(5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide

• ChemBase ID: 134087
• Molecular Formular: C22H37NO2
• Molecular Mass: 347.53468
• Monoisotopic Mass: 347.28242943
• SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCO
• Canonical SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCO
• InChI: InChI=1S/C22H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-20-21-24/h6-7,9-10,12-13,15-16,24H,2-5,8,11,14,17-21H2,1H3,(H,23,25)/b7-6-,10-9-,13-12-,16-15-
• InChIKey: LGEQQWMQCRIYKG-DOFZRALJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide
• IUPAC Traditional name: anandamide
• Synonyms: AEA; Arachidonylethanolamide; 大麻素; 花生四烯酸 N-(羟乙基)酰胺; 花生四烯酸乙醇胺

Database IDs

• CAS Number: 94421-68-8
• MDL Number: MFCD00153766
• PubChem SID: 162228364; 24890438
• PubChem CID: 5281969

CALCULATED PROPERTIES

• Acid pKa: 15.4353
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 5.313802
• LogD (pH = 7.4): 5.3138022
• Log P: 5.3138022
• Molar Refractivity: 112.9652 cm^3
• Polarizability: 42.14626 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: ethanol: soluble
• Apperance: light yellow oil
• Density: 0.92 g/mL at 25 °C(lit.)

Safety Information

• RTECS: JX3842500
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Drug Control: regulated under CDSA - not available from Sigma-Aldrich Canada
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: rat ... Cnr1(25248)

Product Information

• Purity: ~98% (TLC)
• Shipped in: dry ice

DETAILS

Sigma Aldrich - A0580

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
一种花生四烯酸衍生物，是 CB 大麻素受体和 VR1 香草素受体的内源性配体。抑制神经母细胞瘤和神经元中的钙电流。激活 MAP 激酶信号通路。抑制淋巴细胞和人类乳腺癌细胞的增殖并诱导细胞凋亡。
Caution
避光避潮保存。