(1S,4S,7R,8S,11R,12S,13R)-1,7,11-trimethyl-3,5,14,15-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-6-ol

• ChemBase ID: 157741
• Molecular Formular: C15H24O5
• Molecular Mass: 284.34806
• Monoisotopic Mass: 284.16237387
• SMILES: C[C@@H]1CC[C@H]2[C@H](C(O[C@H]3[C@]42[C@H]1C[C@@](CO3)(OO4)C)O)C
• Canonical SMILES: OC1O[C@@H]2OC[C@]3(OO[C@@]42[C@H]([C@H]1C)CC[C@H]([C@@H]4C3)C)C
• InChI: InChI=1S/C15H24O5/c1-8-4-5-10-9(2)12(16)18-13-15(10)11(8)6-14(3,7-17-13)19-20-15/h8-13,16H,4-7H2,1-3H3/t8-,9-,10+,11+,12?,13+,14+,15+/m1/s1
• InChIKey: DJGUTYJDEZGRGH-NJEKVMANSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4S,7R,8S,11R,12S,13R)-1,7,11-trimethyl-3,5,14,15-tetraoxatetracyclo[10.3.1.0^4,^1^3.0^8,^1^3]hexadecan-6-ol
• IUPAC Traditional name: (1S,4S,7R,8S,11R,12S,13R)-1,7,11-trimethyl-3,5,14,15-tetraoxatetracyclo[10.3.1.0^4,^1^3.0^8,^1^3]hexadecan-6-ol
• Synonyms: (1S,4S,7R,8S,11R,12S,13R)-1,7,11-trimethyl-3,5,14,15-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-6-ol; Dihydroartemisinin; 双氢青蒿素

Database IDs

• MDL Number: MFCD00274495
• PubChem SID: 162251878
• PubChem CID: 51346165

CALCULATED PROPERTIES

• Acid pKa: 12.115026
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.388801
• LogD (pH = 7.4): 2.388793
• Log P: 2.3888013
• Molar Refractivity: 69.7469 cm^3
• Polarizability: 28.899292 Å^3
• Polar Surface Area: 57.15 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: solid
• Hydrophobicity(logP): 1.915

Safety Information

• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97% (TLC); 95%
• Empirical Formula (Hill Notation): C15H24O5

DETAILS

Sigma Aldrich - D7439

General description
Antimalarial; antipsoriasis; anti-inflammatory.
Preparation Note
artemisia plant extract
Warning
Protect from light.