5-[(2,2,3,3,4,4,5,5,5-2H9)pentyl]benzene-1,3-diol

• ChemBase ID: 175863
• Molecular Formular: C11H16O2
• Molecular Mass: 180.24354
• Monoisotopic Mass: 180.11502975
• SMILES: c1(cc(cc(c1)CCCCC)O)O
• Canonical SMILES: CCCCCc1cc(O)cc(c1)O
• InChI: InChI=1S/C11H16O2/c1-2-3-4-5-9-6-10(12)8-11(13)7-9/h6-8,12-13H,2-5H2,1H3
• InChIKey: IRMPFYJSHJGOPE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(2,2,3,3,4,4,5,5,5-^2H₉)pentyl]benzene-1,3-diol
• IUPAC Traditional name: 5-[(2,2,3,3,4,4,5,5,5-^2H₉)pentyl]benzene-1,3-diol
• Synonyms: 3,5-Dihydroxyamylbenzene-d9; 5-n-Amylresorcinol-d9; 5-n-Pentylresorcinol-d9; 1,3-Dihydroxy-5-pentylbenzene-d9; 5-Pentyl-1,3-benzenediol-d9; Olivetol-d9

Database IDs

• CAS Number: 137125-92-9
• PubChem SID: 164231773
• PubChem CID: 12313718

CALCULATED PROPERTIES

• Acid pKa: 9.359033
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.6577516
• LogD (pH = 7.4): 3.6530914
• Log P: 3.6578112
• Molar Refractivity: 53.465 cm^3
• Polarizability: 20.666859 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - O533002

A precursor in various syntheses of labelled tetrahydrocannabinol.

REFERENCES

• Kumano, T., et al.: Bioorg. Med. Chem., 16, 8117 (2008)
• Appendino, G., et al.: J. Nat. Prod., 71, 1427 (2008)
• Sampietro, D., et al.: Food Chem., 115, 1170 (2008)