trans-3-Indoleacrylic acid - 10mM in DMSO , CAS No.29953-71-7

CAS: 29953-71-7 Cat. No.: T423076 Molecular Weight: 187.19 Beilstein Registry Number: 6317 EC Number: 621-733-8

GRADE & PURITY 10mM in DMSO

Synonyms

ISOOCTANE [MI] | MFCD00000995 | 4-iodanylaniline | A820124 | Indole-3beta-acrylic acid | trans-Indole-3-acrylic acid | trans-3-Indoleacrylicacid | (2E)-3-(1H-indol-3-yl)acrylic acid | 4-iodanylphenol | 2-Propenoic acid, 3-(1-H-indol-3-yl) | 2-Propenoic ac

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Application

It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals.

Specifications

Synonyms

ISOOCTANE [MI] | MFCD00000995 | 4-iodanylaniline | A820124 | Indole-3beta-acrylic acid | trans-Indole-3-acrylic acid | trans-3-Indoleacrylicacid | (2E)-3-(1H-indol-3-yl)acrylic acid | 4-iodanylphenol | 2-Propenoic acid, 3-(1-H-indol-3-yl) | 2-Propenoic ac

Specifications & Purity

10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Canonical Smiles: C1=CC=C2C(=C1)C(=CN2)C=CC(=O)O
• IUPAC Name: (E)-3-(1H-indol-3-yl)prop-2-enoic acid
• InChIKey: PLVPPLCLBIEYEA-AATRIKPKSA-N
• INCHI: 1S/C11H9NO2/c13-11(14)6-5-8-7-12-10-4-2-1-3-9(8)10/h1-7,12H,(H,13,14)/b6-5+
• Isomeric SMILES: C1=CC=C2C(=C1)C(=CN2)/C=C/C(=O)O
• WGK Germany: 3
• RTECS: NL3680000
• Molecular Weight: 187.19
• Beilstein: 6317
• Reaxy-Rn: 8201401
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8201401&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Indoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Indoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Indoles
• 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 Framework: Aromatic heteropolycyclic compounds
• Substituents: Indole - Substituted pyrrole - Benzenoid - Heteroaromatic compound - Pyrrole - Azacycle - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxide - Hydrocarbon derivative - Carbonyl group - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Organopnictogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as indoles. These are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KYAT1 Tbio Kynurenine--oxoglutarate transaminase I (96 Activities)

Discover Target: KYAT1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Tdo2 Tryptophan 2,3-dioxygenase (8 Activities)

Discover Target: Tdo2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Boil Point(°C): 432.8°C at 760 mmHg
• Melt Point(°C): 185°C
• Molecular Weight: 187.190 g/mol
• XLogP3: 2.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 187.063 Da
• Monoisotopic Mass: 187.063 Da
• Topological Polar Surface Area: 53.100 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 250.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

References

1. Zheng-Meng Jiang, Su-Ling Zeng, Tian-Qing Huang, Yang Lin, Fang-Fang Wang, Xing-Jiao Gao, Jing Li, Ping Li, E-Hu Liu.  (2023)  Sinomenine ameliorates rheumatoid arthritis by modulating tryptophan metabolism and activating aryl hydrocarbon receptor via gut microbiota regulation.  Science Bulletin,      [PMID:37422372] [10.1016/j.scib.2023.06.027]

2. Qixing Nie, Yonggan Sun, Mingzhi Li, Sheng Zuo, Chunhua Chen, Qiongni Lin, Shaoping Nie.  (2023)  Targeted modification of gut microbiota and related metabolites via dietary fiber.  CARBOHYDRATE POLYMERS,      [PMID:37321707] [10.1016/j.carbpol.2023.120986]

3. Shuyuan Cao, Shengjie Hu, Ping Jiang, Zhan Zhang, Lei Li, Qian Wu.  (2023)  Effects of sulforaphane on breast cancer based on metabolome and microbiome.  Food Science & Nutrition,  11  (5): (2277-2287).  [PMID:37181316] [10.1002/fsn3.3168]

4. Wu Hao, Bao Yuling, Yan Tongtong, Huang Hui, Jiang Ping, Zhang Zhan, Li Lei, Wu Qian.  (2022)  PAH-induced metabolic changes related to inflammation in childhood asthma.  ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH,  30  (5): (13739-13754).  [PMID:36136199] [10.1007/s11356-022-23091-9]

5. Zhenyang Gu, Wenlong Pei, Yonghua Shen, Lijuan Wang, Jun Zhu, Yi Zhang, Shengxian Fan, Qian Wu, Lei Li, Zhan Zhang.  (2021)  Akkermansia muciniphila and its outer protein Amuc_1100 regulates tryptophan metabolism in colitis.  Food & Function,  12  (20): (10184-10195).  [PMID:34532729] [10.1039/D1FO02172A]

6. Xiaolin Wang, Rui Yang, Liyan Huang, Jun Li, Zhengping Liu.  (2019)  Preparation of starch-graft-poly(methyl methacrylate) via SET-LRP at molecular level and its self-assembly.  POLYMER,      [PMID:] [10.1016/j.polymer.2019.04.018]