Record Information
Version1.0
Creation date2011-04-08 19:39:10 UTC
Update date2015-07-21 06:56:09 UTC
Primary IDFDB021794
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name25,26-Dihydroxyvitamin D3
Description25,26-(OH)2D3 is a renal microsomal 25-OH-D3 metabolite, whose plasma concentration increases during vitamin D excess concomitantly with an increase in the concentration of lactone. This observation considered with the related structural features of 25,26-(OH)2D3 and lactone (both are oxidized at (C-26) suggested that 25,26(OH)2D3, a metabolite of unknown function, could be a precursor to lactone. In fact, it has been reported that functionalization of C-26 and subsequent lactone formation occurs exclusively in kidney. However, rigorous examination has unambiguously excluded 25S,26-(OH)2D3, the naturally occurring form as a significant lactone precursor. (PMID: 6286629) [HMDB]
CAS Number29261-12-9
Structure
Thumb
Synonyms
SynonymSource
25,26-DihydroxycholecalciferolHMDB
9,10-Secocholesta-5,7,10(19)-triene-3b,25,26-triolHMDB
Predicted Properties
PropertyValueSource
Water Solubility0.0081 g/LALOGPS
logP5.54ALOGPS
logP4.61ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)14.04ChemAxon
pKa (Strongest Basic)-1.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area60.69 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity126.6 m³·mol⁻¹ChemAxon
Polarizability51.24 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC27H44O3
IUPAC name6-[(4Z)-4-{2-[(1E)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-octahydro-1H-inden-1-yl]-2-methylheptane-1,2-diol
InChI IdentifierInChI=1S/C27H44O3/c1-19-9-12-23(29)17-22(19)11-10-21-8-6-16-27(4)24(13-14-25(21)27)20(2)7-5-15-26(3,30)18-28/h10-11,20,23-25,28-30H,1,5-9,12-18H2,2-4H3/b21-10-,22-11+
InChI KeyQOWCBCXATJITSI-PANSPLHPSA-N
Isomeric SMILESCC(CCCC(C)(O)CO)C1CCC2\C(CCCC12C)=C/C=C1\CC(O)CCC1=C
Average Molecular Weight416.6365
Monoisotopic Molecular Weight416.329045274
Classification
Description Belongs to the class of organic compounds known as vitamin d and derivatives. Vitamin D and derivatives are compounds containing a secosteroid backbone, usually secoergostane or secocholestane.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassVitamin D and derivatives
Direct ParentVitamin D and derivatives
Alternative Parents
Substituents
  • Triterpenoid
  • Fatty alcohol
  • Fatty acyl
  • Tertiary alcohol
  • Cyclic alcohol
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
SpectraNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID53477727
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB01420
CRC / DFC (Dictionary of Food Compounds) IDCBK63-T:BZW06-N
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference