Identification
NameSINAPINATE
Accession NumberDB08587
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
CategoriesNot Available
UNIIP0I60993EC
CAS numberNot Available
WeightAverage: 224.21
Monoisotopic: 224.068473494
Chemical FormulaC11H12O5
InChI KeyPCMORTLOPMLEFB-ONEGZZNKSA-N
InChI
InChI=1S/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13)/b4-3+
IUPAC Name
(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid
SMILES
COC1=CC(\C=C\C(O)=O)=CC(OC)=C1O
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Endo-1,4-beta-xylanase YProteinunknownNot AvailableClostridium thermocellumP51584 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.631 mg/mLALOGPS
logP1.63ALOGPS
logP1.52ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)3.61ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area75.99 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity57.97 m3·mol-1ChemAxon
Polarizability22.32 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9578
Blood Brain Barrier+0.5785
Caco-2 permeable+0.7324
P-glycoprotein substrateNon-substrate0.5655
P-glycoprotein inhibitor INon-inhibitor0.873
P-glycoprotein inhibitor IINon-inhibitor0.8588
Renal organic cation transporterNon-inhibitor0.9159
CYP450 2C9 substrateNon-substrate0.7999
CYP450 2D6 substrateNon-substrate0.8919
CYP450 3A4 substrateNon-substrate0.6052
CYP450 1A2 substrateNon-inhibitor0.8445
CYP450 2C9 inhibitorNon-inhibitor0.838
CYP450 2D6 inhibitorNon-inhibitor0.9297
CYP450 2C19 inhibitorNon-inhibitor0.7182
CYP450 3A4 inhibitorNon-inhibitor0.8748
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7608
Ames testNon AMES toxic0.9023
CarcinogenicityNon-carcinogens0.8848
BiodegradationReady biodegradable0.5854
Rat acute toxicity2.2035 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9815
hERG inhibition (predictor II)Non-inhibitor0.9688
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-00kr-3759000000-26099df97cd2adef2dc3View in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-00di-4390000000-ce04c31c3e4023faa7eeView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-00kr-2759000000-404687968a18ced29cd9View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-00kr-1869000000-618d42ab9681ecb06228View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-00di-9535000000-dc1aa60962d61ce2d9bbView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-00di-9636000000-15691f6a00fd74dadf7aView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-000i-1966000000-84b6d21b3c65f74d1b2dView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-000i-1966000000-84b6d21b3c65f74d1b2dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-00di-0290000000-475d3684fdd4228e9c5dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-08fr-0940000000-780771eea370a78b609aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0002-1900000000-3e127fbdcf11519a02f3View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-00dl-3900000000-d41ed2853570e017a98cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-006x-9600000000-668bfef76d2c29514216View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-00di-1950000000-845dcc12144449b6b8c5View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-074m-1940000000-4eaf9a539449ae53a970View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0a4i-1590000000-f69ac29a002b25accd73View in MoNA
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0ar4-3940000000-64d09640303051f3b774View in MoNA
LC-MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , PositiveNot Available
LC-MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
MSMass Spectrum (Electron Ionization)splash10-00di-5590000000-92339c0e84f7bfd7f855View in MoNA
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as hydroxycinnamic acids. These are compounds containing an cinnamic acid where the benzene ring is hydroxylated.
KingdomChemical entities
Super ClassOrganic compounds
ClassPhenylpropanoids and polyketides
Sub ClassCinnamic acids and derivatives
Direct ParentHydroxycinnamic acids
Alternative ParentsCoumaric acids and derivatives / Cinnamic acids / Methoxyphenols / Dimethoxybenzenes / Styrenes / Phenoxy compounds / Anisoles / Alkyl aryl ethers / Monocarboxylic acids and derivatives / Carboxylic acids
SubstituentsCinnamic acid / Coumaric acid or derivatives / Hydroxycinnamic acid / M-dimethoxybenzene / Dimethoxybenzene / Methoxyphenol / Phenoxy compound / Anisole / Methoxybenzene / Styrene
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid (CHEBI:15714 ) / Sinapate derivatives (C00482 )

Targets

Kind
Protein
Organism
Clostridium thermocellum
Pharmacological action
unknown
General Function:
Endo-1,4-beta-xylanase activity
Specific Function:
Not Available
Gene Name:
xynY
Uniprot ID:
P51584
Uniprot Name:
Endo-1,4-beta-xylanase Y
Molecular Weight:
119671.86 Da
References
  1. 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:10592235 ]
Drug created on September 15, 2010 15:33 / Updated on June 11, 2017 17:08