ECALCIDENE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C29H45NO3
Molecular Weight	455.6725
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	2
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C3\C[C@@H](O)C[C@H](O)C3=C)[C@@H](C)CCC(=O)N4CCCCC4

InChI

InChIKey=DXWZPQRKPXFQGC-QCUPEZPBSA-N

InChI=1S/C29H45NO3/c1-20(9-14-28(33)30-16-5-4-6-17-30)25-12-13-26-22(8-7-15-29(25,26)3)10-11-23-18-24(31)19-27(32)21(23)2/h10-11,20,24-27,31-32H,2,4-9,12-19H2,1,3H3/b22-10+,23-11-/t20-,24+,25+,26-,27-,29+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C29H45NO3
Molecular Weight	455.6725
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	6 / 6
E/Z Centers	2
Optical Activity	UNSPECIFIED

Description
Sources: https://adisinsight.springer.com/drugs/800019289

Ecalcidene (1-[(1alpha,3beta,5Z,7E,20S)-1,3-dihydroxy-24-oxo-9,10-secochola-5,7,10(19)-trien-24-yl]-piperidine) is a 1-hydroxyvitamin D analogue. Ecalcidene was being developed by Barrier Therapeutics as an oral therapy for psoriasis and acne. However, development has been discontinued.

Approval Year

PubMed

Title	Date	PubMed
Degradation chemistry of a Vitamin D analogue (ecalcidene) investigated by HPLC-MS, HPLC-NMR and chemical derivatization.	2006 Mar 3	16242878

Substance Class	Chemical Created by `admin` on `Sat Dec 16 16:19:49 GMT 2023` Edited by `admin` on `Sat Dec 16 16:19:49 GMT 2023`
Record UNII	7RNN0MXE38
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ECALCIDENE

Official Name

English

ECALCIDENE [USAN]

Common Name

English

ecalcidene [INN]

Common Name

English

PIPERIDINE, 1-((1.ALPHA.,3.BETA.,5Z,7E,20S)-1,3-DIHYDROXY-24-OXO-9,10-SECOCHOLA-5,7,10(19)-TRIEN-24-YL)-

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C39713