1,25-dihydroxyvitamin d3-26,23-lactone profile

## 1,25-Dihydroxyvitamin D3-26,23-lactone: A Novel Metabolite with Potential Significance

1,25-dihydroxyvitamin D3-26,23-lactone (also known as 26,23-lactone of calcitriol or 1α,25(OH)2D3-26,23-lactone) is a **recently discovered metabolite** of the active form of vitamin D, calcitriol (1,25-dihydroxyvitamin D3). It's formed through a **lactonization reaction**, where a ring structure is formed by joining the 26 and 23 positions of the vitamin D molecule.

**Why is it important for research?**

This metabolite is currently being investigated for its potential roles in various physiological processes, including:

* **Vitamin D metabolism and regulation:** The exact role of this lactone in vitamin D metabolism is still under investigation, but it's believed to be a **potential reservoir** of calcitriol, contributing to its overall regulation.
* **Bone health:** Some studies suggest that this metabolite may play a role in bone health, potentially affecting bone remodeling and mineral metabolism.
* **Cardiovascular health:** Research is ongoing to understand if this lactone has any impact on cardiovascular function and disease.
* **Cancer prevention:** There is some evidence that this metabolite might exhibit anti-cancer properties, possibly affecting cell growth and differentiation.

**Current research:**

* **Identification and quantification:** Scientists are actively working to develop methods for accurately identifying and quantifying this metabolite in various biological samples, including blood and urine.
* **Mechanism of action:** Researchers are exploring how this lactone interacts with different receptors and pathways in the body, contributing to its potential effects.
* **Clinical significance:** Studies are being conducted to evaluate the potential clinical implications of this metabolite in various conditions, including vitamin D deficiency, bone disorders, and cardiovascular diseases.

**Overall, 1,25-dihydroxyvitamin D3-26,23-lactone is a newly discovered metabolite with promising potential in various fields. Further research is necessary to fully understand its physiological functions and clinical significance.**

**It's important to note that the information provided here is not a substitute for professional medical advice.** Always consult with a qualified healthcare professional for any health concerns.

ID Source	ID
PubMed CID	6438368
CHEBI ID	156153
SCHEMBL ID	14488928
MeSH ID	M0088004

Synonym
(23s,25r)-1alpha,25-dihydroxyvitamin d3 26,23-lactone / (23s,25r)-1alpha,25-dihydroxycholecalciferol 26,23-lactone
LMST03020123 ,
(5z,7e)-(1s,3r,23s,25r)-1,3,25-trihydroxy-9,10-seco-5,7,10(19)-cholestatrieno-26,23-lactone
(23s,25r)-1alpha,25-(oh)2d3-26,23-lactone
gtpl2786
CHEBI:156153
1,25-dihydroxyvitamin d3-26,23-lactone
(3r,5s)-5-[(2r)-2-[(1r,3as,4e,7ar)-4-[(2z)-2-[(3s,5r)-3,5-dihydroxy-2-methylidenecyclohexylidene]ethylidene]-7a-methyl-2,3,3a,5,6,7-hexahydro-1h-inden-1-yl]propyl]-3-hydroxy-3-methyloxolan-2-one
23(s),25(r)-1,25(oh)2d3-26,23-lactone
1,25-dihydroxycholecalciferol-26-23-lactone
1,25-lactone
calcitriol-26,23-lactone
9,10-secocholesta-5,7,10(19)-trien-26-oic acid, 1,3,23,25-tetrahydroxy-, gamma-lactone, (1alpha,3beta,5z,7e,22s,25r)-
81203-50-1
1alpha,25-dihydroxyvitamin d3-26,23-lactone
208408-46-2
SCHEMBL14488928
vitamin d3, 1,25-dihydroxy-, 26, 23-lactone, (1alpha)-
DTXSID1051359
calcitriol lactone
23s,25r)-1a,25-dihydroxyvitamin d3 26,23-lactone
Q27075646
2(3h)-furanone, 5-[(2r)-2-[(1r,3as,4e,7ar)-4-[(2z)-2-[(3s,5r)-3,5-dihydroxy-2-methylenecyclohexylidene]ethylidene]octahydro-7a-methyl-1h-inden-1-yl]propyl]dihydro-3-hydroxy-3-methyl-, (3r,5s)-

Excerpt	Relevance	Reference
" A similar profile of metabolites was observed on high-pressure-liquid-chromatographic analysis of an extract from the kidneys of rats dosed intravenously with 1,25-dihydroxy[3H]cholecalciferol."	( Production of C-24- and C-23-oxidized metabolites of 1,25-dihydroxycholecalciferol by cultured kidney cells (LLC PK1) and their presence in kidney in vivo. Martin, CA; Napoli, JL, 1984)	0.27
" (23S)-1,23,25-Trihydroxyvitamin D3 had no intestinal calcium absorptive or bone calcium resorptive activity when dosed to vitamin D deficient rats at levels up to 500 ng."	( (23S)-1,23,25-Trihydroxyvitamin D3: its biologic activity and role in 1 alpha,25-dihydroxyvitamin D3 26,23-lactone biosynthesis. Baggiolini, EG; Engstrom, GW; Horst, RL; Napoli, JL; Uskoković, MR; Wovkulich, PM, 1984)	0.27

