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Record Information
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2020-02-26 21:22:11 UTC
Secondary Accession Numbers
  • HMDB00430
Metabolite Identification
Common Name24,25-Dihydroxyvitamin D
Description24,25-Dihydroxyvitamin D (24R,25(OH)2D3) circulates in blood at concentrations about 1000 times higher than 1alpha,25(OH)2D3. 24-Hydroxylase is present in the proximal convoluted tubule cells of the kidney and in virtual all target cells of 1alpha,25(OH)2D3. Interestingly, 1alpha,25(OH)2D3 is a very strong inducer of 24-hydroxylase activity and 24R,25(OH)2D3 formation. Also parathyroid hormone (PTH) regulates 24-hydroxylase activity but in a tissue specific manner, i.e. inhibitory in the kidney while a synergistic effect together with 1alpha,25(OH)2D3 is observed in osteoblasts. Generally, 24-hydroxylation has been considered the first step in the degradation pathway of 1alpha,25(OH)2D3 and 25-(OH)D3. However, through the past decades data have accumulated that 24R,25(OH)2D3 is not merely a degradation product but has effects on its own. Classic studies have demonstrated the significance of 24R,25(OH)2D3 for normal chicken egg hatchability and calcium and phosphorus homeostasis. More recently it became apparent that 24R,25(OH)2D3 also has distinct effects on cartilage in particular the resting zone cells. 24R,25(OH)2D3 stimulates osteocalcin synthesis in human osteoblasts. 24R,25(OH)2D3 plays a role in bone metabolism but that it acts in concert with 1alpha,25(OH)2D3 to obtain an optimal effect. (PMID: 11179746 ).
24,25-Dihydroxyvitamin D3HMDB
Vitamin DHMDB
24,25 Dihydroxyvitamin D3HMDB
(24R)-24,25-Dihydroxyvitamin D3HMDB
24,25-Dihydroxyvitamin D 3, (3beta,5Z,7E,24R)-isomerHMDB
24,25 DihydroxycholecalciferolHMDB
Dihydroxyvitamin D3, 24,25HMDB
24,25 Dihydroxyvitamin D 3HMDB
24,25-Dihydroxyvitamin D 3HMDB
24,25-Dihydroxy-vitamin DHMDB
Chemical FormulaC27H44O3
Average Molecular Weight416.6365
Monoisotopic Molecular Weight416.329045274
IUPAC Name(6R)-6-[(1R,3aS,4E,7aR)-4-{2-[(1Z,5R)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-octahydro-1H-inden-1-yl]-2-methylheptane-2,3-diol
Traditional Name24,25-dihydroxyvitamin
CAS Registry Number40013-87-4
InChI Identifier
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
  • Triterpenoid
  • Tertiary alcohol
  • Cyclic alcohol
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Physiological effect

Health effect:


Route of exposure:


Biological location:


Naturally occurring process:


Biological role:

Industrial application:

Physical Properties
Experimental Properties
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
Water Solubility0.0084 g/LALOGPS
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
Polarizability51.15 ųChemAxon
Number of Rings3ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-7029200000-c84dd427774a8bd55bf4Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-014i-1312049000-f6115b14a152464f5e1bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00l2-0119200000-7bcd78fea8093a8230aeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a5a-2369100000-04f3fb5d7d655a9ce470Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zgi-4389100000-269c6b355710e7dcd9b8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0004900000-7bbe3ea5eae60b2a2059Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05mk-0009300000-4137913e2e1e7271894cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0079-9006000000-b2d6915fde38c349870aSpectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Normal Concentrations
BloodDetected and Quantified0.0043 +/- 0.0014 uMNewborn (0-30 days old)BothNormal
    • Geigy Scientific ...
BloodDetected and Quantified0.0079 +/- 0.0031 uMChildren (1-13 years old)BothNormal
    • Geigy Scientific ...
BloodDetected and Quantified0.005 +/- 0.0012 uMAdult (>18 years old)BothNormal
    • Geigy Scientific ...
BloodDetected and Quantified0.0084 +/- 0.0033 uMAdult (>18 years old)BothNormal details
Abnormal Concentrations
BloodDetected and Quantified0.0045 +/- 0.0031 uMAdult (>18 years old)MaleAnephrism details
Associated Disorders and Diseases
Disease References
Anephric patients
  1. Shepard RM, Horst RL, Hamstra AJ, DeLuca HF: Determination of vitamin D and its metabolites in plasma from normal and anephric man. Biochem J. 1979 Jul 15;182(1):55-69. [PubMed:227368 ]
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB021793
KNApSAcK IDNot Available
Chemspider ID17215953
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
PubChem Compound12895043
PDB IDNot Available
ChEBI ID89324
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Ron M, Menczel J, Schwartz L, Palti Z, Kidroni G: Vitamin D3 metabolites in amniotic fluid in relation with maternal and fetal sera in term pregnancies. J Perinat Med. 1987;15(3):282-90. [PubMed:3501463 ]
  2. Imawari M, Kozawa K, Yoshida T, Osuga T: A simple and sensitive assay for 25-hydroxyvitamin D, 24,25-dihydroxyvitamin D and 1,25-dihydroxyvitamin D in human serum. Clin Chim Acta. 1982 Sep 1;124(1):63-73. [PubMed:6982126 ]
  3. Inaba M, Yukioka K, Furumitsu Y, Murano M, Goto H, Nishizawa Y, Morii H: Positive correlation between levels of IL-1 or IL-2 and 1,25(OH)2D/25-OH-D ratio in synovial fluid of patients with rheumatoid arthritis. Life Sci. 1997;61(10):977-85. [PubMed:9296336 ]
  4. Traba ML, Babe M, de la Piedra C, Marin A: 24,25-dihydroxyvitamin D3 in serum: sample purification with Sep-Pak C-18 cartridges and liquid chromatography before protein-binding assay. Clin Chem. 1983 Oct;29(10):1806-7. [PubMed:6604593 ]
  5. Coldwell RD, Trafford DJ, Makin HL, Varley MJ, Kirk DN: Specific estimation of 24,25-dihydroxyvitamin D in plasma by gas chromatography-mass spectrometry. Clin Chem. 1984 Jul;30(7):1193-8. [PubMed:6610503 ]
  6. Guillemant S, Kremer R: [Radiocompetitive estimation of 25-hydroxyvitamin D in human serum (author's transl)]. Ann Biol Clin (Paris). 1978;36(6):491-6. [PubMed:749564 ]
  7. Kumar R, Wiesner R, Scott M, Go VL: Physiology of 24,25-dihydroxyvitamin D3 in normal human subjects. Am J Physiol. 1982 Nov;243(5):E370-4. [PubMed:6753604 ]
  8. Lazebnik R, Eisenberg Z, Lazebnik N, Spirer Z, Weisman Y: Vitamin D metabolites in amniotic fluid. J Clin Endocrinol Metab. 1983 Mar;56(3):632-4. [PubMed:6600461 ]
  9. Mason RS, Lissner D, Grunstein HS, Posen S: A simplified assay for dihydroxylated vitamin D metabolites in human serum: application to hyper- and hypovitaminosis D. Clin Chem. 1980 Mar;26(3):444-50. [PubMed:6892691 ]
  10. van Leeuwen JP, van den Bemd GJ, van Driel M, Buurman CJ, Pols HA: 24,25-Dihydroxyvitamin D(3) and bone metabolism. Steroids. 2001 Mar-May;66(3-5):375-80. [PubMed:11179746 ]