3-{4-[(6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}hexanoyl)oxy]phenyl}propanoic acid

• ChemBase ID: 162088
• Molecular Formular: C25H35N3O6S
• Molecular Mass: 505.6269
• Monoisotopic Mass: 505.22465686
• SMILES: N1C(=O)N[C@@H]2[C@@H](SC[C@H]12)CCCCC(=O)NCCCCCC(=O)Oc1ccc(cc1)CCC(=O)O
• Canonical SMILES: O=C(CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2)NCCCCCC(=O)Oc1ccc(cc1)CCC(=O)O
• InChI: InChI=1S/C25H35N3O6S/c29-21(7-4-3-6-20-24-19(16-35-20)27-25(33)28-24)26-15-5-1-2-8-23(32)34-18-12-9-17(10-13-18)11-14-22(30)31/h9-10,12-13,19-20,24H,1-8,11,14-16H2,(H,26,29)(H,30,31)(H2,27,28,33)/t19-,20-,24-/m0/s1
• InChIKey: OOTNIMUKQVRCGZ-SKPFHBQLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{4-[(6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}hexanoyl)oxy]phenyl}propanoic acid
• IUPAC Traditional name: 3-{4-[(6-{5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanamido}hexanoyl)oxy]phenyl}propanoic acid
• Synonyms: [3aS-(3aα,4β,6aα)]-4-[[6-[[5-(Hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl)-1-oxopentyl]amino]-1-oxohexyl]oxy]benzenepropanoic Acid; 3-(4-(N-Biotinoyl-6-aminocaproyloxy)phenyl)propionic Acid

Database IDs

• CAS Number: 83592-10-3
• PubChem SID: 162256223
• PubChem CID: 29973957

CALCULATED PROPERTIES

• Acid pKa: 3.7970092
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 0.8099559
• LogD (pH = 7.4): -0.7486703
• Log P: 2.5151212
• Molar Refractivity: 131.9661 cm^3
• Polarizability: 51.803112 Å^3
• Polar Surface Area: 133.83 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: White Solid
• Melting Point: 199-200°C

DETAILS

Toronto Research Chemicals - B394280

A reagent for covalently attaching Biotin to proteins via a cleavable connector arm.

REFERENCES

• Mouton, C.A., et al.: Archives of Biochemistry and Biophysics, 218, 1, 101 (1982)