Hmdb loader
Survey
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
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:10:44 UTC
Update Date2022-03-07 02:53:42 UTC
HMDB IDHMDB0033444
Secondary Accession Numbers
  • HMDB33444
Metabolite Identification
Common Name15-Acetyl-4-deoxynivalenol
Description2'-Deoxyguanosine belongs to the class of organic compounds known as purine 2'-deoxyribonucleosides. Purine 2'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 2. 2'-Deoxyguanosine is a moderately basic compound (based on its pKa). In humans, 2'-deoxyguanosine is involved in the metabolic disorder called xanthine dehydrogenase deficiency (xanthinuria). Outside of the human body, 2'-Deoxyguanosine has been detected, but not quantified in, a few different foods, such as green beans, pulses, and yellow wax beans. This could make 2'-deoxyguanosine a potential biomarker for the consumption of these foods.
Structure
Data?1563862407
Synonyms
ValueSource
15-Acetoxy-12,13-epoxy-3,7-dihydroxy-9-trichothecen-8-oneHMDB
15-AcetyldeoxynivalenolHMDB
15-AcetylvomitoxinHMDB
15-MonoacetyldeoxynivalenolMeSH, HMDB
15ADONMeSH, HMDB
15-ADONMeSH, HMDB
{3',10'-dihydroxy-1',5'-dimethyl-4'-oxo-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-yl}methyl acetic acidGenerator
Chemical FormulaC17H22O7
Average Molecular Weight338.3524
Monoisotopic Molecular Weight338.136553058
IUPAC Name3',10'-dihydroxy-1',5'-dimethyl-4'-oxo-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-ylmethyl acetate
Traditional Name3',10'-dihydroxy-1',5'-dimethyl-4'-oxo-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-ylmethyl acetate
CAS Registry Number88337-96-6
SMILES
CC(=O)OCC12C(O)C(=O)C(C)=CC1OC1C(O)CC2(C)C11CO1
InChI Identifier
InChI=1S/C17H22O7/c1-8-4-11-16(6-22-9(2)18,13(21)12(8)20)15(3)5-10(19)14(24-11)17(15)7-23-17/h4,10-11,13-14,19,21H,5-7H2,1-3H3
InChI KeyIDGRYIRJIFKTAN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as purine 2'-deoxyribonucleosides. Purine 2'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 2.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleosides
Sub ClassPurine 2'-deoxyribonucleosides
Direct ParentPurine 2'-deoxyribonucleosides
Alternative Parents
Substituents
  • Purine 2'-deoxyribonucleoside
  • 6-oxopurine
  • Hypoxanthine
  • Purinone
  • Imidazopyrimidine
  • Purine
  • Aminopyrimidine
  • Pyrimidone
  • N-substituted imidazole
  • Pyrimidine
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Vinylogous amide
  • Tetrahydrofuran
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Amine
  • Primary amine
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Alcohol
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point140 - 141 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility6.31 g/LALOGPS
logP-0.54ALOGPS
logP-0.53ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)12.74ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area105.59 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity80.77 m³·mol⁻¹ChemAxon
Polarizability33.29 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+177.84731661259
DarkChem[M-H]-171.8331661259
DeepCCS[M-2H]-203.44830932474
DeepCCS[M+Na]+178.67530932474
AllCCS[M+H]+177.332859911
AllCCS[M+H-H2O]+174.432859911
AllCCS[M+NH4]+180.132859911
AllCCS[M+Na]+180.832859911
AllCCS[M-H]-182.332859911
AllCCS[M+Na-2H]-182.132859911
AllCCS[M+HCOO]-182.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
15-Acetyl-4-deoxynivalenolCC(=O)OCC12C(O)C(=O)C(C)=CC1OC1C(O)CC2(C)C11CO14024.2Standard polar33892256
15-Acetyl-4-deoxynivalenolCC(=O)OCC12C(O)C(=O)C(C)=CC1OC1C(O)CC2(C)C11CO12256.2Standard non polar33892256
15-Acetyl-4-deoxynivalenolCC(=O)OCC12C(O)C(=O)C(C)=CC1OC1C(O)CC2(C)C11CO12422.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
15-Acetyl-4-deoxynivalenol,1TMS,isomer #1CC(=O)OCC12C(C=C(C)C(=O)C1O[Si](C)(C)C)OC1C(O)CC2(C)C12CO22626.7Semi standard non polar33892256
15-Acetyl-4-deoxynivalenol,1TMS,isomer #2CC(=O)OCC12C(C=C(C)C(=O)C1O)OC1C(O[Si](C)(C)C)CC2(C)C12CO22595.4Semi standard non polar33892256
15-Acetyl-4-deoxynivalenol,1TMS,isomer #3CC(=O)OCC12C(O)=C(O[Si](C)(C)C)C(C)=CC1OC1C(O)CC2(C)C12CO22528.4Semi standard non polar33892256
15-Acetyl-4-deoxynivalenol,2TMS,isomer #1CC(=O)OCC12C(C=C(C)C(=O)C1O[Si](C)(C)C)OC1C(O[Si](C)(C)C)CC2(C)C12CO22614.9Semi standard non polar33892256
15-Acetyl-4-deoxynivalenol,2TMS,isomer #2CC(=O)OCC12C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(C)=CC1OC1C(O)CC2(C)C12CO22507.2Semi standard non polar33892256
15-Acetyl-4-deoxynivalenol,2TMS,isomer #3CC(=O)OCC12C(O)=C(O[Si](C)(C)C)C(C)=CC1OC1C(O[Si](C)(C)C)CC2(C)C12CO22526.4Semi standard non polar33892256
15-Acetyl-4-deoxynivalenol,3TMS,isomer #1CC(=O)OCC12C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(C)=CC1OC1C(O[Si](C)(C)C)CC2(C)C12CO22521.0Semi standard non polar33892256
