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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H44O3
Molecular Weight 416.6365
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of SECALCIFEROL

SMILES

[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C3\C[C@@H](O)CCC3=C)[C@H](C)CC[C@@H](O)C(C)(C)O

InChI

InChIKey=FCKJYANJHNLEEP-XRWYNYHCSA-N
InChI=1S/C27H44O3/c1-18-8-12-22(28)17-21(18)11-10-20-7-6-16-27(5)23(13-14-24(20)27)19(2)9-15-25(29)26(3,4)30/h10-11,19,22-25,28-30H,1,6-9,12-17H2,2-5H3/b20-10+,21-11-/t19-,22+,23-,24+,25-,27-/m1/s1

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/12431790 https://www.ncbi.nlm.nih.gov/pubmed/27257472

Secalciferol (24,25-DIHYDROXYVITAMIN D 3/24R,25(OH)(2)D(3)) is suggested to be an essential hormone for the process of bone fracture healing, it has a physiological role in human bone and mineral metabolism, leading to an enhancement of osteocalcin synthesis. Secalciferol is possibly to bind a nuclear protein vitamin D receptor (VDR) to the ligand binding domain, which is stereo-specific for Secalciferol. The downstream effect will be triggered after the binding, including the inhibition of calcium channel to regulate the calcium homeostasis, and the following reduction of p53 and Pi-induced cytochrome C translocation

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Vitamin D3 compounds regulate human immunodeficiency virus type 1 replication in U937 monoblastoid cells and in monocyte-derived macrophages.
1993 Feb
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Treatment with 24R,25(OH)(2)D(3) (SECALCIFEROL) reduced Chondrogenic ATDC5 cell number and increased alkaline phosphatase specific activity in a dose-dependent manner. Moreover, 24R,25(OH)(2)D(3) reversed the Pi-induced decrease in incorporation of [(3)H]-thymidine and [(35)S]-sulfate incorporation, as well as the Pi-induced increase in apoptosis. These results suggest that Pi acts as an early chondrogenic differentiation factor, inducing response to 24R,25(OH)(2)D(3); treatment of committed chondrocytes with Pi induces apoptosis, but 24R,25(OH)(2)D(3) mitigates these effects, indicating a possible inhibitory feedback loop.
Name Type Language
SECALCIFEROL
INN   JAN   USAN  
USAN   INN  
Official Name English
(5Z,7E,24R)-9,10-SECOCHOLESTA-5,7,10(19)-TRIENE-3B,24,25-TRIOL
Common Name English
OSTEO D
Brand Name English
2,3-HEPTANEDIOL, 2-METHYL-6-((1R,3AS,4E,7AR)-OCTAHYDRO-4-((2Z)-2-((5S)-5-HYDROXY-2-METHYLENECYCLOHEXYLIDENE)ETHYLIDENE)-7A-METHYL-1H-INDEN-1-YL)-, (3R,6R)-
Systematic Name English
secalciferol [INN]
Common Name English
24(R),25-(OH)2D3
Common Name English
SECALCIFEROL [USAN]
Common Name English
SECALCIFEROL [JAN]
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 75193
Created by admin on Fri Dec 15 18:57:02 UTC 2023 , Edited by admin on Fri Dec 15 18:57:02 UTC 2023
NCI_THESAURUS C39713
Created by admin on Fri Dec 15 18:57:02 UTC 2023 , Edited by admin on Fri Dec 15 18:57:02 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID4021260
Created by admin on Fri Dec 15 18:57:02 UTC 2023 , Edited by admin on Fri Dec 15 18:57:02 UTC 2023
PRIMARY
SMS_ID
100000084083
Created by admin on Fri Dec 15 18:57:02 UTC 2023 , Edited by admin on Fri Dec 15 18:57:02 UTC 2023
PRIMARY
NCI_THESAURUS
C152314
Created by admin on Fri Dec 15 18:57:02 UTC 2023 , Edited by admin on Fri Dec 15 18:57:02 UTC 2023
PRIMARY
USAN
AA-93
Created by admin on Fri Dec 15 18:57:02 UTC 2023 , Edited by admin on Fri Dec 15 18:57:02 UTC 2023
PRIMARY
FDA UNII
460029IUDA
Created by admin on Fri Dec 15 18:57:02 UTC 2023 , Edited by admin on Fri Dec 15 18:57:02 UTC 2023
PRIMARY
CAS
55721-11-4
Created by admin on Fri Dec 15 18:57:02 UTC 2023 , Edited by admin on Fri Dec 15 18:57:02 UTC 2023
PRIMARY
ChEMBL
CHEMBL1590076
Created by admin on Fri Dec 15 18:57:02 UTC 2023 , Edited by admin on Fri Dec 15 18:57:02 UTC 2023
PRIMARY
EVMPD
SUB10464MIG
Created by admin on Fri Dec 15 18:57:02 UTC 2023 , Edited by admin on Fri Dec 15 18:57:02 UTC 2023
PRIMARY
PUBCHEM
5283748
Created by admin on Fri Dec 15 18:57:02 UTC 2023 , Edited by admin on Fri Dec 15 18:57:02 UTC 2023
PRIMARY
INN
6502
Created by admin on Fri Dec 15 18:57:02 UTC 2023 , Edited by admin on Fri Dec 15 18:57:02 UTC 2023
PRIMARY
DRUG CENTRAL
2426
Created by admin on Fri Dec 15 18:57:02 UTC 2023 , Edited by admin on Fri Dec 15 18:57:02 UTC 2023
PRIMARY
CHEBI
28818
Created by admin on Fri Dec 15 18:57:02 UTC 2023 , Edited by admin on Fri Dec 15 18:57:02 UTC 2023
PRIMARY