24R,25-Dihydroxyvitamin D3 (CHEM016411)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:30:48 UTC
Update Date2016-11-09 01:15:23 UTC
Accession NumberCHEM016411
Identification
Common Name24R,25-Dihydroxyvitamin D3
ClassSmall Molecule
Description
Contaminant Sources
  • FooDB Chemicals
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(24R)-24,25-DihydroxycholecalciferolChEBI
(24R)-24,25-Dihydroxyvitamin D3ChEBI
24(R),25-Dihydroxyvitamin D3ChEBI
24R,25(OH)2D3ChEBI
24R,25-DihydroxycholecalciferolChEBI
SecalciferolChEBI
Osteo DKegg
24,25-DihydroxycholecalciferolHMDB
24,25-Dihydroxyvitamin D3HMDB
Dihydroxyvitamin D3, 24,25HMDB
24,25 Dihydroxyvitamin D 3HMDB
24,25 Dihydroxyvitamin D3HMDB
24,25-Dihydroxyvitamin D 3, (3beta,5Z,7E,24R)-isomerHMDB
24,25 DihydroxycholecalciferolHMDB
24,25-Dihydroxyvitamin D 3HMDB
24R,25 DihydroxycholecalciferolHMDB
(24R)-HydroxycalcidiolHMDB
(3beta,5Z,7E)-9,10-Secocholesta-5,7,10(19)-triene-3,24,25-triolHMDB
(3Β,5Z,7E)-9,10-secocholesta-5,7,10(19)-triene-3,24,25-triolHMDB
24(R),25-DihydroxycholecalciferolHMDB
24,25-Dihydroxyvitamin DHMDB
24-HydroxycalcidiolHMDB
24(R),25(OH)2D3HMDB
24R,25-Dihydroxyvitamin D3ChEBI
Chemical FormulaC27H44O3
Average Molecular Mass416.646 g/mol
Monoisotopic Mass416.329 g/mol
CAS Registry Number55721-11-4
IUPAC Name(3R,6R)-6-[(1R,3aS,4E,7aR)-4-{2-[(1Z,5S)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-octahydro-1H-inden-1-yl]-2-methylheptane-2,3-diol
Traditional Namesecalciferol
SMILES[H]\C(\C(\[H])=C1/CCC[C@@]2(C)[C@@]1([H])CC[C@]2([H])[C@]([H])(C)CC[C@@]([H])(O)C(C)(C)O)=C1/C[C@@]([H])(O)CCC1=C
InChI IdentifierInChI=1S/C27H44O3/c1-18-8-12-22(28)17-21(18)11-10-20-7-6-16-27(5)23(13-14-24(20)27)19(2)9-15-25(29)26(3,4)30/h10-11,19,22-25,28-30H,1,6-9,12-17H2,2-5H3/b20-10+,21-11-/t19-,22+,23-,24+,25-,27-/m1/s1
InChI KeyFCKJYANJHNLEEP-XRWYNYHCSA-N
Chemical Taxonomy
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
  • Tertiary alcohol
  • Cyclic alcohol
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0084 g/LALOGPS
logP5.47ALOGPS
logP4.58ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)13.85ChemAxon
pKa (Strongest Basic)-1.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area60.69 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity126.42 m³·mol⁻¹ChemAxon
Polarizability51.07 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00l2-0119200000-9408ca86b83bf63d853fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a5a-1469100000-15967532fe6b0b27c09cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zmi-6396100000-3000f5727d0dad4b2351Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0005900000-c4be780e228f40b4d0fbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-066s-1009300000-fd3202f74d1a84dfae95Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0079-9005000000-fa0288a9145c4ccb232eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00m0-0339300000-e33d06b378a97923b97dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0kml-6494000000-48fa9e19701bee349527Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-066u-4961000000-5fb8b17537725cdef3c8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014j-0006900000-7d1124e362f13b9eb696Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0670-1009400000-968d45c08ce476c37406Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-08fr-4623900000-daa2c5a17d980b09964fSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0006226
FooDB IDFDB023846
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID4446837
ChEBI ID28818
PubChem Compound ID5283748
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Seki, Masao; Koizumi, Naoyuki; Morisaki, Masuo; Ikekawa, Nobuo. Synthesis of active forms of vitamin D. VI. Synthesis of (24R)- and (24S)-24,25-dihydroxyvitamin D3. Tetrahedron Letters (1975), (1), 15-18.
2. Boyan BD, Sylvia VL, Dean DD, Schwartz Z: 24,25-(OH)(2)D(3) regulates cartilage and bone via autocrine and endocrine mechanisms. Steroids. 2001 Mar-May;66(3-5):363-74.