2-chloro-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6H,7H,8H,9H,10H-cyclohexa[c]chromen-6-one

• ChemBase ID: 202890
• Molecular Formular: C19H21ClO8
• Molecular Mass: 412.81824
• Monoisotopic Mass: 412.09249531
• SMILES: [C@@H]1([C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)Oc1cc2c(c3c(c(=O)o2)CCCC3)cc1Cl
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2cc3oc(=O)c4c(c3cc2Cl)CCCC4)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C19H21ClO8/c20-11-5-10-8-3-1-2-4-9(8)18(25)26-12(10)6-13(11)27-19-17(24)16(23)15(22)14(7-21)28-19/h5-6,14-17,19,21-24H,1-4,7H2/t14-,15-,16+,17-,19-/m1/s1
• InChIKey: LSGJJYGZIDASIJ-OGJJZOIMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6H,7H,8H,9H,10H-cyclohexa[c]chromen-6-one
• IUPAC Traditional name: 2-chloro-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7H,8H,9H,10H-cyclohexa[c]chromen-6-one

Database IDs

• PubChem SID: 164258800
• PubChem CID: 7091267

CALCULATED PROPERTIES

• Acid pKa: 12.20007
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 0.9361273
• LogD (pH = 7.4): 0.9361205
• Log P: 0.9361274
• Molar Refractivity: 96.5176 cm^3
• Polarizability: 38.599586 Å^3
• Polar Surface Area: 125.68 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds