3-Indolybutyric acid - analytical standard, ≥99.5% , CAS No.133-32-4

CAS: 133-32-4 Cat. No.: I108274 Peso molecular: 203.24 Beilstein Registry Number: 171120 Número EC: 205-101-5
Disponible para pedir
GRADE & PURITY Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods. ≥99.5%
Synonyms
b-Indolebutyrate | gamma-(Indole-3)-butyric acid | Oprea1_136608 | 4-Indol-3-ylbutyric acid [BSI:ISO] | Chryzopon | HSDB 7214 | Seradix B 3 | WLN: T56 BMJ D3VQ | 061SKE27JP | 1H-INDOLE-3-BUTANOIC ACID | 4-(indolyl)- butyrate | Kyselina 4-indol-3-ylmaselin
Storage
Protected from light,Desiccated,Room temperature
Shipped In
Normal
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Size
Estado
Price
Qty
250mg
I108274-250mg
2

117,90US$

137,90US$
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Why this grade

analytical standard, ≥99.5% Analytical standard for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Protected from light,Desiccated,Room temperature Ships Normal Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 30 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Sinónimos
b-Indolebutyrate | gamma-(Indole-3)-butyric acid | Oprea1_136608 | 4-Indol-3-ylbutyric acid [BSI:ISO] | Chryzopon | HSDB 7214 | Seradix B 3 | WLN: T56 BMJ D3VQ | 061SKE27JP | 1H-INDOLE-3-BUTANOIC ACID | 4-(indolyl)- butyrate | Kyselina 4-indol-3-ylmaselin
Especificaciones y pureza
analytical standard, ≥99.5%
Mecanismos bioquímicos y fisiológicos
Plant growth auxin. Enhances shoot induction. Converts to indole-3-acetic acid via a peroxisome-dependent reaction in vivo. Inhibits hypocotyl elongation.
Condiciones de almacenamiento de almacenamiento
Protected from light, Desiccated, Room temperature
Enviado en
Normal
Grado
Analytical standard
Nota
Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Pureza
≥99.5%
Nombres e identificadores
Sonrisas canónicasC1=CC=C2C(=C1)C(=CN2)CCCC(=O)O
IUPAC Name4-(1H-indol-3-yl)butanoic acid
InChIKeyJTEDVYBZBROSJT-UHFFFAOYSA-N
INCHI1S/C12H13NO2/c14-12(15)7-3-4-9-8-13-11-6-2-1-5-10(9)11/h1-2,5-6,8,13H,3-4,7H2,(H,14,15)
Isómeros SMILES C1=CC=C2C(=C1)C(=CN2)CCCC(=O)O
WGK Alemania 3
RTECS NL5250000
Número ONU 2811
Peso molecular 203.24
Beilstein 171120
Reaxy-Rn 171120
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=171120&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

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✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

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📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

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Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClaseIndoles and derivatives
SubclassIndoles
Intermediate Tree Nodes Not available
Direct Parent3-alkylindoles
Alternative Parents Substituted pyrroles  Benzenoids  Heteroaromatic compounds  Monocarboxylic acids and derivatives  Carboxylic acids  Azacyclic compounds  Organopnictogen compounds  Organonitrogen compounds  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents 3-alkylindole - Substituted pyrrole - Benzenoid - Pyrrole - Heteroaromatic compound - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Azacycle - Organic oxygen compound - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxide - Carbonyl group - Hydrocarbon derivative - Aromatic heteropolycyclic compound
DescripciónThis compound belongs to the class of organic compounds known as 3-alkylindoles. These are compounds containing an indole moiety that carries an alkyl chain at the 3-position.
External Descriptors indol-3-yl carboxylic acid
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
ESR1 Tclin Estrogen receptor alpha (17718 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AR Tclin Androgen Receptor (11781 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RXRA Tclin Retinoid X receptor alpha (3637 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Objetivos asociados (no humanos)
Ppard Peroxisome proliferator-activated receptor delta (358 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BCHE Cholinesterase (8742 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
blaVIM-2 Beta-lactamase VIM-2 (381 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Fusarium culmorum (260 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Macrophomina phaseolina (474 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rhizoctonia solani (2251 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Globisporangium debaryanum (107 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
bla OXA-48 (65 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
blaNDM-1 Beta-lactamase NDM-1 (246 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Vigna mungo (68 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

