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Identification
NameFusicoccin
Accession NumberDB01780  (EXPT01498)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
Prescription ProductsNot Available
Generic Prescription ProductsNot Available
Over the Counter ProductsNot Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
CAS number20108-30-9
WeightAverage: 680.8226
Monoisotopic: 680.377177256
Chemical FormulaC36H56O12
InChI KeyKXTYBXCEQOANSX-MQYZIMMHSA-N
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-/t18-,19-,22+,23-,26+,27-,29+,30+,31+,32+,33-,34-,36+/m1/s1
IUPAC Name
(2S)-2-[(1E,3R,4R,8S,9S,10R,11R,14R)-8-{[(2S,3S,4R,5S,6S)-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
SMILES
COC[C@@H]1CC[C@@H]2[C@@H](C)[C@H](O)[C@@H](O[C@H]3O[C@@H](COC(C)(C)C=C)[C@H](O)[C@@H](OC(C)=O)[C@@H]3O)C3=C(C[C@@H](O)[C@]3(C)\C=C1/2)[C@H](C)COC(C)=O
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTerpene glycosides
Direct ParentTerpene glycosides
Alternative Parents
Substituents
  • Terpene glycoside
  • Sesquiterpenoid
  • O-glycosyl compound
  • Glycosyl compound
  • Oxane
  • Monosaccharide
  • Acetate salt
  • Secondary alcohol
  • Carboxylic acid ester
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Dialkyl ether
  • Carboxylic acid derivative
  • Acetal
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.5176
Blood Brain Barrier+0.7723
Caco-2 permeable-0.7689
P-glycoprotein substrateSubstrate0.8991
P-glycoprotein inhibitor IInhibitor0.782
P-glycoprotein inhibitor IIInhibitor0.5488
Renal organic cation transporterNon-inhibitor0.8177
CYP450 2C9 substrateNon-substrate0.9083
CYP450 2D6 substrateNon-substrate0.8826
CYP450 3A4 substrateSubstrate0.7412
CYP450 1A2 substrateNon-inhibitor0.8452
CYP450 2C9 substrateNon-inhibitor0.7589
CYP450 2D6 substrateNon-inhibitor0.9417
CYP450 2C19 substrateNon-inhibitor0.8301
CYP450 3A4 substrateNon-inhibitor0.8062
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9692
Ames testNon AMES toxic0.7292
CarcinogenicityNon-carcinogens0.9575
BiodegradationNot ready biodegradable0.8091
Rat acute toxicity3.4297 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.929
hERG inhibition (predictor II)Non-inhibitor0.7824
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0849 mg/mLALOGPS
logP2.42ALOGPS
logP1.35ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)12.24ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area170.44 Å2ChemAxon
Rotatable Bond Count14ChemAxon
Refractivity175.76 m3·mol-1ChemAxon
Polarizability73.73 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. 14-3-3 protein epsilon

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
14-3-3 protein epsilon P62258 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

Comments
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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:16