SINAPINATE

Identification

Name
SINAPINATE
Accession Number
DB08587
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
P0I60993EC
CAS number
Not Available
Weight
Average: 224.21
Monoisotopic: 224.068473494
Chemical Formula
C11H12O5
InChI Key
PCMORTLOPMLEFB-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

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UEndo-1,4-beta-xylanase YNot AvailableClostridium thermocellum
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB32616
KEGG Compound
C00482
PubChem Compound
637775
PubChem Substance
99445058
ChemSpider
553361
BindingDB
50341142
ChEBI
15714
ChEMBL
CHEMBL109341
HET
SXX
PDB Entries
1wb4 / 4q8b

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.631 mg/mLALOGPS
logP1.63ALOGPS
logP1.52ChemAxon
logS-2.6ALOGPS
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
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-MS (2 TMS)GC-MSsplash10-00kr-3759000000-26099df97cd2adef2dc3
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - EI-BGC-MSsplash10-00di-4390000000-ce04c31c3e4023faa7ee
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00kr-2759000000-404687968a18ced29cd9
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00kr-1869000000-618d42ab9681ecb06228
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00di-9535000000-dc1aa60962d61ce2d9bb
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00di-9636000000-15691f6a00fd74dadf7a
GC-MS Spectrum - GC-MSGC-MSsplash10-00kr-3759000000-26099df97cd2adef2dc3
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-000i-1966000000-84b6d21b3c65f74d1b2d
Mass Spectrum (Electron Ionization)MSsplash10-00di-5590000000-92339c0e84f7bfd7f855
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
MS/MS Spectrum - DI-ESI-qTof , PositiveLC-MS/MSNot Available
MS/MS Spectrum - DI-ESI-qTof , NegativeLC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-00di-0290000000-475d3684fdd4228e9c5d
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-08fr-0940000000-780771eea370a78b609a
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0002-1900000000-3e127fbdcf11519a02f3
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-00dl-3900000000-d41ed2853570e017a98c
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-006x-9600000000-668bfef76d2c29514216
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-00di-1950000000-845dcc12144449b6b8c5
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-074m-1940000000-4eaf9a539449ae53a970
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0a4i-1590000000-f69ac29a002b25accd73
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0ar4-3940000000-64d09640303051f3b774
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as hydroxycinnamic acids. These are compounds containing an cinnamic acid where the benzene ring is hydroxylated.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Cinnamic acids and derivatives
Sub Class
Hydroxycinnamic acids and derivatives
Direct Parent
Hydroxycinnamic acids
Alternative Parents
Coumaric acids and derivatives / Cinnamic acids / Methoxyphenols / Dimethoxybenzenes / Styrenes / Phenoxy compounds / Anisoles / Alkyl aryl ethers / Monocarboxylic acids and derivatives / Carboxylic acids
show 3 more
Substituents
Cinnamic acid / Coumaric acid or derivatives / Hydroxycinnamic acid / M-dimethoxybenzene / Dimethoxybenzene / Methoxyphenol / Phenoxy compound / Anisole / Methoxybenzene / Styrene
show 15 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
3-(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 November 09, 2017 04:36