1 results found

Lot NumberCertificate TypeFechaArticulo
E1825029Certificate of AnalysisJun 16, 2025 I108274
Propiedades químicas y físicas
SensibilidadLight sensitive.
Punto de fusión (°C)121-126℃
Peso molecular203.240 g/mol
XLogP32.300
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count4
Exact Mass203.095 Da
Monoisotopic Mass203.095 Da
Topological Polar Surface Area53.100 Ų
Heavy Atom Count15
Formal Charge0
Complexity230.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Preguntas frecuentes y artículos
Citations of This Product
Referencias
1. Jiangyi Wu, Lingxin Zheng, Xiaojia Huang.  (2023)  Fabrication and evaluation of a molecular-imprinted-polymer functionalized electrode for selective electric field-assisted solid-phase microextraction of phytohormones.  TALANTA,      [PMID:38157736] [10.1016/j.talanta.2023.125572]
2. Dongxue Zhang, Shuai Qu, Mingyue Wang, Yuhan Liu, Chen Xu, Hong Kan, Yingping Wang, Kai Dong.  (2023)  Application of a three dimensional polyethyleneimine functionalized graphene oxide aerogel as an adsorbent for the determination of phytohormones in ginseng.  Analytical Methods,  15  (42): (5630-5638).  [PMID:37853757] [10.1039/D3AY01368E]
3. YueYue Zhang, Youfang Huang, Xiaojia Huang.  (2023)  One-pot fabrication of magnetic adsorbent based on polymeric ionic liquid/aminated carbon nanotubes composite for efficient capture of synthetic auxins in complex samples prior to chromatographic analysis.  JOURNAL OF SEPARATION SCIENCE,  46  (16): (2300250).  [PMID:37357157] [10.1002/jssc.202300250]
4. Xiaoxia Tian, Yue Dai, Yuanyuan Cheng, Lingdong Zhang, Rong-Mei Kong, Lian Xia, Cong Kong, Guoliang Li.  (2021)  Combination of pipette tip solid phase extraction and high performance liquid chromatography for determination of plant growth regulators in food samples based on the electrospun covalent organic framework/polyacrylonitrile nanofiber as highly efficient sorbent.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:34883355] [10.1016/j.chroma.2021.462692]
5. Yuanyuan Miao, Yanyun Hu, Shanyong Yi, Xuejia Zhang, Ninghua Tan.  (2021)  Establishment of hairy root culture of Rubia yunnanensis Diels: Production of Rubiaceae-type cyclopeptides and quinones.  JOURNAL OF BIOTECHNOLOGY,      [PMID:34536456] [10.1016/j.jbiotec.2021.09.004]
6. Xin Tang, Tengteng Li, Qingyan Li, Hongliang Zhao, Silei Wang, Mengyao Li, Xuanruo Hao, Yating Zhang, Jianquan Yao.  (2021)  Nucleation management for the ambient fabrication of high-performance perovskite photodetectors with the eco-friendly tert-butanol anti-solvent.  Journal of Materials Chemistry C,  (27): (8650-8658).  [PMID:] [10.1039/D1TC01726H]
7. Meng-Jun Li, Na Li, Guiju Xu, Ling-Xi Zhao, Xiangfeng Chen, Yanfang Zhao, Ru-Song Zhao.  (2021)  Magnetic boron nitride nanosheets as a novel magnetic solid-phase extraction adsorbent for the determination of plant growth regulators in tomatoes.  FOOD CHEMISTRY,      [PMID:33515950] [10.1016/j.foodchem.2021.129103]
8. Jing Xue, Na-Na Li, Dong-Mei Zhang, Cai-Feng Bi, Cun-Gang Xu, Ning-Ning Shi, Xia Zhang, Yu-Hua Fan.  (2020)  One-step synthesis of a carbon dot-based fluorescent probe for colorimetric and ratiometric sensing of tetracycline.  Analytical Methods,  12  (42): (5097-5102).  [PMID:33047756] [10.1039/D0AY01699C]
