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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2017-03-21 06:25:10 UTC
Update Date2022-09-22 18:34:29 UTC
HMDB IDHMDB0062445
Secondary Accession Numbers
  • HMDB62445
Metabolite Identification
Common Namealpha-CEHC glucuronide
Description(2S,3S,4S,5R,6S)-6-{[(2S)-2-(2-carboxyethyl)-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose (2S,3S,4S,5R,6S)-6-{[(2S)-2-(2-carboxyethyl)-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563866312
Synonyms
ValueSource
α-CEHC glucuronideHMDB, Generator
α-Carboxyethyl hydrochroman glucuronideHMDB
alpha-Carboxyethyl hydrochroman glucuronideHMDB
Chemical FormulaC22H30O10
Average Molecular Weight454.472
Monoisotopic Molecular Weight454.183897166
IUPAC Name(2S,3S,4S,5R,6S)-6-{[(2S)-2-(2-carboxyethyl)-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
Traditional Name(2S,3S,4S,5R,6S)-6-{[(2S)-2-(2-carboxyethyl)-2,5,7,8-tetramethyl-3,4-dihydro-1-benzopyran-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
CAS Registry Number477200-36-5
SMILES
CC1=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C(C)=C2CC[C@@](C)(CCC(O)=O)OC2=C1C
InChI Identifier
InChI=1S/C22H30O10/c1-9-10(2)18-12(5-7-22(4,32-18)8-6-13(23)24)11(3)17(9)30-21-16(27)14(25)15(26)19(31-21)20(28)29/h14-16,19,21,25-27H,5-8H2,1-4H3,(H,23,24)(H,28,29)/t14-,15-,16+,19-,21+,22-/m0/s1
InChI KeyMWDYOFPRWKTECC-XOIOWARXSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentPhenolic glycosides
Alternative Parents
Substituents
  • Phenolic glycoside
  • O-glucuronide
  • 1-o-glucuronide
  • Glucuronic acid or derivatives
  • Hexose monosaccharide
  • O-glycosyl compound
  • 1-benzopyran
  • Benzopyran
  • Chromane
  • Beta-hydroxy acid
  • Alkyl aryl ether
  • Benzenoid
  • Pyran
  • Oxane
  • Monosaccharide
  • Hydroxy acid
  • Dicarboxylic acid or derivatives
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Acetal
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic 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
PropertyValueSource
logP1.03ALOGPS
logP1.93ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)3.37ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area162.98 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity109.4 m³·mol⁻¹ChemAxon
Polarizability46.51 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+199.21930932474
DeepCCS[M-H]-197.32630932474
DeepCCS[M-2H]-230.58930932474
DeepCCS[M+Na]+204.82530932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
alpha-CEHC glucuronideCC1=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C(C)=C2CC[C@@](C)(CCC(O)=O)OC2=C1C4112.6Standard polar33892256
alpha-CEHC glucuronideCC1=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C(C)=C2CC[C@@](C)(CCC(O)=O)OC2=C1C3501.3Standard non polar33892256
alpha-CEHC glucuronideCC1=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C(C)=C2CC[C@@](C)(CCC(O)=O)OC2=C1C3696.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
alpha-CEHC glucuronide,1TMS,isomer #1CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O3421.3Semi standard non polar33892256
alpha-CEHC glucuronide,1TMS,isomer #2CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O3412.9Semi standard non polar33892256
alpha-CEHC glucuronide,1TMS,isomer #3CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C3427.5Semi standard non polar33892256
alpha-CEHC glucuronide,1TMS,isomer #4CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O3417.2Semi standard non polar33892256
alpha-CEHC glucuronide,1TMS,isomer #5CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O3416.5Semi standard non polar33892256
alpha-CEHC glucuronide,2TMS,isomer #1CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O3422.3Semi standard non polar33892256
alpha-CEHC glucuronide,2TMS,isomer #10CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O3391.2Semi standard non polar33892256
alpha-CEHC glucuronide,2TMS,isomer #2CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O3396.8Semi standard non polar33892256
alpha-CEHC glucuronide,2TMS,isomer #3CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C3413.5Semi standard non polar33892256
alpha-CEHC glucuronide,2TMS,isomer #4CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O3387.5Semi standard non polar33892256
alpha-CEHC glucuronide,2TMS,isomer #5CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O3398.7Semi standard non polar33892256
alpha-CEHC glucuronide,2TMS,isomer #6CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C3399.2Semi standard non polar33892256
