Home Other Building Blocks 1,3-Cyclohexanediol, 5-[(2E)-2-[(1R,3aS,7aR)-octahydro-1-[(1R,2E,4S)-5-hydroxy-1,4,5-trimethyl-2-hexen-1-yl]-7a-methyl-4H-inden-4-ylidene]ethylidene]-, (1R,3R,5Z)-

1,3-Cyclohexanediol, 5-[(2E)-2-[(1R,3aS,7aR)-octahydro-1-[(1R,2E,4S)-5-hydroxy-1,4,5-trimethyl-2-hexen-1-yl]-7a-methyl-4H-inden-4-ylidene]ethylidene]-, (1R,3R,5Z)-

CAS No.:
131918-61-1
Catalog Number:
AG000ZWT
Molecular Formula:
C27H44O3
Molecular Weight:
416.6365
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥98%
1 week
United States
$268
- +
5mg
≥98%
1 week
United States
$946
- +
10mg
99%
1 week
United States
$1807
- +
Product Description
Catalog Number:
AG000ZWT
Chemical Name:
1,3-Cyclohexanediol, 5-[(2E)-2-[(1R,3aS,7aR)-octahydro-1-[(1R,2E,4S)-5-hydroxy-1,4,5-trimethyl-2-hexen-1-yl]-7a-methyl-4H-inden-4-ylidene]ethylidene]-, (1R,3R,5Z)-
CAS Number:
131918-61-1
Molecular Formula:
C27H44O3
Molecular Weight:
416.6365
MDL Number:
MFCD08067734
IUPAC Name:
(1R,3R)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(E,2R,5S)-6-hydroxy-5,6-dimethylhept-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]cyclohexane-1,3-diol
InChI:
InChI=1S/C27H44O3/c1-18(8-9-19(2)26(3,4)30)24-12-13-25-21(7-6-14-27(24,25)5)11-10-20-15-22(28)17-23(29)16-20/h8-11,18-19,22-25,28-30H,6-7,12-17H2,1-5H3/b9-8+,21-11+/t18-,19+,22-,23-,24-,25+,27-/m1/s1
InChI Key:
BPKAHTKRCLCHEA-UBFJEZKGSA-N
SMILES:
O[C@H]1C[C@H](O)C/C(=C\C=C\2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](/C=C/[C@@H](C(O)(C)C)C)C)C)/C1
UNII:
6702D36OG5
Properties
Complexity:
676  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
7  
Defined Bond Stereocenter Count:
2  
Exact Mass:
416.329g/mol
Formal Charge:
0
Heavy Atom Count:
30  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
416.646g/mol
Monoisotopic Mass:
416.329g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
60.7A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
5  
Literature
Title Journal
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Paricalcitol attenuates renal interstitial fibrosis in obstructive nephropathy. Journal of the American Society of Nephrology : JASN 20061201
Calcification inhibitors and Wnt signaling proteins are implicated in bovine artery smooth muscle cell calcification in the presence of phosphate and vitamin D sterols. Calcified tissue international 20061201
Mortality risk among hemodialysis patients receiving different vitamin D analogs. Kidney international 20061101
Paricalcitol versus calcitriol treatment for hyperparathyroidism in pediatric hemodialysis patients. Pediatric nephrology (Berlin, Germany) 20061001
Parathyromatosis and the challenge of treatment. American journal of kidney diseases : the official journal of the National Kidney Foundation 20060901
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Initial dosing of paricalcitol based on PTH levels in hemodialysis patients with secondary hyperparathyroidism. American journal of kidney diseases : the official journal of the National Kidney Foundation 20060701
Does paricalcitol reduce proteinuria in patients with chronic kidney disease? Nature clinical practice. Nephrology 20060701
Paricalcitol for treatment of secondary hyperparathyroidism in CKD patients. American journal of kidney diseases : the official journal of the National Kidney Foundation 20060601
Effects of Vitamin D analogs on gene expression profiling in human coronary artery smooth muscle cells. Atherosclerosis 20060501
19nor-1,25-dihydroxyvitamin D2 specifically induces CYP3A9 in rat intestine more strongly than 1,25-dihydroxyvitamin D3 in vivo and in vitro. Molecular pharmacology 20060501
Differential effects of very high doses of doxercalciferol and paricalcitol on serum phosphorus in hemodialysis patients. Clinical nephrology 20060501
Paricalcitol [19-nor-1,25-(OH)2D2] in the treatment of experimental renal bone disease. Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research 20060501
Paricalcitol capsules for the control of secondary hyperparathyroidism in chronic kidney disease. Expert opinion on pharmacotherapy 20060401
Vitamin D receptor (VDR) localization in human promyelocytic leukemia cells. Leukemia & lymphoma 20060401
Vitamin D and acute promyelocytic leukemia. Leukemia & lymphoma 20060401
Cardiovascular disease in chronic kidney failure: the role of VDR activators. Current opinion in investigational drugs (London, England : 2000) 20060301
Cinacalcet hydrochloride (Sensipar) in hemodialysis patients on active vitamin D derivatives with controlled PTH and elevated calcium x phosphate. Clinical journal of the American Society of Nephrology : CJASN 20060301
Paricalcitol capsule for the treatment of secondary hyperparathyroidism in stages 3 and 4 CKD. American journal of kidney diseases : the official journal of the National Kidney Foundation 20060201
Differential effects of Vitamin D analogs on bone formation and resorption. The Journal of steroid biochemistry and molecular biology 20060101
Effects of vitamin D analogs on the expression of plasminogen activator inhibitor-1 in human vascular cells. Thrombosis research 20060101
The effect of hepatic insufficiency on the safety and pharmacokinetics of paricalcitol (Zemplar). Nephron. Clinical practice 20060101