9. Qin Peige, Zhu Wenli, Han Lizhen, Zhang Xiaowan, Zhao Bing, Zhang Xuebin, Lu Minghua.  (2020)  Monodispersed mesoporous SiO2@metal-organic framework (MSN@MIL-101(Fe)) composites as sorbent for extraction and preconcentration of phytohormones prior to HPLC-DAD analysis.  MICROCHIMICA ACTA,  187  (6): (1-9).  [PMID:32494885] [10.1007/s00604-020-04326-3]
10. Kui Wu, Yajun Li.  (2020)  Solubility and solution thermodynamics of isobutyramide in 15 pure solvents at temperatures from 273.15 to 324.75 K.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2020.113294]
11. Tong-wei Zhang, Yong-xiang Li, Duan-lin Cao, Yong-zheng Liu, Jia-yuan He, Cheng-long Zou.  (2020)  Experimental study and thermodynamic modeling of a novel heat-resistant explosive in different mono solvents.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2020.113056]
12. Runsheng Si, Yehong Han, Di Wu, Fengxia Qiao, Ligai Bai, Zhiqiang Wang, Hongyuan Yan.  (2019)  Ionic liquid-organic-functionalized ordered mesoporous silica-integrated dispersive solid-phase extraction for determination of plant growth regulators in fresh Panax ginseng.  TALANTA,      [PMID:31594578] [10.1016/j.talanta.2019.120247]
13. Yunlei Zhou, Huanshun Yin, Yue Wang, Chengji Sui, Minghui Wang, Shiyun Ai.  (2018)  Electrochemical aptasensors for zeatin detection based on MoS2 nanosheets and enzymatic signal amplification.  ANALYST,  143  (21): (5185-5190).  [PMID:30264075] [10.1039/C8AN01356J]
14. Fangyuan Wang, Xiaoling Gu, Chunchen Zheng, Fang Dong, Liying Zhang, Yueqing Cai, Zhengyi You, Junhui You, Shuhu Du, Zhongping Zhang.  (2017)  Ehrlich Reaction Evoked Multiple Spectral Resonances and Gold Nanoparticle Hotspots for Raman Detection of Plant Hormone.  ANALYTICAL CHEMISTRY,      [PMID:28745043] [10.1021/acs.analchem.7b01267]
15. Xiaona Zhang, Jiahua Niu, Xiaoting Zhang, Rui Xiao, Minghua Lu, Zongwei Cai.  (2017)  Graphene oxide-SiO2 nanocomposite as the adsorbent for extraction and preconcentration of plant hormones for HPLC analysis.  JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES,      [PMID:28135698] [10.1016/j.jchromb.2017.01.004]
16. Mingyu Wang, Xiaochen Chang, Xingyu Wu, Hongyuan Yan, Fengxia Qiao.  (2016)  Water-compatible dummy molecularly imprinted resin prepared in aqueous solution for green miniaturized solid-phase extraction of plant growth regulators.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:27378249] [10.1016/j.chroma.2016.06.047]
17. Chen Yang, Tianwei Lv, Hongyuan Yan, Gaochan Wu, Haonan Li.  (2015)  Glyoxal–Urea–Formaldehyde Molecularly Imprinted Resin as Pipette Tip Solid-Phase Extraction Adsorbent for Selective Screening of Organochlorine Pesticides in Spinach.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:26449689] [10.1021/acs.jafc.5b02762]
18. Yi-Ping CAI, Zhi-Wei SUN, Xiao-Yan WANG, You-Rui SUO, Jin-Mao YOU.  (2015)  Determination of Plant Growth Regulators in Vegetable by High Performance Liquid Chromatography-Tandem Mass Spectrometry Coupled with Isotop-coded Derivatization.  CHINESE JOURNAL OF ANALYTICAL CHEMISTRY,      [PMID:] [10.1016/S1872-2040(15)60814-3]
19. Shifeng Li, Yanming Shen, Min Xiao, Dongbin Liu, Lihui Fan, Zhigang Zhang.  (2014)  Simultaneous Intercalation of 1-Naphthylacetic Acid and Indole-3-butyric Acid into Layered Double Hydroxides and Controlled Release Properties.  Journal of Nanomaterials,      [PMID:] [10.1155/2014/862491]
