General Information of the Drug (ID: ferrodrug0281)
Name
Proanthocyanidin
Synonyms
Proanthocyanidin; Proanthocyanidin A; 18206-61-6; Ouratea proanthocyanidin A; (3R)-2-(3,5-dihydroxy-4-methoxyphenyl)-8-[(2R,3R,4R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol; 274678-42-1; Zangrado; CCRIS 9188; SCHEMBL4747623; AKOS015967674; (4,8'-Bi-2H-1-benzopyran)-3,3',5,5',7,7'-hexol, 2'-(3,5-dihydroxy-4-methoxyphenyl)-3,3',4,4'-tetrahydro-2-(4-hydroxyphenyl)-, (2R-(2alpha,3alpha,4beta(2'R*,3'R*)))-; J-011651; (2R,3R,4R)-4-[(3R)-2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxychroman-8-yl]-2-(4-hydroxyphenyl)chroman-3,5,7-triol; 2-(3,5-Dihydroxy-4-methoxyphenyl)-8-[3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol

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Structure
Formula
C31H28O12
IUPAC Name
(3R)-2-(3,5-dihydroxy-4-methoxyphenyl)-8-[(2R,3R,4R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
Canonical SMILES
COC1=C(C=C(C=C1O)C2C(CC3=C(O2)C(=C(C=C3O)O)C4C(C(OC5=CC(=CC(=C45)O)O)C6=CC=C(C=C6)O)O)O)O
InChI
InChI=1S/C31H28O12/c1-41-31-20(37)6-13(7-21(31)38)28-22(39)10-16-17(34)11-19(36)25(30(16)43-28)26-24-18(35)8-15(33)9-23(24)42-29(27(26)40)12-2-4-14(32)5-3-12/h2-9,11,22,26-29,32-40H,10H2,1H3/t22-,26-,27-,28?,29-/m1/s1
InChIKey
JPFCOVZKLAXXOE-XBNSMERZSA-N
PubChem CID
108065
Full List of Ferroptosis Target Related to This Drug
Unspecific Target
In total 1 item(s) under this Target
Experiment 1 Reporting the Ferroptosis-centered Drug Act on This Target [1]
Responsed Disease Spinal cord injury ICD-11: ND51
Pathway Response Fatty acid metabolism hsa01212
Ferroptosis hsa04216
Cell Process Cell ferroptosis
In Vitro Model mSCs (Mouse splenocytes)
In Vivo Model
Female C57BL/6 mice (10-12 weeks old, weighing 24-26 g) were used in this study. Mice were randomly assigned to the following groups: (1) Sham group, subjected to laminectomy operation; (2) SCI group, which underwent SCI with intraperitoneal injection (i.p.) of saline; (3) PACs5 group (5 mg/kg PACs), which underwent SCI with i.p. of 5 mg/kg PACs solved in saline; (4) PACs10 group (10 mg/kg PACs), which underwent SCI with i.p. of 10 mg/kg PACs solutions.

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Response regulation Proanthocyanidins (PACs) treatment significantly decreased the levels of iron, TBARS, ACSL4, and Alox15B, while increased the levels of GSH, GPX4, Nrf2, and HO-1 in traumatic spinal cords. