(1S,4R,6R,8R,15R,16S)-16-chloro-4-methyl-3,7-dioxatricyclo[13.4.0.0^{6,8}]nonadecane-2,13,17,19-tetrone

• ChemBase ID: 3408
• Molecular Formular: C18H23ClO6
• Molecular Mass: 370.82462
• Monoisotopic Mass: 370.11831614
• SMILES: C1(=O)[C@@H]2C(=O)CC(=O)[C@H]([C@@H]2CC(=O)CCCC[C@@H]2[C@@H](C[C@@H](C)O1)O2)Cl
• Canonical SMILES: O=C1CCCC[C@H]2O[C@@H]2C[C@H](OC(=O)[C@H]2[C@@H](C1)[C@H](Cl)C(=O)CC2=O)C
• InChI: InChI=1S/C18H23ClO6/c1-9-6-15-14(25-15)5-3-2-4-10(20)7-11-16(18(23)24-9)12(21)8-13(22)17(11)19/h9,11,14-17H,2-8H2,1H3/t9-,11-,14-,15-,16+,17+/m1/s1
• InChIKey: AECPBJMOGBFQDN-YMYQVXQQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4R,6R,8R,15R,16S)-16-chloro-4-methyl-3,7-dioxatricyclo[13.4.0.0^{6,8}]nonadecane-2,13,17,19-tetrone
• IUPAC Traditional name: (1S,4R,6R,8R,15R,16S)-16-chloro-4-methyl-3,7-dioxatricyclo[13.4.0.0^{6,8}]nonadecane-2,13,17,19-tetrone
• Synonyms: Radicicol

Database IDs

• PubChem SID: 46504837; 160966848
• PubChem CID: 46936786

CALCULATED PROPERTIES

ALOGPS 2.1

• Solubility (Water): 1.52e-01 g/l
• Log P: 2.23
• LOG S: -3.39

JChem

• Acid pKa: 4.8460083
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 2.0011523
• LogD (pH = 7.4): 0.57549566
• Log P: 2.4976437
• Molar Refractivity: 88.6301 cm^3
• Polarizability: 35.36262 Å^3
• Polar Surface Area: 90.04 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

DrugBank - DB03758

Drug information: experimental