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Identification
NameFusicoccin
Accession NumberDB01780  (EXPT01498)
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot 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-[(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[9.3.0.0^{3,7}]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
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassLipids
ClassPrenol Lipids
SubclassTerpene Glycosides
Direct parentDiterpene Glycosides
Alternative parentsDiterpenes; O-glycosyl Compounds; Hexoses; Oxanes; Secondary Alcohols; Carboxylic Acid Esters; Polyamines; Enolates; Acetals
Substituentsditerpene; glycosyl compound; o-glycosyl compound; hexose monosaccharide; saccharide; oxane; monosaccharide; secondary alcohol; carboxylic acid ester; polyamine; ether; enolate; acetal; carboxylic acid derivative; alcohol
Classification descriptionThis compound belongs to the diterpene glycosides. These are diterpenes in which an isoprene unit is glycosylated.
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
Property Value Probability
Human Intestinal Absorption + 0.5176
Blood Brain Barrier + 0.7723
Caco-2 permeable - 0.7689
P-glycoprotein substrate Substrate 0.8991
P-glycoprotein inhibitor I Inhibitor 0.782
P-glycoprotein inhibitor II Inhibitor 0.5488
Renal organic cation transporter Non-inhibitor 0.8177
CYP450 2C9 substrate Non-substrate 0.9083
CYP450 2D6 substrate Non-substrate 0.8826
CYP450 3A4 substrate Substrate 0.7412
CYP450 1A2 substrate Non-inhibitor 0.8452
CYP450 2C9 substrate Non-inhibitor 0.7589
CYP450 2D6 substrate Non-inhibitor 0.9417
CYP450 2C19 substrate Non-inhibitor 0.8301
CYP450 3A4 substrate Non-inhibitor 0.8062
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9692
Ames test Non AMES toxic 0.7292
Carcinogenicity Non-carcinogens 0.9575
Biodegradation Not ready biodegradable 0.8091
Rat acute toxicity 3.4297 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.929
hERG inhibition (predictor II) Non-inhibitor 0.7824
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility8.49e-02 g/lALOGPS
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 area170.44ChemAxon
rotatable bond count14ChemAxon
refractivity175.76ChemAxon
polarizability73.73ChemAxon
number of rings4ChemAxon
bioavailability0ChemAxon
rule of fiveNoChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleYesChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound46936214
PubChem Substance46508360
ChemSpider238151
ChEBI51015
ChEMBL
HETFSC
WikipediaFusicoccin
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

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