Dihydroartemisinin - Moligand™, analytical standard, ≥98%, mixture of α and β isomers , CAS No.71939-50-9

CAS: 71939-50-9 Cat. No.: D110217 Formula: C₁₅H₂₄O₅ Molecular Weight: 284.35 EC Number: 615-698-8

GRADE & PURITY Analytical standard, Moligand™, ≥98%, mixture of α and β isomers

Synonyms

(3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-3H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-ol | Artenimol | Dynamax | Dihydroartemisinin | Santecxin | Alaxin | Dihydroqinghaosu | Salaxin | Dihydroartemisinine | Cotexin

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Dihydro Artemisinin is an active antimalarial metabolite. Dihydro Artemisinin is also the main metabolite of Artemisinin, Arteether, Artemether, Artesunate.

Specifications

Synonyms

(3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-3H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-ol | Artenimol | Dynamax | Dihydroartemisinin | Santecxin | Alaxin | Dihydroqinghaosu | Salaxin | Dihydroartemisinine | Cotexin

Specifications & Purity

Moligand™, analytical standard, ≥98%, mixture of α and β isomers

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

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

Grade

Analytical standard, Moligand™

Purity

≥98%

Names and Identifiers

Pubchem Sid

508812742

Canonical Smiles

CC1CCC2C(C(OC3C24C1CCC(O3)(OO4)C)O)C

IUPAC Name

(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-ol

InChIKey

BJDCWCLMFKKGEE-ISOSDAIHSA-N

INCHI

1S/C15H24O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-13,16H,4-7H2,1-3H3/t8-,9-,10+,11+,12+,13-,14-,15-/m1/s1

Isomeric SMILES

C[C@@H]1CC[C@H]2[C@H]([C@H](O[C@H]3[C@@]24[C@H]1CC[C@](O3)(OO4)C)O)C

RTECS

KD4165550

Alternate CAS

81496-82-4

Molecular Weight

284.35

Reaxy-Rn

25123268

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25123268&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Sesquiterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Artemisinins
• Alternative Parents: Oxepanes Trioxanes Oxanes Hemiacetals Dialkyl peroxides Oxacyclic compounds Acetals Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Artemisinin skeleton - Oxepane - 1,2,4-trioxane - Oxane - Dialkyl peroxide - Hemiacetal - Oxacycle - Organoheterocyclic compound - Acetal - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as artemisinins. These are sesquiterpenoids originally isolated from the herb Artemisia annua. Their structure is based on artemisinin, a tetracyclic compound that contains a 1,2-dioxepane fused to an octahydrobenzopyran moiety. The internal peroxide bridge is believed to be a key to the mode of action of artemisinins.
• 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: Soluble in DMSO (57 mg/ml) at 25 °C, ethanol (14 mg/ml) at 25 °C, and water (<1 mg/ml) at 25 °C.
• Sensitivity: heat sensitive;air sensitive
• Melt Point(°C): 145-150℃
• Molecular Weight: 284.350 g/mol
• XLogP3: 2.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 284.162 Da
• Monoisotopic Mass: 284.162 Da
• Topological Polar Surface Area: 57.200 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 415.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 8
• 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