methyl (1R,4aR,7R,7aS)-7-methyl-5-oxo-1-{[(2R,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate

• ChemBase ID: 207566
• Molecular Formular: C17H24O10
• Molecular Mass: 388.36646
• Monoisotopic Mass: 388.13694697
• SMILES: C1(=CO[C@@H]([C@@H]2[C@H]1C(=O)C[C@H]2C)O[C@@H]1C(C([C@H](C(O1)CO)O)O)O)C(=O)OC
• Canonical SMILES: OCC1O[C@H](O[C@H]2OC=C([C@H]3[C@@H]2[C@H](C)CC3=O)C(=O)OC)C(C([C@H]1O)O)O
• InChI: InChI=1S/C17H24O10/c1-6-3-8(19)11-7(15(23)24-2)5-25-16(10(6)11)27-17-14(22)13(21)12(20)9(4-18)26-17/h5-6,9-14,16-18,20-22H,3-4H2,1-2H3/t6-,9?,10+,11-,12+,13?,14?,16-,17-/m1/s1
• InChIKey: HLXRWTJXGMHOFN-WMUQZQDOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1R,4aR,7R,7aS)-7-methyl-5-oxo-1-{[(2R,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate
• IUPAC Traditional name: methyl (1R,4aR,7R,7aS)-7-methyl-5-oxo-1-{[(2R,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate

Database IDs

• PubChem SID: 164263476
• PubChem CID: 16401870

CALCULATED PROPERTIES

• Acid pKa: 10.230537
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -1.4516392
• LogD (pH = 7.4): -1.4522673
• Log P: -1.4516312
• Molar Refractivity: 86.5492 cm^3
• Polarizability: 35.340702 Å^3
• Polar Surface Area: 151.98 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Genuine Natural Compounds