alpha-CEHC glucuronide,2TMS,isomer #7CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O3386.3Semi standard non polar33892256
alpha-CEHC glucuronide,2TMS,isomer #8CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C3411.8Semi standard non polar33892256
alpha-CEHC glucuronide,2TMS,isomer #9CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C3395.3Semi standard non polar33892256
alpha-CEHC glucuronide,3TMS,isomer #1CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O3411.1Semi standard non polar33892256
alpha-CEHC glucuronide,3TMS,isomer #10CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C3411.0Semi standard non polar33892256
alpha-CEHC glucuronide,3TMS,isomer #2CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C3440.1Semi standard non polar33892256
alpha-CEHC glucuronide,3TMS,isomer #3CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O3407.0Semi standard non polar33892256
alpha-CEHC glucuronide,3TMS,isomer #4CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C3410.3Semi standard non polar33892256
alpha-CEHC glucuronide,3TMS,isomer #5CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O3385.5Semi standard non polar33892256
alpha-CEHC glucuronide,3TMS,isomer #6CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C3403.9Semi standard non polar33892256
alpha-CEHC glucuronide,3TMS,isomer #7CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C3404.4Semi standard non polar33892256
alpha-CEHC glucuronide,3TMS,isomer #8CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O3389.8Semi standard non polar33892256
alpha-CEHC glucuronide,3TMS,isomer #9CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C3394.6Semi standard non polar33892256
alpha-CEHC glucuronide,4TMS,isomer #1CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C3458.4Semi standard non polar33892256
alpha-CEHC glucuronide,4TMS,isomer #2CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O3409.8Semi standard non polar33892256
alpha-CEHC glucuronide,4TMS,isomer #3CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C3444.3Semi standard non polar33892256
alpha-CEHC glucuronide,4TMS,isomer #4CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C3405.2Semi standard non polar33892256
alpha-CEHC glucuronide,4TMS,isomer #5CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C3415.0Semi standard non polar33892256
alpha-CEHC glucuronide,5TMS,isomer #1CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C3441.6Semi standard non polar33892256
alpha-CEHC glucuronide,1TBDMS,isomer #1CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O3666.6Semi standard non polar33892256
alpha-CEHC glucuronide,1TBDMS,isomer #2CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O3662.8Semi standard non polar33892256
alpha-CEHC glucuronide,1TBDMS,isomer #3CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C3679.9Semi standard non polar33892256
alpha-CEHC glucuronide,1TBDMS,isomer #4CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O3695.6Semi standard non polar33892256
alpha-CEHC glucuronide,1TBDMS,isomer #5CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C(C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O3692.0Semi standard non polar33892256
alpha-CEHC glucuronide,2TBDMS,isomer #1CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O3914.3Semi standard non polar33892256
alpha-CEHC glucuronide,2TBDMS,isomer #10CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C(C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O3892.3Semi standard non polar33892256
alpha-CEHC glucuronide,2TBDMS,isomer #2CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O3887.0Semi standard non polar33892256
alpha-CEHC glucuronide,2TBDMS,isomer #3CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C3895.2Semi standard non polar33892256
alpha-CEHC glucuronide,2TBDMS,isomer #4CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C(C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O3892.9Semi standard non polar33892256
alpha-CEHC glucuronide,2TBDMS,isomer #5CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O3890.0Semi standard non polar33892256
alpha-CEHC glucuronide,2TBDMS,isomer #6CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C3889.4Semi standard non polar33892256
alpha-CEHC glucuronide,2TBDMS,isomer #7CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C(C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O3891.8Semi standard non polar33892256
