SIS 3 Hydrochloride - ≥98% , CAS No.521984-48-5

CAS: 521984-48-5 Cat. No.: S276442 Molecular Weight: 489.99 PubChem CID: 16079005

GRADE & PURITY ≥98%

Synonyms

(E)-1-[6,7-Dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl]-3-(1-methyl-2-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)prop-2-en-1-one Hydrochloride

Storage

Store at 2-8°C,Protected from light,Argon charged,Desiccated

Shipped In

Wet ice

Overview

Shipped at 4°C. Store at -20°C. Store In the Dark. Store under desiccating conditions.

Specifications

Synonyms

(E)-1-[6, 7-Dimethoxy-3, 4-dihydroisoquinolin-2(1H)-yl]-3-(1-methyl-2-phenyl-1H-pyrrolo[2, 3-b]pyridin-3-yl)prop-2-en-1-one Hydrochloride

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

SUGAR INSENSITIVE 3(SIS3) promotes drug-induced apoptosis and blocks the function of Adenosine triphosphate binding cassette 1(ABC) transporter (ABCB1) and ABCG2. It reactivates ABCB1 and ABCG2 overexpressed in cancer cells, which helps with chemotherapy.

Storage

Store at 2-8°C, Protected from light, Argon charged, Desiccated

Shipped In

Wet ice

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

Note

Refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504768035
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504768035
• Canonical Smiles: CN1C(=C(C2=C1N=CC=C2)C=CC(=O)N3CCC4=CC(=C(C=C4C3)OC)OC)C5=CC=CC=C5.Cl
• IUPAC Name: (E)-1-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-3-(1-methyl-2-phenylpyrrolo[2,3-b]pyridin-3-yl)prop-2-en-1-one;hydrochloride
• InChIKey: CDKIEBFIMCSCBB-CALJPSDSSA-N
• INCHI: 1S/C28H27N3O3.ClH/c1-30-27(19-8-5-4-6-9-19)22(23-10-7-14-29-28(23)30)11-12-26(32)31-15-13-20-16-24(33-2)25(34-3)17-21(20)18-31;/h4-12,14,16-17H,13,15,18H2,1-3H3;1H/b12-11+
• Isomeric SMILES: CN1C(=C(C2=C1N=CC=C2)/C=C/C(=O)N3CCC4=CC(=C(C=C4C3)OC)OC)C5=CC=CC=C5.Cl
• PubChem CID: 16079005
• Molecular Weight: 489.99

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyrroles
      • Subclass Substituted pyrroles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyrroles
• Subclass: Substituted pyrroles
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpyrroles
• Alternative Parents: Tetrahydroisoquinolines Pyrrolopyridines Anisoles Alkyl aryl ethers Pyridines and derivatives Benzene and substituted derivatives N-methylpyrroles Heteroaromatic compounds Tertiary carboxylic acid amides Azacyclic compounds Hydrochlorides Hydrocarbon derivatives Carbonyl compounds Organic oxides Organonitrogen compounds Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 2-phenylpyrrole - Tetrahydroisoquinoline - Pyrrolopyridine - Anisole - Alkyl aryl ether - Monocyclic benzene moiety - N-methylpyrrole - Pyridine - Benzenoid - Heteroaromatic compound - Tertiary carboxylic acid amide - Carboxamide group - Carboxylic acid derivative - Ether - Azacycle - Organonitrogen compound - Hydrocarbon derivative - Organic oxygen compound - Organic nitrogen compound - Organic oxide - Carbonyl group - Organopnictogen compound - Organooxygen compound - Hydrochloride - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylpyrroles. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrole ring through a CC or CN bond.
• External Descriptors: hydrochloride

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)

A549 (127892 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO to >25 mM
• Sensitivity: Heat sensitive；Moisture sensitive ；light sensitive
• Molecular Weight: 490.000 g/mol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 489.182 Da
• Monoisotopic Mass: 489.182 Da
• Topological Polar Surface Area: 56.600 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 724.000
• 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: 2

XLogP3

References

1. Zhang Yue, Ming Zechang, Zhou Zijie, Wei Xiaojie, Huang Jingjing, Zhang Yufan, Li Weikang, Zhu Liming, Wang Shuang, Wu Mengjie, Lu Zeren, Zhou Xinran, Xiong Jiaqing.  (2025)  A temperature-adaptive component-dynamic-coordinated strategy for high-performance elastic conductive fibers.  Nature Communications,  16  (1): (1-11).  [PMID:40702002] [10.1038/s41467-025-62140-y]