(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxo-5-(prop-2-en-1-yloxy)pentanoic acid

• ChemBase ID: 152462
• Molecular Formular: C23H23NO6
• Molecular Mass: 409.43182
• Monoisotopic Mass: 409.15253746
• SMILES: C=CCOC(=O)CC[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: C=CCOC(=O)CC[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C23H23NO6/c1-2-13-29-21(25)12-11-20(22(26)27)24-23(28)30-14-19-17-9-5-3-7-15(17)16-8-4-6-10-18(16)19/h2-10,19-20H,1,11-14H2,(H,24,28)(H,26,27)/t20-/m0/s1
• InChIKey: LRBARFFNYOKIAX-FQEVSTJZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxo-5-(prop-2-en-1-yloxy)pentanoic acid
• IUPAC Traditional name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxo-5-(prop-2-en-1-yloxy)pentanoic acid
• Synonyms: Fmoc-L-glutamic acid 5-allyl ester; Fmoc-Glu(OAll)-OH; N-芴甲氧羰基-L-谷氨酸 5-烯丙基酯

Database IDs

• CAS Number: 133464-46-7
• MDL Number: MFCD00190879
• Beilstein Number: 6670846
• PubChem SID: 162246607; 24871326
• PubChem CID: 7019067

CALCULATED PROPERTIES

• Acid pKa: 3.7260792
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.7957
• LogD (pH = 7.4): 0.2745324
• Log P: 3.5693102
• Molar Refractivity: 109.2993 cm^3
• Polarizability: 43.73061 Å^3
• Polar Surface Area: 101.93 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -16.5±2°, c = 1% in DMF

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥96.0% (HPLC)
• Empirical Formula (Hill Notation): C23H23NO6

DETAILS

Sigma Aldrich - 47703

Packaging
1, 5 g in glass bottle