(2R)-3-[(acetamidomethyl)sulfanyl]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid

• ChemBase ID: 152431
• Molecular Formular: C21H22N2O5S
• Molecular Mass: 414.47478
• Monoisotopic Mass: 414.12494281
• SMILES: CC(=O)NCSC[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: CC(=O)NCSC[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C21H22N2O5S/c1-13(24)22-12-29-11-19(20(25)26)23-21(27)28-10-18-16-8-4-2-6-14(16)15-7-3-5-9-17(15)18/h2-9,18-19H,10-12H2,1H3,(H,22,24)(H,23,27)(H,25,26)/t19-/m0/s1
• InChIKey: CSMYOORPUGPKAP-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-[(acetamidomethyl)sulfanyl]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2R)-3-[(acetamidomethyl)sulfanyl]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• Synonyms: Nα-Fmoc-S-acetaminomethyl-L-cysteine; Fmoc-Cys(Acm)-OH; Fmoc-Cys(Acm)-OH; Nα-芴甲氧羰酰基-S-乙酰氨甲基-L-半胱氨酸

Database IDs

• CAS Number: 86060-81-3
• MDL Number: MFCD00038769
• Beilstein Number: 4725388
• PubChem SID: 162246576; 24871204
• PubChem CID: 128799

CALCULATED PROPERTIES

• Acid pKa: 3.696692
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.34609443
• LogD (pH = 7.4): -1.1587056
• Log P: 2.1480982
• Molar Refractivity: 109.4919 cm^3
• Polarizability: 43.803764 Å^3
• Polar Surface Area: 104.73 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]/D -33.0±2.0°, c = 1 in methanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (sum of enantiomers, HPLC); 95+%
• Empirical Formula (Hill Notation): C21H22N2O5S

DETAILS

Sigma Aldrich - 47603

Packaging
5 g in glass bottle