(Z)-Tetradec-9-ensure

Myristoleic Acid

HCID 5281119CAS 544-64-9
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Grundinformationen

Standard-SMILES
CCCC/C=C\CCCCCCCC(=O)O
InChIKey
YWWVWXASSLXJHU-WAYWQWQTSA-N
Summenformel
C14H26O2
Durchschnittliche Molmasse
226,35 g/mol
Monoisotopische Masse
226,19328007

Überblick

Myristoleic acid is a tetradecenoic acid in which the double bond is at the 9-10 position and has Z configuration. Myristoleic acid has been isolated from Serenoa repens and has cytotoxic and apoptosis-inducing effects. It has a role as an apoptosis inducer, a plant metabolite and an EC 3.1.1.1 (carboxylesterase) inhibitor. It is a long-chain fatty acid and a tetradecenoic acid. It is a conjugate acid of a myristoleate.

Namen und Bezeichner

Bevorzugter Name
Myristoleic Acid
IUPAC
(Z)-tetradec-9-enoic acid
Lokaler Name
(Z)-Tetradec-9-ensure
Englischer Name
MYRISTOLEIC ACID
Summenformel
C14H26O2
Molmasse
226.35

Namen und Synonyme

Myristoleic acid544-64-9(Z)-Tetradec-9-enoic acid9Z-tetradecenoic acidcis-9-tetradecenoic acid9-Tetradecenoic acid, (9Z)-9-Tetradecenoic acid(9Z)-Tetradecenoic acidcis-tetradec-9-enoic acidRF23WGD123DTXSID5041568CHEBI:27781
Weitere Namen anzeigen
C14:1 (CIS-9) ACIDMYRISTOLEIC ACID 99%(z)-9-tetradecenoicaci(Z)-9-TetradecenoicacidMyristoleic Acid(C14:1)9(Z)-Tetradecanoic acid
14:1(N-5)RefChem:160412Fatty Acid 14:1 n-5DTXCID3021568208-876-8(9Z)-tetradec-9-enoic acidMyristolenic acidsodium myristoleate

Datenbank-Bezeichner

CAS
544-64-9
PubChem CID
5281119
DTXSID
DTXSID5041568
ChEMBL
CHEMBL456732
ChEBI
CHEBI:27781
UNII
RF23WGD123
EC Number
208-876-8
Nikkaji
J11.362J

Eigenschaften

Berechnete Struktureigenschaften

XLogP
5,1
Polarare Oberfläche (TPSA)
37,3 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
11
Schwere Atome
16

Experimentelle und physikochemische Eigenschaften

Lipids · 2 Einträge

Lipids -> Unambiguous Lipids

Fatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Unsaturated fatty acids [FA0103]

Physical Description · 2 Einträge

Liquid

Liquid

Collision Cross Section159.6 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Sample Type: Human bronchoalveolar lavage fluid (BALF); Dataset: Unambiguous Lipids]

Physikochemische Eigenschaften

Schmelzpunkt
4.5 · −4.5-−4 °C(lit.)
Siedepunkt
144 °C0.6 · 144 °C0.6 mm Hg(lit.)
Dichte
0.9 g/mL · 0.9 g/mL at 25 °C(lit.)
Brechungsindex
20 · n20/D 1.4562(lit.)
Flammpunkt
62 °C · 62 °C
storage temp.
-20 °C · -20°C

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 82.1% (569 of 693) of all reports.

Warning

H315 (13.9%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 693 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 2 Einträge

9-Tetradecenoic acid, (9Z)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 9-Tetradecenoic acid, (9Z)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

9-Tetradecenoic acid, (9Z)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

EPA Safer ChemicalChemical: Myristoleic acid
Hazard Classes and CategoriesSkin Irrit. 2 (13.9%)

Sicherheitsdaten

wgk
3
tsca
TSCA listed
ridadr
NA 1993 / PGIII
risk_code
36/37/38
hazard_code
Xi
safety_code
26-36

Chemie und Industrie

Pharmakologische Informationen

Tissue LocationsAdipose Tissue
Cellular LocationsExtracellular

Verwendung und Herstellung

U.S. Production2023: 1,000,000 - <5,000,000 lb
Consumer UsesBinder
Industry UsesAnti-static agent
Household ProductsInformation on 2 consumer products that contain Myristoleic acid in the following categories is provided:
Use Classification · 2 Einträge

EPA Safer Chemical Functional Use Classes -> Surfactants

Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern

General Manufacturing Information · 2 Einträge

Plastics Product Manufacturing

9-Tetradecenoic acid, (9Z)-: ACTIVE

Anwendungen

VerwendenMyristoleic Acid induces apoptosis and necrosis in human prostrate cancer cell LNCaP, and is of a potential for developing an attractive new tool for the treatment of prostrate cancer.

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

Anbieter50 Anbieter

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]

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