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88495-63-0 molecular structure
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4-oxo-4-{[(1S,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-yl]oxy}butanoic acid

ChemBase ID: 72921
Molecular Formular: C19H28O8
Molecular Mass: 384.42082
Monoisotopic Mass: 384.17841786
SMILES and InChIs

SMILES:
[C@@H]12[C@@]34[C@@H](CC[C@H]1C)[C@H]([C@H](O[C@@H]3O[C@](CC2)(OO4)C)OC(=O)CCC(=O)O)C
Canonical SMILES:
OC(=O)CCC(=O)O[C@H]1O[C@@H]2O[C@]3(C)CC[C@@H]4[C@]2([C@H]([C@H]1C)CC[C@H]4C)OO3
InChI:
InChI=1S/C19H28O8/c1-10-4-5-13-11(2)16(23-15(22)7-6-14(20)21)24-17-19(13)12(10)8-9-18(3,25-17)26-27-19/h10-13,16-17H,4-9H2,1-3H3,(H,20,21)/t10-,11-,12+,13+,16+,17-,18+,19-/m1/s1
InChIKey:
FIHJKUPKCHIPAT-HXMLZIBGSA-N

Cite this record

CBID:72921 http://www.chembase.cn/molecule-72921.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
4-oxo-4-{[(1S,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-yl]oxy}butanoic acid
IUPAC Traditional name
4-oxo-4-{[(1S,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-yl]oxy}butanoic acid
Synonyms
Artesunate
CAS Number
88495-63-0
PubChem SID
162037841
PubChem CID
156252

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Selleck Chemicals
S2265 external link Add to cart Please log in.
Data Source Data ID
PubChem 156252 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.768143  H Acceptors
H Donor LogD (pH = 5.5) 1.3712845 
LogD (pH = 7.4) -0.17246954  Log P 3.1042538 
Molar Refractivity 89.9541 cm3 Polarizability 37.044033 Å3
Polar Surface Area 100.52 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
Storage Condition
-20°C expand Show data source
Salt Data
Free Base expand Show data source

DETAILS

DETAILS

Selleck Chemicals Selleck Chemicals
Selleck Chemicals - S2265 external link
Research Area: Infection
Biological Activity:
Artesunate is a part of the artemisinin group of agents with an IC50 of < 5 μM for small cell lung carcinoma cell line H69. Artesunate is a semi-synthetic derivative of artemisinin that is water-soluble and may therefore be given by injection. Artesunate is used primarily as treatment for malaria; but artesunate has also been shown to be >90% efficacious at reducing egg production in Schistosoma haematobium infection. [1][2]

REFERENCES

REFERENCES

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  • • Boulanger D et al. Trans R Soc Trop Med Hyg. 2007 Feb;101(2):113-6.
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PATENTS

PATENTS

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INTERNET

INTERNET

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