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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:30:33 UTC
Update Date2022-09-22 18:34:56 UTC
HMDB IDHMDB0029461
Secondary Accession Numbers
  • HMDB29461
Metabolite Identification
Common NameZapotin
DescriptionZapotin belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. Thus, zapotin is considered to be a flavonoid. Based on a literature review a significant number of articles have been published on Zapotin.
Structure
Data?1582753421
Synonyms
ValueSource
562'6'-TetramethoxyflavoneHMDB
2',5,6,6'-TetramethoxyflavoneHMDB
5,6,2',6'-TetramethoxyflavoneHMDB
Chemical FormulaC19H18O6
Average Molecular Weight342.3426
Monoisotopic Molecular Weight342.110338308
IUPAC Name2-(2,6-dimethoxyphenyl)-5,6-dimethoxy-4H-chromen-4-one
Traditional Namezapotin
CAS Registry Number14813-19-5
SMILES
COC1=CC=CC(OC)=C1C1=CC(=O)C2=C(O1)C=CC(OC)=C2OC
InChI Identifier
InChI=1S/C19H18O6/c1-21-12-6-5-7-13(22-2)18(12)16-10-11(20)17-14(25-16)8-9-15(23-3)19(17)24-4/h5-10H,1-4H3
InChI KeyPBQMALAAFQMDSP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassO-methylated flavonoids
Direct Parent6-O-methylated flavonoids
Alternative Parents
Substituents
  • 2p-methoxyflavonoid-skeleton
  • 5-methoxyflavonoid-skeleton
  • 6-methoxyflavonoid-skeleton
  • Flavone
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • M-dimethoxybenzene
  • Dimethoxybenzene
  • Phenoxy compound
  • Anisole
  • Phenol ether
  • Methoxybenzene
  • Pyranone
  • Alkyl aryl ether
  • Pyran
  • Monocyclic benzene moiety
  • Benzenoid
  • Heteroaromatic compound
  • Vinylogous ester
  • Oxacycle
  • Ether
  • Organoheterocyclic compound
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point150 - 151 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility10.17 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.011 g/LALOGPS
logP3.13ALOGPS
logP2.34ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)14.06ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area63.22 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity92.82 m³·mol⁻¹ChemAxon
Polarizability35.16 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+179.86131661259
DarkChem[M-H]-180.35631661259
DeepCCS[M+H]+178.74630932474
DeepCCS[M-H]-176.38830932474
DeepCCS[M-2H]-210.43730932474
DeepCCS[M+Na]+185.66530932474
AllCCS[M+H]+179.532859911
AllCCS[M+H-H2O]+176.132859911
AllCCS[M+NH4]+182.732859911
AllCCS[M+Na]+183.632859911
AllCCS[M-H]-183.732859911
AllCCS[M+Na-2H]-183.232859911
AllCCS[M+HCOO]-182.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
ZapotinCOC1=CC=CC(OC)=C1C1=CC(=O)C2=C(O1)C=CC(OC)=C2OC4187.5Standard polar33892256
ZapotinCOC1=CC=CC(OC)=C1C1=CC(=O)C2=C(O1)C=CC(OC)=C2OC3001.9Standard non polar33892256
ZapotinCOC1=CC=CC(OC)=C1C1=CC(=O)C2=C(O1)C=CC(OC)=C2OC3036.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Zapotin EI-B (Non-derivatized)splash10-004l-5309000000-039844ece4ee14c18c932017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Zapotin EI-B (Non-derivatized)splash10-004l-5309000000-039844ece4ee14c18c932018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Zapotin GC-MS (Non-derivatized) - 70eV, Positivesplash10-03fs-0749000000-9f3c81b682ea2dde76aa2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Zapotin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Zapotin Linear Ion Trap , negative-QTOFsplash10-0002-0290000000-fe5a8ef0e8b7f4d5562a2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Zapotin Linear Ion Trap , positive-QTOFsplash10-004i-0019000000-75478a4d1feed28aae682017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Zapotin Linear Ion Trap , positive-QTOFsplash10-0udi-0009000000-ff7bc5b0aba1bfcbfafc2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Zapotin Linear Ion Trap , positive-QTOFsplash10-014i-0009000000-4b260820cf92e8e29e1a2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Zapotin Linear Ion Trap , positive-QTOFsplash10-014i-0009000000-546b219408edb43840502017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Zapotin , positive-QTOFsplash10-002o-0869000000-031c613fc03945211e162017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Zapotin , positive-QTOFsplash10-0gbi-0009000000-085f019680690afeebed2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Zapotin 40V, Positive-QTOFsplash10-000i-0983000000-ffa493775664aaa749282021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Zapotin 20V, Positive-QTOFsplash10-002f-0019000000-f4c316ded895a092ae152021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Zapotin 10V, Positive-QTOFsplash10-0006-0009000000-c4f9f62ab7f7ffbdf5652021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zapotin 10V, Positive-QTOFsplash10-0006-0009000000-3877af1603925799e27d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zapotin 20V, Positive-QTOFsplash10-0006-0009000000-a7970b1be2c3f39929fd2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zapotin 40V, Positive-QTOFsplash10-01q9-5964000000-e1366ab7c0cfe60659d42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zapotin 10V, Negative-QTOFsplash10-0006-0009000000-b86ca1dfe7226aad79a52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zapotin 20V, Negative-QTOFsplash10-0006-0009000000-29d5fa756e23ca5e306e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zapotin 40V, Negative-QTOFsplash10-08gi-8895000000-5b35111a0f02c59531542016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zapotin 10V, Positive-QTOFsplash10-0006-0009000000-64ce196904b844e805632021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zapotin 20V, Positive-QTOFsplash10-0006-0009000000-64ce196904b844e805632021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zapotin 40V, Positive-QTOFsplash10-001l-0915000000-40bcbcf78c1d916f83132021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zapotin 10V, Negative-QTOFsplash10-0006-0009000000-4171543d755835487b3f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zapotin 20V, Negative-QTOFsplash10-0006-0009000000-c5b5ad63fcfd5ebb022b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zapotin 40V, Negative-QTOFsplash10-0ufr-0392000000-fea683836adfb19e83542021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB000582
KNApSAcK IDC00003857
Chemspider ID547068
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkZapotin
METLIN IDNot Available
PubChem Compound629965
PDB IDNot Available
ChEBI ID465962
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1809661
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Murillo G, Hirschelman WH, Ito A, Moriarty RM, Kinghorn AD, Pezzuto JM, Mehta RG: Zapotin, a phytochemical present in a Mexican fruit, prevents colon carcinogenesis. Nutr Cancer. 2007;57(1):28-37. [PubMed:17516860 ]
  2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .