1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-one

• ChemBase ID: 105680
• Molecular Formular: C15H22O5
• Molecular Mass: 282.33218
• Monoisotopic Mass: 282.1467238
• SMILES: CC1CCC2C(C)C(=O)OC3OC4(C)CCC1C23OO4
• Canonical SMILES: O=C1OC2OC3(C)CCC4C2(C(C1C)CCC4C)OO3
• InChI: InChI=1S/C15H22O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-11,13H,4-7H2,1-3H3
• InChIKey: BLUAFEHZUWYNDE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-one
• IUPAC Traditional name: artemisinin
• Synonyms: Arteannuin; Qinghaosu; ARTEMISININ

Database IDs

• CAS Number: 63968-64-9
• PubChem SID: 162092391
• PubChem CID: 2240

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 3.114058
• LogD (pH = 7.4): 3.114058
• Log P: 3.114058
• Molar Refractivity: 68.6817 cm^3
• Polarizability: 28.359936 Å^3
• Polar Surface Area: 53.99 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 2-8°C
• RTECS: KD4170000

DETAILS

MP Biomedicals - 02193739

From Artemisia annua
A natural anti-malarial compound.

REFERENCES

• Klayman, D.L., Science , 228 : 1049-55, (1985).