Class	Description
vitamin D	Any member of a group of fat-soluble hydroxy seco-steroids that exhibit biological activity against vitamin D deficiency. Vitamin D can be obtained from sun exposure, food and supplements and is biologically inactive and converted into the biologically active calcitriol via double hydroxylation in the body.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathway	Proteins	Compounds
Vitamins A and D - action mechanisms	0	9

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	19 (65.52)	18.7374
1990's	6 (20.69)	18.2507
2000's	3 (10.34)	29.6817
2010's	1 (3.45)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	1 (3.33%)	5.53%
Reviews	1 (3.33%)	6.00%
Case Studies	1 (3.33%)	4.05%
Observational	0 (0.00%)	0.25%
Other	27 (90.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Trials	Classes	Roles
glycine [no description available]	2.03	1	0	alpha-amino acid; amino acid zwitterion; proteinogenic amino acid; serine family amino acid	EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor; fundamental metabolite; hepatoprotective agent; micronutrient; neurotransmitter; NMDA receptor agonist; nutraceutical
alanine Alanine: A non-essential amino acid that occurs in high levels in its free state in plasma. It is produced from pyruvate by transamination. It is involved in sugar and acid metabolism, increases IMMUNITY, and provides energy for muscle tissue, BRAIN, and the CENTRAL NERVOUS SYSTEM.. alanine : An alpha-amino acid that consists of propionic acid bearing an amino substituent at position 2.	2.03	1	0	alanine zwitterion; alanine; L-alpha-amino acid; proteinogenic amino acid; pyruvate family amino acid	EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor; fundamental metabolite
proline Proline: A non-essential amino acid that is synthesized from GLUTAMIC ACID. It is an essential component of COLLAGEN and is important for proper functioning of joints and tendons.. proline : An alpha-amino acid that is pyrrolidine bearing a carboxy substituent at position 2.	1.97	1	0	amino acid zwitterion; glutamine family amino acid; L-alpha-amino acid; proline; proteinogenic amino acid	algal metabolite; compatible osmolytes; Escherichia coli metabolite; micronutrient; mouse metabolite; nutraceutical; Saccharomyces cerevisiae metabolite
tartaric acid tartaric acid: RN given refers to cpd with unspecified isomeric designation. D-tartaric acid : The D-enantiomer of tartaric acid.	1.97	1	0	tartaric acid	Escherichia coli metabolite
ergosterol [no description available]	2.06	1	0	3beta-hydroxy-Delta(5)-steroid; 3beta-sterol; ergostanoid; phytosterols	fungal metabolite; Saccharomyces cerevisiae metabolite
h 89 N-(2-(4-bromocinnamylamino)ethyl)-5-isoquinolinesulfonamide: structure given in first source. N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide : A member of the class of isoquinolines that is the sulfonamide obtained by formal condensation of the sulfo group of isoquinoline-5-sulfonic acid with the primary amino group of N(1)-[3-(4-bromophenyl)prop-2-en-1-yl]ethane-1,2-diamine. It is a protein kinase A inhibitor.. (E)-N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide : A N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide in which the double bond adopts a trans-configuration.	2.06	1	0	N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide
calcitriol dihydroxy-vitamin D3: as a major in vitro metabolite of 1alpha,25-dihydroxyvitamin D3, produced in primary cultures of neonatal human keratinocytes	7.16	29	1	D3 vitamins; hydroxycalciol; triol	antineoplastic agent; antipsoriatic; bone density conservation agent; calcium channel agonist; calcium channel modulator; hormone; human metabolite; immunomodulator; metabolite; mouse metabolite; nutraceutical
cholecalciferol Cholecalciferol: Derivative of 7-dehydroxycholesterol formed by ULTRAVIOLET RAYS breaking of the C9-C10 bond. It differs from ERGOCALCIFEROL in having a single bond between C22 and C23 and lacking a methyl group at C24.. calciol : A hydroxy seco-steroid that is (5Z,7E)-9,10-secocholesta-5,7,10(19)-triene in which the pro-S hydrogen at position 3 has been replaced by a hydroxy group. It is the inactive form of vitamin D3, being hydroxylated in the liver to calcidiol (25-hydroxyvitamin D3), which is then further hydroxylated in the kidney to give calcitriol (1,25-dihydroxyvitamin D3), the active hormone.	3.98	4	0	D3 vitamins; hydroxy seco-steroid; seco-cholestane; secondary alcohol; steroid hormone	geroprotector; human metabolite
1,25-dihydroxy-24-oxo-vitamin d3 1,25-dihydroxy-24-oxo-vitamin D3: vitamin D3 metabolite in chick intestinal mucosa homogenate	1.96	1	0	hydroxycalciol; oxocalciol; tertiary alpha-hydroxy ketone	human metabolite
phosphorus Phosphorus: A non-metal element that has the atomic symbol P, atomic number 15, and atomic weight 31. It is an essential element that takes part in a broad variety of biochemical reactions.	1.97	1	0	monoatomic phosphorus; nonmetal atom; pnictogen	macronutrient
strontium radioisotopes Strontium Radioisotopes: Unstable isotopes of strontium that decay or disintegrate spontaneously emitting radiation. Sr 80-83, 85, and 89-95 are radioactive strontium isotopes.	1.97	1	0
24,25-dihydroxyvitamin d 3 24,25-Dihydroxyvitamin D 3: A physiologically active metabolite of VITAMIN D. The compound is involved in the regulation of calcium metabolism, alkaline phosphatase activity, and enhancing the calcemic effect of CALCITRIOL.	1.97	1	0
calcifediol lactone calcifediol lactone: vitamin D3 metabolite; competes actively for vitamin D binding protein in ligand assay for 25-hydroxyvitamin D3; RN given refers to (3beta,5Z,7E)-isomer	2.65	3	0
24,24-difluoro-1,25-dihydroxyvitamin d3 24,24-difluoro-1,25-dihydroxyvitamin D3: RN given refers to (1alpha,3beta,5Z,7E)-isomer	1.96	1	0
1,23,25-trihydroxyvitamin d3 1,23,25-trihydroxyvitamin D3: intestinal metabolite of calcitriol. 1alpha,23(S),25-trihydroxyvitamin D3 : A hydroxycalciol that consists of vitamin D3 (calciol) bearing additional hydroxy substituents at positions 1, 23 and 25 (with 1alpha,23S-configuration). An intermediate in the degradation pathway of 1alpha,25-(OH)2D3.	2.37	2	0	D3 vitamins; hydroxy seco-steroid; hydroxycalciol; tetrol	human metabolite
tei 9647 TEI 9647: a 1alpha,25-dihydroxyvitamin D3 antagonist; TEI-9647 is the (23S)-isomer, and TEI-9648 is the (23R)-isomer; structure in first source	2	1	0	vitamin D
acid phosphatase Acid Phosphatase: An enzyme that catalyzes the conversion of an orthophosphoric monoester and water to an alcohol and orthophosphate. EC 3.1.3.2.	1.97	1	0
1,24,25-trihydroxyvitamin d3 1,24,25-trihydroxyvitamin D3: RN given refers to (3beta,5Z,7E)-isomer	2.88	4	0

