Isatin(NSC 9262) - Moligand™,10mM in DMSO , CAS No.91-56-5

CAS: 91-56-5 Cat. No.: I426911 Molecular Weight: 147.13 Beilstein Registry Number: 383659 EC Number: 202-077-8
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GRADE & PURITY Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. 10mM in DMSO
Synonyms
NSC 9262 | 3-Indolinedione | 5-21-10-00221 (Beilstein Handbook Reference) | CHEBI:27539 | Isotin | 2,3-Indolinedione | AS-10908 | UNII-82X95S7M06 | AKOS000119125 | A843979 | DTXSID3038694 | InChI=1/C8H5NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4H,(H,9,10,11 | N
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
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Size
Status
Price
Qty
1ml
I426911-1ml
1
$29.90
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Why this grade

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

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Storage & shipping

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.

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Literature proof

Cited in 29 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

Isatin is an endogenous monoamine oxidase (MAO) inhibitor involved in stress and anxiety. Additionally, isatin inhibits alkaline phosphatase (ALP), nitric oxide (NO)-stimulated soluble guanylate cyclase, and other enzymes.
An endogenous monoamine oxidase inhibitor.

Specifications

Synonyms
NSC 9262 | 3-Indolinedione | 5-21-10-00221 (Beilstein Handbook Reference) | CHEBI:27539 | Isotin | 2, 3-Indolinedione | AS-10908 | UNII-82X95S7M06 | AKOS000119125 | A843979 | DTXSID3038694 | InChI=1/C8H5NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4H, (H, 9, 10, 11 | N
Specifications & Purity
Moligand™, 10mM in DMSO
Biochemical and Physiological Mechanisms
Selective endogenous MAOB inhibitor and potent ANP receptor antagonist (IC 50 = 3-8 and 0.4 μM respectively). Inhibits alkaline phosphatase and (NO-stimulated soluble guanylate cyclase. Anxiolytic, sedative, anticonvulsant and antidiuretic effects in vivo
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.
Grade
Moligand™
Names and Identifiers
Canonical SmilesC1=CC=C2C(=C1)C(=O)C(=O)N2
IUPAC Name1H-indole-2,3-dione
InChIKeyJXDYKVIHCLTXOP-UHFFFAOYSA-N
INCHI1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4H,(H,9,10,11)
Isomeric SMILES C1=CC=C2C(=C1)C(=O)C(=O)N2
WGK Germany 1
RTECS NL7873000
Molecular Weight 147.13
Beilstein 383659
Reaxy-Rn 383659
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=383659&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
ClassIndoles and derivatives
SubclassIndolines
Intermediate Tree Nodes Not available
Direct ParentIndolines
Alternative Parents Aryl ketones  Benzenoids  Vinylogous amides  Secondary carboxylic acid amides  Lactams  Azacyclic compounds  Organopnictogen compounds  Organonitrogen compounds  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Dihydroindole - Aryl ketone - Benzenoid - Vinylogous amide - Carboxamide group - Ketone - Lactam - Secondary carboxylic acid amide - Carboxylic acid derivative - Azacycle - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Carbonyl group - Organic nitrogen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as indolines. These are compounds containing an indole moiety, which consists of pyrrolidine ring fused to benzene to form 2,3-dihydroindole.
External Descriptors a small molecule
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
MAOB Tclin Amine oxidase [flavin-containing] B (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
MAOA Tclin Monoamine oxidase A (11911 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAOB Tclin Monoamine oxidase B (8835 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CASP3 Tchem Caspase-3 (3632 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BCHE Tclin Butyrylcholinesterase (7174 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CES1 Tchem Acyl coenzyme A:cholesterol acyltransferase (1029 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TGM2 Tchem Protein-glutamine gamma-glutamyltransferase (1221 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-29 (80576 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
K562 (73714 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MRC5 (9203 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PC-3 (62116 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-N-SH (1499 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
U-937 (7138 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI-H460 (60772 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Jurkat (10389 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SW-620 (52400 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ASPC1 (1310 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DAO Tchem D-amino-acid oxidase (802 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GMNN Tbio Geminin (128009 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Ttr Transthyretin (14 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cruzipain (33337 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALS Acetolactate synthase (354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mycobacterium tuberculosis (203094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Meloidogyne incognita (862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BCHE Cholinesterase (8742 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Falcipain 2 (539 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
