methyl (2S)-2,6-bis[(2S)-5-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}-5-oxopentanamido]hexanoate

• ChemBase ID: 134122
• Molecular Formular: C41H58N4O12
• Molecular Mass: 798.91882
• Monoisotopic Mass: 798.40512332
• SMILES: CC(C)(C)OC(=O)N[C@@H](CCC(=O)OCc1ccccc1)C(=O)NCCCC[C@@H](C(=O)OC)NC(=O)[C@H](CCC(=O)OCc1ccccc1)NC(=O)OC(C)(C)C
• Canonical SMILES: COC(=O)[C@@H](NC(=O)[C@@H](NC(=O)OC(C)(C)C)CCC(=O)OCc1ccccc1)CCCCNC(=O)[C@@H](NC(=O)OC(C)(C)C)CCC(=O)OCc1ccccc1
• InChI: InChI=1S/C41H58N4O12/c1-40(2,3)56-38(51)44-30(21-23-33(46)54-26-28-16-10-8-11-17-28)35(48)42-25-15-14-20-32(37(50)53-7)43-36(49)31(45-39(52)57-41(4,5)6)22-24-34(47)55-27-29-18-12-9-13-19-29/h8-13,16-19,30-32H,14-15,20-27H2,1-7H3,(H,42,48)(H,43,49)(H,44,51)(H,45,52)/t30-,31-,32-/m0/s1
• InChIKey: BRVAQYBFHAIYLQ-CPCREDONSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-2,6-bis[(2S)-5-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}-5-oxopentanamido]hexanoate
• IUPAC Traditional name: methyl (2S)-2,6-bis[(2S)-5-(benzyloxy)-2-[(tert-butoxycarbonyl)amino]-5-oxopentanamido]hexanoate
• Synonyms: [Boc-Glu(Obzl)]2-Lys-Ome; Reversin 205

Database IDs

• CAS Number: 174630-05-8
• MDL Number: MFCD03788013
• PubChem SID: 162228399
• PubChem CID: 9811030

CALCULATED PROPERTIES

• Log P: 4.380872
• Molar Refractivity: 207.2636 cm^3
• Polarizability: 81.959564 Å^3
• Polar Surface Area: 213.76 Å^2
• Rotatable Bonds: 28
• Lipinski's Rule of Five: false
• Acid pKa: 12.08911
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 4.380872
• LogD (pH = 7.4): 4.3808637

PROPERTIES

Physical Property

• Solubility: DMSO or ethanol: soluble (Insoluble in water)
• Apperance: colorless film

Safety Information

• Storage Condition: desiccated
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... GRIN2B(2904)mouse ... GRIN2B(14812)rat ... GRIN2B(24410)

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - R1401

Biochem/physiol Actions
Peptide chemosensitizer, inhibitor of P-glycoprotein.