1-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}cyclohexane-1-carboxylic acid

• ChemBase ID: 38492
• Molecular Formular: C22H23NO4
• Molecular Mass: 365.42232
• Monoisotopic Mass: 365.16270822
• SMILES: C1CCCCC1(C(=O)O)NC(=O)OCC1c2c(c3c1cccc3)cccc2
• Canonical SMILES: O=C(NC1(CCCCC1)C(=O)O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C22H23NO4/c24-20(25)22(12-6-1-7-13-22)23-21(26)27-14-19-17-10-4-2-8-15(17)16-9-3-5-11-18(16)19/h2-5,8-11,19H,1,6-7,12-14H2,(H,23,26)(H,24,25)
• InChIKey: VCIVAWBKUQJNSX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}cyclohexane-1-carboxylic acid; 1-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)cyclohexane-1-carboxylic acid
• IUPAC Traditional name: 1-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}cyclohexane-1-carboxylic acid
• Synonyms: Fmoc-1-aminocyclohexane-1-carboxylic acid; Fmoc-homocycloleucine; 1-(Fmoc-amino)cyclohexanecarboxylic acid; 1-(FMOC-AMINO)CYCLOHEXANECARBOXYLIC ACID; 1-(9-Fluorenylmethoxycarbonylamino)cyclohexanecarboxylic acid; Fmoc-高环亮氨酸; 1-(Fmoc-氨基)环己羧酸

Database IDs

• CAS Number: 162648-54-6
• EC Number: 000-000-0
• MDL Number: MFCD00273464
• Beilstein Number: 7887646
• PubChem SID: 24844914; 161001799
• PubChem CID: 2756093

CALCULATED PROPERTIES

• Acid pKa: 3.817165
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.8183517
• LogD (pH = 7.4): 1.2495549
• Log P: 4.5039706
• Molar Refractivity: 101.1372 cm^3
• Polarizability: 40.633385 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 185-187 °C; 185-187°C dec.

Safety Information

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

Product Information

• Purity: ≥98.0% (T); 98%; 98+%
• Empirical Formula (Hill Notation): C22H23NO4

DETAILS

Sigma Aldrich - 04061

Other Notes
Unnatural amino acids employed for peptide libraries.1,2