5-[(2-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}ethyl)carbamoyl]-2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid

• ChemBase ID: 155943
• Molecular Formular: C33H32N4O8S
• Molecular Mass: 644.69418
• Monoisotopic Mass: 644.194085
• SMILES: c1cc(c(cc1C(=O)NCCNC(=O)CCCC[C@H]1[C@@H]2[C@H](CS1)NC(=O)N2)C(=O)O)c1c2ccc(cc2oc2cc(=O)ccc12)O
• Canonical SMILES: O=C(NCCNC(=O)c1ccc(c(c1)C(=O)O)c1c2ccc(=O)cc2oc2c1ccc(c2)O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2
• InChI: InChI=1S/C33H32N4O8S/c38-18-6-9-21-25(14-18)45-26-15-19(39)7-10-22(26)29(21)20-8-5-17(13-23(20)32(42)43)31(41)35-12-11-34-28(40)4-2-1-3-27-30-24(16-46-27)36-33(44)37-30/h5-10,13-15,24,27,30,38H,1-4,11-12,16H2,(H,34,40)(H,35,41)(H,42,43)(H2,36,37,44)/t24-,27-,30-/m0/s1
• InChIKey: DFUFXKZUEOKPSD-LFERIPGTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(2-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}ethyl)carbamoyl]-2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid
• IUPAC Traditional name: 5-[(2-{5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanamido}ethyl)carbamoyl]-2-(3-hydroxy-6-oxoxanthen-9-yl)benzoic acid
• Synonyms: N-(Biotinylamidoethyl)-fluorescein-5-carboxamide; N-(Fluorescein-5-carbamidoethyl)biotinamide; Biotin (5-fluorescein) conjugate

Database IDs

• MDL Number: MFCD03791084
• PubChem SID: 24878134; 162250081
• PubChem CID: 16216992

CALCULATED PROPERTIES

• Polar Surface Area: 183.16 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false
• Acid pKa: 2.8156087
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -0.451883
• LogD (pH = 7.4): -2.7242641
• Log P: 1.2457757
• Molar Refractivity: 182.1885 cm^3
• Polarizability: 64.56223 Å^3

PROPERTIES

Physical Property

• Solubility: DMSO: soluble
• Fluorescence: λex 490 nm; λem 524 nm in 0.1 M Tris pH 8.0

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥90% (HPCE)
• Suitability: suitable for fluorescence
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C33H32N4O8S

DETAILS

Sigma Aldrich - 53608

Other Notes
Biotin-fluorescein conjugate for the fluorometric, accurate measurement of avidin and streptavidin1.
Often referred to as Biotin (4-fluorescein) conjugate.