Showing Compound Card for Coniferin (CDB005041)

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Record Information
Version1.0
Created at2020-04-17 19:03:21 UTC
Updated at2020-11-18 16:39:14 UTC
CannabisDB IDCDB005041
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameConiferin
DescriptionConiferin, also known as abietin or coniferoside, belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Coniferin is an extremely weak basic (essentially neutral) compound (based on its pKa). Coniferin exists in all living organisms, ranging from bacteria to humans. A monosaccharide derivative that is coniferol attached to a beta-D-glucopyranosyl residue at position 1 via a glycosidic linkage. Coniferin is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4-O-(beta-D-Glucosyl)-trans-coniferolChEBI
Coniferyl alcohol beta-D-glucosideChEBI
4-O-(b-D-Glucosyl)-trans-coniferolGenerator
4-O-(Β-D-glucosyl)-trans-coniferolGenerator
Coniferyl alcohol b-D-glucosideGenerator
Coniferyl alcohol β-D-glucosideGenerator
4-(3-Hydroxyprop-1-en-1-yl)-2-methoxyphenyl beta-D-glucopyranosideHMDB
4-(3-Hydroxyprop-1-en-1-yl)-2-methoxyphenyl beta-delta-glucopyranosideHMDB
AbietinHMDB
ConiferosideHMDB
Coniferyl alcohol beta-delta-glucosideHMDB
Coniferyl alcohol-4-O-beta-D-glucopyranosideHMDB
(e)-ConiferinHMDB
3-(4beta-D-Glucopyranosyloxy-3-methoxy)phenyl-(2E)-propenolHMDB
3-(4beta-D-Glucopyranosyloxy-3-methoxy)phenyl-2E-propenolHMDB
3-(4Β-D-glucopyranosyloxy-3-methoxy)phenyl-(2E)-propenolHMDB
3-(4Β-D-glucopyranosyloxy-3-methoxy)phenyl-2E-propenolHMDB
4-(3-Hydroxy-1-propen-1-yl)-2-methoxyphenyl beta-glucopyranosideHMDB
4-(3-Hydroxy-1-propen-1-yl)-2-methoxyphenyl β-glucopyranosideHMDB
4-Hydroxy-3-methoxy-1-(gamma-hydroxypropenyl)benzene-4-D-glucosideHMDB
4-Hydroxy-3-methoxy-1-(γ-hydroxypropenyl)benzene-4-D-glucosideHMDB
4-[(1E)-3-Hydroxy-1-propen-1-yl]-2-methoxyphenyl beta-D-glucopyranosideHMDB
4-[(1E)-3-Hydroxy-1-propen-1-yl]-2-methoxyphenyl β-D-glucopyranosideHMDB
Coniferyl alcohol 4-O-glucosideHMDB
Coniferyl alcohol beta-glucosideHMDB
Coniferyl alcohol β-glucosideHMDB
LaricinHMDB
trans-ConiferinHMDB
4-(3-Hydroxy-1-propenyl)-2-methoxyphenyl-beta-D-glucopyranosideHMDB
4-(3-Hydroxy-1-propenyl)-2-methoxyphenyl-β-D-glucopyranosideHMDB
ConiferosidHMDB
ConiferinHMDB
Chemical FormulaC16H22O8
Average Molecular Weight342.34
Monoisotopic Molecular Weight342.1315
IUPAC Name(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{4-[(1E)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenoxy}oxane-3,4,5-triol
Traditional Nameconiferin
CAS Registry Number124151-33-3
SMILES
COC1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=CC(\C=C\CO)=C1
InChI Identifier
InChI=1S/C16H22O8/c1-22-11-7-9(3-2-6-17)4-5-10(11)23-16-15(21)14(20)13(19)12(8-18)24-16/h2-5,7,12-21H,6,8H2,1H3/b3-2+/t12-,13-,14+,15-,16-/m1/s1
InChI KeySFLMUHDGSQZDOW-FAOXUISGSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentPhenolic glycosides
Alternative Parents
Substituents
  • Phenolic glycoside
  • O-glycosyl compound
  • Cinnamyl alcohol
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Styrene
  • Phenol ether
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Monosaccharide
  • Benzenoid
  • Oxane
  • Secondary alcohol
  • Ether
  • Organoheterocyclic compound
  • Acetal
  • Oxacycle
  • Polyol
  • Hydrocarbon derivative
  • Alcohol
  • Primary alcohol
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point186 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.36ALOGPS
logP-0.91ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)12.2ChemAxon
pKa (Strongest Basic)-2.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area128.84 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity83.78 m³·mol⁻¹ChemAxon
Polarizability34.61 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSConiferin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0759-9556000000-d50730990c533e558e82Spectrum
Predicted GC-MSConiferin, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-014i-2131039000-cd8f01087972e82351edSpectrum
Predicted GC-MSConiferin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - NA , positivesplash10-014i-0009000000-65a612073ce47017ce112020-07-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03gl-0907000000-0d21f83e25774ba0717e2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03e9-0901000000-2a7d23914a39f07704052017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03ei-2900000000-05b53e9f75d7579a04b52017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002f-0709000000-f36f1c9d16f3e389f3e62017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03fr-0902000000-32a6d5855356df41635a2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03fs-2900000000-69153800d95873c332282017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03dj-0943000000-a485932aa39f39c0ae692021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-08i0-4932000000-c748bb7e8d1848b4f2c02021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000j-2902000000-7422d619262b29c3e0f12021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002e-0429000000-a9e8c4c6fd1a9702c50a2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kb-0911000000-3d8ce1e2b4fc8441ffd52021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03el-2910000000-554d1e09d40aac758ead2021-09-25View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0013682
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB015497
KNApSAcK IDC00056707
Chemspider ID4444067
KEGG Compound IDC00761
BioCyc IDCPD-1777
BiGG IDNot Available
Wikipedia LinkConiferin
METLIN IDNot Available
PubChem Compound5280372
PDB IDNot Available
ChEBI ID16220
References
General ReferencesNot Available