A comparison of dosing regimens of paricalcitol capsule for the treatment of secondary hyperparathyroidism in CKD stages 3 and 4. American journal of nephrology 20060101
[Inappropriate commercial presentation of selected drugs and associated overcost]. Farmacia hospitalaria : organo oficial de expresion cientifica de la Sociedad Espanola de Farmacia Hospitalaria 20060101
Therapy of secondary hyperparathyroidism to date: vitamin D analogs, calcimimetics or both? Journal of nephrology 20060101
Health-economic comparison of paricalcitol, calcitriol and alfacalcidol for the treatment of secondary hyperparathyroidism during haemodialysis. Clinical drug investigation 20060101
Antitumor effects of two less-calcemic vitamin D analogs (Paricalcitol and QW-1624F2-2) in squamous cell carcinoma cells. Oncology 20060101
Phase I/II study of 19-nor-1alpha-25-dihydroxyvitamin D2 (paricalcitol) in advanced, androgen-insensitive prostate cancer. Clinical cancer research : an official journal of the American Association for Cancer Research 20051215
Antiproteinuric effect of oral paricalcitol in chronic kidney disease. Kidney international 20051201
Vitamin D(2) analog (Paricalcitol; Zemplar) for treatment of myelodysplastic syndrome. Leukemia research 20051101
Vitamin D analogs down-regulate plasminogen activator inhibitor-1 in human coronary artery smooth muscle cells. Journal of thrombosis and haemostasis : JTH 20050701
Once-weekly intravenous paricalcitol in the treatment of secondary hyperparathyroidism in hemodialysis patients. Clinical nephrology 20050601
Prediction of genotoxicity of chemical compounds by statistical learning methods. Chemical research in toxicology 20050601
Activated injectable vitamin D and hemodialysis survival: a historical cohort study. Journal of the American Society of Nephrology : JASN 20050401
19-Nor-1,25(OH)2D2 (a novel, noncalcemic vitamin D analogue), combined with arsenic trioxide, has potent antitumor activity against myeloid leukemia. Cancer research 20050315
Are new vitamin D analogues in renal bone disease superior to calcitriol? Pediatric nephrology (Berlin, Germany) 20050301
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Production of plasminogen activator inhibitor-1 (PAI-1) by endothelial cells: differential responses to calcitriol and paricalcitol. Journal of thrombosis and haemostasis : JTH 20041201
Industry probe. Justice Department subpoenas dialysis providers. Modern healthcare 20041101
Topical paricalcitol (19-nor-1 alpha,25-dihydroxyvitamin D2) is a novel, safe and effective treatment for plaque psoriasis: a pilot study. The British journal of dermatology 20040701
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1alpha,25-dihydroxyvitamin D(3) (calcitriol) and its analogue, 19-nor-1alpha,25(OH)(2)D(2), potentiate the effects of ionising radiation on human prostate cancer cells. British journal of cancer 20030818
Survival of patients undergoing hemodialysis with paricalcitol or calcitriol therapy. The New England journal of medicine 20030731
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[Differential effect of vitamin D analogues on the proliferation of vascular smooth muscle cells]. Nefrologia : publicacion oficial de la Sociedad Espanola Nefrologia 20030101
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Severe hyperparathyroidism despite paricalcitol therapy: one-year follow-up. Advances in peritoneal dialysis. Conference on Peritoneal Dialysis 20030101
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Comparative review of the pharmacokinetics of vitamin D analogues. Seminars in dialysis 20020101
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Strategies to minimize bone disease in renal failure. American journal of kidney diseases : the official journal of the National Kidney Foundation 20011201
p21WAF1 and TGF-alpha mediate parathyroid growth arrest by vitamin D and high calcium. Kidney international 20011201
Severe secondary hyperparathyroidism. Nephrology nursing journal : journal of the American Nephrology Nurses' Association 20011201
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Paricalcitol in dialysis patients with calcitriol-resistant secondary hyperparathyroidism. American journal of kidney diseases : the official journal of the National Kidney Foundation 20011101
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Paricalcitol dosing according to body weight or severity of hyperparathyroidism: a double-blind, multicenter, randomized study. American journal of kidney diseases : the official journal of the National Kidney Foundation 20011101
A placebo-controlled trial to evaluate immunomodulatory effects of paricalcitol. American journal of kidney diseases : the official journal of the National Kidney Foundation 20011001
A long-term, multicenter study of the efficacy and safety of paricalcitol in end-stage renal disease. Clinical nephrology 20011001
Relative potencies of 1,25-(OH)(2)D(3) and 19-Nor-1,25-(OH)(2)D(2) on inducing differentiation and markers of bone formation in MG-63 cells. Journal of the American Society of Nephrology : JASN 20010701
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Calcitriol directly sensitizes renal tubular cells to ATP-depletion- and iron-mediated attack. The American journal of pathology 19990601
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