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I110480-1g

In stock

$48.90

I110480-5g

In stock

$186.90

I110480-25g

25g

Available within 4-8 weeks(?)

$837.90

Basic Description

Synonyms	3-Indoleacrylic acid \| trans-3-Indoleacrylic acid \| 1204-06-4 \| 29953-71-7 \| INDOLE-3-ACRYLIC ACID \| 3-(1H-Indol-3-yl)acrylic acid \| 3-Indolylacrylic acid \| Indoleacrylic acid \| (E)-3-(1H-indol-3-yl)prop-2-enoic acid \| Indole-3beta-acrylic acid \| trans-Indole-3-acrylic acid \|
Specifications & Purity	≥98%
Storage Temp	Store at 2-8°C
Shipped In	Wet ice
Product Description	3-Indoleacrylic acid (IAA) is a chemical used for the induction of gene transcription. This expression system requires that the gene of interest is cloned in plasmids containing the trpE promoter. Suitable for induction of gene transcription in systems controlled by the trpE promoter.

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

BCHE Cholinesterase (8742 Activities)

Discover Target: BCHE

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

Names and Identifiers

IUPAC Name	(E)-3-(1H-indol-3-yl)prop-2-enoic acid
INCHI	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+
InChi Key	PLVPPLCLBIEYEA-AATRIKPKSA-N
Canonical SMILES	C1=CC=C2C(=C1)C(=CN2)C=CC(=O)O
Isomeric SMILES	C1=CC=C2C(=C1)C(=CN2)/C=C/C(=O)O
WGK Germany	3
RTECS	NL3680000
PubChem CID	5375048
Molecular Weight	187.19
Beilstein	6317
Reaxy-Rn	6317

Certificates

Certificate of Analysis(COA)

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To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

8 results found

Lot Number	Certificate Type	Date	Item
C2429500	Certificate of Analysis	Mar 08, 2024	I110480
C2429501	Certificate of Analysis	Mar 08, 2024	I110480
B2429042	Certificate of Analysis	Mar 06, 2024	I110480
L2102468	Certificate of Analysis	Sep 18, 2023	I110480
L2102469	Certificate of Analysis	Sep 18, 2023	I110480
L2307125	Certificate of Analysis	Sep 18, 2023	I110480
A2127187	Certificate of Analysis	Nov 10, 2022	I110480
K2215121	Certificate of Analysis	Oct 20, 2021	I110480

Chemical and Physical Properties

Melt Point(°C)	180-186°C

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell.
WGK Germany	3
RTECS	NL3680000
Reaxy-Rn	6317

Citations of This Product

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]
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, 316 (120986). [PMID:37321707]
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]
4. Wu Hao, Bao Yuling, Yan Tongtong, Huang Hui, Jiang Ping, Zhang Zhan, Li Lei, Wu Qian. (2023) PAH-induced metabolic changes related to inflammation in childhood asthma. ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH, 30 (5): (13739-13754). [PMID:36136199]

