Survey with prize
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version4.0
StatusPredicted
Creation Date2017-09-18 05:29:01 UTC
Update Date2019-11-12 17:23:07 UTC
HMDB IDHMDB0134679
Secondary Accession NumbersNone
Metabolite Identification
Common Name6,7,8,11,12,13,19,28,29,35-decahydroxy-18-(hydroxymethyl)-17,33,37,40,41,43-hexaoxaundecacyclo[19.16.3.3⁵,²⁰.2²⁴,²⁷.0¹,²².0⁴,³⁸.0¹⁰,¹⁵.0²³,³⁶.0²⁵,³⁴.0²⁶,³¹.0⁹,⁴⁵]pentatetraconta-5,7,9(45),10,12,14,23(36),24,26,28,30,34-dodecaene-2,3,16,32,39,42,44-heptone
Description6,7,8,11,12,13,19,28,29,35-decahydroxy-18-(hydroxymethyl)-17,33,37,40,41,43-hexaoxaundecacyclo[19.16.3.3⁵,²⁰.2²⁴,²⁷.0¹,²².0⁴,³⁸.0¹⁰,¹⁵.0²³,³⁶.0²⁵,³⁴.0²⁶,³¹.0⁹,⁴⁵]pentatetraconta-5,7,9(45),10,12,14,23(36),24,26,28,30,34-dodecaene-2,3,16,32,39,42,44-heptone belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. 6,7,8,11,12,13,19,28,29,35-decahydroxy-18-(hydroxymethyl)-17,33,37,40,41,43-hexaoxaundecacyclopentatetraconta-5,7,9(45),10,12,14,23(36),24,26,28,30,34-dodecaene-2,3,16,32,39,42,44-heptone is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3,6,7,8,11,12,13,19,28,29,35-undecahydroxy-18-(hydroxymethyl)-17,33,37,40,41,43-hexaoxaundecacyclopentatetraconta-3,5,7,9(45),10,12,14,23(36),24,26,28,30,34-tridecaene-2,16,32,39,42,44-hexone. It is generated by unspecified-gutmicro enzyme via a keto-enol-tautomerization-pattern1 reaction. 6,7,8,11,12,13,19,28,29,35-decahydroxy-18-(hydroxymethyl)-17,33,37,40,41,43-hexaoxaundecacyclo[19.16.3.3⁵,²⁰.2²⁴,²⁷.0¹,²².0⁴,³⁸.0¹⁰,¹⁵.0²³,³⁶.0²⁵,³⁴.0²⁶,³¹.0⁹,⁴⁵]pentatetraconta-5,7,9(45),10,12,14,23(36),24,26,28,30,34-dodecaene-2,3,16,32,39,42,44-heptone is an extremely weak basic (essentially neutral) compound (based on its pKa). This keto-enol-tautomerization-pattern1 occurs in human gut microbiota.
Structure
Data?1563876253
SynonymsNot Available
Chemical FormulaC40H22O24
Average Molecular Weight886.592
Monoisotopic Molecular Weight886.050101588
IUPAC Name6,7,8,11,12,13,19,28,29,35-decahydroxy-18-(hydroxymethyl)-17,33,37,40,41,43-hexaoxaundecacyclo[19.16.3.3^{5,20}.2^{24,27}.0^{1,22}.0^{4,38}.0^{10,15}.0^{23,36}.0^{25,34}.0^{26,31}.0^{9,45}]pentatetraconta-5,7,9(45),10,12,14,23(36),24,26,28,30,34-dodecaene-2,3,16,32,39,42,44-heptone
Traditional Name6,7,8,11,12,13,19,28,29,35-decahydroxy-18-(hydroxymethyl)-17,33,37,40,41,43-hexaoxaundecacyclo[19.16.3.3^{5,20}.2^{24,27}.0^{1,22}.0^{4,38}.0^{10,15}.0^{23,36}.0^{25,34}.0^{26,31}.0^{9,45}]pentatetraconta-5,7,9(45),10,12,14,23(36),24,26,28,30,34-dodecaene-2,3,16,32,39,42,44-heptone
CAS Registry NumberNot Available
SMILES
OCC1OC(=O)C2=CC(O)=C(O)C(O)=C2C2=C3C(C4C5C(=O)OC(C6C7=C(OC56C(=O)C4=O)C(O)=C4OC(=O)C5=CC(O)=C(O)C6=C5C4=C7C(=O)O6)C(OC3=O)C1O)=C(O)C(O)=C2O
InChI Identifier
InChI=1S/C40H22O24/c41-3-8-22(46)33-32-18-17-15-13-10-5(2-7(43)21(45)29(10)61-38(15)57)36(55)60-30(13)28(52)31(17)64-40(18)19(39(58)62-32)16(26(50)34(40)53)12-14(37(56)63-33)11(24(48)27(51)25(12)49)9-4(35(54)59-8)1-6(42)20(44)23(9)47/h1-2,8,16,18-19,22,32-33,41-49,51-52H,3H2
InChI KeyNSHVBZCDMVDLHD-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassTannins
Sub ClassHydrolyzable tannins
Direct ParentHydrolyzable tannins
Alternative Parents
Substituents
  • Hydrolyzable tannin
  • Ellagic_acid
  • Furanocoumarin
  • Linear furanocoumarin
  • Psoralen
  • 7,8-dihydroxycoumarin
  • Gallic acid or derivatives
  • Coumarin
  • Isocoumarin
  • Benzopyran
  • 1-benzopyran
  • 2-benzopyran
  • Tricarboxylic acid or derivatives
  • Coumaran
  • Pyranone
  • Alkyl aryl ether
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Delta valerolactone
  • Delta_valerolactone
  • Benzenoid
  • Pyran
  • Oxane
  • Heteroaromatic compound
  • Secondary alcohol
  • Carboxylic acid ester
  • Lactone
  • Ketone
  • Ether
  • Polyol
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Oxacycle
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Carbonyl group
  • Primary alcohol
  • Hydrocarbon derivative
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.54ALOGPS
logP1.75ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)2.94ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count19ChemAxon
Hydrogen Donor Count11ChemAxon
Polar Surface Area397.4 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity197.95 m³·mol⁻¹ChemAxon
Polarizability78.45 ųChemAxon
Number of Rings11ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00kr-0000000090-ebd2c09d3b7faa752482Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0aor-0000000090-a19cd3560caaf73eb522Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05r0-0020040090-1e97fc642e86bc1e1299Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0000000090-ab1c1e0bac6724631006Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05n3-0000000090-065531250f23b1897eb0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0cfr-0000020190-346d20c429219cb9820eSpectrum
Biological Properties
Cellular LocationsNot Available
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 IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131838386
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Djoumbou Feunang, Yannick (2017). Cheminformatics Tools for Enabling Metabolomics, 2017 (PhD thesis). University of Alberta.