ICOMETASONE ENBUTATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C28H37ClO7
Molecular Weight	521.042
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12C[C@@H](C)[C@](OC(=O)CCC)(C(=O)COC(C)=O)[C@@]1(C)C[C@H](O)[C@@]3(Cl)[C@@]2([H])CCC4=CC(=O)C=C[C@]34C

InChI

InChIKey=OVTRPNSKIPQZEC-NJLPOHDGSA-N

InChI=1S/C28H37ClO7/c1-6-7-24(34)36-28(23(33)15-35-17(3)30)16(2)12-21-20-9-8-18-13-19(31)10-11-25(18,4)27(20,29)22(32)14-26(21,28)5/h10-11,13,16,20-22,32H,6-9,12,14-15H2,1-5H3/t16-,20+,21+,22+,25+,26+,27+,28+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C28H37ClO7
Molecular Weight	521.042
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	8 / 8
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: http://adisinsight.springer.com/drugs/800003939 | https://www.ncbi.nlm.nih.gov/pubmed/9608879 | https://www.ncbi.nlm.nih.gov/pubmed/11936562

Icometasone (CL09) is a synthetic glucocorticoid corticosteroid. It is a metabolite of Mometasone Furoate. The binding on human serum albumin was shown to be non saturable, suggesting that other proteins were involved in CL09 binding. This binding was demonstrated to be reversible. CL09 was extensively metabolized since no unchanged CL09 was recovered in bile or urine and at least nine metabolites have been detected. It was studied in Europe as an anti-asthmatic agent but investigation is discontinued.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Arachidonic acid 2 Target ID: Arachidonic acid Sources: http://adisinsight.springer.com/drugs/800003939	Inhibitor 8297
Lipocortin synthesis 2 Target ID: Lipocortin synthesis Sources: http://adisinsight.springer.com/drugs/800003939	Agonist 2678

Conditions

Condition	Modality	Targets	Highest Phase	Product
Asthma 241 Sources: http://adisinsight.springer.com/drugs/800003939 https://www.ncbi.nlm.nih.gov/pubmed/9608879	Primary		Preclinical	Unknown Approved Use Unknown
Skin diseases 10 Sources: http://adisinsight.springer.com/drugs/800003939	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Pharmacokinetics, protein binding and metabolic profile of 3H-icometasone enbutate following intravenous, oral and intratracheal administrations to Sprague-Dawley rats.	1998 Apr	9608879
Bioavailability and metabolism of mometasone furoate: pharmacology versus methodology.	2002 Apr	11936562

Patents

Sample Use Guides

In Vivo Use Guide

Rats: intravenous (1 mg/kg), oral and intratracheal (2 mg/kg).

Route of Administration: Other

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:15:49 GMT 2023` Edited by `admin` on `Fri Dec 15 17:15:49 GMT 2023`
Record UNII	51DNE9RS3F
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ICOMETASONE ENBUTATE

Official Name

English

CL-09

Code

English

icometasone enbutate [INN]

Common Name

English

CL09

Code

English

9-CHLORO-11.BETA.,17,21-TRIHYDROXY-16.ALPHA.-METHYLPREGNA-1,4-DIENE-3,20-DIONE 17-BUTYRATE 21-ACETATE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C521