15-Acetyl-4-deoxynivalenol,3TMS,isomer #1CC(=O)OCC12C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(C)=CC1OC1C(O[Si](C)(C)C)CC2(C)C12CO22603.7Standard non polar33892256
15-Acetyl-4-deoxynivalenol,1TBDMS,isomer #1CC(=O)OCC12C(C=C(C)C(=O)C1O[Si](C)(C)C(C)(C)C)OC1C(O)CC2(C)C12CO22869.3Semi standard non polar33892256
15-Acetyl-4-deoxynivalenol,1TBDMS,isomer #2CC(=O)OCC12C(C=C(C)C(=O)C1O)OC1C(O[Si](C)(C)C(C)(C)C)CC2(C)C12CO22849.5Semi standard non polar33892256
15-Acetyl-4-deoxynivalenol,1TBDMS,isomer #3CC(=O)OCC12C(O)=C(O[Si](C)(C)C(C)(C)C)C(C)=CC1OC1C(O)CC2(C)C12CO22795.2Semi standard non polar33892256
15-Acetyl-4-deoxynivalenol,2TBDMS,isomer #1CC(=O)OCC12C(C=C(C)C(=O)C1O[Si](C)(C)C(C)(C)C)OC1C(O[Si](C)(C)C(C)(C)C)CC2(C)C12CO23098.1Semi standard non polar33892256
15-Acetyl-4-deoxynivalenol,2TBDMS,isomer #2CC(=O)OCC12C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(C)=CC1OC1C(O)CC2(C)C12CO22993.4Semi standard non polar33892256
15-Acetyl-4-deoxynivalenol,2TBDMS,isomer #3CC(=O)OCC12C(O)=C(O[Si](C)(C)C(C)(C)C)C(C)=CC1OC1C(O[Si](C)(C)C(C)(C)C)CC2(C)C12CO23029.8Semi standard non polar33892256
15-Acetyl-4-deoxynivalenol,3TBDMS,isomer #1CC(=O)OCC12C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(C)=CC1OC1C(O[Si](C)(C)C(C)(C)C)CC2(C)C12CO23213.7Semi standard non polar33892256
15-Acetyl-4-deoxynivalenol,3TBDMS,isomer #1CC(=O)OCC12C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(C)=CC1OC1C(O[Si](C)(C)C(C)(C)C)CC2(C)C12CO23250.3Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 15-Acetyl-4-deoxynivalenol GC-MS (Non-derivatized) - 70eV, Positivesplash10-00kf-9533000000-9e92c62e115bae51f49e2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 15-Acetyl-4-deoxynivalenol GC-MS (2 TMS) - 70eV, Positivesplash10-03dj-8793400000-6f954d334d561ef7154b2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 15-Acetyl-4-deoxynivalenol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 15-Acetyl-4-deoxynivalenol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 15-Acetyl-4-deoxynivalenol GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 15-Acetyl-4-deoxynivalenol GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 15-Acetyl-4-deoxynivalenol GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 15-Acetyl-4-deoxynivalenol GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 15-Acetyl-4-deoxynivalenol GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 15-Acetyl-4-deoxynivalenol GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 15-Acetyl-4-deoxynivalenol GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 15-Acetyl-4-deoxynivalenol GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 15-Acetyl-4-deoxynivalenol GC-MS (TBDMS_2_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 15-Acetyl-4-deoxynivalenol GC-MS (TBDMS_2_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 15-Acetyl-4-deoxynivalenol GC-MS (TBDMS_2_3) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-Acetyl-4-deoxynivalenol 10V, Positive-QTOFsplash10-002r-0059000000-eec38a1db65e703277372016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-Acetyl-4-deoxynivalenol 20V, Positive-QTOFsplash10-01tc-1794000000-273e4cf88f3e2fb17ab32016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-Acetyl-4-deoxynivalenol 40V, Positive-QTOFsplash10-03fr-3490000000-74e06a431273614da2492016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-Acetyl-4-deoxynivalenol 10V, Negative-QTOFsplash10-000i-3029000000-d44fae66185e84efff102016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-Acetyl-4-deoxynivalenol 20V, Negative-QTOFsplash10-0a4i-9355000000-486ee4ce2d901d79ce4b2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-Acetyl-4-deoxynivalenol 40V, Negative-QTOFsplash10-0007-8900000000-70334a00b33bfad01a3e2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-Acetyl-4-deoxynivalenol 10V, Positive-QTOFsplash10-000i-0019000000-49357b54d509c0134c7d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-Acetyl-4-deoxynivalenol 20V, Positive-QTOFsplash10-00kb-0091000000-5d6ae125da6443e1ca3b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-Acetyl-4-deoxynivalenol 40V, Positive-QTOFsplash10-002f-9532000000-3d5c24c7f40c6a56e0712021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-Acetyl-4-deoxynivalenol 10V, Negative-QTOFsplash10-000i-1039000000-2c18ea36fa21314790782021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-Acetyl-4-deoxynivalenol 20V, Negative-QTOFsplash10-0a4i-9032000000-fff6a0545ba4309b653e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-Acetyl-4-deoxynivalenol 40V, Negative-QTOFsplash10-0596-9410000000-e71ae6b3f4dd216558ed2021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB012064
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound135402018
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.