methyl (2S)-2-{[(2S,3S,4S,5R,6S)-6-[(5,6-dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]-3,4,5-trihydroxyoxan-2-yl]formamido}-3-methylbutanoate

• ChemBase ID: 207062
• Molecular Formular: C27H29NO12
• Molecular Mass: 559.51866
• Monoisotopic Mass: 559.16897537
• SMILES: [C@@H]1(O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)Oc1c(c(c2c(=O)cc(oc2c1)c1ccccc1)O)O)C(=O)N[C@H](C(=O)OC)C(C)C
• Canonical SMILES: COC(=O)[C@H](C(C)C)NC(=O)[C@H]1O[C@@H](Oc2cc3oc(cc(=O)c3c(c2O)O)c2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C27H29NO12/c1-11(2)18(26(36)37-3)28-25(35)24-22(33)21(32)23(34)27(40-24)39-16-10-15-17(20(31)19(16)30)13(29)9-14(38-15)12-7-5-4-6-8-12/h4-11,18,21-24,27,30-34H,1-3H3,(H,28,35)/t18-,21-,22-,23+,24-,27+/m0/s1
• InChIKey: WKBWYWJYOAONEI-DEXKRLBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-2-{[(2S,3S,4S,5R,6S)-6-[(5,6-dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]-3,4,5-trihydroxyoxan-2-yl]formamido}-3-methylbutanoate
• IUPAC Traditional name: methyl (2S)-2-{[(2S,3S,4S,5R,6S)-6-[(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy]-3,4,5-trihydroxyoxan-2-yl]formamido}-3-methylbutanoate

Database IDs

• PubChem SID: 164262972
• PubChem CID: 16401753

CALCULATED PROPERTIES

• Acid pKa: 8.708769
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): 1.2554998
• LogD (pH = 7.4): 1.2351341
• Log P: 1.2557659
• Molar Refractivity: 135.9878 cm^3
• Polarizability: 53.293587 Å^3
• Polar Surface Area: 201.31 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Description: Diastereomers
• Classification: Rare Derivatives of Natural Compounds