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Human Metabolome Database Version 3.5

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Showing metabocard for Vitamin D2 3-glucuronide (HMDB10344)

Record Information
Version 3.5
Creation Date 2008-09-16 02:04:09 -0600
Update Date 2013-02-08 17:24:37 -0700
HMDB ID HMDB10344
Secondary Accession Numbers None
Metabolite Identification
Common Name Vitamin D2 3-glucuronide
Description Vitamin D2 3-glucuronide is a natural human metabolite of Vitamin D2 generated in the liver by UDP glucuonyltransferase. Glucuronidation is used to assist in the excretion of toxic substances, drugs or other substances that cannot be used as an energy source. Glucuronic acid is attached via a glycosidic bond to the substance, and the resulting glucuronide, which has a much higher water solubility than the original substance, is eventually excreted by the kidneys.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. (3beta,5Z,7E,22E)-9,10-secoergosta-5,7,10(19),22-tetraen-3-yl-beta-D-Glucopyranosiduronic acid
  2. (3beta,5Z,7E,22E)-9,10-secoergosta-5,7,10(19),22-tetraen-3-yl-beta-delta-Glucopyranosiduronic acid
  3. Vitamin D2 3beta-glucosiduronate
  4. Vitamin D2 glucosiduronate
Chemical Formula C34H52O7
Average Molecular Weight 572.7725
Monoisotopic Molecular Weight 572.371304018
IUPAC Name (2S,3S,4S,5R,6R)-6-{[(3E)-3-{2-[(1R,4E,7aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
Traditional IUPAC Name (2S,3S,4S,5R,6R)-6-{[(3E)-3-{2-[(1R,4E,7aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-hexahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
CAS Registry Number Not Available
SMILES CC(C)[C@@H](C)\C=C\[C@@H](C)[C@@]1([H])CCC2\C(CCC[C@]12C)=C\C=C1/CC(CCC1=C)O[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O
InChI Identifier InChI=1S/C34H52O7/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-34(26,27)6)12-13-24-18-25(14-11-21(24)4)40-33-30(37)28(35)29(36)31(41-33)32(38)39/h9-10,12-13,19-20,22,25-31,33,35-37H,4,7-8,11,14-18H2,1-3,5-6H3,(H,38,39)/b10-9+,23-12+,24-13+/t20-,22+,25?,26+,27?,28-,29-,30+,31-,33+,34+/m0/s1
InChI Key NLCXHIGBBJLZMX-HLQYQDSBSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Lipids
Class Steroids and Steroid Derivatives
Sub Class Vitamin D and Derivatives
Other Descriptors
  • Aliphatic Heteropolycyclic Compounds
  • Sesterterpenes
  • Steroidal Glycosides
Substituents
  • 1,2 Diol
  • Acetal
  • Beta Hydroxy Acid
  • Carboxylic Acid
  • Cyclohexane
  • Glucuronic Acid Or Derivative
  • Glucuronide
  • Glycosyl Compound
  • Hexose Monosaccharide
  • O Glycosyl Compound
  • Oxane
  • Saccharide
  • Secondary Alcohol
  • Sugar Acid
  • Terpene Glycoside
Direct Parent Vitamin D and Derivatives
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
  • Food
Biofunction
  • Cell signaling
  • Fuel and energy storage
  • Fuel or energy source
  • Membrane integrity/stability
  • Waste products
Application
  • Nutrients
  • Stabilizers
  • Surfactants and Emulsifiers
Cellular locations
  • Extracellular
  • Membrane
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 0.0086 g/L ALOGPS
LogP 5.40 ALOGPS
LogP 5.6 ChemAxon
LogS -4.82 ALOGPS
pKa (strongest acidic) 3.56 ChemAxon
pKa (strongest basic) -3.7 ChemAxon
Hydrogen Acceptor Count 7 ChemAxon
Hydrogen Donor Count 4 ChemAxon
Polar Surface Area 116.45 A2 ChemAxon
Rotatable Bond Count 8 ChemAxon
Refractivity 161.17 ChemAxon
Polarizability 64.99 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -1 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB027496
KNApSAcK ID Not Available
Chemspider ID 4947771 Link_out
KEGG Compound ID C03033 Link_out
BioCyc ID Beta-D-Glucuronides Link_out
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB10344 Link_out
Metagene Link HMDB10344 Link_out
METLIN ID Not Available
PubChem Compound 6443809 Link_out
PDB ID Not Available
ChEBI ID Not Available
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available
Enzymes
Name: UDP-glucuronosyltransferase 2B28
Reactions:
  • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
Gene Name: UGT2B28
Uniprot ID: Q9BY64 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: UDP-glucuronosyltransferase 2B4
Reactions:
  • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
Gene Name: UGT2B4
Uniprot ID: P06133 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: UDP-glucuronosyltransferase 1-4
Reactions:
  • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
Gene Name: UGT1A4
Uniprot ID: P22310 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: UDP-glucuronosyltransferase 2B7
Reactions:
  • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
Gene Name: UGT2B7
Uniprot ID: P16662 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: UDP-glucuronosyltransferase 2B15
Reactions:
  • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
Gene Name: UGT2B15
Uniprot ID: P54855 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: UDP-glucuronosyltransferase 2A1
Reactions:
  • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
Gene Name: UGT2A1
Uniprot ID: Q9Y4X1 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: UDP-glucuronosyltransferase 1-1
Reactions:
  • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
Gene Name: UGT1A1
Uniprot ID: P22309 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: UDP-glucuronosyltransferase 1-9
Reactions:
  • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
Gene Name: UGT1A9
Uniprot ID: O60656 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: UDP-glucuronosyltransferase 1-3
Reactions:
  • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
Gene Name: UGT1A3
Uniprot ID: P35503 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: UDP-glucuronosyltransferase 2B17
Reactions:
  • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
Gene Name: UGT2B17
Uniprot ID: O75795 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: UDP-glucuronosyltransferase 1-6
Reactions:
  • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
Gene Name: UGT1A6
Uniprot ID: P19224 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: UDP-glucuronosyltransferase 1-5
Reactions:
  • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
Gene Name: UGT1A5
Uniprot ID: P35504 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: UDP-glucuronosyltransferase 2B11
Reactions:
  • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
Gene Name: UGT2B11
Uniprot ID: O75310 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Beta-glucuronidase
Reactions:
  • a beta-D-glucuronoside + H2O = D-glucuronate + an alcohol [RN:R01478]
Gene Name: GUSB
Uniprot ID: P08236 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: UDP-glucuronosyltransferase 2A3
Reactions:
  • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
Gene Name: UGT2A3
Uniprot ID: Q6UWM9 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: HCG2039726, isoform CRA_f
Reactions:
    Gene Name: UGT1A10
    Uniprot ID: Q5DT02 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: HCG2039726, isoform CRA_e
    Reactions:
      Gene Name: UGT1A8
      Uniprot ID: Q5DSZ6 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: UDP glycosyltransferase 1 family polypeptide A7
      Reactions:
        Gene Name: UGT1A7
        Uniprot ID: Q5DSZ7 Link_out
        Protein Sequence: FASTA
        Gene Sequence: FASTA