Daun02 - ≥95% , CAS No.290304-24-4

CAS: 290304-24-4 Cat. No.: D125914 Formule: C₄₁H₄₄N₂O₂₀ Poids moléculaire: 884.79 PubChem CID: 74891316

GRADE & PURITY ≥95%

Storage

Conserver à -20°C

Shipped In

Glacière + blocs de glace

Vue d’ensemble

Daun02 est un agent proactif de l'inhibiteur de topoisomérase Daunorubicin.

Recherche in vitro

Daun02 est un promédicament, qui est converti par la β-galactosidase en Daunorubicine, dont il a été démontré qu'elle réduit les potentiels d'action dépendant de l'ion calcium (Ca2+) dans les cellules de neuroblastome. La Daunorubicine est un inhibiteur de topoisomérase. Le Daun02 est un bon substrat pour la β-galactosidase (β-gal). La concentration de Daun02 produisant une diminution de 50 % (EC50) de la viabilité cellulaire est de 0,5 μM, 1,5 μM et 3,5 μM pour T47-D, Panc02 et MCF-7, respectivement

Recherche in vivo

Daun02 est un bon substrat pour la β-gal avec des valeurs Km et Vmax de 0,37 mM et 8,6 μmol/min/mg de protéine. À une concentration de 10-5 M, le Daun02 est lié à 79 % aux protéines plasmatiques, contre 94 % pour la Daunomycine

Specifications

Spécifications et pureté

≥95%

Mécanismes biochimiques et physiologiques

Daun02 est un promédicament de daunorubicine b-galactoside à utiliser en association.

Conditions de stockage de stockage

Conserver à -20°C

Expédié en

Glacière + blocs de glace

Type d'action

INHIBITOR

Pureté

≥95%

Noms et identifiants

• Sourires canoniques: CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)C)O)NC(=O)OCC6=CC(=C(C=C6)OC7C(C(C(C(O7)CO)O)O)O)[N+](=O)[O-])O
• IUPAC Name: [3-nitro-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl N-[(2S,3S,4S,6R)-6-[[(1S,3S)-3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]-3-hydroxy-2-methyloxan-4-yl]carbamate
• InChIKey: BOIXMGNMIWJAEW-LCTCPDETSA-N
• INCHI: 1S/C41H44N2O20/c1-15-31(46)20(42-40(54)59-14-17-7-8-22(21(9-17)43(56)57)62-39-38(53)37(52)34(49)25(13-44)63-39)10-26(60-15)61-24-12-41(55,16(2)45)11-19-28(24)36(51)30-29(33(19)48)32(47)18-5-4-6-23(58-3)27(18)35(30)50/h4-9,15,20,24-26,31,34,37-39,44,46,48-49,51-53,55H,10-14H2,1-3H3,(H,42,54)/t15-,20-,24-,25+,26-,31+,34-,37-,38+,39+,41-/m0/s1
• Isomères 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=C(C4=O)C(=CC=C5)OC)O)(C(=O)C)O)NC(=O)OCC6=CC(=C(C=C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O)[N+](=O)[O-])O
• PubChem CID: 74891316
• Poids moléculaire: 884.79

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Classe: Anthracyclines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Anthracyclines
• Alternative Parents: Tetracenequinones Anthraquinones Phenolic glycosides O-glycosyl compounds Tetralins Benzyloxycarbonyls Nitrobenzenes Nitroaromatic compounds Aryl ketones Anisoles Phenoxy compounds Alkyl aryl ethers Monosaccharides Oxanes Alpha-hydroxy ketones Vinylogous acids Carbamate esters Tertiary alcohols Secondary alcohols Acetals Propargyl-type 1,3-dipolar organic compounds Polyols Oxacyclic compounds Organic oxoazanium compounds Organonitrogen compounds Organopnictogen compounds Primary alcohols Organic zwitterions Hydrocarbon derivatives Organic salts Aldehydes Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Anthracycline - Anthracyclinone-skeleton - Tetracenequinone - 9,10-anthraquinone - 1,4-anthraquinone - Phenolic glycoside - Anthracene - Glycosyl compound - O-glycosyl compound - Benzyloxycarbonyl - Tetralin - Nitrobenzene - Anisole - Phenoxy compound - Nitroaromatic compound - Phenol ether - Aryl ketone - Alkyl aryl ether - Benzenoid - Monocyclic benzene moiety - Monosaccharide - Oxane - Alpha-hydroxy ketone - Carbamic acid ester - Vinylogous acid - Tertiary alcohol - Secondary alcohol - Ketone - C-nitro compound - Organic nitro compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Acetal - Organoheterocyclic compound - Ether - Polyol - Oxacycle - Organic oxoazanium - Organic oxide - Organic salt - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Organic zwitterion - Hydrocarbon derivative - Primary alcohol - Organic nitrogen compound - Organooxygen compound - Alcohol - Organonitrogen compound - Aldehyde - 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

Propriétés chimiques et physiques

• Solubilité: DMSO
• Poids moléculaire: 884.800 g/mol
• XLogP3: 1.700
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 20
• Rotatable Bond Count: 11
• Exact Mass: 884.249 Da
• Monoisotopic Mass: 884.249 Da
• Topological Polar Surface Area: 343.000 Ų
• Heavy Atom Count: 63
• Formal Charge: 0
• Complexity: 1700.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 11
• 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