(2S)-2-[(3R,4S,8R,9R,10R,11S,14S)-8-{[(2S,3R,4S,5R,6R)-4-(acetyloxy)-3,5-dihydroxy-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxan-2-yl]oxy}-4,9-dihydroxy-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.03,7]tetradeca-1,6-dien-6-yl]propyl acetate

• ChemBase ID: 127504
• Molecular Formular: C36H56O12
• Molecular Mass: 680.82264
• Monoisotopic Mass: 680.37717723
• SMILES: O=C(OC[C@H](C1=C2[C@@H](O[C@H]3O[C@@H]([C@@H](O)[C@H](OC(=O)C)[C@H]3O)COC(C=C)(C)C)[C@H](O)[C@H](C)[C@H]3C(=C[C@@]2(C)[C@@H](O)C1)[C@@H](COC)CC3)C)C
• Canonical SMILES: COC[C@H]1CC[C@@H]2C1=C[C@@]1(C)[C@@H](O)CC(=C1[C@H]([C@@H]([C@@H]2C)O)O[C@H]1O[C@H](COC(C=C)(C)C)[C@H]([C@@H]([C@H]1O)OC(=O)C)O)[C@@H](COC(=O)C)C
• InChI: InChI=1S/C36H56O12/c1-10-35(6,7)45-17-26-30(41)33(46-21(5)38)31(42)34(47-26)48-32-28-24(18(2)15-44-20(4)37)13-27(39)36(28,8)14-25-22(16-43-9)11-12-23(25)19(3)29(32)40/h10,14,18-19,22-23,26-27,29-34,39-42H,1,11-13,15-17H2,2-9H3/t18-,19-,22-,23+,26-,27+,29-,30-,31-,32-,33+,34-,36+/m1/s1
• InChIKey: KXTYBXCEQOANSX-HPVXDZOISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(3R,4S,8R,9R,10R,11S,14S)-8-{[(2S,3R,4S,5R,6R)-4-(acetyloxy)-3,5-dihydroxy-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxan-2-yl]oxy}-4,9-dihydroxy-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0^3,^7]tetradeca-1,6-dien-6-yl]propyl acetate
• IUPAC Traditional name: (2S)-2-[(3R,4S,8R,9R,10R,11S,14S)-8-{[(2S,3R,4S,5R,6R)-4-(acetyloxy)-3,5-dihydroxy-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxan-2-yl]oxy}-4,9-dihydroxy-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0^3,^7]tetradeca-1,6-dien-6-yl]propyl acetate
• Synonyms: Fusicoccin

Database IDs

• CAS Number: 20108-30-9
• PubChem SID: 162221823
• PubChem CID: 71308204; 447573
• Chemspider ID: 394625
• DrugBank ID: DB01780
• Wikipedia Title: Fusicoccin

CALCULATED PROPERTIES

• Acid pKa: 12.244498
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): 1.3542345
• LogD (pH = 7.4): 1.3542284
• Log P: 1.3542346
• Molar Refractivity: 175.7612 cm^3
• Polarizability: 70.283585 Å^3
• Polar Surface Area: 170.44 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false