Record Information |
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Version | 4.0 |
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Status | Expected but not Quantified |
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Creation Date | 2007-05-22 18:32:06 UTC |
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Update Date | 2020-02-26 21:26:16 UTC |
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HMDB ID | HMDB0006228 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 24-Hydroxycalcitriol |
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Description | 24-Hydroxycalcitriol stimulates intestinal calcium transport but not bone calcium mobilization or phosphate transport reactions. (PMID: 163578 ). Vitamin D-24-hydroxylase (24-OHase) is a cytochrome P-450 enzyme that catalyzes the conversion of 1alpha,25-dihydroxyvitamin D3 [1,25-(OH)2D3] to 24-Hydroxycalcitriol (1,24,25-trihydroxyvitamin D3). (PMID: 9165006 ). The administration of 24-Hydroxycalcitriol at doses of 0.2 and 0.3 microg/kg/day produced strong anabolic effects, especially on vertebral cancellous bone that can prevent estrogen depletion-induced bone loss in ovariectomized (OVX) rats. (PMID: 9115161 ). |
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Structure | |
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Synonyms | Value | Source |
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1alpha,24R,25(OH)3D3 | ChEBI | 1alpha,24R,25-Trihydroxycholecalciferol | ChEBI | 1alpha,24R,25-Trihydroxyvitamin D3 | ChEBI | 1a,24R,25(OH)3D3 | Generator | 1Α,24R,25(OH)3D3 | Generator | 1a,24R,25-Trihydroxycholecalciferol | Generator | 1Α,24R,25-trihydroxycholecalciferol | Generator | 1a,24R,25-Trihydroxyvitamin D3 | Generator | 1Α,24R,25-trihydroxyvitamin D3 | Generator | (1-alpha,3-beta,5Z,7E,24R)-10-Secocholesta-5,7,10(19)-triene-1,3,24,25-tetrol | HMDB | (1-alpha,3-beta,5Z,7E,24R)-9,10-Secocholesta-5,7,10(19)-triene-1,3,24,25-tetrol | HMDB | (24R)-24-Hydroxycalcitriol | HMDB | 1-alpha,24(R),25-Trihydroxyvitamin D3 | HMDB | 1-alpha,24R,25-Trihydroxyvitamin D3 | HMDB | Calcitetrol | HMDB | Ro 21-7729 | HMDB |
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Chemical Formula | C27H44O4 |
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Average Molecular Weight | 432.6359 |
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Monoisotopic Molecular Weight | 432.323959896 |
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IUPAC Name | (1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol |
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Traditional Name | calcitetrol |
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CAS Registry Number | 56142-94-0 |
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SMILES | C[C@H](CC[C@@H](O)C(O)(C)C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C |
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InChI Identifier | InChI=1S/C27H44O4/c1-17(8-13-25(30)26(3,4)31)22-11-12-23-19(7-6-14-27(22,23)5)9-10-20-15-21(28)16-24(29)18(20)2/h9-10,17,21-25,28-31H,2,6-8,11-16H2,1,3-5H3/b19-9+,20-10-/t17-,21-,22-,23+,24+,25-,27-/m1/s1 |
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InChI Key | WFZKUWGUJVKMHC-UKBUZQLGSA-N |
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Chemical Taxonomy |
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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. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Steroids and steroid derivatives |
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Sub Class | Vitamin D and derivatives |
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Direct Parent | Vitamin D and derivatives |
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Alternative Parents | |
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Substituents | - Triterpenoid
- Tertiary alcohol
- Cyclic alcohol
- Secondary alcohol
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- Aliphatic homopolycyclic compound
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Molecular Framework | Aliphatic homopolycyclic compounds |
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External Descriptors | |
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Ontology |
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Disposition | Route of exposure: Biological location: Source: |
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Process | Naturally occurring process: |
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Role | Biological role: Industrial application: |
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Physical Properties |
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State | Solid |
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Experimental Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Predicted Properties | |
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| Spectrum Type | Description | Splash Key | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-0a4i-8019800000-bd957cd71fdc43e3cf94 | Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive | splash10-001i-2212039000-ff7c0fc06a74f042ea4e | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-014j-0119800000-971c62e3a9b445085374 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-002b-0329200000-87fe5af08f7d613843ad | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-01ta-1249100000-e02dd2ffb8dcfe6ac44d | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-001i-0001900000-1a4a0abd4a0f9c808d15 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-03e9-0006900000-f4091fa625ee0575ca96 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-00y0-9005200000-f5bbc4087082427238c7 | Spectrum |
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General References | - DeLuca HF: The kidney as an endocrine organ involved in the function of vitamin D. Am J Med. 1975 Jan;58(1):39-47. [PubMed:163578 ]
- Akeno N, Saikatsu S, Kawane T, Horiuchi N: Mouse vitamin D-24-hydroxylase: molecular cloning, tissue distribution, and transcriptional regulation by 1alpha,25-dihydroxyvitamin D3. Endocrinology. 1997 Jun;138(6):2233-40. [PubMed:9165006 ]
- Erben RG, Bante U, Birner H, Stangassinger M: Prophylactic effects of 1,24,25-trihydroxyvitamin D3 on ovariectomy-induced cancellous bone loss in the rat. Calcif Tissue Int. 1997 May;60(5):434-40. [PubMed:9115161 ]
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