sodium 2-[(6E)-5-hydroxy-6,7,8,9-tetrahydro-5H-benzo[7]annulen-6-ylidene]acetate

• ChemBase ID: 175036
• Molecular Formular: C13H13NaO3
• Molecular Mass: 240.23029
• Monoisotopic Mass: 240.07623856
• SMILES: c1ccc2c(c1)C(/C(=C/C(=O)[O-])/CCC2)O.[Na+]
• Canonical SMILES: [O-]C(=O)/C=C/1\CCCc2c(C1O)cccc2.[Na+]
• InChI: InChI=1S/C13H14O3.Na/c14-12(15)8-10-6-3-5-9-4-1-2-7-11(9)13(10)16;/h1-2,4,7-8,13,16H,3,5-6H2,(H,14,15);/q;+1/p-1/b10-8+
• InChIKey: BTWDZCORIHHOPO-VRTOBVRTSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 2-[(6E)-5-hydroxy-6,7,8,9-tetrahydro-5H-benzo[7]annulen-6-ylidene]acetate
• IUPAC Traditional name: sodium 2-[(6E)-5-hydroxy-5,7,8,9-tetrahydrobenzo[7]annulen-6-ylidene]acetate
• Synonyms: 6,7,8,9-Tetrahydro-5[H]-Benzocyclo-heptene-5-ol-4-ylidene Acetic Acid, Sodium Salt; NCS-382, Sodium Salt

Database IDs

• CAS Number: 131733-92-1
• PubChem SID: 164230946
• PubChem CID: 5875450

CALCULATED PROPERTIES

• Acid pKa: 4.647623
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.2521237
• LogD (pH = 7.4): -0.5253691
• Log P: 2.1606767
• Molar Refractivity: 71.9815 cm^3
• Polarizability: 23.18645 Å^3
• Polar Surface Area: 60.36 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Powder
• Melting Point: 141-143°C

DETAILS

Toronto Research Chemicals - N385000

Possesses antagonistic properties at γ-hydroxybutyrate (GHB) receptor cites. It antagonizes both the cGMP increase and inositol phosphate accumulation induced by GHB in the hippocampus and suppresses the GHB-induced modification of dopamine release in

REFERENCES

• Hechler, V.D., et al.: J. Neurochem., 49, 1025 (1991)
• Maitre, M., et al.: Eur. J. of Pharm., 203, 393 (1991)