Record Information
Version1.0
Creation date2010-04-08 22:05:13 UTC
Update date2018-01-23 18:50:20 UTC
Primary IDFDB002069
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameNarceine
DescriptionAlkaloid from Papaver somniferum (opium poppy). Narceine is found in opium poppy.
CAS Number131-28-2
Structure
Thumb
Synonyms
SynonymSource
6-[[6-[2-(Dimethylamino)ethyl]-4-methoxy-1,3-benzodioxol-5-yl]acetyl]-2,3-dimethoxybenzoic acid, 9ciHMDB
NarceinHMDB
6-[[6-[2-(Dimethylamino)ethyl]-4-methoxy-1,3-benzodioxol-5-yl]acetyl]-2,3-dimethoxybenzoic acid, 9CIdb_source
Predicted Properties
PropertyValueSource
Water Solubility0.045 g/LALOGPS
logP2.06ALOGPS
logP-0.33ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)3.5ChemAxon
pKa (Strongest Basic)8.33ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area103.76 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity116.89 m³·mol⁻¹ChemAxon
Polarizability45.95 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC23H27NO8
IUPAC name6-(2-{6-[2-(dimethylamino)ethyl]-4-methoxy-2H-1,3-benzodioxol-5-yl}acetyl)-2,3-dimethoxybenzoic acid
InChI IdentifierInChI=1S/C23H27NO8/c1-24(2)9-8-13-10-18-22(32-12-31-18)20(29-4)15(13)11-16(25)14-6-7-17(28-3)21(30-5)19(14)23(26)27/h6-7,10H,8-9,11-12H2,1-5H3,(H,26,27)
InChI KeyDEXMFYZAHXMZNM-UHFFFAOYSA-N
Isomeric SMILESCOC1=C(OC)C(C(O)=O)=C(C=C1)C(=O)CC1=C(OC)C2=C(OCO2)C=C1CCN(C)C
Average Molecular Weight445.4624
Monoisotopic Molecular Weight445.173666845
Classification
Description belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassStilbenes
Sub ClassNot Available
Direct ParentStilbenes
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 62.01%; H 6.11%; N 3.14%; O 28.73%DFC
Melting PointMp 145° (anhyd.)DFC
Boiling PointNot Available
Experimental Water Solubility0.78 mg/mL at 13 oCSTEPHEN,H & STEPHEN,T (1963)
Experimental logPNot Available
Experimental pKapKa2 9.3 (15°)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
ChemSpider ID8246
ChEMBL IDNot Available
KEGG Compound IDC09591
Pubchem Compound ID8564
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB30246
CRC / DFC (Dictionary of Food Compounds) IDCDR75-V:CDR75-V
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00001890
HET IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.