(1S,2S,3R,5S,8S,11S,14R,17S,20R)-3-hydroxy-14-methyl-6-methylidene-10,16,18-trioxahexacyclo[12.5.1.15,8.01,11.02,8.017,20]henicosane-7,9-dione

• ChemBase ID: 304068
• Molecular Formular: C20H24O6
• Molecular Mass: 360.40096
• Monoisotopic Mass: 360.15728849
• SMILES: C1C[C@@]2([C@@H]3[C@]4([C@H]1OC(=O)[C@]15[C@H]4[C@@H](C[C@@H](C1)C(=C)C5=O)O)CO[C@@H]3OC2)C
• Canonical SMILES: C=C1[C@H]2C[C@H]([C@@H]3[C@](C1=O)(C2)C(=O)O[C@@H]1[C@]23CO[C@H]3[C@@H]2[C@](CC1)(C)CO3)O
• InChI: InChI=1S/C20H24O6/c1-9-10-5-11(21)13-19(6-10,15(9)22)17(23)26-12-3-4-18(2)7-24-16-14(18)20(12,13)8-25-16/h10-14,16,21H,1,3-8H2,2H3/t10?,11-,12+,13-,14-,16+,18+,19+,20+/m1/s1
• InChIKey: VITOUEAQSWAQLD-VFYZIIQLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,3R,5S,8S,11S,14R,17S,20R)-3-hydroxy-14-methyl-6-methylidene-10,16,18-trioxahexacyclo[12.5.1.1^5,^8.0^1,^1^1.0^2,^8.0^1^7,^2^0]henicosane-7,9-dione
• IUPAC Traditional name: (1S,2S,3R,5S,8S,11S,14R,17S,20R)-3-hydroxy-14-methyl-6-methylidene-10,16,18-trioxahexacyclo[12.5.1.1^5,^8.0^1,^1^1.0^2,^8.0^1^7,^2^0]henicosane-7,9-dione
• Synonyms: Sculponeatin A

Database IDs

• CAS Number: 85287-60-1

CALCULATED PROPERTIES

• Acid pKa: 14.847403
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.1656682
• LogD (pH = 7.4): 1.1656681
• Log P: 1.1656682
• Molar Refractivity: 88.9926 cm^3
• Polarizability: 35.887127 Å^3
• Polar Surface Area: 82.06 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Cryst.