Condition	Relationship Strength	Studies	Trials
Chemical Dependence [description not available]	3.34	1	1
Diabetes, Phosphate [description not available]	3.34	1	1
Hypocalcemia Reduction of the blood calcium below normal. Manifestations include hyperactive deep tendon reflexes, Chvostek's sign, muscle and abdominal cramps, and carpopedal spasm. (Dorland, 27th ed)	3.34	1	1
Hypophosphatemia, Familial An inherited condition of abnormally low serum levels of PHOSPHATES (below 1 mg/liter) which can occur in a number of genetic diseases with defective reabsorption of inorganic phosphorus by the PROXIMAL RENAL TUBULES. This leads to phosphaturia, HYPOPHOSPHATEMIA, and disturbances of cellular and organ functions such as those in X-LINKED HYPOPHOSPHATEMIC RICKETS; OSTEOMALACIA; and FANCONI SYNDROME.	3.34	1	1
Substance-Related Disorders Disorders related to substance use or abuse.	3.34	1	1
Deficiency, Vitamin D [description not available]	3.98	5	0
Vitamin D Deficiency A nutritional condition produced by a deficiency of VITAMIN D in the diet, insufficient production of vitamin D in the skin, inadequate absorption of vitamin D from the diet, or abnormal conversion of vitamin D to its bioactive metabolites. It is manifested clinically as RICKETS in children and OSTEOMALACIA in adults. (From Cecil Textbook of Medicine, 19th ed, p1406)	3.98	5	0
Granulocytic Leukemia [description not available]	1.96	1	0
Leukemia, Myeloid Form of leukemia characterized by an uncontrolled proliferation of the myeloid lineage and their precursors (MYELOID PROGENITOR CELLS) in the bone marrow and other sites.	1.96	1	0
Sensitivity and Specificity Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)	1.98	1	0
Age-Related Osteoporosis [description not available]	1.98	1	0
Osteoporosis Reduction of bone mass without alteration in the composition of bone, leading to fractures. Primary osteoporosis can be of two major types: postmenopausal osteoporosis (OSTEOPOROSIS, POSTMENOPAUSAL) and age-related or senile osteoporosis.	1.98	1	0
Bone Loss, Osteoclastic [description not available]	2.37	2	0

1,25-dihydroxyvitamin d3-26,23-lactone

Cross-References

Synonyms (23)

Research Excerpts

Dosage Studied

Drug Classes (1)

Pathways (1)

Research

Studies (29)

Market Indicators

Research Demand Index: 10.60

Study Types