[3-(2-{[(benzyloxy)carbonyl]amino}ethyl)-1H-indol-5-yl]oxidanesulfonic acid

• ChemBase ID: 161778
• Molecular Formular: C18H18N2O6S
• Molecular Mass: 390.41032
• Monoisotopic Mass: 390.08855731
• SMILES: c1c(cc2c(c1)[nH]cc2CCNC(=O)OCc1ccccc1)OS(=O)(=O)O
• Canonical SMILES: O=C(OCc1ccccc1)NCCc1c[nH]c2c1cc(cc2)OS(=O)(=O)O
• InChI: InChI=1S/C18H18N2O6S/c21-18(25-12-13-4-2-1-3-5-13)19-9-8-14-11-20-17-7-6-15(10-16(14)17)26-27(22,23)24/h1-7,10-11,20H,8-9,12H2,(H,19,21)(H,22,23,24)
• InChIKey: MESFHYWARXPWKX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [3-(2-{[(benzyloxy)carbonyl]amino}ethyl)-1H-indol-5-yl]oxidanesulfonic acid
• IUPAC Traditional name: [3-(2-{[(benzyloxy)carbonyl]amino}ethyl)-1H-indol-5-yl]oxidanesulfonic acid
• Synonyms: [2-[5-(Sulfooxy)-1H-indol-3-yl]ethyl]carbamic Acid (Phenylmethyl) Ester; [2-[5-(Sulfooxy)-1H-indol-3-yl]ethyl]carbamic Acid Benzyl Ester; Z-Serotonin O-Sulfate; N-Benzyloxycarbonyl Serotonin O-Sulfate

Database IDs

• CAS Number: 85376-01-8
• PubChem SID: 162255913
• PubChem CID: 71313888

CALCULATED PROPERTIES

• Acid pKa: -1.7102699
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.4937772
• LogD (pH = 7.4): 0.4937709
• Log P: 2.8701696
• Molar Refractivity: 98.0256 cm^3
• Polarizability: 39.694736 Å^3
• Polar Surface Area: 117.72 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Pale Yellow Foam

DETAILS

Toronto Research Chemicals - B286305

Protected Serotonin derivative.