NAFLOCORT

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C29H33FO4.H2O
Molecular Weight	482.5836
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O.C[C@]12C[C@H](O)[C@@]3(F)[C@@H](CCC4=CC(=O)C=C[C@]34C)[C@@H]1C[C@H]5CC6=CC=CC=C6C[C@@]25C(=O)CO

InChI

InChIKey=XBGQGAPUUJJOTA-KWLUMGGGSA-N

InChI=1S/C29H33FO4.H2O/c1-26-10-9-21(32)12-19(26)7-8-22-23-13-20-11-17-5-3-4-6-18(17)14-28(20,25(34)16-31)27(23,2)15-24(33)29(22,26)30;/h3-6,9-10,12,20,22-24,31,33H,7-8,11,13-16H2,1-2H3;1H2/t20-,22+,23+,24+,26+,27+,28-,29+;/m1./s1

HIDE SMILES / InChI

Molecular Formula	H2O
Molecular Weight	18.0153
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C29H33FO4
Molecular Weight	464.5683
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/4074443 | https://www.kegg.jp/entry/D05104

Naflocort (SQ 26,490) is a topical anti-inflammatory adrenocortical steroid. It was a moderately potent inhibitor of edema formation in the rat. After extended topical application, SQ 26,490 totally inhibited edema formation without appreciable production of skin atrophy, measured under identical conditions. SQ 26,490 possesses the property for a greater separation of anti-inflammatory and atrophogenic activities than comparative corticoids.

Originator

Approval Year

PubMed

Title	Date	PubMed
Characterization of the anti-inflammatory activity and reduced potential for dermal atrophy of (11 beta, 16 beta)-9-fluoro-1',2',3', 4'-tetrahydro-11,21-dihydroxypregna-1,4-dieno[16,17-b]naph thalene-3, 20-dione hydrate (1 : 1) (SQ 26,490), a topically active corticoid.	1985	4074443

Patents

Sample Use Guides

In Vivo Use Guide

extended topical application

Route of Administration: Topical

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:11:26 GMT 2025` Edited by `admin` on `Mon Mar 31 18:11:26 GMT 2025`
Record UNII	4B52439Y33
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SQ 26490

Preferred Name

English

NAFLOCORT

Official Name

English

2'H-NAPHTHO(2',3':16,17)PREGNA-1,4-DIENE-3,20-DIONE, 9-FLUORO-1',4'-DIHYDRO-11,21-DIHYDROXY-, MONOHYDRATE, (11.BETA.,16.BETA.)-

Common Name

English

SQ-26490

Code

English

NAFLOCORT [USAN]

Common Name

English

9-FLUORO-1',4'-DIHYDRO-11.BETA.,21-DIHYDROXY-2'.BETA.H-NAPHTHO(2',3':16,17)PREGNA-1,4-DIENE-3,20-DIONE MONOHYDRATE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C521