General Information of the Drug (ID: ferrodrug0198)
Name
20-Hydroxyeicosatetraenoic acid
Synonyms
20-Hete; 79551-86-3; 20-Hydroxyeicosatetraenoic acid; 20-Hydroxy arachidonic acid; 20-Hydroxyarachidonic acid; (5Z,8Z,11Z,14Z)-20-Hydroxyicosa-5,8,11,14-tetraenoic acid; 20-hydroxy-5,8,11,14-eicosatetraenoic acid; 20-Hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoic acid; 20-Hydroxyicosatetraenoic acid; 20-Hydroxyeicosatetraeonic acid; 20-hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid; 5,8,11,14-Eicosatetraenoicacid, 20-hydroxy-, (5Z,8Z,11Z,14Z)-; 20-Hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate; (5Z,8Z,11Z,14Z)-20-Hydroxyicosa-5,8,11,14-tetraenoate; 20-Hydroxyicosatetraenoate; SCHEMBL505713; GTPL4103; CHEMBL4085458; CHEBI:34306; 5,8,11,14-Eicosatetraenoic acid, 20-hydroxy-, (all-Z)-; DTXSID601009895; LMFA03060009; CS-1451; HY-15598; 20-hydroxy-5,8,11,14-eicosatetraenoate; 20-hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoate; SR-01000946981; (all-Z)-20-hydroxy-5,8,11,14-Eicosatetraenoate; SR-01000946981-1; Q21099666; (all-Z)-20-hydroxy-5,8,11,14-Eicosatetraenoic acid; 20-hydroxy-5(Z),8(Z),11(Z),14(Z)-eicosatetraenoic acid; 20-Hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoic acid, ~100 mug/mL in ethanol, >=90% (HPLC)

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Status
Investigative
Drug Type
Small molecular drug
Structure
Formula
C20H32O3
IUPAC Name
(5Z,8Z,11Z,14Z)-20-hydroxyicosa-5,8,11,14-tetraenoic acid
Canonical SMILES
C(CCC=CCC=CCC=CCC=CCCCC(=O)O)CCO
InChI
InChI=1S/C20H32O3/c21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20(22)23/h1,3-4,6-7,9-10,12,21H,2,5,8,11,13-19H2,(H,22,23)/b3-1-,6-4-,9-7-,12-10-
InChIKey
NNDIXBJHNLFJJP-DTLRTWKJSA-N
PubChem CID
5283157
TTD Drug ID
D07UFO
Full List of Ferroptosis Target Related to This Drug
Phospholipid hydroperoxide glutathione peroxidase (GPX4)
In total 1 item(s) under this Target
Experiment 1 Reporting the Ferroptosis-centered Drug Act on This Target [1]
Target for Ferroptosis Suppressor
Responsed Disease Intracerebral hemorrhage ICD-11: 8B00
Pathway Response Fatty acid metabolism hsa01212
Ferroptosis hsa04216
Cell Process Cell ferroptosis
In Vitro Model mOHSCs (Mouse organotypic hippocampal slice cultures)
In Vivo Model
Adult male C57BL/6J mice were obtained from the Jackson Laboratory (Bar Harbor, ME USA). Mice at 10-12 weeks of age were anesthetized by 1-3% isoflurane inhalation and ventilated with oxygen-enriched air (20% O2:80% air). The right striatum of mice was injected with 0.5 ul of 0.075 U collagenase VII-S (MilliporeSigma, St. Louis, MO, USA) at 0.1 ul per minute. Injections were administered at 0.5 mm anterior and 2.2 mm lateral of the bregma, and 3.0 mm in depth, as previously described. Sham-operated mice received the same treatment, including needle insertion, but were not injected with collagenase. Mice that died before the end of the surgery or shortly thereafter were excluded.

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Response regulation 20-hydroxyeicosatetraenoic acid induces ferroptosis in OHSCs, and inhibition of 20-HETE synthesis improves Intracerebral hemorrhage (ICH) outcome and attenuates markers of ferroptosis, such as mobile iron, lipid peroxidation, and decreased GPX4.
References
Ref 1 20-HETE Participates in Intracerebral Hemorrhage-Induced Acute Injury by Promoting Cell Ferroptosis. Front Neurol. 2021 Nov 12;12:763419. doi: 10.3389/fneur.2021.763419. eCollection 2021.