Yadanzioside F - ≥98% , CAS No.95258-11-0

CAS: 95258-11-0 Cat. No.: Y647049 Molecular Weight: 642.60

GRADE & PURITY ≥98%

Synonyms

Methyl (1R,2S,3R,6R,8S,9S,13S,14R,15R,16S)-3-acetyloxy-15,16-dihydroxy-9,13-dimethyl-4,10-dioxo-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-11-ene-17-carboxylate | Methyl 15-(ac

Storage

Store at 2-8°C,Protected from light,Desiccated

Shipped In

Wet ice

Overview

Yadanzioside F is one of the toxic components found in Brucea javanica Brucea javanica has demonstrated a variety of antitumoral, antimalarial, and anti-inflammatory properties .

Form:Solid

IC50& Target:Plasmodium

Specifications

Synonyms

Methyl (1R, 2S, 3R, 6R, 8S, 9S, 13S, 14R, 15R, 16S)-3-acetyloxy-15, 16-dihydroxy-9, 13-dimethyl-4, 10-dioxo-11-[(2S, 3R, 4S, 5S, 6R)-3, 4, 5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5, 18-dioxapentacyclo[12.5.0.01, 6.02, 17.08, 13]nonadec-11-ene-17-carboxylate | Methyl 15-(ac

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Yadanzioside F is one of the toxic components found in Brucea javanica. Brucea javanica has demonstrated a variety of antitumoral, antimalarial, and anti-inflammatory properties.

Storage

Store at 2-8°C, Protected from light, Desiccated

Shipped In

Wet ice

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

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CC1C2CC3C45COC(C4C(C(=O)O3)OC(=O)C)(C(C(C5C2(C=C(C1=O)OC6C(C(C(C(O6)CO)O)O)O)C)O)O)C(=O)OC
• IUPAC Name: methyl (1R,2S,3R,6R,8S,9S,13S,14R,15R,16S)-3-acetyloxy-15,16-dihydroxy-9,13-dimethyl-4,10-dioxo-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-11-ene-17-carboxylate
• InChIKey: BYBDRFPMKPUWDZ-TXPSYQKCSA-N
• INCHI: 1S/C29H38O16/c1-9-11-5-14-28-8-41-29(26(39)40-4,22(28)20(24(38)45-14)42-10(2)31)23(37)19(36)21(28)27(11,3)6-12(15(9)32)43-25-18(35)17(34)16(33)13(7-30)44-25/h6,9,11,13-14,16-23,25,30,33-37H,5,7-8H2,1-4H3/t9-,11-,13+,14+,16+,17-,18+,19+,20+,21+,22+,23-,25+,27-,28+,29?/m0/s1
• Isomeric SMILES: C[C@H]1[C@@H]2C[C@@H]3[C@@]45COC([C@@H]4[C@H](C(=O)O3)OC(=O)C)([C@H]([C@@H]([C@@H]5[C@]2(C=C(C1=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)O)O)C(=O)OC
• Alternate CAS: 95258-11-0
• MeSH Entry Terms: yadanzioside F
• Molecular Weight: 642.60
• Reaxy-Rn: 42542576
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=42542576&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Terpene lactones

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Terpene lactones
• Intermediate Tree Nodes: Not available
• Direct Parent: Quassinoids
• Alternative Parents: Triterpenoids Naphthopyranone glycosides Fatty acyl glycosides of mono- and disaccharides Hexoses O-glycosyl compounds Naphthalenes Tricarboxylic acids and derivatives Furopyrans Pyranones and derivatives Beta hydroxy acids and derivatives Oxepanes Cyclohexenones Delta valerolactones Oxanes Tetrahydrofurans Methyl esters Furans Secondary alcohols Cyclic alcohols and derivatives Polyols Oxacyclic compounds Dialkyl ethers Acetals Hydrocarbon derivatives Primary alcohols Organic oxides
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Triterpenoid - Naphthopyranone glycoside - C-20 quassinoid skeleton - Quassinoid - Fatty acyl glycoside - Fatty acyl glycoside of mono- or disaccharide - Naphthopyranone - Naphthopyran - Hexose monosaccharide - Glycosyl compound - O-glycosyl compound - Naphthalene - Tricarboxylic acid or derivatives - Furopyran - Delta_valerolactone - Cyclohexenone - Beta-hydroxy acid - Pyranone - Delta valerolactone - Oxepane - Hydroxy acid - Fatty acyl - Monosaccharide - Pyran - Oxane - Tetrahydrofuran - Furan - Cyclic alcohol - Methyl ester - Secondary alcohol - Cyclic ketone - Lactone - Ketone - Carboxylic acid ester - Oxacycle - Organoheterocyclic compound - Carboxylic acid derivative - Polyol - Dialkyl ether - Ether - Acetal - Organic oxide - Organooxygen compound - Carbonyl group - Hydrocarbon derivative - Primary alcohol - Alcohol - Organic oxygen compound - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as quassinoids. These are a group of compounds chemically degraded from triterpenes. According to their basic skeleton, quassinoids are categorized into five distinct groups, C-18, C-19, C-20, C-22 and C-25 types. The C-20 quassinoids can be further classified into two types, tetracyclic and the pentacyclic. The tetracyclic variety does not have oxygenation at C-20, while the pentacyclic quassinoids possess additional oxygenation at C-20 that allows for the formation of an additional ring.
• 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

Chemical and Physical Properties

• Solubility: Ethanol : 25 mg/mL (38.90 mM; Need ultrasonic)