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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:32:12 UTC
Update Date2022-03-07 02:52:15 UTC
HMDB IDHMDB0029711
Secondary Accession Numbers
  • HMDB29711
Metabolite Identification
Common NameMaritimetin
DescriptionMaritimetin belongs to the class of organic compounds known as aurone flavonoids. These are flavonoids containing a 2-Benzylidene-1-benzofuran-3-one based core. Aurone flavonoids provide the bright yellow color of some important ornamental flowers, such as snapdragon (Antirrhinum majus). Maritimetin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on Maritimetin.
Structure
Data?1582753454
Synonyms
ValueSource
6,7-Dihydroxy-2[(3,4-dihydroxyphenyl)methylene]-3(2H)-benzofuranone, 9ciHMDB
Chemical FormulaC15H10O6
Average Molecular Weight286.2363
Monoisotopic Molecular Weight286.047738052
IUPAC Name(2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-6,7-dihydroxy-2,3-dihydro-1-benzofuran-3-one
Traditional Namemaritimetin
CAS Registry Number576-02-3
SMILES
OC1=CC=C(\C=C2/OC3=C(O)C(O)=CC=C3C2=O)C=C1O
InChI Identifier
InChI=1S/C15H10O6/c16-9-3-1-7(5-11(9)18)6-12-13(19)8-2-4-10(17)14(20)15(8)21-12/h1-6,16-18,20H/b12-6-
InChI KeyPNIFOHGQPKXLJE-SDQBBNPISA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aurone flavonoids. These are flavonoids containing a 2-Benzylidene-1-benzofuran-3-one based core. Aurone flavonoids provide the bright yellow color of some important ornamental flowers, such as snapdragon (Antirrhinum majus).
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassAurone flavonoids
Sub ClassNot Available
Direct ParentAurone flavonoids
Alternative Parents
Substituents
  • Aurone
  • Benzofuran
  • Coumaran
  • Catechol
  • Aryl ketone
  • 1-hydroxy-4-unsubstituted benzenoid
  • Phenol
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Monocyclic benzene moiety
  • Ketone
  • Oxacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxygen compound
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point292 °CNot Available
Boiling Point420.96 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility0.4 mg/L @ 25 °C (exp)The Good Scents Company Information System
LogP4.480The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.13 g/LALOGPS
logP2.7ALOGPS
logP1.99ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)7.82ChemAxon
pKa (Strongest Basic)-5.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area107.22 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity74.97 m³·mol⁻¹ChemAxon
Polarizability27.86 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
DeepCCS[M+H]+161.81530932474
DeepCCS[M-H]-159.45730932474
DeepCCS[M-2H]-192.88530932474
DeepCCS[M+Na]+168.11330932474
AllCCS[M+H]+165.832859911
AllCCS[M+H-H2O]+162.032859911
AllCCS[M+NH4]+169.332859911
AllCCS[M+Na]+170.332859911
AllCCS[M-H]-164.332859911
AllCCS[M+Na-2H]-163.632859911
AllCCS[M+HCOO]-163.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
MaritimetinOC1=CC=C(\C=C2/OC3=C(O)C(O)=CC=C3C2=O)C=C1O5138.3Standard polar33892256
MaritimetinOC1=CC=C(\C=C2/OC3=C(O)C(O)=CC=C3C2=O)C=C1O3018.1Standard non polar33892256
MaritimetinOC1=CC=C(\C=C2/OC3=C(O)C(O)=CC=C3C2=O)C=C1O3050.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Maritimetin,1TMS,isomer #1C[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O)=C3O)C2=O)C=C1O3084.5Semi standard non polar33892256
Maritimetin,1TMS,isomer #2C[Si](C)(C)OC1=C(O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O3020.3Semi standard non polar33892256
Maritimetin,1TMS,isomer #3C[Si](C)(C)OC1=CC=C2C(=O)/C(=C/C3=CC=C(O)C(O)=C3)OC2=C1O3038.6Semi standard non polar33892256
Maritimetin,1TMS,isomer #4C[Si](C)(C)OC1=CC(/C=C2\OC3=C(C=CC(O)=C3O)C2=O)=CC=C1O3084.8Semi standard non polar33892256
Maritimetin,2TMS,isomer #1C[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O[Si](C)(C)C)=C3O)C2=O)C=C1O3068.9Semi standard non polar33892256
Maritimetin,2TMS,isomer #2C[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O)=C3O[Si](C)(C)C)C2=O)C=C1O3040.1Semi standard non polar33892256
Maritimetin,2TMS,isomer #3C[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O)=C3O)C2=O)C=C1O[Si](C)(C)C3017.0Semi standard non polar33892256
Maritimetin,2TMS,isomer #4C[Si](C)(C)OC1=CC=C2C(=O)/C(=C/C3=CC=C(O)C(O)=C3)OC2=C1O[Si](C)(C)C2936.9Semi standard non polar33892256
Maritimetin,2TMS,isomer #5C[Si](C)(C)OC1=CC(/C=C2\OC3=C(C=CC(O)=C3O[Si](C)(C)C)C2=O)=CC=C1O3050.6Semi standard non polar33892256
Maritimetin,2TMS,isomer #6C[Si](C)(C)OC1=CC(/C=C2\OC3=C(C=CC(O[Si](C)(C)C)=C3O)C2=O)=CC=C1O3070.7Semi standard non polar33892256
Maritimetin,3TMS,isomer #1C[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O[Si](C)(C)C)=C3O[Si](C)(C)C)C2=O)C=C1O3009.2Semi standard non polar33892256
Maritimetin,3TMS,isomer #2C[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O[Si](C)(C)C)=C3O)C2=O)C=C1O[Si](C)(C)C3014.5Semi standard non polar33892256
