2-[(1E)-8-{[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: 134275
• Molecular Formular: C36H56O12
• Molecular Mass: 680.82264
• Monoisotopic Mass: 680.37717723
• SMILES: CC1C2CCC(C2=CC2(C(CC(=C2C(C1O)OC1C(C(C(C(O1)COC(C)(C)C=C)O)OC(=O)C)O)C(C)COC(=O)C)O)C)COC
• Canonical SMILES: COCC1CCC2C1=CC1(C)C(O)CC(=C1C(C(C2C)O)OC1OC(COC(C=C)(C)C)C(C(C1O)OC(=O)C)O)C(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/b25-14-
• InChIKey: KXTYBXCEQOANSX-QFEZKATASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1E)-8-{[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: fucicoccin
• Synonyms: Fusicoccin from Fusicoccum amygdali; 壳梭孢菌素 来源于扁桃壳梭菌

Database IDs

• CAS Number: 20108-30-9
• MDL Number: MFCD00070322
• PubChem SID: 162228552; 24894726
• PubChem CID: 5381214

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

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥85%

DETAILS

Sigma Aldrich - F0537

Other Notes
一种对植物具有多种生理效应的二萜糖苷。
Application
Fusicoccin (Fusicoccin A), a diterpene glucoside, is used to study 14-3-3-dependent activation of H+-ATPase in plants. Fusicoccin is an inducer of a catalase inhibitor that leads to oxidative damage in plants.