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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-23 05:51:55 UTC
Update Date2021-09-23 05:51:55 UTC
HMDB IDHMDB0302031
Secondary Accession NumbersNone
Metabolite Identification
Common Name(3S,5R,8S)-5,8-Epoxy-5,8-dihydro-beta,beta-caroten-3-ol
Description(3s,5r,8s)-5,8-epoxy-5,8-dihydro-beta,beta-caroten-3-ol is a member of the class of compounds known as xanthophylls. Xanthophylls are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone (3s,5r,8s)-5,8-epoxy-5,8-dihydro-beta,beta-caroten-3-ol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). (3s,5r,8s)-5,8-epoxy-5,8-dihydro-beta,beta-caroten-3-ol can be found in guava, which makes (3s,5r,8s)-5,8-epoxy-5,8-dihydro-beta,beta-caroten-3-ol a potential biomarker for the consumption of this food product.
Structure
Thumb
Synonyms
ValueSource
(3S,5R,8S)-5,8-Epoxy-5,8-dihydro-b,b-caroten-3-olGenerator
(3S,5R,8S)-5,8-Epoxy-5,8-dihydro-β,β-caroten-3-olGenerator
Chemical FormulaC40H56O2
Average Molecular Weight568.8714
Monoisotopic Molecular Weight568.428031036
IUPAC Name(2S,6S,7aR)-4,4,7a-trimethyl-2-[(2E,4E,6E,8E,10E,12E,14E,16E)-6,11,15-trimethyl-17-(2,6,6-trimethylcyclohex-1-en-1-yl)heptadeca-2,4,6,8,10,12,14,16-octaen-2-yl]-2,4,5,6,7,7a-hexahydro-1-benzofuran-6-ol
Traditional Name(2S,6S,7aR)-4,4,7a-trimethyl-2-[(2E,4E,6E,8E,10E,12E,14E,16E)-6,11,15-trimethyl-17-(2,6,6-trimethylcyclohex-1-en-1-yl)heptadeca-2,4,6,8,10,12,14,16-octaen-2-yl]-2,5,6,7-tetrahydro-1-benzofuran-6-ol
CAS Registry NumberNot Available
SMILES
O[C@@H]1C[C@@]2(C)O[C@@H](C=C2C(C)(C)C1)C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C
InChI Identifier
InChI=1S/C40H56O2/c1-29(18-13-19-31(3)23-24-35-32(4)22-15-25-38(35,6)7)16-11-12-17-30(2)20-14-21-33(5)36-26-37-39(8,9)27-34(41)28-40(37,10)42-36/h11-14,16-21,23-24,26,34,36,41H,15,22,25,27-28H2,1-10H3/b12-11+,18-13+,20-14+,24-23+,29-16+,30-17+,31-19+,33-21+/t34-,36-,40+/m0/s1
InChI KeyDCWLOCNJVDYFMA-TWQKQLNXSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTetraterpenoids
Direct ParentXanthophylls
Alternative Parents
Substituents
  • Xanthophyll
  • Benzofuran
  • Dihydrofuran
  • Cyclic alcohol
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Dialkyl ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,5R,8S)-5,8-Epoxy-5,8-dihydro-beta,beta-caroten-3-ol 10V, Positive-QTOFsplash10-0uxr-0322290000-5b702f77cf09e31915562016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,5R,8S)-5,8-Epoxy-5,8-dihydro-beta,beta-caroten-3-ol 20V, Positive-QTOFsplash10-0nni-0967410000-e9bbfceacd5ea27447892016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,5R,8S)-5,8-Epoxy-5,8-dihydro-beta,beta-caroten-3-ol 40V, Positive-QTOFsplash10-001a-5859410000-fdade2c0390617fef0522016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,5R,8S)-5,8-Epoxy-5,8-dihydro-beta,beta-caroten-3-ol 10V, Negative-QTOFsplash10-014i-0000090000-c837abf79e6f8cb096b02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,5R,8S)-5,8-Epoxy-5,8-dihydro-beta,beta-caroten-3-ol 20V, Negative-QTOFsplash10-014i-0200090000-02a952de3de91c45cf412016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,5R,8S)-5,8-Epoxy-5,8-dihydro-beta,beta-caroten-3-ol 40V, Negative-QTOFsplash10-0udi-0814390000-95d2c2d748a574fe711a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,5R,8S)-5,8-Epoxy-5,8-dihydro-beta,beta-caroten-3-ol 10V, Positive-QTOFsplash10-017i-0705490000-66fcd25fa702fcb0b01c2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,5R,8S)-5,8-Epoxy-5,8-dihydro-beta,beta-caroten-3-ol 20V, Positive-QTOFsplash10-001r-0944560000-a2ea6a9155c360746d0c2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,5R,8S)-5,8-Epoxy-5,8-dihydro-beta,beta-caroten-3-ol 40V, Positive-QTOFsplash10-003r-2943000000-4cb581199db0a32862de2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,5R,8S)-5,8-Epoxy-5,8-dihydro-beta,beta-caroten-3-ol 10V, Negative-QTOFsplash10-014i-0010090000-5673fcf43f61b55ee1a22021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,5R,8S)-5,8-Epoxy-5,8-dihydro-beta,beta-caroten-3-ol 20V, Negative-QTOFsplash10-014j-0164090000-70bc75a057be110434b62021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3S,5R,8S)-5,8-Epoxy-5,8-dihydro-beta,beta-caroten-3-ol 40V, Negative-QTOFsplash10-0a5a-0297010000-2a9f6dc79f0be75316ea2021-10-21Wishart LabView Spectrum
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 IDFDB001769
KNApSAcK IDNot Available
Chemspider ID59696247
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound15847405
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 ReferencesNot Available