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

• ChemBase ID: 119680
• Molecular Formular: C17H24O10
• Molecular Mass: 388.36646
• Monoisotopic Mass: 388.13694697
• SMILES: C1(=CO[C@H]([C@H]2[C@@H]1CC=C2CO)OC1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C(=O)OC
• Canonical SMILES: OC[C@H]1OC(O[C@@H]2OC=C([C@@H]3[C@H]2C(=CC3)CO)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C17H24O10/c1-24-15(23)9-6-25-16(11-7(4-18)2-3-8(9)11)27-17-14(22)13(21)12(20)10(5-19)26-17/h2,6,8,10-14,16-22H,3-5H2,1H3/t8-,10-,11-,12-,13+,14-,16+,17?/m1/s1
• InChIKey: IBFYXTRXDNAPMM-NOPYRFGNSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162107728
• PubChem CID: 16394645

CALCULATED PROPERTIES

• Acid pKa: 12.206515
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -2.2147315
• LogD (pH = 7.4): -2.2147381
• Log P: -2.2147312
• Molar Refractivity: 88.5066 cm^3
• Polarizability: 35.61959 Å^3
• Polar Surface Area: 155.14 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Genuine Natural Compounds