Idarubicin HCl - ≥98% , DNA topoisomerase II alpha inhibitor, CAS No.57852-57-0, DNA topoisomerase II alpha inhibitor

CAS: 57852-57-0 Cat. No.: I129863 Molecular Weight: 533.95 EC Number: 260-990-7 PubChem CID: 636362

GRADE & PURITY ≥98%

Synonyms

AC-5255 | IDARUBICIN HYDROCHLORIDE (USP MONOGRAPH) | IDARUBICIN HYDROCHLORIDE [VANDF] | MLS000759470 | MLS001401448 | Q27262943 | AS-75944 | EX-A1148 | METHYLPREDNISOLONE 21-SUCCINATE SODIUM SALT [MI] | Idamycin PFS | IMI-30 | Idarubicin hydrochloride (US

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Idarubicin HCl is a hydrochloride salt form of Idarubicin which is an anthracycline antibiotic and a DNA topoisomerase II (topo II) inhibitor for MCF-7 cells with IC50 of 3.3 ng/mL.
An apoptosis inducer.

Specifications

Synonyms

AC-5255 | IDARUBICIN HYDROCHLORIDE (USP MONOGRAPH) | IDARUBICIN HYDROCHLORIDE [VANDF] | MLS000759470 | MLS001401448 | Q27262943 | AS-75944 | EX-A1148 | METHYLPREDNISOLONE 21-SUCCINATE SODIUM SALT [MI] | Idamycin PFS | IMI-30 | Idarubicin hydrochloride (US

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Idarubicin Hydrochloride is the hydrochloride salt preparation of Idarubicin (IDA), an anthracycline and an analog of daunorubicin. IDA is rapidly metabolized to its 13-dihydroderivative (Idarubicinol) which is more stable than the parent form. This compo

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Action Type

INHIBITOR

Mechanism of action

DNA topoisomerase II alpha inhibitor

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488190836
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488190836
• Canonical Smiles: CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=CC=CC=C5C4=O)O)(C(=O)C)O)N)O.Cl
• IUPAC Name: (7S,9S)-9-acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione;hydrochloride
• InChIKey: JVHPTYWUBOQMBP-RVFAQHLVSA-N
• INCHI: 1S/C26H27NO9.ClH/c1-10-21(29)15(27)7-17(35-10)36-16-9-26(34,11(2)28)8-14-18(16)25(33)20-19(24(14)32)22(30)12-5-3-4-6-13(12)23(20)31;/h3-6,10,15-17,21,29,32-34H,7-9,27H2,1-2H3;1H/t10-,15-,16-,17-,21+,26-;/m0./s1
• Isomeric SMILES: C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C2C(=C4C(=C3O)C(=O)C5=CC=CC=C5C4=O)O)(C(=O)C)O)N)O.Cl
• WGK Germany: 3
• RTECS: HB7877000
• PubChem CID: 636362
• Molecular Weight: 533.95

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Anthracyclines

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Anthracyclines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Anthracyclines
• Alternative Parents: Tetracenequinones Aminoglycosides Anthraquinones Hexoses O-glycosyl compounds Tetralins Aryl ketones Oxanes Tertiary alcohols Vinylogous acids Alpha-hydroxy ketones Secondary alcohols 1,2-aminoalcohols Oxacyclic compounds Polyols Acetals Organopnictogen compounds Organic oxides Monoalkylamines Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Anthracycline - Anthracyclinone-skeleton - Aminoglycoside core - Tetracenequinone - 9,10-anthraquinone - 1,4-anthraquinone - Anthracene - Hexose monosaccharide - Glycosyl compound - O-glycosyl compound - Tetralin - Aryl ketone - Amino saccharide - Benzenoid - Oxane - Monosaccharide - Tertiary alcohol - Alpha-hydroxy ketone - Vinylogous acid - 1,2-aminoalcohol - Secondary alcohol - Ketone - Acetal - Polyol - Oxacycle - Organoheterocyclic compound - Hydrochloride - Carbonyl group - Alcohol - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Amine - Primary amine - Organooxygen compound - Primary aliphatic amine - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as anthracyclines. These are polyketides containing a tetracenequinone ring structure with a sugar attached by glycosidic linkage.
• 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)

PLK1 Tchem Serine/threonine-protein kinase PLK1 (28605 Activities)

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GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)

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PIN1 Tchem Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (36611 Activities)

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BJ (6930 Activities)

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HEK293 (82097 Activities)

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HepG2 (196354 Activities)

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Jurkat (10389 Activities)

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FEN1 Tchem Flap endonuclease 1 (12055 Activities)

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POLK Tbio DNA polymerase kappa (8653 Activities)

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POLI Tchem DNA polymerase iota (116820 Activities)

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POLH Tchem DNA polymerase eta (21678 Activities)

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KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)

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SNCA Tchem Alpha-synuclein (10960 Activities)

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TSG101 Tbio Tumor susceptibility gene 101 protein (2874 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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ERG Tbio Transcriptional regulator ERG (5589 Activities)

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SMAD3 Tchem Mothers against decapentaplegic homolog 3 (68039 Activities)

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GMNN Tbio Geminin (128009 Activities)

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APOBEC3G Tchem DNA dC->dU-editing enzyme APOBEC-3G (12481 Activities)

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ATXN2 Tbio Ataxin-2 (54410 Activities)

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USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)

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IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)

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RAPGEF3 Tchem Rap guanine nucleotide exchange factor 3 (15528 Activities)

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RAPGEF4 Tchem Rap guanine nucleotide exchange factor 4 (11476 Activities)

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WRN Tbio Werner syndrome ATP-dependent helicase (8824 Activities)

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TARDBP Tchem TAR DNA-binding protein 43 (40113 Activities)

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RAN Tchem GTP-binding nuclear protein Ran/Importin subunit beta-1/Snurportin-1 (21853 Activities)

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Associated Targets(non-human)

Streptococcus (3973 Activities)

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Pseudomonas aeruginosa (123386 Activities)

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Klebsiella pneumoniae (43867 Activities)

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Staphylococcus aureus (210822 Activities)

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Acinetobacter baumannii (41033 Activities)

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Escherichia coli (133304 Activities)

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Cryptococcus neoformans (21258 Activities)

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Candida albicans (78123 Activities)

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Streptococcus sp. 'group A' (3417 Activities)

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Hsf1 Heat shock factor protein 1 (5445 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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ska Streptokinase A (5805 Activities)

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SARS-CoV-2 (38078 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO 100 mg/mL (187.28 mM);Water 7 mg/mL heating (13.1 mM);Ethanol <1 mg/mL (<1 mM)
• Molecular Weight: 534.000 g/mol
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 3
• Exact Mass: 533.145 Da
• Monoisotopic Mass: 533.145 Da
• Topological Polar Surface Area: 177.000 Ų
• Heavy Atom Count: 37
• Formal Charge: 0
• Complexity: 912.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 6
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3