20. Hongyuan Yan, Fang Wang, Hui Wang, Gengliang Yang.  (2012)  Miniaturized molecularly imprinted matrix solid-phase dispersion coupled with high performance liquid chromatography for rapid determination of auxins in orange samples.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:22885049] [10.1016/j.chroma.2012.07.037]
21. Tan Chao, Li Suxin, Song Jia, Zheng Xianfu, Zheng Hao, Xu Weichang, Wan Cui, Zhang Tan, Bian Qiang, Men Shuzhen.  (2024)  3,4-Dichlorophenylacetic acid acts as an auxin analog and induces beneficial effects in various crops.  Communications Biology,  (1): (1-14).  [PMID:38332111] [10.1038/s42003-024-05848-9]
22. Qingqing Zhang, Xuejin Mao, Jiexue Zhao, Weiming Xiao, Rui Cheng, Haijun Li, Xiantong Zeng, Jinqing Hu, Songlin Jiang, Yuanxing Wang.  (2025)  A facile and ultrafast dispersed solid extraction method for the determination of phytohormones in citrus based on a zirconium-based metal organic framework.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2025.107228]
23. Boqiang Li, Baiyang Chen, Zongsu Wei.  (2024)  Challenging established norms: The unanticipated role of alcohols in UV/PDS radical quenching.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:39173369] [10.1016/j.jhazmat.2024.135502]
24. Miao Hu, Yaxin Gao, Weimin Meng, Pengfei Zhang, Jiao Wang, Zifan Yuan, Bei Fan, Fengzhong Wang, Shuying Li.  (2025)  Controlled release mechanism of off-flavor compounds in Bacillus subtilis BSNK-5 fermented soymilk and flavor improvement by phenolic compounds.  FOOD RESEARCH INTERNATIONAL,      [PMID:40086980] [10.1016/j.foodres.2025.116028]
25. Jiangmei Hu, Junhuo Cai, Xinrui Hu, Lijun Wang, Qiangqiang Cheng, Xiuhua Tao.  (2024)  Efficient In Vitro Propagation of Turpinia arguta and Quantitative Analysis of Its Ligustroflavone and Rhoifolin Content.  Horticulturae,  10  (6): (587).  [PMID:] [10.3390/horticulturae10060587]
26. Congzhu Liu, Xunan Yang, Zhen Yu, Jia Pu, Meiying Xu.  (2024)  Impacts of MnO2 on tomato (Lycopersicon esculentum Mill.) growth: A study with MnO2-amended organic fertilizer.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:38810753] [10.1016/j.scitotenv.2024.173591]
27. Hui-Ling Wu, Jing Chen, Fei Pan, Qi-Sheng Xia, Shi-Wei Zhang, Xue-Jian Chen, Rong-Hu Feng, Gui-Hong Zhang, Lei Liu, Xin-Tian Lai, Pan Tan.  (2024)  Screening for Bongkrekic Acid in Food Using a Monoclonal Antibody-Based Indirect Competitive Enzyme-Linked Immunosorbent Assay (icELISA).  ANALYTICAL LETTERS,      [PMID:] [10.1080/00032719.2024.2393241]
28. Wenxuan Zhao, Ying Xu, Wenna Liu, Xiang Wang, Zhaoyou Zhu, Yinglong Wang, Peizhe Cui, Guoxuan Li.  (2025)  Ionic liquids for highly efficient capture C4 alcohol aldehyde isomer VOCs: experimental and molecular mechanisms.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.168229]
29. Hongyuan Yan, Fang Wang, Dandan Han, Gengliang Yang.  (2012)  Simultaneous determination of four plant hormones in bananas by molecularly imprinted solid-phase extraction coupled with high performance liquid chromatography.  ANALYST,  137  (12): (2884-2890).  [PMID:22553770] [10.1039/C2AN35362H]
30. Lihui Wang, Mingyu Wang, Hongyuan Yan, Yanan Yuan, Jing Tian.  (2014)  A new graphene oxide/polypyrrole foam material with pipette-tip solid-phase extraction for determination of three auxins in papaya juice.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:25441342] [10.1016/j.chroma.2014.09.059]
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