alpha-CEHC glucuronide,2TBDMS,isomer #8CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C3909.3Semi standard non polar33892256
alpha-CEHC glucuronide,2TBDMS,isomer #9CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C(C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C3907.2Semi standard non polar33892256
alpha-CEHC glucuronide,3TBDMS,isomer #1CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O4103.5Semi standard non polar33892256
alpha-CEHC glucuronide,3TBDMS,isomer #10CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C(C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C4105.7Semi standard non polar33892256
alpha-CEHC glucuronide,3TBDMS,isomer #2CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C4140.7Semi standard non polar33892256
alpha-CEHC glucuronide,3TBDMS,isomer #3CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C(C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O4088.2Semi standard non polar33892256
alpha-CEHC glucuronide,3TBDMS,isomer #4CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C4112.4Semi standard non polar33892256
alpha-CEHC glucuronide,3TBDMS,isomer #5CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C(C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O4074.7Semi standard non polar33892256
alpha-CEHC glucuronide,3TBDMS,isomer #6CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C(C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C4093.9Semi standard non polar33892256
alpha-CEHC glucuronide,3TBDMS,isomer #7CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C4101.9Semi standard non polar33892256
alpha-CEHC glucuronide,3TBDMS,isomer #8CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C(C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O4073.5Semi standard non polar33892256
alpha-CEHC glucuronide,3TBDMS,isomer #9CC1=C(C)C2=C(CC[C@@](C)(CCC(=O)O[Si](C)(C)C(C)(C)C)O2)C(C)=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C4080.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - alpha-CEHC glucuronide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - alpha-CEHC glucuronide 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 - alpha-CEHC glucuronide 10V, Positive-QTOFsplash10-01p9-0181900000-b0b5dd6b87072d3716672019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-CEHC glucuronide 20V, Positive-QTOFsplash10-02vi-1491100000-5ceb9eba269556e32d412019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-CEHC glucuronide 40V, Positive-QTOFsplash10-0410-1940000000-a55bdd5a58e738c5014f2019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-CEHC glucuronide 10V, Negative-QTOFsplash10-0zi0-2142900000-d5626921da9be193a4d12019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-CEHC glucuronide 20V, Negative-QTOFsplash10-056r-2292300000-deba77f1f79d23254c612019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-CEHC glucuronide 40V, Negative-QTOFsplash10-0a6r-7290000000-801d1b84e24e8340ad412019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-CEHC glucuronide 10V, Positive-QTOFsplash10-000i-0031900000-f2456815c7b0391dc3432021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-CEHC glucuronide 20V, Positive-QTOFsplash10-029f-0079800000-d8c5d1a0cb9ae1a4a2452021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-CEHC glucuronide 40V, Positive-QTOFsplash10-0h00-3930000000-c6d39d4eda736d2657f12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-CEHC glucuronide 10V, Negative-QTOFsplash10-0a59-0031900000-9fb87c9deb8fad4a75362021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-CEHC glucuronide 20V, Negative-QTOFsplash10-052f-2239300000-dd20737b8cde88fb38382021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-CEHC glucuronide 40V, Negative-QTOFsplash10-0a4i-3090000000-75a7f07603a9bc5789192021-09-22Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
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 Compound134819285
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. Stahl W, Graf P, Brigelius-Flohe R, Wechter W, Sies H: Quantification of the alpha- and gamma-tocopherol metabolites 2,5,7, 8-tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman and 2,7, 8-trimethyl-2-(2'-carboxyethyl)-6-hydroxychroman in human serum. Anal Biochem. 1999 Nov 15;275(2):254-9. [PubMed:10552913 ]
  2. Traber MG, Elsner A, Brigelius-Flohe R: Synthetic as compared with natural vitamin E is preferentially excreted as alpha-CEHC in human urine: studies using deuterated alpha-tocopheryl acetates. FEBS Lett. 1998 Oct 16;437(1-2):145-8. [PubMed:9804189 ]