Paricalcitol (CED0005081)

Record Information

Version

1.0

Creation Date

2016-05-22 06:36:07 UTC

Update Date

2026-05-14 16:52:34 UTC

Accession Number

CHEM019878

Identification

Common Name

Paricalcitol

Class

Small Molecule

Description

Paricalcitol is an organic compound with the formula C27H44O3 and an average molecular weight of 416.64 g/mol. Paricalcitol belongs to the vitamin d and derivatives, a subclass of steroids and steroid derivatives within the organic compounds. It is classified within the superclass of lipids and lipid-like molecules. The compound acts as an agonist of the Vitamin D3 receptor (VDR). It has been recorded in sources including antennas within electrical and electronic equipment, as well as anti-parathyroid agents used in healthcare, pharmaceuticals, and veterinary products. Recorded exposure routes for paricalcitol include oral and intravenous administration.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
19-Nor-1alpha,25-dihydroxyvitamin D2	ChEBI
Zemplar	ChEBI
19-Nor-1a,25-dihydroxyvitamin D2	Generator
19-Nor-1α,25-dihydroxyvitamin D2	Generator
Paricalcitol-D6	HMDB
19-Nor-1,25-(OH)2D2	HMDB
Abbott brand OF paricalcitol	HMDB

Chemical Formula

C₂₇H₄₄O₃

Average Molecular Mass

416.637 g/mol

Monoisotopic Mass

416.329 g/mol

CAS Registry Number

131918-61-1

IUPAC Name

(1R,3R)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R,3E,5S)-6-hydroxy-5,6-dimethylhept-3-en-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}cyclohexane-1,3-diol

Traditional Name

paricalcitol

SMILES

[H]C1CC[C@]2(C)[C@]([H])(CC[C@@]2([H])\C1=C\C=C1C[C@@H](O)C[C@H](O)C1)[C@H](C)\C=C\[C@H](C)C(O)(C)C

InChI Identifier

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

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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Vitamin D and derivatives

Direct Parent

Vitamin 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 Framework

Aliphatic homopolycyclic compounds

External Descriptors

seco-cholestane (CHEBI:7931 )
hydroxy seco-steroid (CHEBI:7931 )
Vitamin D2 and derivatives (C08127 )
C27 bile acids, alcohols, and derivatives (LMST04030163 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0068 g/L	ALOGPS
logP	5.27	ALOGPS
logP	4.26	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	14.81	ChemAxon
pKa (Strongest Basic)	-1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	127.95 m³·mol⁻¹	ChemAxon
Polarizability	51.11 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0a4i-4029200000-0e69ac54ae775b70b07f	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0159-1600329000-8c4425fcfb09a3a8bc15	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00l2-0119200000-4cbc3d3f58c0e0397be4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-055e-0349000000-a309ddc9a87435e13c61	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-056r-3594000000-41ea81c5e5ebb9f76445	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0004900000-266949ec80702b2d054f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014j-1009500000-bd2d96a201a200fbe62e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05n1-8109000000-27fa7680d7b0ac0c65f8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0aba-1397100000-3a5eca81bbca5912cfba	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ab9-1293000000-2a86d8a15c43da0836bc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-053r-6940000000-549359487e3e0fb6c62a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0000900000-67ea14fb7a26b9b2d929	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0003900000-0988c8886cb5d91453ff	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00ko-3957600000-a8f253c962035e908892	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
36.0	Log mg/kg	[20:63]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
337	Anti-parathyroid agents	Healthcare, pharmaceuticals & veterinary products	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Vitamin D3 receptor	A3RGC1	Sus scrofa	Predicted (SEA)	1.63483
Click to view 3D structure	Vitamin D-binding protein	P02774	Humans	Predicted (SEA)	1.63483
Click to view 3D structure	Vitamin D3 receptor	P13053	Rattus norvegicus	Predicted (SEA)	1.24559
Click to view 3D structure	Vitamin D3 receptor A	Q9PTN2	Danio rerio	Predicted (SEA)	1.55698
Click to view 3D structure	Vitamin D3 receptor	P11473	Humans	Predicted (SEA)	4.28171
Click to view 3D structure	Vitamin D3 receptor	Q28037	Bos taurus	Predicted (SEA)	1.71268
Click to view 3D structure	Vitamin D3 receptor	O42392	Gallus gallus	Predicted (SEA)	2.25763
Click to view 3D structure	Vitamin D3 receptor	P48281	Mus musculus	Predicted (SEA)	1.32344
Click to view 3D structure	Oxysterol-binding protein 1	P22059	Humans	Predicted (SEA)	13.4679
Click to view 3D structure	Oxysterol-binding protein 2	Q969R2	Humans	Predicted (SEA)	13.2344
Click to view 3D structure	G-protein coupled receptor 183	D4A7K7	Rattus norvegicus	Predicted (SEA)	10.5096
Click to view 3D structure	Androgen receptor	P10275	Humans	Predicted (SEA)	252.854
Click to view 3D structure	Alpha-crystallin B chain	P02511	Humans	Predicted (SEA)	3.03612
Click to view 3D structure	Oxysterols receptor LXR-alpha	Q13133	Humans	Predicted (SEA)	152.818
Click to view 3D structure	Nuclear receptor ROR-gamma	P51449	Humans	Predicted (SEA)	246.315
Click to view 3D structure	NPC1-like intracellular cholesterol transporter 1	Q9UHC9	Humans	Predicted (SEA)	18.1389
Click to view 3D structure	Cycloartenol-C-24-methyltransferase	Q9LM02	Arabidopsis thaliana	Predicted (SEA)	4.51525
Click to view 3D structure	Nuclear hormone receptor isoform A	A0A0K0EQJ4	Strongyloides stercoralis	Predicted (SEA)	8.79696
Click to view 3D structure	Ecdysone receptor	P34021	Drosophila melanogaster	Predicted (SEA)	1.47914
Click to view 3D structure	Alpha-crystallin A chain	P02489	Humans	Predicted (SEA)	2.02408
Click to view 3D structure	Protein deacetylase HDAC6	Q9UBN7	Humans	Predicted (SEA)	3155.38
Click to view 3D structure	1,25-dihydroxyvitamin D(3) 24-hydroxylase, mitochondrial	Q07973	Humans	Predicted (SEA)	41.6493
Click to view 3D structure	G-protein coupled receptor 183	P32249	Humans	Predicted (SEA)	564.874
Click to view 3D structure	G-protein coupled bile acid receptor 1	Q8TDU6	Humans	Predicted (SEA)	405.283
Click to view 3D structure	Bile acid receptor	Q96RI1	Humans	Predicted (SEA)	1439.98