SN-38 Glucuronide - ≥95% , CAS No.121080-63-5

CAS: 121080-63-5 Cat. No.: S335764 Fórmula: C₂₈H₂₈N₂O₁₁ Peso molecular: 568.53 PubChem CID: 443154

GRADE & PURITY ≥95%

Synonyms

SN-38-o glucuronide | 4,11-Diethyl-3,4,12,14-tetrahydro-4-hydroxy-3,14-dioxo-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl β-D-Glucopyranosiduronic Acid | (4S)-4,11-Diethyl-3,4,12,14-tetrahydro-4-hydroxy-3,14-dioxo-1H-pyrano[3',4':6,7]indolizino[1,2-

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Visão geral

Product Application:

SN-38 Glucuronide is a Irinotecan metabolite. Studies have utilized it to examine the effects of SN38 on cancer cells. Findings from in vitro studies have demonstrated that SN38 glucuronide is capable of inhibiting cancer cell proliferation and inducing cell death. Correspondingly, in vivo studies have demonstrated that it can restrict tumor growth in animals. Additionally, SN38 glucuronide has been shown to possess anti-inflammatory and anti-angiogenic properties.

Specifications

Sinónimos

SN-38-o glucuronide | 4,11-Diethyl-3,4,12,14-tetrahydro-4-hydroxy-3,14-dioxo-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl β-D-Glucopyranosiduronic Acid | (4S)-4,11-Diethyl-3,4,12,14-tetrahydro-4-hydroxy-3,14-dioxo-1H-pyrano[3',4':6,7]indolizino[1,2-

Especificações e pureza

≥95%

Condições de armazenamento de armazenamento

Store at -20°C,Argon charged

Enviado em

Ice chest + Ice pads

Este produto requer transporte de cadeia fria. Serviços terrestres e outros serviços econômicos não estão disponíveis.

Pureza

≥95%

Nomes e identificadores

• Sorrisos canónicos: CCc1c2CN3C(=O)C4=C(C=C3c2nc5ccc(O[C@@H]6O[C@@H]([C@@H](O)[C@H](O)[C@H]6O)C(=O)O)cc15)[C@@](O)(CC)C(=O)OC4
• IUPAC Name: (2S,3S,4S,5R,6S)-6-[[(19S)-10,19-diethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaen-7-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• InChIKey: SSJQVDUAKDRWTA-CAYKMONMSA-N
• INCHI: 1S/C28H28N2O11/c1-3-12-13-7-11(40-26-22(33)20(31)21(32)23(41-26)25(35)36)5-6-17(13)29-19-14(12)9-30-18(19)8-16-15(24(30)34)10-39-27(37)28(16,38)4-2/h5-8,20-23,26,31-33,38H,3-4,9-10H2,1-2H3,(H,35,36)/t20-,21-,22+,23-,26+,28-/m0/s1
• SMILES isoméricas: CCC1=C2CN3C(=CC4=C(C3=O)COC(=O)[C@@]4(CC)O)C2=NC5=C1C=C(C=C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O
• PubChem CID: 443154
• Peso molecular: 568.53

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Alkaloids and derivatives
    • Classe Camptothecins

• Kingdom: Organic compounds
• Superclass: Alkaloids and derivatives
• Classe: Camptothecins
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Camptothecins
• Alternative Parents: Phenolic glycosides O-glucuronides Hexoses O-glycosyl compounds Quinolines and derivatives Pyranopyridines Beta hydroxy acids and derivatives Pyridinones Benzenoids Dicarboxylic acids and derivatives Pyrans Oxanes Heteroaromatic compounds Tertiary alcohols Lactones Lactams Secondary alcohols Carboxylic acid esters Polyols Acetals Azacyclic compounds Carboxylic acids Oxacyclic compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds Organonitrogen compounds Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Camptothecin - Phenolic glycoside - 1-o-glucuronide - O-glucuronide - Glucuronic acid or derivatives - Hexose monosaccharide - Glycosyl compound - O-glycosyl compound - Pyranopyridine - Quinoline - Beta-hydroxy acid - Pyridinone - Dicarboxylic acid or derivatives - Hydroxy acid - Monosaccharide - Oxane - Pyran - Pyridine - Benzenoid - Tertiary alcohol - Heteroaromatic compound - Secondary alcohol - Lactone - Lactam - Carboxylic acid ester - Carboxylic acid derivative - Azacycle - Oxacycle - Organoheterocyclic compound - Polyol - Carboxylic acid - Acetal - Organic nitrogen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Alcohol - Organic oxygen compound - Carbonyl group - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Descrição: This compound belongs to the class of organic compounds known as camptothecins. These are heterocyclic compounds comprising a planar pentacyclic ring structure, that includes a pyrrolo[3,4-beta]-quinoline moiety (rings A, B and C), conjugated pyridone moiety (ring D) and one chiral center at position 20 within the alpha-hydroxy lactone ring with (S) configuration (the E-ring).
• External Descriptors: pyranoindolizinoquinoline

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

Mecanismos de ação

Propriedades químicas e físicas

• Solubilidade: Soluble in DMSO, methanol, and water.
• Sensibilidade: Moisture sensitive
• Índice de refração: n20D1.75 (Predicted)
• Ponto de ebulição (°C): 1019.70° C at 760 mmHg (Predicted)
• Ponto de fusão (°C): >250°C (lit.)(dec.)
• Peso molecular: 568.500 g/mol
• XLogP3: -0.100
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 5
• Exact Mass: 568.169 Da
• Monoisotopic Mass: 568.169 Da
• Topological Polar Surface Area: 196.000 Ų
• Heavy Atom Count: 41
• Formal Charge: 0
• Complexity: 1190.000
• 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: 1

Referências

1. Xin Lv, Zhe Wang, Zhen Wang, Hang Yin, Yangliu Xia, Lili Jiang, Yong Liu.  (2023)  Drug-drug interaction potentials of tucatinib inhibition of human UDP-glucuronosyltransferases.  CHEMICO-BIOLOGICAL INTERACTIONS,      [PMID:37263554] [10.1016/j.cbi.2023.110574]

2. Shichao Xiao, Hang Yin, Xin Lv, Zhen Wang, Lili Jiang, Yangliu Xia, Yong Liu.  (2024)  Inhibition of human UDP-glucuronosyltransferase (UGT) enzymes by darolutamide: Prediction of in vivo drug-drug interactions.  CHEMICO-BIOLOGICAL INTERACTIONS,      [PMID:39278459] [10.1016/j.cbi.2024.111246]