Fusicoccin
Basic information
- CAS
20108-30-9- Standard SMILES
C=CC(C)(C)OC[C@H]1O[C@H](O[C@@H]2C3=C([C@H](C)COC(C)=O)C[C@H](O)[C@]3(C)/C=C3/[C@@H](COC)CC[C@H]3[C@@H](C)[C@H]2O)[C@H](O)[C@@H](OC(C)=O)[C@@H]1O- InChIKey
KXTYBXCEQOANSX-WYKQKOHHSA-N- Molecular formula
- C36H56O12
- Average molar mass
- 680.8 g/mol
- Monoisotopic mass
- 680.37717722
Overview
Fusicoccin is an acetate ester. It has a role as a toxin.
Names & identifiers
- Preferred name
- Fusicoccin
- IUPAC
- [(2S)-2-[(1E,3R,4S,8R,9R,10R,11S,14S)-8-[(2S,3R,4S,5R,6R)-4-acetyloxy-3,5-dihydroxy-6-(2-methylbut-3-en-2-yloxymethyl)oxan-2-yl]oxy-4,9-dihydroxy-14-(methoxymethyl)-3,10-dimethyl-6-tricyclo[9.3.0.03,7]tetradeca-1,6-dienyl]propyl] acetate
- English name
- FUSICOCCIN
- Molecular formula
- C36H56O12
- Molecular weight
- 680.82
Names & synonyms
Fusicoccin20108-30-9Fusicoccin-A[(2S)-2-[(1E,3R,4S,8R,9R,10R,11S,14S)-8-[(2S,3R,4S,5R,6R)-4-acetyloxy-3,5-dihydroxy-6-(2-methylbut-3-en-2-yloxymethyl)oxan-2-yl]oxy-4,9-dihydroxy-14-(methoxymethyl)-3,10-dimethyl-6-tricyclo[9.3.0.03,7]tetradeca-1,6-dienyl]propyl] acetateCHEBI:51015(2S)-2-[(1S,4R,5R,6R,6aS,9S,9aE,10aR)-4-{[3-O-acetyl-6-O-(1,1-dimethylprop-2-en-1-yl)-alpha-D-glucopyranosyl]oxy}-1,5-dihydroxy-9-(methoxymethyl)-6,10a-dimethyl-1,2,4,5,6,6a,7,8,9,10a-decahydrodicyclopenta[a,d][8]annulen-3-yl]propyl acetateDTXSID80896943((2S)-2-((1E,3R,4S,8R,9R,10R,11S,14S)-8-((2S,3R,4S,5R,6R)-4-acetyloxy-3,5-dihydroxy-6-(2-methylbut-3-en-2-yloxymethyl)oxan-2-yl)oxy-4,9-dihydroxy-14-(methoxymethyl)-3,10-dimethyl-6-tricyclo(9.3.0.03,7)tetradeca-1,6-dienyl)propyl) acetate(2S)-2-((1S,4R,5R,6R,6aS,9S,9aE,10aR)-4-((3-O-acetyl-6-O-(1,1-dimethylprop-2-en-1-yl)-alpha-D-glucopyranosyl)oxy)-1,5-dihydroxy-9-(methoxymethyl)-6,10a-dimethyl-1,2,4,5,6,6a,7,8,9,10a-decahydrodicyclopenta(a,d)(8)annulen-3-yl)propyl acetateRefChem:607855DTXCID301326377
Properties
Computed structural properties
- XLogP
- 1
- Topological polar surface area
- 170 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 12
- Rotatable bonds
- 14
- Heavy atoms
- 48
- Formal charge
- 0
- Complexity
- 1,240
Experimental & physicochemical properties
LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C20 isoprenoids (diterpenes) [PR0104]
Physicochemical properties
- Melting point
- 155 · 155-156 °C
- Boiling point
- 760.188 · 760.188±60.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.242 · 1.242±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- storage temp.
- 20 °C · −20°C
- solubility
- DMSO: Soluble
- form
- White solid.
- pka
- 12.588 · 12.588±0.70(predicted)
- color
- White to off-white
- biological source
- plant (Fusicoccum amygdali)
- InChIKey
- KXTYBXCEQOANSX-QFEZKATASA-N
- SMILES
- COCC1CCC2C(C)C(O)C(OC3OC(COC(C)(C)C=C)C(O)C(OC(C)=O)C3O)C4=C(CC(O)C4(C)C=C12)C(C)COC(C)=O
- UNSPSC Code
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesFusicoccin is a 14-3-3-dependent activator of H+-ATPase.
Additional notes
DefinitionChEBI: Fusicoccin is an acetate ester. It has a role as a toxin.
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Compound notes
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