(1R,5R,10R,11S,12S,14S,16R,17S)-12-hydroxy-5-methyl-13-methylidene-7,9-dioxahexacyclo[8.6.2.211,14.01,8.05,17.011,16]icosan-6-one

• ChemBase ID: 304236
• Molecular Formular: C20H26O4
• Molecular Mass: 330.41804
• Monoisotopic Mass: 330.18310931
• SMILES: C1C[C@@]2([C@@H]3[C@@]4(C1)[C@H]1[C@]5([C@H](C3)OC4OC2=O)[C@H](C(=C)[C@H](C1)CC5)O)C
• Canonical SMILES: C=C1[C@H]2CC[C@@]3([C@H]1O)[C@@H](C2)[C@@]12CCC[C@@]4([C@H]2C[C@@H]3OC1OC4=O)C
• InChI: InChI=1S/C20H26O4/c1-10-11-4-7-20(15(10)21)13(8-11)19-6-3-5-18(2)12(19)9-14(20)23-17(19)24-16(18)22/h11-15,17,21H,1,3-9H2,2H3/t11-,12+,13-,14+,15-,17?,18+,19-,20+/m0/s1
• InChIKey: DNBGAGAUTOKWGJ-HTYOSSKZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,5R,10R,11S,12S,14S,16R,17S)-12-hydroxy-5-methyl-13-methylidene-7,9-dioxahexacyclo[8.6.2.2^1^1,^1^4.0^1,^8.0^5,^1^7.0^1^1,^1^6]icosan-6-one
• IUPAC Traditional name: (1R,5R,10R,11S,12S,14S,16R,17S)-12-hydroxy-5-methyl-13-methylidene-7,9-dioxahexacyclo[8.6.2.2^1^1,^1^4.0^1,^8.0^5,^1^7.0^1^1,^1^6]icosan-6-one
• Synonyms: Spiramilactone B

Database IDs

• CAS Number: 180961-65-3

CALCULATED PROPERTIES

• Acid pKa: 14.064625
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.6832957
• LogD (pH = 7.4): 2.6832955
• Log P: 2.6832957
• Molar Refractivity: 86.0429 cm^3
• Polarizability: 35.047596 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder