(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.02,7.011,15]heptadeca-6,8-dien-5-ol

• ChemBase ID: 164723
• Molecular Formular: C27H44O
• Molecular Mass: 384.63766
• Monoisotopic Mass: 384.33921603
• SMILES: C1[C@@H](C=C2[C@](C1)([C@@H]1[C@@H](C=C2)[C@H]2[C@](CC1)([C@H](CC2)[C@@H](CCCC(C)C)C)C)C)O
• Canonical SMILES: CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C=CC2=C[C@H](CC[C@]12C)O)C)C
• InChI: InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9-10,17-19,21-25,28H,6-8,11-16H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
• InChIKey: KIULDMFHZZHYKZ-DPAQBDIFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-6,8-dien-5-ol
• IUPAC Traditional name: (1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-6,8-dien-5-ol
• Synonyms: 5-Chloro-2(3H)-benzoxazolone-d3; 5-Chloro-2-benzoxazolol-d3; paraflex-d3; Biomioran-d3; Solaxin-d3; Chlorzoxazone-4,6,7-d3

Database IDs

• PubChem SID: 162258858
• PubChem CID: 14795191

CALCULATED PROPERTIES

• Acid pKa: 17.593334
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 6.9068747
• LogD (pH = 7.4): 6.9068747
• Log P: 6.9068747
• Molar Refractivity: 121.5791 cm^3
• Polarizability: 47.743767 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Ethanol; Isopropanol; Methanol
• Apperance: White Solid
• Melting Point: 181-183°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C428702

Muscle relaxant (skeletal).

REFERENCES

• Twele, R., et al.: Arzneim.-Forsch., 32, 759 (1982)
• Stewart, J.T., et al.: Anal. Profiles Drug Subs.,16, 119 (1982)