Rhein - Moligand™,≥98% , CAS No.478-43-3

CAS: 478-43-3 Cat. No.: R111266 Summenformel: C₁₅H₈O₆ Molekulargewicht: 284.22 Beilstein Registry Number: 2222155 EG-Nummer: 207-521-4 PubChem CID: 10168

GRADE & PURITY Moligand™, ≥98%

Synonyms

4,5-Dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylicacid | 4,5-Dihydroxy-9,10-dioxo-9,10-dihydro-2-anthracenecarboxylic acid # | CCRIS 5129 | NSC38629 | NSC-38629 | NCGC00018199-02 | BRN 2222155 | AS-11635 | Parietic acid | 2-Anthraquinonecarboxyl

Storage

Store at 2-8°C

Shipped In

Wet ice

Übersicht

Rhubarb acid has been used in: potassium optimized culture medium alone, combined with amino acids (KSOMaa) to induce embryonic degeneration, and its effects on intracellular and extracellular microRNA (miRNA) characteristics have been studied; Study the role of fat mass and obesity related protein (FTO) inhibitors in the m6a dependent process of motor ciliary formation in macaque embryos; FTO inhibitor, infer its antiviral effect in SARS-CoV-2 infection.

Specifications

Synonyme

4,5-Dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylicacid | 4,5-Dihydroxy-9,10-dioxo-9,10-dihydro-2-anthracenecarboxylic acid # | CCRIS 5129 | NSC38629 | NSC-38629 | NCGC00018199-02 | BRN 2222155 | AS-11635 | Parietic acid | 2-Anthraquinonecarboxyl

Spezifikationen & Reinheit

Moligand™,≥98%

Biochemische und physiologische Mechanismen

Rhein is a cytotoxin that inhibits tumors by activating cell apoptosis. It is a selective inhibitor of demethylase fatty tissue and obesity related protein (FTO). It is known that rhein is involved in various biological processes, including obesity and fa

Storage

Store at 2-8°C

Verschickt in

Wet ice

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Note

Moligand™

Aktionsart

INHIBITOR

Hinweis

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Reinheit

≥98%

Namen und Kennungen

• Pubchem Sid: 508813198
• Kanonisches Lächeln: C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)C(=O)O
• IUPAC Name: 4,5-dihydroxy-9,10-dioxoanthracene-2-carboxylic acid
• InChIKey: FCDLCPWAQCPTKC-UHFFFAOYSA-N
• INCHI: 1S/C15H8O6/c16-9-3-1-2-7-11(9)14(19)12-8(13(7)18)4-6(15(20)21)5-10(12)17/h1-5,16-17H,(H,20,21)
• Isomere SMILES: C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)C(=O)O
• WGK Deutschland: 2
• RTECS: CA9516000
• PubChem CID: 10168
• Molekulargewicht: 284.22
• Beilstein: 2222155
• Reaxy-Rn: 2222155

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Klasse Anthracenes
      • Subclass Anthracenecarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Klasse: Anthracenes
• Subclass: Anthracenecarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Anthracenecarboxylic acids
• Alternative Parents: Anthraquinones Naphthalenecarboxylic acids Hydroxybenzoic acid derivatives Aryl ketones 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Anthracene carboxylic acid - 9,10-anthraquinone - Anthraquinone - 2-naphthalenecarboxylic acid - 2-naphthalenecarboxylic acid or derivatives - Hydroxybenzoic acid - Aryl ketone - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Vinylogous acid - Ketone - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Aromatic homopolycyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as anthracenecarboxylic acids. These are organic compounds containing a carboxylic acid group attached to an anthracene ring system.
• External Descriptors: Anthracenes and phenanthrenes

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

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ESR1 Tclin Estrogen receptor alpha (17718 Activities)

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NR3C1 Tclin Glucocorticoid receptor (14987 Activities)

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VDR Tclin Vitamin D receptor (26531 Activities)

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TSHR Tclin Thyroid stimulating hormone receptor (29986 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

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XDH Tclin Xanthine dehydrogenase (1038 Activities)

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ELANE Tclin Leukocyte elastase (8173 Activities)

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THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)

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CXCL8 Tchem Interleukin-8 (642 Activities)

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POLB Tchem DNA polymerase beta (23632 Activities)

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CTSG Tchem Cathepsin G (2304 Activities)

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BCHE Tclin Butyrylcholinesterase (7174 Activities)

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APP Tclin Amyloid-beta A4 protein (8510 Activities)

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NEU2 Tbio Sialidase 2 (382 Activities)

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

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ALOX15B Tchem Arachidonate 15-lipoxygenase, type II (7244 Activities)

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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

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ALOX12 Tchem Arachidonate 12-lipoxygenase (3262 Activities)

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NR1H4 Tclin Bile acid receptor FXR (6228 Activities)

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PTPN7 Tchem Protein-tyrosine phosphatase LC-PTP (886 Activities)

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CASP1 Tchem Caspase-1 (6235 Activities)

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ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)

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CASP7 Tchem Caspase-7 (3146 Activities)

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BACE1 Tchem Beta-secretase 1 (15641 Activities)

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

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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HL-60 (67320 Activities)

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MCF7 (126967 Activities)

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PC-3 (62116 Activities)

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SGC-7901 (2773 Activities)

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SK-OV-3 (52876 Activities)

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WI-38 (2654 Activities)

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A549 (127892 Activities)

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Bel-7402 (4577 Activities)

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A-431 (6446 Activities)

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HCT-116 (91556 Activities)

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HepG2 (196354 Activities)

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HUVEC (11049 Activities)

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Lymphoblastoid cell (5959 Activities)

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HeLa (62764 Activities)

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MDA-MB-231 (73002 Activities)

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FEN1 Tchem Flap endonuclease 1 (12055 Activities)

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HIF1A Tchem Hypoxia-inducible factor 1 alpha (6027 Activities)

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CNE (323 Activities)

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SMMC-7721 (5516 Activities)

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HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 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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ampC Beta-lactamase AmpC (62480 Activities)

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Alpha-chymotrypsin (819 Activities)

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Ttr Transthyretin (14 Activities)

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Ppard Peroxisome proliferator-activated receptor delta (358 Activities)

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CELA2A Elastase 2A (403 Activities)

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Hdac6 Histone deacetylase 6 (222 Activities)

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Msr1 Scavenger receptor type A (57 Activities)

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Streptococcus mutans (2687 Activities)

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Phytophthora infestans (820 Activities)

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Fusarium oxysporum (3998 Activities)

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Mus musculus (284745 Activities)

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Rattus norvegicus (775804 Activities)

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Man1 Alpha-mannosidase (188 Activities)

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FUCA1 Alpha-L-fucosidase 1 (358 Activities)

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Txnrd2 Thioredoxin reductase 2, mitochondrial (18 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

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Erwinia amylovora (182 Activities)

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Spodoptera litura (1708 Activities)

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Mapt Microtubule-associated protein tau (6 Activities)

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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

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Helicoverpa armigera (708 Activities)

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Rorc Nuclear receptor ROR-gamma (89407 Activities)

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fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)

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ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

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pos-1 Cytoplasmic zinc-finger protein (1690 Activities)

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mex-5 Zinc finger protein mex-5 (1676 Activities)

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MSRA Mitochondrial peptide methionine sulfoxide reductase (338 Activities)

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ESR1 Estrogen receptor (4 Activities)

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Fusarium graminearum (1554 Activities)

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SARS-CoV-2 (38078 Activities)

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Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Löslichkeit: Soluble in sodium hydroxide. Insoluble in water, dimethylsulfoxide and ethanol.
• Schmelzpunkt (°C): 321-322°C
• Molekulargewicht: 284.220 g/mol
• XLogP3: 2.200
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 284.032 Da
• Monoisotopic Mass: 284.032 Da
• Topological Polar Surface Area: 112.000 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 487.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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: 1