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Details

Stereochemistry ABSOLUTE
Molecular Formula C26H40O3
Molecular Weight 400.594
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of INECALCITOL

SMILES

[H][C@@]1(CC[C@]2([H])\C(CCC[C@]12C)=C\C=C3C[C@@H](O)C[C@H](O)C3)[C@H](C)CC#CC(C)(C)O

InChI

InChIKey=HHGRMHMXKPQNGF-WNSNRMDMSA-N
InChI=1S/C26H40O3/c1-18(7-5-13-25(2,3)29)23-11-12-24-20(8-6-14-26(23,24)4)10-9-19-15-21(27)17-22(28)16-19/h9-10,18,21-24,27-29H,6-8,11-12,14-17H2,1-4H3/b20-10+/t18-,21-,22-,23-,24-,26-/m1/s1

HIDE SMILES / InChI

Molecular Formula C26H40O3
Molecular Weight 400.594
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 1
Optical Activity UNSPECIFIED

Inecalcitol is a calcitriol analog with potential antineoplastic activity patented by a global pharmaceutical company Laboratoire Theramex. Inecalcitol is a potent agonist of vitamin D receptor (VDR). Inecalcitol was shown to be more potent than calcitriol in decreasing tumor cell growth and inducing apoptosis in a number of different model systems including models of breast cancer, prostate cancer, and squamous cell cancer. Importantly, at the doses shown to induce tumor regression in the animal models investigated, Inecalcitol had no major effect on blood calcium levels. In this phase I study, Inecalcitol was found to be well tolerated. Currently, Inecalcitol in combination with the cytotoxic drug, decitabine is undergoing a phase II clinical trial in patients with acute myeloid leukemia who are unfit to receive standard chemotherapy.

Approval Year

PubMed

PubMed

TitleDatePubMed
Two novel 14-Epi-analogues of 1,25-dihydroxyvitamin D3 inhibit the growth of human breast cancer cells in vitro and in vivo.
2000 May 15
Phase I safety and pharmacodynamic of inecalcitol, a novel VDR agonist with docetaxel in metastatic castration-resistant prostate cancer patients.
2014 Sep 1
Patents

Sample Use Guides

4mg taken orally every other day.
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:37:18 GMT 2023
Edited
by admin
on Sat Dec 16 17:37:18 GMT 2023
Record UNII
05FZV98342
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
INECALCITOL
INN  
INN  
Official Name English
9,10-SECO-14BH-19-NORCHOLESTA-5(Z),7(E)-DIEN-1(R),3(R),25-TRIOL-23-YNE
Common Name English
(7E)-19-NOR-9,10-SECO-14.BETA.-CHOLESTA-5,7-DIEN-23-YNE-1.ALPHA.,3.BETA.,25-TRIOL
Common Name English
TX-522
Code English
inecalcitol [INN]
Common Name English
1,3-CYCLOHEXANEDIOL, 5-((2E)-2-((1R,3AR,7AR)-OCTAHYDRO-1-((1R)-5-HYDROXY-1,5-DIMETHYL-3-HEXYN-1-YL)-7A-METHYL-4H-INDEN-4-YLIDENE)ETHYLIDENE)-, (1R,3R)-
Systematic Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 479715
Created by admin on Sat Dec 16 17:37:18 GMT 2023 , Edited by admin on Sat Dec 16 17:37:18 GMT 2023
NCI_THESAURUS C39713
Created by admin on Sat Dec 16 17:37:18 GMT 2023 , Edited by admin on Sat Dec 16 17:37:18 GMT 2023
FDA ORPHAN DRUG 432914
Created by admin on Sat Dec 16 17:37:18 GMT 2023 , Edited by admin on Sat Dec 16 17:37:18 GMT 2023
EU-Orphan Drug EU/3/15/1523
Created by admin on Sat Dec 16 17:37:18 GMT 2023 , Edited by admin on Sat Dec 16 17:37:18 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL2105107
Created by admin on Sat Dec 16 17:37:18 GMT 2023 , Edited by admin on Sat Dec 16 17:37:18 GMT 2023
PRIMARY
CAS
163217-09-2
Created by admin on Sat Dec 16 17:37:18 GMT 2023 , Edited by admin on Sat Dec 16 17:37:18 GMT 2023
PRIMARY
INN
8282
Created by admin on Sat Dec 16 17:37:18 GMT 2023 , Edited by admin on Sat Dec 16 17:37:18 GMT 2023
PRIMARY
PUBCHEM
6915835
Created by admin on Sat Dec 16 17:37:18 GMT 2023 , Edited by admin on Sat Dec 16 17:37:18 GMT 2023
PRIMARY
FDA UNII
05FZV98342
Created by admin on Sat Dec 16 17:37:18 GMT 2023 , Edited by admin on Sat Dec 16 17:37:18 GMT 2023
PRIMARY
EVMPD
SUB33672
Created by admin on Sat Dec 16 17:37:18 GMT 2023 , Edited by admin on Sat Dec 16 17:37:18 GMT 2023
PRIMARY
MESH
C409043
Created by admin on Sat Dec 16 17:37:18 GMT 2023 , Edited by admin on Sat Dec 16 17:37:18 GMT 2023
PRIMARY
EPA CompTox
DTXSID60870084
Created by admin on Sat Dec 16 17:37:18 GMT 2023 , Edited by admin on Sat Dec 16 17:37:18 GMT 2023
PRIMARY
NCI_THESAURUS
C83818
Created by admin on Sat Dec 16 17:37:18 GMT 2023 , Edited by admin on Sat Dec 16 17:37:18 GMT 2023
PRIMARY
DRUG BANK
DB04796
Created by admin on Sat Dec 16 17:37:18 GMT 2023 , Edited by admin on Sat Dec 16 17:37:18 GMT 2023
PRIMARY
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