methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-[2-(benzyloxy)-5-(2-{[(benzyloxy)carbonyl]amino}ethyl)phenoxy]oxane-2-carboxylate

• ChemBase ID: 161762
• Molecular Formular: C36H39NO13
• Molecular Mass: 693.69376
• Monoisotopic Mass: 693.24214031
• SMILES: c1(c(ccc(c1)CCNC(=O)OCc1ccccc1)OCc1ccccc1)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)OC)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](Oc2cc(CCNC(=O)OCc3ccccc3)ccc2OCc2ccccc2)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C36H39NO13/c1-22(38)46-30-31(47-23(2)39)33(48-24(3)40)35(50-32(30)34(41)43-4)49-29-19-25(15-16-28(29)44-20-26-11-7-5-8-12-26)17-18-37-36(42)45-21-27-13-9-6-10-14-27/h5-16,19,30-33,35H,17-18,20-21H2,1-4H3,(H,37,42)/t30-,31-,32-,33+,35+/m0/s1
• InChIKey: OYUKORHAFDUOHB-MNYCWKMRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-[2-(benzyloxy)-5-(2-{[(benzyloxy)carbonyl]amino}ethyl)phenoxy]oxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-[2-(benzyloxy)-5-(2-{[(benzyloxy)carbonyl]amino}ethyl)phenoxy]oxane-2-carboxylate
• Synonyms: 5-(2-(N-Benzyloxycarbonyl)aminoethyl)-2-(O-benzyl)hydroxyphenyl Tri-O-acetyl-β-D-glucopyranosiduronic Acid Methyl Ester; N-Benzyloxycarbonyl-4-O-benzyl Dopamine Tri-O-acetyl-3-β-D-Glucuronic Acid Methyl Ester

Database IDs

• PubChem SID: 162255897
• PubChem CID: 71313884

CALCULATED PROPERTIES

• LogD (pH = 5.5): 4.3349996
• LogD (pH = 7.4): 4.3349996
• Log P: 4.3349996
• Molar Refractivity: 172.2585 cm^3
• Polarizability: 69.080765 Å^3
• Polar Surface Area: 171.22 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false
• Acid pKa: 14.80976
• H Acceptors: 8
• H Donor: 1

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 48-51°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B286170

Protected Dopamine metabolite.