract or 100 μg/mL myristoleic acid for 24 hr, the proportion of apoptotic cells was 16.5 and 8.8%, and that of necrotic one was 46.8 and 81.8%, respectively. In Vivo Myristoleic acid (2 mg/kg, IP every 24 h for 4 days) prevents RANKL-induced bone loss and osteoclast formation in mice[2]. Animal Model: C57BL/6 mice at 5 weeks[2]. Dosage: 0.2, 2 mg/kg Administration: IP every 24 h for 4 days. Result: Co-administration of myristoleic acid suppressed generation of TRAP-positive osteoclasts induced by sRANKL and attenuated the increases in osteoclastic indices of Oc.S/BS, N.Oc/B. Pm and ES/BS in a dose-dependent manner. References [1]. Xiaoyan Gao, et al. Ozone initiated heterogeneous oxidation of unsaturated carboxylic acids by ATR-FTIR spectroscopy. Spectrochim Acta A Mol Biomol Spectrosc. 2019 May 5;214:177-183. [2]. Jun-Oh Kwon, et al. Myristoleic acid inhibits osteoclast formation and bone resorption by suppressing the RANKL activation of Src and Pyk2. Eur J Pharmacol. 2015 Dec 5;768:189-98. Chemical & Physical Properties Density 0.9±0.1 g/cm3 Boiling Point 338.9±0.0 °C at 760 mmHg Melting Point -4.5--4ºC(lit.) Molecular Formula C14H26O2 Molecular Weight 226.355 Flash Point 206.5±14.4 °C Exact Mass 226.193283 PSA 37.30000 LogP 5.57 Appearance of Characters Liquid Vapour Pressure 0.0±1.5 mmHg at 25°C Index of Refraction 1.465 InChIKey YWWVWXASSLXJHU-WAYWQWQTSA-N SMILES CCCCC=CCCCCCCCC(=O)O Storage condition −20°C |
| Use of | Myristoleic acid, a cytotoxic component in the extract from Serenoa repens, induces apoptosis and necrosis in human prostatic LNCaP cells[1]. Properties Articles34 Name Myristoleic acid Synonym More Synonyms Myristoleic acid Biological Activity Description Myristoleic acid, a cytotoxic component in the extract from Serenoa repens, induces apoptosis and necrosis in human prostatic LNCaP cells[1]. Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Inflammation/Immunology In Vitro Myristoleic acid induces both apoptosis (100 μg/mL, 89.5%) and necrosis (100 μg/mL, 81.8%) in LNCaP cells[1]. Myristoleic acid inhibited RANKL-induced osteoclast formation in vitro, especially, at later stages of differentiation[2]. Cell Proliferation Assay[1] Cell Line: Human prostatic carcinoma LNCaP cells. Concentration: 0, 50, 100, 150, 200, 250 μg/mL. Incubation Time: 24 h. Result: When LNCaP cells were treated with 130 μg/mL extract or 100 μg/mL myristoleic acid for 24 hr, the proportion of apoptotic cells was 16.5 and 8.8%, and that of necrotic one was 46.8 and 81.8%, respectively. References [1]. Xiaoyan Gao, et al. Ozone initiated heterogeneous oxidation of unsaturated carboxylic acids by ATR-FTIR spectroscopy. Spectrochim Acta A Mol Biomol Spectrosc. 2019 May 5;214:177-183. [2]. Jun-Oh Kwon, et al. Myristoleic acid inhibits osteoclast formation and bone resorption by suppressing the RANKL activation of Src and Pyk2. Eur J Pharmacol. 2015 Dec 5;768:189-98. Chemical & Physical Properties Molecular Formula C14H26O2 Exact Mass 226.193283 PSA 37.30000 Appearance of Characters Liquid Index of Refraction 1.465 InChIKey YWWVWXASSLXJHU-WAYWQWQTSA-N SMILES CCCCC=CCCCCCCCC(=O)O |
| Tax Rebate | 9.0% |
| Supervision | A. Customs clearance form for inbound goods B. Customs clearance form for outbound goods |
| Inspection | R. Imported food hygiene supervision and inspection S. Export food hygiene supervision and inspection M. Imported commodity inspection N. Exported commodity inspection |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special precautions No data available |
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