Artemisic acid - ≥98% , CAS No.80286-58-4

CAS: 80286-58-4 Cat. No.: A414340 Molecular Weight: 234.33 EC Number: 617-040-5

GRADE & PURITY ≥98%

Synonyms

1-NAPHTHALENEACETIC ACID, 1,2,3,4,4A,5,6,8A-OCTAHYDRO-4,7-DIMETHYL-.ALPHA.-METHYLENE-, (1R,4R,4AS,8AR)- | 2-[(1R,4R,4aS,8aR)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]prop-2-enoic acid | AC-23403 | AKOS000126966 | 1-NAPHTHALENEACETIC ACID, 1

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

Artemisic acid (Artemisinic acid), an amorphane sesquiterpene isolated from Artemisia annua L., has a variety of pharmacological activity, such as antimalarial activity, anti-tumor activity, antipyretic effect, antibacterial activity, allelopathy effect and anti-adipogenesis effect.

Specifications

Synonyms

1-NAPHTHALENEACETIC ACID, 1, 2, 3, 4, 4A, 5, 6, 8A-OCTAHYDRO-4, 7-DIMETHYL-.ALPHA.-METHYLENE-, (1R, 4R, 4AS, 8AR)- | 2-[(1R, 4R, 4aS, 8aR)-4, 7-dimethyl-1, 2, 3, 4, 4a, 5, 6, 8a-octahydronaphthalen-1-yl]prop-2-enoic acid | AC-23403 | AKOS000126966 | 1-NAPHTHALENEACETIC ACID, 1

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Artemisic acid (Artemisinic acid), an amorphane sesquiterpene isolated from Artemisia annua L., has a variety of pharmacological activity, such as antimalarial activity, anti-tumor activity, antipyretic effect, antibacterial activity, allelopathy effect a

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Purity

≥98%

Product Properties

• ALogP: 3.942
• hba_count: 1
• Rotatable Bond: 2

Names and Identifiers

• Pubchem Sid: 504765737
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504765737
• Canonical Smiles: CC1CCC(C2C1CCC(=C2)C)C(=C)C(=O)O
• IUPAC Name: 2-[(1R,4R,4aS,8aR)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]prop-2-enoic acid
• InChIKey: PLQMEXSCSAIXGB-SAXRGWBVSA-N
• INCHI: 1S/C15H22O2/c1-9-4-6-12-10(2)5-7-13(14(12)8-9)11(3)15(16)17/h8,10,12-14H,3-7H2,1-2H3,(H,16,17)/t10-,12+,13+,14+/m1/s1
• Isomeric SMILES: C[C@@H]1CC[C@H]([C@@H]2[C@H]1CCC(=C2)C)C(=C)C(=O)O
• Molecular Weight: 234.33
• Reaxy-Rn: 61561369
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=61561369&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: Sesquiterpenoids
• Alternative Parents: Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Sesquiterpenoid - Cadinane sesquiterpenoid - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
• External Descriptors: monocarboxylic acid - sesquiterpenoid - carbobicyclic compound

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 46 mg/mL (196.3 mM)
• DMSO(mg / mL) Max Solubility: 46
• DMSO(mM) Max Solubility: 196.301023009979
• Molecular Weight: 234.330 g/mol
• XLogP3: 3.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 234.162 Da
• Monoisotopic Mass: 234.162 Da
• Topological Polar Surface Area: 37.300 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 367.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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

References

1. Xiao-Chong Tang, Yi Xiao, Ping Li, Lian-Wen Qi.  (2018)  Simple, Fast, and Sensitive detection of artemisinin in human serum and Artemisia annua using microsensor array coupled with electrochemiluminescent imaging technique.  TALANTA,      [PMID:30683341] [10.1016/j.talanta.2018.12.016]