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Showing Compound Isolampranthin II (FDB097301)

Record Information
Version1.0
Creation date2020-04-02 17:46:41 UTC
Update date2020-04-02 17:46:43 UTC
Primary IDFDB097301
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameIsolampranthin II
DescriptionIsolampranthin II belongs to the class of organic compounds known as betacyanins and derivatives. These are organic compounds containing a glycoside of indolium-2-carboxylic acid attached, with the nitrogen ring of the indolium ring attached to an ethylpyridine-2,6-dicarboxylic acid derivative. Betacyanins are red nitrogenous pigments found in certain plants, such as beetroots. Isolampranthin II is found, on average, in the highest concentration within milk (cow). Isolampranthin II has also been detected, but not quantified in, swiss chards (Beta vulgaris ssp. cicla). This could make isolampranthin II a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Isolampranthin II.
CAS NumberNot Available
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility0.051 g/LALOGPS
logP1.46ALOGPS
logP-2.8ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)1.46ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count16ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area284.91 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity197.72 m³·mol⁻¹ChemAxon
Polarizability70.97 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC56H100O6
IUPAC name(1E,2S)-1-{2-[(2R,4E)-2,6-dicarboxy-1,2,3,4-tetrahydropyridin-4-ylidene]ethylidene}-6-hydroxy-5-{[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-2,3-dihydro-1H-1lambda5-indol-1-ylium-2-carboxylate
InChI IdentifierInChI=1S/C56H100O6/c1-4-7-10-13-16-19-22-24-26-28-30-32-34-37-40-43-46-49-55(58)61-52-53(51-60-54(57)48-45-42-39-36-21-18-15-12-9-6-3)62-56(59)50-47-44-41-38-35-33-31-29-27-25-23-20-17-14-11-8-5-2/h16,19,24-27,30,32,53H,4-15,17-18,20-23,28-29,31,33-52H2,1-3H3/b19-16-,26-24-,27-25-,32-30-/t53-/m0/s1
InChI KeyGVATYCQPFPPDCU-LJWDURGFSA-N
Isomeric SMILES[H][C@](COC(=O)CCCCCCCCCCCC)(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC
Average Molecular Weight869.41
Monoisotopic Molecular Weight868.75199094
Classification
Description Belongs to the class of organic compounds known as betacyanins and derivatives. These are organic compounds containing a glycoside of indolium-2-carboxylic acid attached, with the nitrogen ring of the indolium ring attached to an ethylpyridine-2,6-dicarboxylic acid derivative. Betacyanins are red nitrogenous pigments found in certain plants, such as beetroots.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassBetalains
Sub ClassBetacyanins and derivatives
Direct ParentBetacyanins and derivatives
Alternative Parents
Substituents
  • Betacyanin
  • Phenolic glycoside
  • Tetracarboxylic acid or derivatives
  • Cinnamic acid ester
  • Indolecarboxylic acid derivative
  • Indolecarboxylic acid
  • Hydroxycinnamic acid or derivatives
  • Coumaric acid or derivatives
  • Cinnamic acid or derivatives
  • O-glycosyl compound
  • Glycosyl compound
  • Alpha-amino acid or derivatives
  • Alpha-amino acid
  • Methoxyphenol
  • D-alpha-amino acid
  • L-alpha-amino acid
  • Indole or derivatives
  • Anisole
  • Methoxybenzene
  • Styrene
  • Phenol ether
  • Phenoxy compound
  • Fatty acid ester
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Tetrahydropyridine
  • Monocyclic benzene moiety
  • Fatty acyl
  • Hydropyridine
  • Benzenoid
  • Monosaccharide
  • Oxane
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Shiff base
  • Carboxylic acid ester
  • Secondary alcohol
  • Carboxylic acid salt
  • Amino acid
  • Amino acid or derivatives
  • Organic 1,3-dipolar compound
  • Organoheterocyclic compound
  • Acetal
  • Propargyl-type 1,3-dipolar organic compound
  • Azacycle
  • Ether
  • Enamine
  • Secondary aliphatic amine
  • Oxacycle
  • Carboxylic acid derivative
  • Carboxylic acid
  • Polyol
  • Secondary amine
  • Amine
  • Hydrocarbon derivative
  • Carbonyl group
  • Alcohol
  • Organic nitrogen compound
  • Organic oxide
  • Organic salt
  • Organic oxygen compound
  • Organic zwitterion
  • Organopnictogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MSNot Available
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0000000900-332e3528804814868b8c2017-06-28View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0000001900-a361b3a8eb6c50ed92bb2017-06-28View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00ks-0514209700-0d9209c24fcacf106db72017-06-28View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0000000900-258b3c3e29ed98882b832017-06-28View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-1000000900-b83672c12164f89331872017-06-28View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4u-9101100400-e7cdd1e9111a74ba53792017-06-28View Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH 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
Milk (Cow)0.23000 - 32.00000 uM15.658 uM30994344
Swiss chardExpected but not quantifiedNot AvailablePHYTOHUB
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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