2-(1H-indol-3-yl)acetic acid

• ChemBase编号: 5579
• 分子式: C10H9NO2
• 平均质量: 175.18396
• 单一同位素质量: 175.06332853
• SMILES: c12c(cccc1)c(c[nH]2)CC(=O)O
• Canonical SMILES: OC(=O)Cc1c[nH]c2c1cccc2
• InChI: InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)
• InChIKey: SEOVTRFCIGRIMH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(1H-indol-3-yl)acetic acid
• IUPAC传统名: indole-3-acetic acid; β-indole-3-acetic acid
• 别名: 吲哚-3-乙酸; 杂茁长素; 3-吲哚乙酸; Heteroauxin; 3-Indoleacetic Acid; Indolyacetic Acid; Rhizopin; INDOLE-3-ACETIC ACID; 3-(Carboxymethyl)-1H-indole; (1H-Indol-3-yl)acetic acid 98%; Heterauxin; Indolyl-3-acetic acid; Indole-3-acetic acid; 1H-INDOL-3-YLACETIC ACID; Indole-3-acetic acid; indolylacetic acid; 1H-Indole-3-acetic acid; indoleacetic acid; IAA; 2-(1H-indol-3-yl)acetic acid; 3-Indoleacetic acid; (1H-Indol-3-yl)acetic Acid; 3-(Carboxymethyl)indole; 3-IAA; 3-Indolylmethylcarboxylic Acid; Bioenraiz; GAP; Noclosan; Indoleacetic Acid

登记号

• CAS号: 6505-45-9; 87-51-4
• EC号: 201-748-2
• MDL号: MFCD00005636
• Beilstein号: 143358
• 默克索引号: 144964
• PubChem SID: 24896043; 24896015; 160969007; 99444421; 24869056
• PubChem CID: 802
• CHEBI ID: 16411
• CHEMBL: 82411
• Chemspider ID: 780
• DrugBank ID: DB07950
• KEGG ID: C00954
• 维基百科标题: Indole-3-acetic_acid

理论计算性质

JChem

• Acid pKa: 4.6618505
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 0.81362313
• LogD (pH = 7.4): -0.96409625
• Log P: 1.7097561
• 摩尔折射率: 48.4521 cm^3
• 极化性: 19.722364 Å^3
• 极化表面积: 53.09 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 1.87
• LOG S: -2.1
• 溶解度: 1.38e+00 g/l

分子性质

理化性质

• 溶解度: Acetone; DMSO; moderate in water
• 外观: Off-White Solid; off-white to tan crystalline; white solid
• 熔点: 162-165°C; 165-168°C; 165-169 °C(lit.); 165-169°C; 168-170 °C (441-443 K); ca 167°C dec.
• 闪点: 171°C(339°F)

安全信息

• 保存条件: 0°C, Protect from light; Refrigerator
• 保存注意事项: IRRITANT; Irritant/Light Sensitive/Keep Cold/Store under Argon; Light Sensitive
• RTECS编号: NL3150000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-37
• TSCA收录: false; 是
• GHS危险品标识: GHS07
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 纯度: ~99%; ≥95% (T); ≥98.0% (T); ≥98.5%; 95%; 98%; 98+%
• 级别: PESTANAL®, analytical standard; SAJ special grade; technical
• 适用性: plant cell culture tested
• 燃烧残渣: ≤0.3%
• Empirical Formula (Hill Notation): C10H9NO2

详细说明

MP Biomedicals - 02102037

Plant Growth Hormone
Off-white to tan crystals
Purity: ~99%

DrugBank - DB07950

Drug information: experimental

Sigma Aldrich - I3750

包装
25, 100 g in poly bottle
5 g in glass bottle

Sigma Aldrich - 45533

法律信息
PESTANAL 注册商标 Sigma-Aldrich Laborchemikalien GmbH

Sigma Aldrich - 57330

Other Notes
Plant growth hormone, review1; Regulates cell membrane electron transport and proton flux2

Sigma Aldrich - I2886

Application
Indole-3-acetic acid (IAA) is a natural phytohormone (plant auxin) used as a supplement in media such as Murashige and Skoog media and Gamborg’s B5 media. IAA is a plant signaling molecule involved in plant organogenesis and growth control.