References

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14. Qian Han,Howard Robinson,Tao Cai,Danilo A Tagle,Jianyong Li. (2009-04-03) Structural insight into the inhibition of human kynurenine aminotransferase I/glutamine transaminase K.. Journal of medicinal chemistry, 52 ((9)): (2786-2793). [PMID:19338303]
15. Indeok Hwang,Soo Young Kim,Cheol Soo Kim,Yoonkyung Park,Giri Raj Tripathi,Seong-Ki Kim,Hyeonsook Cheong. (2010-05-18) Over-expression of the IGI1 leading to altered shoot-branching development related to MAX pathway in Arabidopsis.. Plant molecular biology, 73 ((6)): (629-641). [PMID:20473553]
16. Jungwoon Lee,Yan Xia,Mi-Young Son,Guanghai Jin,Binna Seol,Min-Jeong Kim,Myung Jin Son,Misol Do,Minho Lee,Dongsup Kim,Kyeong Lee,Yee Sook Cho. (2012-11-06) A novel small molecule facilitates the reprogramming of human somatic cells into a pluripotent state and supports the maintenance of an undifferentiated state of human pluripotent stem cells.. Angewandte Chemie (International ed. in English), 51 ((50)): (12509-12513). [PMID:23125037]
17. Meng-Hui Wang,Peng Peng,Yu-Mei Liu,Rui-Bao Jia,Li Li. (2013-02-16) Algicidal activity of a dibenzofuran-degrader Rhodococcus sp.. Journal of microbiology and biotechnology, 23 ((2)): (260-266). [PMID:23412070]
18. Mark Wolfenden,Jonathan Cousin,Pratima Nangia-Makker,Avraham Raz,Mary Cloninger. (2015-04-24) Glycodendrimers and Modified ELISAs: Tools to Elucidate Multivalent Interactions of Galectins 1 and 3.. Molecules (Basel, Switzerland), 20 ((4)): (7059-7096). [PMID:25903363]
19. Sergio M Carballo,Linda Haas,Christian G Krueger,Jess D Reed. (2017-09-02) Cranberry Proanthocyanidins - Protein complexes for macrophage activation.. Food & function, 8 ((9)): (3374-3382). [PMID:28861555]
20. Huu-Nghi Nguyen,Mitsuru Tanaka,Baorui Li,Tomoya Ueno,Hideki Matsuda,Toshiro Matsui. (2019-03-01) Novel in situ visualisation of rat intestinal absorption of polyphenols via matrix-assisted laser desorption/ionisation mass spectrometry imaging.. Scientific reports, 9 ((1)): (3166-3166). [PMID:30816166]
21. Jenni Tienaho,Maarit Karonen,Riina Muilu-Mäkelä,Kristiina Wähälä,Eduardo Leon Denegri,Robert Franzén,Matti Karp,Ville Santala,Tytti Sarjala. (2019-06-28) Metabolic Profiling of Water-Soluble Compounds from the Extracts of Dark Septate Endophytic Fungi (DSE) Isolated from Scots Pine (Pinus sylvestris L.) Seedlings Using UPLC-Orbitrap-MS.. Molecules (Basel, Switzerland), 24 ((12)): [PMID:31242564]
22. E Marklová,L Mandel,L Jebavý,I M Hais. (1986-01-01) [Metabolism of indolylacrylic acid. III. Effect of intestinal microbes on the excretion of indolylacryloylglycine in urine].. Sbornik vedeckych praci Lekarske fakulty Karlovy univerzity v Hradci Kralove. Supplementum, 29 ((4-5)): (451-455). [PMID:3326153]
23. R Q Marmorstein,A Joachimiak,M Sprinzl,P B Sigler. (1987-04-05) The structural basis for the interaction between L-tryptophan and the Escherichia coli trp aporepressor.. The Journal of biological chemistry, 262 ((10)): (4922-4927). [PMID:3549712]
24. P J Czernik,D S Shin,B K Hurlburt. (1994-11-11) Functional selection and characterization of DNA binding sites for trp repressor of Escherichia coli.. The Journal of biological chemistry, 269 ((45)): (27869-27875). [PMID:7961717]
25. J G Bell,J R Sargent,D R Tocher,J R Dick. (2000-09-06) Red blood cell fatty acid compositions in a patient with autistic spectrum disorder: a characteristic abnormality in neurodevelopmental disorders?. Prostaglandins, leukotrienes, and essential fatty acids, 63 ((1-2)): (21-25). [PMID:10970708]
26. Chad Robins,Patrick A Limbach. (2003-12-16) The use of nonpolar matrices for matrix-assisted laser desorption/ionization mass spectrometric analysis of high boiling crude oil fractions.. Rapid communications in mass spectrometry : RCM, 17 ((24)): (2839-2845). [PMID:14673835]
27. Pratibha Vyas,Robin Joshi,K C Sharma,Praveen Rahi,Ashu Gulati,Arvind Gulati. (2011-01-05) Cold-adapted and rhizosphere-competent strain of Rahnella sp. with broad-spectrum plant growth-promotion potential.. Journal of microbiology and biotechnology, 20 ((12)): (1724-1734). [PMID:21193830]
28. 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]
29. 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, 316 (120986). [PMID:37321707]
30. 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]
31. Wu Hao, Bao Yuling, Yan Tongtong, Huang Hui, Jiang Ping, Zhang Zhan, Li Lei, Wu Qian. (2023) PAH-induced metabolic changes related to inflammation in childhood asthma. ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH, 30 (5): (13739-13754). [PMID:36136199]

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3-Indoleacrylic acid - 98%, high purity , CAS No.1204-06-4