(1S,2S,3R,5S,8S,9R,10S,11R)-9,10-dihydroxy-12,12-dimethyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-3-yl acetate

• ChemBase ID: 305292
• Molecular Formular: C22H30O6
• Molecular Mass: 390.47
• Monoisotopic Mass: 390.20423868
• SMILES: C1CC([C@@H]2[C@@]3(C1)[C@H]1[C@]4([C@@]([C@H]2O)(O)OC3)C(=O)C(=C)[C@@H](C[C@H]1OC(=O)C)C4)(C)C
• Canonical SMILES: CC(=O)O[C@@H]1C[C@H]2C[C@]3([C@@H]1[C@@]14CCCC([C@H]4[C@@H]([C@@]3(OC1)O)O)(C)C)C(=O)C2=C
• InChI: InChI=1S/C22H30O6/c1-11-13-8-14(28-12(2)23)15-20-7-5-6-19(3,4)16(20)18(25)22(26,27-10-20)21(15,9-13)17(11)24/h13-16,18,25-26H,1,5-10H2,2-4H3/t13?,14-,15+,16-,18+,20-,21+,22+/m1/s1
• InChIKey: VLCMAXYGZMNIMT-HYUGTFJNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,3R,5S,8S,9R,10S,11R)-9,10-dihydroxy-12,12-dimethyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.1^5,^8.0^1,^1^1.0^2,^8]octadecan-3-yl acetate
• IUPAC Traditional name: (1S,2S,3R,5S,8S,9R,10S,11R)-9,10-dihydroxy-12,12-dimethyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.1^5,^8.0^1,^1^1.0^2,^8]octadecan-3-yl acetate
• Synonyms: Longikaurin E

Database IDs

• CAS Number: 77949-42-9

CALCULATED PROPERTIES

• Acid pKa: 10.589026
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.0566337
• LogD (pH = 7.4): 2.0563567
• Log P: 2.0566373
• Molar Refractivity: 99.6673 cm^3
• Polarizability: 40.192688 Å^3
• Polar Surface Area: 93.06 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder