Morin (CHEM024813)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 21:56:42 UTC
Update Date2016-11-09 01:17:57 UTC
Accession NumberCHEM024813
Identification
Common NameMorin
ClassSmall Molecule
DescriptionA pentahydroxyflavone that is 7-hydroxyflavonol bearing three additional hydroxy substituents at positions 2' 4' and 5.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2',3,4',5,7-PentahydroxyflavoneChEBI
2',4',3,5,7-PentahydroxyflavoneChEBI
2',4',5,7-Tetrahydroxyflavan-3-olChEBI
2',4',5,7-TetrahydroxyflavonolChEBI
2-(2,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-oneChEBI
3,5,7,2',4'-PentahydroxyflavoneChEBI
C.I.Natural yellow 8ChEBI
2',3,4',5,7-Pentahydroxy-flavoneHMDB
2',4',5, 7-Tetrahydroxyflavan-3-olHMDB
2'-Hydroxypelargidenolon 1522HMDB
2-(2,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one, 9ciHMDB
2-(2,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-oneHMDB
3,5 7 2 4-PentahydroxyflavoneHMDB
3,5,7,2',4'-PentahydroxyflavonolHMDB
Al-morinHMDB
AuranticaHMDB
Bois D,arcHMDB
C.I. 75660HMDB
C.I. natural yellow 11HMDB
C.I. natural yellow 8HMDB
calico YellowHMDB
Morin hydrateHMDB, MeSH
Morin, reagHMDB
Osage orangeHMDB
Osage orange crystalsHMDB
Osage orange extractHMDB
Toxylon pomiferumHMDB
3,2',4',5,7-PentahydroxyflavoneMeSH
Chemical FormulaC15H10O7
Average Molecular Mass302.236 g/mol
Monoisotopic Mass302.043 g/mol
CAS Registry Number480-16-0
IUPAC Name2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one
Traditional Namebois d,arc
SMILESOC1=CC(O)=C(C=C1)C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1
InChI IdentifierInChI=1S/C15H10O7/c16-6-1-2-8(9(18)3-6)15-14(21)13(20)12-10(19)4-7(17)5-11(12)22-15/h1-5,16-19,21H
InChI KeyYXOLAZRVSSWPPT-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavones
Direct ParentFlavonols
Alternative Parents
Substituents
  • 3-hydroxyflavone
  • 3-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Hydroxyflavonoid
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Resorcinol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Pyranone
  • Monocyclic benzene moiety
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Vinylogous acid
  • Polyol
  • Organoheterocyclic compound
  • Oxacycle
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.3 g/LALOGPS
logP2.23ALOGPS
logP2.16ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)6.43ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area127.45 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity76.86 m³·mol⁻¹ChemAxon
Polarizability28.38 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (5 TMS)splash10-0560-3953230000-e5cc9aec411435ccf00eSpectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0560-3953230000-e5cc9aec411435ccf00eSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0079-0490000000-3a567ae73e283a90d7b8Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (5 TMS) - 70eV, Positivesplash10-00l2-2083079000-0968a32b41727ab72dd4Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 20V, Negativesplash10-0fk9-0193000000-da94b75048715f96e77fSpectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 40V, Negativesplash10-0002-0910000000-f4855d0bab3b1b8fa113Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-0udj-0159000000-3b5e183acbd84887fe16Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 20V, Negativesplash10-0fk9-0193000000-da94b75048715f96e77fSpectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 40V, Negativesplash10-0002-0910000000-f4855d0bab3b1b8fa113Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-0udj-0159000000-3b5e183acbd84887fe16Spectrum
LC-MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Negativesplash10-0udi-0921000000-ff2132edb15ca1469eefSpectrum
LC-MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Positivesplash10-0udi-0984000000-e2028244f5bef38ea281Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0fmi-0690000000-469ad7488f8e897e6b2dSpectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0udi-0229000000-a8199e25b519a14a7898Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0udi-0349000000-af5335d9f71bb7b4900bSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-0fk9-0193000000-da94b75048715f96e77fSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-0002-0910000000-f4855d0bab3b1b8fa113Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-08g0-0190000000-32079ac53e69b8956692Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-000b-0090000000-7d9c05a11578bc5a5791Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0a4r-0290000000-4f5d8d64c096e355566fSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0udi-0957000000-45912935a7fbe94f54b0Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT 21V, positivesplash10-0a4r-0190000000-b3e349d09acc7ec37ac4Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-IT 21V, positivesplash10-0a4r-0290000000-3ee674d38fa696ed6b1eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0029000000-f3c546f2f72d95625bd8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0069000000-59d6756b632a0911dd84Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-4590000000-74b52db35534b4faccd7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0009000000-8f8cf654c4d87d51c34aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0139000000-baaa885f7a846d9e7e5aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001r-5970000000-bcf1a1d494fa93b47574Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0030796
FooDB IDFDB002736
Phenol Explorer ID310
KNApSAcK IDC00004624
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkMorin_(flavonol)
Chemspider ID4444989
ChEBI ID75092
PubChem Compound ID5281670
Kegg Compound IDC10105
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=15516722
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=16806951
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=18629640
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=19539802
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=19774509
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22740350
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23030699
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23254912
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=23279849
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=23352912
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=23384060
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=23432089
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=23590821
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=23757948
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=23952478
16. Kang DG, Moon MK, Sohn EJ, Lee DH, Lee HS: Effects of morin on blood pressure and metabolic changes in fructose-induced hypertensive rats. Biol Pharm Bull. 2004 Nov;27(11):1779-83.
17. Jung HJ, Kim SJ, Song YS, Park EH, Lim CJ: Evaluation of the antiangiogenic, anti-inflammatory, and antinociceptive activities of morin. Planta Med. 2010 Feb;76(3):273-5. doi: 10.1055/s-0029-1186079. Epub 2009 Sep 11.
18. Lee HS, Jung KH, Park IS, Kwon SW, Lee DH, Hong SS: Protective effect of morin on dimethylnitrosamine-induced hepatic fibrosis in rats. Dig Dis Sci. 2009 Apr;54(4):782-8. doi: 10.1007/s10620-008-0404-x. Epub 2008 Jul 17.
19. Gottlieb M, Leal-Campanario R, Campos-Esparza MR, Sanchez-Gomez MV, Alberdi E, Arranz A, Delgado-Garcia JM, Gruart A, Matute C: Neuroprotection by two polyphenols following excitotoxicity and experimental ischemia. Neurobiol Dis. 2006 Aug;23(2):374-86. Epub 2006 Jun 27.
20. Sivaramakrishnan V, Niranjali Devaraj S: Morin regulates the expression of NF-kappaB-p65, COX-2 and matrix metalloproteinases in diethylnitrosamine induced rat hepatocellular carcinoma. Chem Biol Interact. 2009 Aug 14;180(3):353-9. doi: 10.1016/j.cbi.2009.02.004. Epub 2009 Feb 21.
21. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.