3-(5-aminopentyl)-1-{3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-yl}thiourea

• ChemBase ID: 169048
• Molecular Formular: C26H25N3O5S
• Molecular Mass: 491.5588
• Monoisotopic Mass: 491.15149192
• SMILES: c1(cc2c(cc1)C1(c3c(O2)cc(cc3)O)c2c(cc(cc2)NC(=S)NCCCCCN)C(=O)O1)O
• Canonical SMILES: NCCCCCNC(=S)Nc1ccc2c(c1)C(=O)OC12c2ccc(cc2Oc2c1ccc(c2)O)O
• InChI: InChI=1S/C26H25N3O5S/c27-10-2-1-3-11-28-25(35)29-15-4-7-19-18(12-15)24(32)34-26(19)20-8-5-16(30)13-22(20)33-23-14-17(31)6-9-21(23)26/h4-9,12-14,30-31H,1-3,10-11,27H2,(H2,28,29,35)
• InChIKey: LVNZXNJCCZJIME-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(5-aminopentyl)-1-{3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-yl}thiourea
• IUPAC Traditional name: 3-(5-aminopentyl)-1-{3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-yl}thiourea
• Synonyms: N-(5-Aminopentyl)-N'-(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-5-yl)thiourea Dihydrobromide; Fluorescein-Cadaverine Dihydrobromide

Database IDs

• CAS Number: 786705-84-8
• PubChem SID: 162263180
• PubChem CID: 44625826

CALCULATED PROPERTIES

• Acid pKa: 8.602231
• H Acceptors: 4
• H Donor: 5
• LogD (pH = 5.5): 1.1337411
• LogD (pH = 7.4): 2.0416877
• Log P: 2.841366
• Molar Refractivity: 139.7082 cm^3
• Polarizability: 52.67549 Å^3
• Polar Surface Area: 126.07 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F485450

Fluorescein-Cadaverine is a fluorescein derivative used in the preparation of biologically active fluorescent-labeled vitamin K analogues and monitoring of their subcellular distribution.

REFERENCES

• Suhara, Y. et al.: Tetrahedron, 64, 8789 (2008)