2-(naphthalen-1-yl)acetic acid

• ChemBase ID: 1524
• Molecular Formular: C12H10O2
• Molecular Mass: 186.2066
• Monoisotopic Mass: 186.06807956
• SMILES: c12c(cccc1cccc2)CC(=O)O
• Canonical SMILES: OC(=O)Cc1cccc2c1cccc2
• InChI: InChI=1S/C12H10O2/c13-12(14)8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7H,8H2,(H,13,14)
• InChIKey: PRPINYUDVPFIRX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(naphthalen-1-yl)acetic acid
• IUPAC Traditional name: Tip-Off; naphthalen-1-yl-acetic acid; stop-drop; plucker
• Synonyms: 1-Naphthaleneacetic acid; α-Naphthaleneacetic acid Free acid; 1-Naphthylacetic acid; 1-Naphthaleneacetic acid; α-Naphthaleneacetic acid; Naphthylacetic acid; NAA; 1-Naphthaleneacetic acid; 2-(naphthalen-1-yl)acetic acid; 1-Naphthylacetic acid; α-NAPHTHALENEACETIC ACID; Naphthalen-1-Yl-Acetic Acid; 1-Naphthylacetic acid; α-萘乙酸; 1-萘基乙酸; 1-萘乙酸; 1-萘乙酸; 1-萘基乙酸

Database IDs

• CAS Number: 86-87-3
• EC Number: 201-705-8
• MDL Number: MFCD00004046
• Beilstein Number: 1308415
• Merck Index: 146371
• PubChem SID: 24897435; 160964981; 46508218; 24897513; 24861915; 24859106
• PubChem CID: 6862
• CHEBI ID: 32918
• CHEMBL: 428495
• Chemspider ID: 6601
• DrugBank ID: DB01750
• KEGG ID: D01558
• Wikipedia Title: 1-Naphthaleneacetic_acid

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.7483635
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.778723
• LogD (pH = 7.4): 0.0018995868
• Log P: 2.6004708
• Molar Refractivity: 53.8158 cm^3
• Polarizability: 22.053507 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.97
• LOG S: -3.23
• Solubility (Water): 1.10e-01 g/l

PROPERTIES

Physical Property

• Solubility: 0.38 g/L (17 °C) in water; 0.42 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]
• Apperance: White powder; white to light yellow crystalline
• Melting Point: 126-133°C; 127-133 °C; 129-131.5 °C(lit.); 135 °C; 135°C
• Hydrophobicity(logP): 2.24 [SANGSTER (1993)]
• pKa: 4.24

Safety Information

• Storage Warning: IRRITANT
• RTECS: QJ0875000
• European Hazard Symbols: Corrosive (C); X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-37/38-41; R:22-34
• Safety Statements: 22-26-36; 23-24/25; 26-36/37/39; S:26-27/28-36/37/39-46-64
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H335-H318; H302-H315-H318-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338; P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... CCKAR(886), CCKBR(887)

Product Information

• Purity: ≥90% (GC); ≥95%; ≥99.0%; 96%; 96%, may cont. up to 4% 2-isomer
• Concentration: 1 mg/mL
• Grade: PESTANAL®, analytical standard; SAJ special grade; technical; technical grade
• Suitability: plant cell culture tested
• Impurities: ~4% 2-naphtaleneacetic acid
• Sterility: sterile-filtered
• Quality Level: GMP
• Empirical Formula (Hill Notation): C12H10O2

DETAILS

MP Biomedicals - 05216760

MP Biomedicals Rare Chemical collection

DrugBank - DB01750

Drug information: experimental

Sigma Aldrich - N1641

Application
1-Naphthaleneacetic acid (NAA) is a synthetic phytohormone auxin that is added to cell culture media such as Murashige & Skoog media and Chu’s N6 media.

Sigma Aldrich - N0640

Application
1-Naphthaleneacetic acid (NAA) is a synthetic phytohormone auxin that is added to cell culture media such as Murashige & Skoog media and Chu’s N6 media.

Sigma Aldrich - 35745

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Sigma Aldrich - 317918

包装
100 g in poly bottle