(1S,8R,9S,12S,14R,15S,16R)-8,14,15-trihydroxy-1,12-dimethyl-6-(propan-2-yl)-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,6-diene-4,11-dione

• ChemBase ID: 306171
• Molecular Formular: C19H24O7
• Molecular Mass: 364.38966
• Monoisotopic Mass: 364.15220311
• SMILES: [C@H]1(C[C@]2([C@H]3[C@]([C@@H]1O)(c1c([C@H]([C@H]3OC2=O)O)c(oc(=O)c1)C(C)C)C)C)O
• Canonical SMILES: O=c1oc(C(C)C)c2c(c1)[C@@]1(C)[C@H](O)[C@H](O)C[C@]3([C@@H]1[C@@H]([C@@H]2O)OC3=O)C
• InChI: InChI=1S/C19H24O7/c1-7(2)13-11-8(5-10(21)25-13)19(4)15-14(12(11)22)26-17(24)18(15,3)6-9(20)16(19)23/h5,7,9,12,14-16,20,22-23H,6H2,1-4H3/t9-,12-,14-,15+,16-,18+,19-/m1/s1
• InChIKey: AEGWYWSJGKOLGB-ZLNDBNLZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,8R,9S,12S,14R,15S,16R)-8,14,15-trihydroxy-1,12-dimethyl-6-(propan-2-yl)-5,10-dioxatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-2,6-diene-4,11-dione
• IUPAC Traditional name: (1S,8R,9S,12S,14R,15S,16R)-8,14,15-trihydroxy-6-isopropyl-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-2,6-diene-4,11-dione
• Synonyms: Nagilactone B

Database IDs

• CAS Number: 19891-51-1

CALCULATED PROPERTIES

• Acid pKa: 13.1724205
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.04302454
• LogD (pH = 7.4): -0.043025263
• Log P: -0.043024532
• Molar Refractivity: 90.7718 cm^3
• Polarizability: 35.83277 Å^3
• Polar Surface Area: 113.29 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder