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

• ChemBase ID: 156151
• Molecular Formular: C17H24O10
• Molecular Mass: 388.36646
• Monoisotopic Mass: 388.13694697
• SMILES: C[C@H]1CC(=O)[C@H]2[C@@H]1[C@@H](OC=C2C(=O)OC)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@@H](C)CC3=O)C(=O)OC)[C@@H]([C@H]([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-/m0/s1
• InChIKey: HLXRWTJXGMHOFN-XJSNKYLASA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 548-37-8
• MDL Number: MFCD00017414
• Beilstein Number: 57895
• PubChem SID: 24850716; 162250289
• PubChem CID: 73467

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

Safety Information

• RTECS: GY5826000
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (HPLC); 97%
• Empirical Formula (Hill Notation): C17H24O10