Chartreusin - ≥98% , CAS No.6377-18-0

CAS: 6377-18-0 Cat. No.: C329562 Summenformel: C₃₂H₃₂O₁₄ Molekulargewicht: 640.59 EG-Nummer: 636-314-5

GRADE & PURITY ≥98%

Synonyms

M01618 | BRN 0075649 | C09181 | Benzo(h)(1)benzopyrano(5,4,3-cde)(1)benzopyran-5,12-dione, 10-((6-deoxy-2-O-(6-deoxy-3-O-methyl-alpha-D-galactopyranosyl)-beta-D-galactopyranosyl)oxy)-6-hydroxy-1-methyl- (9CI) | CHEBI:3580 | Lambdamycin | X 465A | [(2S,3R,

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Übersicht

Product Describtion:

Chartreusin is a potent anti-proliferative agent originally derived from Streptomyces chartreusis. This compound has been shown to be a potent inhibitor of the catalytic activity of Topo II (topoisomerase II). Experiments have reported that Chartreusin binds to GC-rich tracts in DNA, inhibits RNA synthesis, and causes single-strand scission of DNA via formation of free radicals. Additionally, this agent has been shown to inhibit formation of several DNA-protein complexes.

Specifications

Synonyme

M01618 | BRN 0075649 | C09181 | Benzo(h)(1)benzopyrano(5,4,3-cde)(1)benzopyran-5,12-dione, 10-((6-deoxy-2-O-(6-deoxy-3-O-methyl-alpha-D-galactopyranosyl)-beta-D-galactopyranosyl)oxy)-6-hydroxy-1-methyl- (9CI) | CHEBI:3580 | Lambdamycin | X 465A | [(2S,3R,

Spezifikationen & Reinheit

≥98%

Quelle

Streptomyces chartreusis

Storage

Store at -20°C

Verschickt in

Ice chest + Ice pads

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

Reinheit

≥98%

Produkteigenschaften

• pKa: pKa: 6.64 (Predicted)

Namen und Kennungen

• Kanonisches Lächeln: CC1C(C(C(C(O1)OC2=CC=CC3=C2C4=C5C6=C(C=CC(=C6C(=O)O4)C)OC(=O)C5=C3O)OC7C(C(C(C(O7)C)O)OC)O)O)O
• IUPAC Name: 3-[(2S,3R,4S,5R,6R)-3-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-8-hydroxy-15-methyl-11,18-dioxapentacyclo[10.6.2.02,7.09,19.016,20]icosa-1(19),2(7),3,5,8,12(20),13,15-octaene-10,17-dione
• InChIKey: PONPPNYZKHNPKZ-RYBWXQSLSA-N
• INCHI: 1S/C32H32O14/c1-10-8-9-15-18-16(10)29(38)45-26-17-13(23(35)20(19(18)26)30(39)43-15)6-5-7-14(17)44-32-28(24(36)21(33)11(2)42-32)46-31-25(37)27(40-4)22(34)12(3)41-31/h5-9,11-12,21-22,24-25,27-28,31-37H,1-4H3/t11-,12-,21+,22+,24+,25-,27+,28-,31-,32+/m1/s1
• Isomere SMILES: C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)OC2=CC=CC3=C2C4=C5C6=C(C=CC(=C6C(=O)O4)C)OC(=O)C5=C3O)O[C@@H]7[C@@H]([C@H]([C@H]([C@H](O7)C)O)OC)O)O)O
• RTECS: FL7350000
• Molekulargewicht: 640.59
• Reaxy-Rn: 24724997
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24724997&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Klasse Naphthopyrans
      • Subclass Naphthopyranones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Klasse: Naphthopyrans
• Subclass: Naphthopyranones
• Intermediate Tree Nodes: Not available
• Direct Parent: Naphthopyranone glycosides
• Alternative Parents: Phenolic glycosides O-glycosyl compounds Naphthols and derivatives Isocoumarins and derivatives Coumarins and derivatives Disaccharides 1-benzopyrans 2-benzopyrans Pyranones and derivatives Oxanes Vinylogous acids Heteroaromatic compounds Secondary alcohols Lactones Oxacyclic compounds Acetals Dialkyl ethers Hydrocarbon derivatives Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Naphthopyranone glycoside - Phenolic glycoside - 1-naphthol - Coumarin - Disaccharide - Glycosyl compound - O-glycosyl compound - Isocoumarin - Naphthalene - Benzopyran - 1-benzopyran - 2-benzopyran - Pyranone - Oxane - Benzenoid - Pyran - Vinylogous acid - Heteroaromatic compound - Secondary alcohol - Lactone - Acetal - Dialkyl ether - Ether - Oxacycle - Alcohol - Organic oxide - Hydrocarbon derivative - Organic oxygen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as naphthopyranone glycosides. These are compounds containing a carbohydrate moiety glycosidically linked to a naphthopyranone moiety.
• External Descriptors: glycoside - benzochromenone

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

Zugehörige Ziele (menschlich)

ACHE Tclin Acetylcholinesterase (18204 Activities)

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FEN1 Tchem Flap endonuclease 1 (12055 Activities)

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HL (112 Activities)

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

POLK Tbio DNA polymerase kappa (8653 Activities)

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POLI Tchem DNA polymerase iota (116820 Activities)

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CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

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BCHE Cholinesterase (8742 Activities)

Discover Target: BCHE

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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 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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FTL Ferritin light chain (43324 Activities)

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Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Löslichkeit: Soluble in water (partly miscible), and acetone.
• Empfindlichkeit: Moisture sensitive.
• Brechungsindex: n20D1.72 (Predicted)
• Schmelzpunkt (°C): 241-244°C
• Molekulargewicht: 640.600 g/mol
• XLogP3: 2.100
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 5
• Exact Mass: 640.179 Da
• Monoisotopic Mass: 640.179 Da
• Topological Polar Surface Area: 200.000 Ų
• Heavy Atom Count: 46
• Formal Charge: 0
• Complexity: 1150.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 10
• 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

Häufig gestellte Fragen

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 6377-18-0, the molecular formula is C32H32O14, and the molecular weight is 640.59 g/mol. InChIKey PONPPNYZKHNPKZ-RYBWXQSLSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.