Flash Point(°F)428 ℉
Flash Point(°C)220°C
Melt Point(°C)203.5°C
Molecular Weight147.130 g/mol
XLogP30.800
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass147.032 Da
Monoisotopic Mass147.032 Da
Topological Polar Surface Area46.200 Ų
Heavy Atom Count11
Formal Charge0
Complexity212.000
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
Documents & Articles
Citations of This Product
References
1. Qian Wang, Lei Huang, Jiayu Guan, Linjian Sang, Jifu Zheng, Qifeng Zhang, Guorui Qin, Shenghai Li, Suobo Zhang.  (2023)  Side chain sulfonic acid polymers with intrinsic pores in the main chain as proton exchange membranes for fuel cells and redox flow battery.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2023.122036]
2. Hukang Guo, Fupeng Li, Xuerong Shui, Jianyu Wang, Chuanjie Fang, Liping Zhu.  (2023)  Ultrathin Polyamide Nanofilms with Controlled Microporosity for Enhanced Solvent Permeation.  ACS Applied Materials & Interfaces,      [PMID:37479673] [10.1021/acsami.3c07440]
3. Sisheng Fang, Hai Tang, Meng Wang, Zhaozan Xu, Nanwen Li.  (2023)  The antifouling and separation performance of an ultrafiltration membrane derived from a novel amphiphilic copolymer containing a crown ether.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2023.121620]
4. Jiangru Wang, Yan Yang, Qirui Shen, Dazhong Shen, Qi Kang.  (2023)  A smartphone-based long optical path colorimetric turntable for selective determination of malachite green and investigation the specific adsorption behavior of the imprinted cavities within molecularly imprinted polymers.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2023.108629]
5. Yanqing Li, Yingwu Lin, Fang Wang, Jinghan Wang, Osami Shoji, Jiakun Xu.  (2023)  Construction of Biocatalysts Using the P450 Scaffold for the Synthesis of Indigo from Indole.  INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES,  24  (3): (2395).  [PMID:36768714] [10.3390/ijms24032395]
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8. Tuo Zhao, Chuan Long, Zhiqian Wang, Hong Zhu.  (2021)  Multication Cross-Linked Poly(p-terphenyl isatin) Anion Exchange Membranes for Fuel Cells: Effect of Cross-Linker Length on Membrane Performance.  ACS Applied Energy Materials,      [PMID:] [10.1021/acsaem.1c03153]
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10. Yongjiang Yuan, Xinming Du, Hongyu Zhang, Hui Wang, Zhe Wang.  (2021)  Poly (isatin biphenylene) polymer containing ferrocenium derivatives for anion exchange membrane fuel cell.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2021.119986]
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12. Ziqin Li, Riming Yu, Chang Liu, Jifu Zheng, Jing Guo, Tauqir A. Sherazi, Shenghai Li, Suobo Zhang.  (2021)  Preparation and characterization of side-chain poly(aryl ether ketone) anion exchange membranes by superacid-catalyzed reaction.  POLYMER,      [PMID:] [10.1016/j.polymer.2021.123639]
13. Ziqin Li, Jing Guo, Jifu Zheng, Tauqir A. Sherazi, Shenghai Li, Suobo Zhang.  (2020)  A Microporous Polymer with Suspended Cations for Anion Exchange Membrane Fuel Cells.  MACROMOLECULES,      [PMID:] [10.1021/acs.macromol.0c01948]
14. Jiaqi Li, Mengxiao Zhang, Weilin Feng, Liping Zhu, Lin Zhang.  (2020)  PIM-1 pore-filled thin film composite membranes for tunable organic solvent nanofiltration.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2020.117951]
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16. Chun-Er Lin, Ming-Yong Zhou, Wei-Song Hung, Bao-Ku Zhu, Kueir-Rarn Lee, Li-Ping Zhu, Li-Feng Fang.  (2018)  Ultrathin nanofilm with tailored pore size fabricated by metal-phenolic network for precise and rapid molecular separation.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2018.06.077]
17. Cuiling Wang, Jiaxu Yan, Mo Du, Joseph A. Burlison, Chi Li, Yanni Sun, Danqing Zhao, Jianli Liu.  (2017)  One step synthesis of indirubins by reductive coupling of isatins with KBH4.  TETRAHEDRON,      [PMID:] [10.1016/j.tet.2017.03.077]
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19. Bin Yu, Ping-Ping Qi, Xiao-Jing Shi, Li-Hong Shan, De-Quan Yu, Hong-Min Liu.  (2014)  Discovery of novel steroidal pyran–oxindole hybrids as cytotoxic agents.  STEROIDS,      [PMID:24928731] [10.1016/j.steroids.2014.05.022]
20. Zhao Xiao-Ting, Li Wen-Dian, Tao Fei-Yan, Wang Na.  (2024)  Cysteine Catalyzed Pictet-Spengler Reaction: a Convenient and Mild Method for Synthesis of Spiroindolones.  CATALYSIS LETTERS,      [PMID:] [10.1007/s10562-024-04698-8]
21. Qian Wang, Linjian Sang, Lei Huang, Jiayu Guan, Huiting Yu, Jifu Zheng, Qifeng Zhang, Guorui Qin, Shenghai Li, Suobo Zhang.  (2024)  Design and Synthesis of Comb-Like Bisulfonic Acid Proton Exchange Membrane with Regulated Microstructure.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202316506]
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23. Shuang Guo, Chuanjie Fang, Jiaqi Li, Yongbing Zhuang, Liping Zhu.  (2024)  Intrinsically microporous polyimide membranes with synergistic aromatic and alicyclic linking groups for efficient molecular separation.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2024.127530]
24. Yijia Lei, Jialin Zhao, Jian Gao, Jingyi Wu, Na Li, Xiaoyu Chi, Yan Wang, Yiman Gu, Zhe Wang.  (2024)  Robust branched Poly(p-terphenyl isatin) anion exchange membranes with enhanced microphase separation structure for fuel cells.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2024.123368]
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