Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:37:44 UTC
Update Date2022-03-07 02:52:36 UTC
HMDB IDHMDB0030576
Secondary Accession Numbers
  • HMDB30576
Metabolite Identification
Common Nameepsilon,gamma-Caroten-3-ol
Descriptionepsilon,gamma-Caroten-3-ol 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. Based on a literature review a small amount of articles have been published on epsilon,gamma-Caroten-3-ol.
Structure
Data?1563862006
Synonyms
ValueSource
epsilon,g-Caroten-3-olGenerator
epsilon,Γ-caroten-3-olGenerator
3-Hydroxy-a-zeacaroteneHMDB
e,Y-caroten-3-olHMDB
Monol 487HMDB
Chemical FormulaC40H56O
Average Molecular Weight552.872
Monoisotopic Molecular Weight552.433116414
IUPAC Name4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E,19E)-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,23-undecaen-1-yl]-3,5,5-trimethylcyclohex-2-en-1-ol
Traditional Name4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E,19E)-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,23-undecaen-1-yl]-3,5,5-trimethylcyclohex-2-en-1-ol
CAS Registry Number75324-12-8
SMILES
CC(C)=CCC\C(C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1C(C)=CC(O)CC1(C)C
InChI Identifier
InChI=1S/C40H56O/c1-31(2)17-13-20-34(5)23-15-25-35(6)24-14-21-32(3)18-11-12-19-33(4)22-16-26-36(7)27-28-39-37(8)29-38(41)30-40(39,9)10/h11-12,14-19,21-29,38-39,41H,13,20,30H2,1-10H3/b12-11+,21-14+,22-16+,25-15+,28-27+,32-18+,33-19+,34-23+,35-24+,36-26+
InChI KeyDKHPMPVMENETGL-HNNISBQLSA-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
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
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
PropertyValueSource
Water Solubility0.00062 g/LALOGPS
logP8.87ALOGPS
logP10.34ChemAxon
logS-6ALOGPS
pKa (Strongest Acidic)18.22ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity196.49 m³·mol⁻¹ChemAxon
Polarizability73.31 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+249.68731661259
DarkChem[M-H]-247.84231661259
DeepCCS[M+H]+250.90630932474
DeepCCS[M-H]-249.08130932474
DeepCCS[M-2H]-282.32430932474
DeepCCS[M+Na]+256.51230932474
AllCCS[M+H]+249.632859911
AllCCS[M+H-H2O]+247.932859911
AllCCS[M+NH4]+251.132859911
AllCCS[M+Na]+251.532859911
AllCCS[M-H]-223.932859911
AllCCS[M+Na-2H]-226.732859911
AllCCS[M+HCOO]-229.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
epsilon,gamma-Caroten-3-olCC(C)=CCC\C(C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1C(C)=CC(O)CC1(C)C5706.3Standard polar33892256
epsilon,gamma-Caroten-3-olCC(C)=CCC\C(C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1C(C)=CC(O)CC1(C)C4403.8Standard non polar33892256
epsilon,gamma-Caroten-3-olCC(C)=CCC\C(C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1C(C)=CC(O)CC1(C)C4088.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
epsilon,gamma-Caroten-3-ol,1TMS,isomer #1CC(C)=CCC/C(C)=C/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1C(C)=CC(O[Si](C)(C)C)CC1(C)C4538.2Semi standard non polar33892256
epsilon,gamma-Caroten-3-ol,1TBDMS,isomer #1CC(C)=CCC/C(C)=C/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1C(C)=CC(O[Si](C)(C)C(C)(C)C)CC1(C)C4738.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - epsilon,gamma-Caroten-3-ol GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-4100490000-384aa115feee342981112017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - epsilon,gamma-Caroten-3-ol GC-MS (1 TMS) - 70eV, Positivesplash10-0bt9-6110049000-dfba4143721fe093fee42017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - epsilon,gamma-Caroten-3-ol GC-MS ("epsilon,gamma-Caroten-3-ol,1TMS,#1" TMS) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - epsilon,gamma-Caroten-3-ol GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - epsilon,gamma-Caroten-3-ol 10V, Positive-QTOFsplash10-0f79-0313190000-dd5845200bac65e702042016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - epsilon,gamma-Caroten-3-ol 20V, Positive-QTOFsplash10-000t-0739300000-ab29461315b1091d20d52016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - epsilon,gamma-Caroten-3-ol 40V, Positive-QTOFsplash10-00mk-3449400000-12d8492ac6a1617844482016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - epsilon,gamma-Caroten-3-ol 10V, Negative-QTOFsplash10-0udi-0000090000-852c5518f5a48585aa9e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - epsilon,gamma-Caroten-3-ol 20V, Negative-QTOFsplash10-0udi-0000090000-8a91c9f1d313d74b43bc2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - epsilon,gamma-Caroten-3-ol 40V, Negative-QTOFsplash10-00kr-1524390000-d4a4e7e4d708a7c205c12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - epsilon,gamma-Caroten-3-ol 10V, Positive-QTOFsplash10-0udl-1247970000-1dcb6dfeb7069292dd822021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - epsilon,gamma-Caroten-3-ol 20V, Positive-QTOFsplash10-02u3-4012930000-02a098c0b2550dc9651a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - epsilon,gamma-Caroten-3-ol 40V, Positive-QTOFsplash10-0fb9-3935620000-9dbfeecaadc51dcafe6f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - epsilon,gamma-Caroten-3-ol 10V, Negative-QTOFsplash10-0udi-0001190000-a09f42ec10e605ba41752021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - epsilon,gamma-Caroten-3-ol 20V, Negative-QTOFsplash10-0gbj-0845980000-eb74b5a0c721e42e3a782021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - epsilon,gamma-Caroten-3-ol 40V, Negative-QTOFsplash10-014i-0304910000-f4368f1c2805b1bd37f62021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • 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 IDFDB002466
KNApSAcK IDNot Available
Chemspider ID35013230
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131751053
PDB IDNot Available
ChEBI ID176029
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.