3-Indoleacetic acid - 10mM in DMSO , CAS No.87-51-4

CAS: 87-51-4 Cat. No.: I426617 Peso molecular: 175.18 Beilstein Registry Number: 143358 Número EC: 201-748-2
Disponible para pedir
GRADE & PURITY 10mM in DMSO
Synonyms
indole-3-acetic acid|87-51-4|indoleacetic acid|3-Indoleacetic acid|Heteroauxin|1H-Indole-3-acetic acid|1H-indol-3-ylacetic acid|2-(1H-Indol-3-yl)acetic acid|Rhizopin|Rhizopon A|auxin|Indol-3-ylacetic acid|3-Iaa|3-(Carboxymethyl)indole|Hexteroauxin|3-Indol
Storage
Protected from light,Store at -80°C
Shipped In
Dry ice packs + Cold packs
 ·  off list, applied to all prices below.
Size
Estado
Price
Qty
1ml
I426617-1ml
1
43,90US$
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Why this grade

10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Protected from light,Store at -80°C Ships Dry ice packs + Cold packs 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.

📚

Literature proof

Cited in 35 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

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.

as standard to quantify hormones

to modify MS (Murashige and Skoog) media for the initiation of callus

as an external standard in the analyses of free endogenous growth regulators

Specifications

Sinónimos
indole-3-acetic acid | 87-51-4 | indoleacetic acid | 3-Indoleacetic acid | Heteroauxin | 1H-Indole-3-acetic acid | 1H-indol-3-ylacetic acid | 2-(1H-Indol-3-yl)acetic acid | Rhizopin | Rhizopon A | auxin | Indol-3-ylacetic acid | 3-Iaa | 3-(Carboxymethyl)indole | Hexteroauxin | 3-Indol
Especificaciones y pureza
10mM in DMSO
Mecanismos bioquímicos y fisiológicos
Natural phytohormone (plant auxin), synthesized from tryptophan, which induces plant cell elongation and division causing uncontrolled growth. Signaling molecule involved in plant organogenesis and growth control. Used as a supplement in media such as Mur
Condiciones de almacenamiento de almacenamiento
Protected from light, Store at -80°C
Enviado en
Dry ice packs + Cold packs
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Nombres e identificadores
Sonrisas canónicasC1=CC=C2C(=C1)C(=CN2)CC(=O)O
IUPAC Name2-(1H-indol-3-yl)acetic acid
InChIKeySEOVTRFCIGRIMH-UHFFFAOYSA-N
INCHI1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)
Isómeros SMILES C1=CC=C2C(=C1)C(=CN2)CC(=O)O
WGK Alemania 3
RTECS NL3150000
Peso molecular 175.18
Beilstein 143358
Reaxy-Rn 143358
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=143358&ln=

Documentation

📋 Safety Data Sheet (SDS)

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

Download SDS →

✅ Certificate of Analysis (COA)

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

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClaseIndoles and derivatives
SubclassIndolyl carboxylic acids and derivatives
Intermediate Tree Nodes Not available
Direct ParentIndole-3-acetic acid derivatives
Alternative Parents 3-alkylindoles  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 Indole-3-acetic acid derivative - 3-alkylindole - Indole - Substituted pyrrole - Benzenoid - Heteroaromatic compound - Pyrrole - Azacycle - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Carbonyl group - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound
DescripciónThis compound belongs to the class of organic compounds known as indole-3-acetic acid derivatives. These are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole.
External Descriptors Indole alkaloids - Auxins
Estructura 3D
Modelo de Estructura Química Interactiva





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Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Propiedades químicas y físicas
SensibilidadLight sensitive.
Punto de inflamación (°F)339.8℉
Punto de inflamación (°C)171℃
Punto de fusión (°C)167°C
Peso molecular175.180 g/mol
XLogP31.400
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Exact Mass175.063 Da
Monoisotopic Mass175.063 Da
Topological Polar Surface Area53.100 Ų
Heavy Atom Count13
Formal Charge0
Complexity205.000
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. Xinyi Zhang, Jiakun Zhou, Zemin Li, Yimin Qin, Ruitao Yu, Huaiwei Zhang, Yuhong Zheng, Jiangwei Zhu, Demeng Zhang, Li Fu.  (2023)  The Qualitative Electrochemical Determination of Multiple Components in Seaweed Fertilizer.  International Journal of Electrochemical Science,      [PMID:] [10.20964/2019.07.16]
2. 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]
3. Yan Wang, Bin Peng, Yuanyuan Gong, Yingrong Xie, Tingting Feng, Xiaolin Liu, Bowei Chen, Yong Zhang.  (2023)  Carboxyl and amino acid functionalized indole-based polymer for ultrafast uranium extraction in aqueous solution.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2023.122143]
4. Hui Zhao, Xiangyu Liu, Yulong Sun, Juan Liu, Michael Gatheru Waigi.  (2023)  Effects and mechanisms of plant growth regulators on horizontal transfer of antibiotic resistance genes through plasmid-mediated conjugation.  CHEMOSPHERE,      [PMID:36720410] [10.1016/j.chemosphere.2023.137997]
5. Zhou Ziyuan, Wang Baohong, Pan Xiaxia, Lv Jiawen, Lou Zhuoqi, Han Yuqiu, Yao Yuanyuan, Chen Jun, Wang Qiangqiang, Li Lanjuan.  (2023)  Microbial metabolites indole derivatives sensitize mice to D-GalN/LPS induced-acute liver failure via the Tlr2/NF-κB pathway.  Frontiers in Microbiology,      [PMID:36687651] [10.3389/fmicb.2022.1103998]
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20. Jing Jiang, Chenyang Zhang, Meng Na, Shangqi Xu, Xiaoping Li, Shoubiao Zhou, Jihai Zhou.  (2025)  Regulatory roles of indole-3-acetic acid in the physiological and biochemical responses of Cinnamomum camphora seedlings under cadmium stress.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,      [PMID:40663943] [10.1016/j.ecoenv.2025.118671]
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26. Yang Chuan, Xie Langlang, Deng Zihan, Ai Hongbo, Xiang Tingwen, Yan Xiaojing, Ling Zhiguo, Xiao Shiyu, Tang Yong, Huang Gang, Luo Fei, Chen Yueqi.  (2025)  An orally-administered nanotherapeutics with gold nanospheres supplying for rheumatoid arthritis therapy by re-shaping gut microbial tryptophan metabolism.  JOURNAL OF NANOBIOTECHNOLOGY,  23  (1): (1-22).  [PMID:40414887] [10.1186/s12951-025-03450-7]
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32. Qiaoyu Sun, Qingqing Zhou, Sitong Ge, Danli Wu, Ping Li, Qing Gu.  (2026)  Indole-3-Acetic Acid Improves Intestinal Inflammation and Intestinal Barrier Dysfunction In Vitro via the AHR/NF-κB Signaling Pathway.  Food Frontiers,  (1): (e70225).  [PMID:] [10.1002/fft2.70225]
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