General Information of the Drug (ID: ferrodrug0195)
Name
lipoxin A4
Synonyms
lipoxin A4; LXA4; 89663-86-5; 5S,6R-LipoxinA4; CHEBI:6498; 5S,6R,15S-trihydroxy-7E,9E,11Z,13E-Eicosatetraenoic acid; F7C6J3D79J; LIPOXINA4; (5S,6R,7E,9E,11Z,13E,15S)-5,6,15-trihydroxyicosa-7,9,11,13-tetraenoic acid; (7E,9E,11Z,13E)-(5S,6R,15S)-5,6,15-Trihydroxyicosa-7,9,11,13-tetraenoic acid; Lipoxin A; 5,6,15-triHETE; 7,9,11,13-Eicosatetraenoicacid, 5,6,15-trihydroxy-, (5S,6R,7E,9E,11Z,13E,15S)-; 5S,6S-Lipoxin A4; LXA4-[19,19,20,20,20-d5]; UNII-F7C6J3D79J; 6R-LXA4; BSPBio_001378; BML1-E11; CHEMBL392438; GTPL1034; DTXSID6040535; HMS1361E20; HMS1791E20; HMS1989E20; HMS3402E20; BDBM50520816; LMFA03040001; AKOS040755014; IDI1_033848; NCGC00161280-01; NCGC00161280-02; NCGC00161280-03; HY-113509; CS-0062443; C06314; SR-01000946984; SR-01000946984-1; Q27082450; 5S,6R,15S-Trihydroxy-7E,9E,11Z,13E-eicosatetraenoate; (5S,6R,15S)-trihydroxy-7,9,13-trans-11-cis-eicosatetraenoic acid; 5(S),6(R),15(S)-trihydroxyeicosa-7E,9E,11Z,13E-tetraenoic acid; 5S,6R,15S-trihydroxy-7,9,13-trans-11-cis-eicosatetraenoic acid; (5S,6R,7E,9E,11Z,13E,15S)-5,6,15-trihydroxy-7,9,11,13-eicosatetraenoic acid; (5S,6R,7E,9E,11Z,13E,15S)-5,6,15-trihydroxyeicosa-7,9,11,13-tetraenoic acid; (7E,9E,11Z,13E)-(5S,6R,15S)-5,6,15-Trihydroxyicosa-7,9,11,13-tetraenoate; 7,9,11,13-Eicosatetraenoic acid, 5,6,15-trihydroxy-, (5S,6R,7E,9E,11Z,13E,15S)-

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Status
Investigative
Drug Type
Small molecular drug
Structure
Formula
C20H32O5
IUPAC Name
(5S,6R,7E,9E,11Z,13E,15S)-5,6,15-trihydroxyicosa-7,9,11,13-tetraenoic acid
Canonical SMILES
CCCCCC(C=CC=CC=CC=CC(C(CCCC(=O)O)O)O)O
InChI
InChI=1S/C20H32O5/c1-2-3-8-12-17(21)13-9-6-4-5-7-10-14-18(22)19(23)15-11-16-20(24)25/h4-7,9-10,13-14,17-19,21-23H,2-3,8,11-12,15-16H2,1H3,(H,24,25)/b6-4-,7-5+,13-9+,14-10+/t17-,18+,19-/m0/s1
InChIKey
IXAQOQZEOGMIQS-SSQFXEBMSA-N
PubChem CID
5280914
TTD Drug ID
D0R1FZ
Full List of Ferroptosis Target Related to This Drug
Nuclear factor erythroid 2-related factor 2 (NFE2L2)
In total 1 item(s) under this Target
Experiment 1 Reporting the Ferroptosis-centered Drug Act on This Target [1]
Target for Ferroptosis Marker/Suppressor
Responsed Disease Spinal cord injury ICD-11: ND51
Responsed Regulator RAC-alpha serine/threonine-protein kinase (AKT1) Suppressor
Pathway Response Fatty acid metabolism hsa01212
PI3K-Akt signaling pathway hsa04151
Cell Process Cell ferroptosis
In Vitro Model mPSCNs (Mouse primary spinal cord neurons)
In Vivo Model
Pregnant C57BL/6 mouse was purchased from Laboratory Animal Center of Xinxiang Medical University. pregnant mouse was anesthetized with CO2 and sacrificed by cervical dislocation at embryonic day 15. All embryos were separated from pregnant mouse under aseptic conditions. Under dissection microscope, each embryo was quickly killed by cervical dislocation, and the spinal cord was isolated. The membrane of the spinal cord and dorsal root ganglion was removed from the spinal cord applying microforceps. Subsequently, the spinal cord was quickly cut into small pieces (1 mm3) using ultrafine microscissors.

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Response regulation Lipoxin A4 (LXA4) enhanced the protein expression of p-AKT, nuclear factor (erythroid-derived 2)-like 2 (Nrf2) and haem-oxygenase-1 (HO-1) in primary spinal cord neurons. LXA4 exerted a neuroprotective effect in Erastin-induced ferroptosis of primary spinal cord neurons by activating the Akt/Nrf2/HO-1 signaling pathway. Thus, LXA4 may be a potential therapeutic agent for spinal cord injury (SCI).
References
Ref 1 Lipoxin A4 protects primary spinal cord neurons fromErastin-induced ferroptosis by activating the Akt/Nrf2/HO-1 signaling pathway. FEBS Open Bio. 2021 Aug;11(8):2118-2126. doi: 10.1002/2211-5463.13203. Epub 2021 Jul 8.