(2S,3S)-3-methyl-2-{2-[2-({4,8,8-trimethyl-2-oxo-2H,8H,9H,10H-pyrano[2,3-h]chromen-5-yl}oxy)acetamido]acetamido}pentanoic acid

• ChemBase ID: 211683
• Molecular Formular: C25H32N2O8
• Molecular Mass: 488.53018
• Monoisotopic Mass: 488.21586599
• SMILES: c12c(c(cc(=O)o2)C)c(cc2c1CCC(O2)(C)C)OCC(=O)NCC(=O)N[C@H](C(=O)O)[C@H](CC)C
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)O)NC(=O)CNC(=O)COc1cc2OC(C)(C)CCc2c2c1c(C)cc(=O)o2)C
• InChI: InChI=1S/C25H32N2O8/c1-6-13(2)22(24(31)32)27-18(28)11-26-19(29)12-33-17-10-16-15(7-8-25(4,5)35-16)23-21(17)14(3)9-20(30)34-23/h9-10,13,22H,6-8,11-12H2,1-5H3,(H,26,29)(H,27,28)(H,31,32)/t13-,22-/m0/s1
• InChIKey: XIVFAQOUGWNBFA-XMHCIUCPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-3-methyl-2-{2-[2-({4,8,8-trimethyl-2-oxo-2H,8H,9H,10H-pyrano[2,3-h]chromen-5-yl}oxy)acetamido]acetamido}pentanoic acid
• IUPAC Traditional name: (2S,3S)-3-methyl-2-{2-[2-({4,8,8-trimethyl-2-oxo-9H,10H-pyrano[2,3-h]chromen-5-yl}oxy)acetamido]acetamido}pentanoic acid

Database IDs

• PubChem SID: 164267593
• PubChem CID: 16404009

CALCULATED PROPERTIES

• Acid pKa: 3.6721058
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 0.291513
• LogD (pH = 7.4): -1.1992376
• Log P: 2.1172655
• Molar Refractivity: 125.5067 cm^3
• Polarizability: 48.757908 Å^3
• Polar Surface Area: 140.26 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds