AL-6556

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H33ClO5
Molecular Weight	388.926
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O[C@H](CC[C@H]1[C@H](O)C[C@@H](Cl)[C@@H]1C\C=C/COCC(O)=O)C2CCCCC2

InChI

InChIKey=WSKYUCGYZSXRPF-HOEVUQABSA-N

InChI=1S/C20H33ClO5/c21-17-12-19(23)16(9-10-18(22)14-6-2-1-3-7-14)15(17)8-4-5-11-26-13-20(24)25/h4-5,14-19,22-23H,1-3,6-13H2,(H,24,25)/b5-4-/t15-,16-,17-,18-,19-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C20H33ClO5
Molecular Weight	388.926
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	1
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Tue Apr 01 16:28:45 GMT 2025` Edited by `admin` on `Tue Apr 01 16:28:45 GMT 2025`
Record UNII	FA78E06M1B
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

13,14-DIHYDRO ZK 118182

Preferred Name

English

AL-6556

Common Name

English

ACETIC ACID, 2-(((2Z)-4-((1R,2R,3R,5R)-5-CHLORO-2-((3R)-3-CYCLOHEXYL-3-HYDROXYPROPYL)-3-HYDROXYCYCLOPENTYL)-2-BUTEN-1-YL)OXY)-

Systematic Name

English

ACETIC ACID, ((4-(5-CHLORO-2-(3-CYCLOHEXYL-3-HYDROXYPROPYL)-3-HYDROXYCYCLOPENTYL)-2-BUTENYL)OXY)-, (1R-(1.ALPHA.(Z),2.BETA.(R*),3.ALPHA.,5.BETA.))-

Systematic Name

English

2-((Z)-4-((1R,2R,3R,5R)-5-CHLORO-2-((3R)-3-CYCLOHEXYL-3-HYDROXY-PROPYL)-3-HYDROXY-CYCLOPENTYL)BUT-2-ENOXY)ACETIC ACID

Systematic Name

English

Code System Code Type Description

PUBCHEM

9865123

Created by admin on Tue Apr 01 16:28:45 GMT 2025 , Edited by admin on Tue Apr 01 16:28:45 GMT 2025

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CAS

170552-18-8

Created by admin on Tue Apr 01 16:28:45 GMT 2025 , Edited by admin on Tue Apr 01 16:28:45 GMT 2025

PRIMARY

FDA UNII

FA78E06M1B

Created by admin on Tue Apr 01 16:28:45 GMT 2025 , Edited by admin on Tue Apr 01 16:28:45 GMT 2025

PRIMARY

Related Record Type Details


					FA78E06M1B

AL-6556

ACTIVE MOIETY

Comments:

AL-6556 and AL-6598 had an affinity (Ki) of 2.66-4.43 microM for DP receptors but a much lower affinity (K(i)s = 38-103 microM) for EP3, FP, IP, and TP receptors (n = 3-5). In addition, AL-6556 and AL-6598 exhibited K(i)s > 100 microM for 19 nonprostanoid receptors. Both PGs stimulated cAMP production (EC50 = 1.07 +/- 0.1 microM and EC50 = 2.64 +/- 0.84 microM n = 3) by way of DP receptors in embryonic bovine tracheal fibroblasts. While AL-6556 and AL-6598 were partial agonists (EC(50)s = 0.47-0.69 microM E(max) = 35%-46%) at EP2 receptors in human nonpigmented epithelial cells, neither had any agonist activity at EP4, IP, or FP receptors.