Maritimetin,3TMS,isomer #3C[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O)=C3O[Si](C)(C)C)C2=O)C=C1O[Si](C)(C)C3003.5Semi standard non polar33892256
Maritimetin,3TMS,isomer #4C[Si](C)(C)OC1=CC(/C=C2\OC3=C(C=CC(O[Si](C)(C)C)=C3O[Si](C)(C)C)C2=O)=CC=C1O2996.2Semi standard non polar33892256
Maritimetin,4TMS,isomer #1C[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O[Si](C)(C)C)=C3O[Si](C)(C)C)C2=O)C=C1O[Si](C)(C)C3005.1Semi standard non polar33892256
Maritimetin,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O)=C3O)C2=O)C=C1O3391.3Semi standard non polar33892256
Maritimetin,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=C(O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O3337.3Semi standard non polar33892256
Maritimetin,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)/C(=C/C3=CC=C(O)C(O)=C3)OC2=C1O3377.2Semi standard non polar33892256
Maritimetin,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC(/C=C2\OC3=C(C=CC(O)=C3O)C2=O)=CC=C1O3389.2Semi standard non polar33892256
Maritimetin,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O)C2=O)C=C1O3647.6Semi standard non polar33892256
Maritimetin,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O)=C3O[Si](C)(C)C(C)(C)C)C2=O)C=C1O3598.9Semi standard non polar33892256
Maritimetin,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O)=C3O)C2=O)C=C1O[Si](C)(C)C(C)(C)C3578.1Semi standard non polar33892256
Maritimetin,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)/C(=C/C3=CC=C(O)C(O)=C3)OC2=C1O[Si](C)(C)C(C)(C)C3496.6Semi standard non polar33892256
Maritimetin,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC1=CC(/C=C2\OC3=C(C=CC(O)=C3O[Si](C)(C)C(C)(C)C)C2=O)=CC=C1O3611.7Semi standard non polar33892256
Maritimetin,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC1=CC(/C=C2\OC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O)C2=O)=CC=C1O3657.2Semi standard non polar33892256
Maritimetin,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O[Si](C)(C)C(C)(C)C)C2=O)C=C1O3779.5Semi standard non polar33892256
Maritimetin,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O)C2=O)C=C1O[Si](C)(C)C(C)(C)C3804.6Semi standard non polar33892256
Maritimetin,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O)=C3O[Si](C)(C)C(C)(C)C)C2=O)C=C1O[Si](C)(C)C(C)(C)C3782.2Semi standard non polar33892256
Maritimetin,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC(/C=C2\OC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O[Si](C)(C)C(C)(C)C)C2=O)=CC=C1O3771.5Semi standard non polar33892256
Maritimetin,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O[Si](C)(C)C(C)(C)C)C2=O)C=C1O[Si](C)(C)C(C)(C)C3937.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Maritimetin GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ab9-0690000000-ed4a8aca77bb03f06c5b2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Maritimetin GC-MS (4 TMS) - 70eV, Positivesplash10-0fb9-3240290000-3cd9f766c231db8a62ac2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Maritimetin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Maritimetin 10V, Positive-QTOFsplash10-000i-0490000000-892b73ee2ec0f021129e2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Maritimetin 20V, Positive-QTOFsplash10-0udr-0950000000-1374cae8cb0f1cc4ca9e2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Maritimetin 40V, Positive-QTOFsplash10-05w3-7900000000-ffc17e77e092372002a12016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Maritimetin 10V, Negative-QTOFsplash10-000i-0190000000-5a2ccc7015f754631c902016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Maritimetin 20V, Negative-QTOFsplash10-000i-0390000000-f5ed4180e22ab4cc18782016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Maritimetin 40V, Negative-QTOFsplash10-08fr-0920000000-09d0fdb49333883af6092016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Maritimetin 10V, Positive-QTOFsplash10-000i-0090000000-ad6070afb384abda8f3b2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Maritimetin 20V, Positive-QTOFsplash10-000i-0390000000-5692d7b2f18a696b02ff2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Maritimetin 40V, Positive-QTOFsplash10-004i-3590000000-e6f779702d05658042ad2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Maritimetin 10V, Negative-QTOFsplash10-000i-0090000000-3713e1ac18e8a67ad4542021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Maritimetin 20V, Negative-QTOFsplash10-01p9-0490000000-8af43e75bb18929acf512021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Maritimetin 40V, Negative-QTOFsplash10-0h00-1390000000-374398da2563d4950d232021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB000905
KNApSAcK IDC00008029
Chemspider ID4444678
KEGG Compound IDC08720
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5281292
PDB IDNot Available
ChEBI ID6694
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1666661
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .