sodium [(2-ethoxyethyl)(2-methyl-1-phenylprop-1-en-1-yl)carbamoyl]methanesulfonate

• ChemBase ID: 176412
• Molecular Formular: C16H22NNaO5S
• Molecular Mass: 363.40435
• Monoisotopic Mass: 363.11163809
• SMILES: c1cccc(c1)C(=C(C)C)N(CCOCC)C(=O)CS(=O)(=O)[O-].[Na+]
• Canonical SMILES: CCOCCN(C(=C(C)C)c1ccccc1)C(=O)CS(=O)(=O)[O-].[Na+]
• InChI: InChI=1S/C16H23NO5S.Na/c1-4-22-11-10-17(15(18)12-23(19,20)21)16(13(2)3)14-8-6-5-7-9-14;/h5-9H,4,10-12H2,1-3H3,(H,19,20,21);/q;+1/p-1
• InChIKey: UYJGQZNXCHUADH-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium [(2-ethoxyethyl)(2-methyl-1-phenylprop-1-en-1-yl)carbamoyl]methanesulfonate
• IUPAC Traditional name: sodium [(2-ethoxyethyl)(2-methyl-1-phenylprop-1-en-1-yl)carbamoyl]methanesulfonate
• Synonyms: 5α-Cholane-3α,7α,12α,24-tetrol; (3α,5α,7α,12α)-Cholane-3,7,12,24-tetrol; 5α-Petromyzonol; Petromyzonol

Database IDs

• CAS Number: 28979-29-5
• PubChem SID: 164232322
• PubChem CID: 71751545

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): -0.87723285
• LogD (pH = 7.4): -0.87730336
• Log P: 1.4990946
• Molar Refractivity: 88.6043 cm^3
• Polarizability: 35.011227 Å^3
• Polar Surface Area: 86.74 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true
• Acid pKa: -0.6585403

PROPERTIES

Physical Property

• Solubility: Chloroform; DMF; DMSO; Methanol
• Apperance: White Solid
• Melting Point: 228-230°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - P293500

Petromyzonol sulfate (PZS) is a bile salt derivative isolated from the sea lamprey (Petromyzon marinus ) ammocoete (larval form). PZS appears to be a spawning chemoattractant for the sea lamprey.

REFERENCES

• Haslewood, G., et al.: Biochem. J., 114, 179 (1969)
• Sorensen, P.W., et al.: J. Gen. Physiol., 105, 569 (1969)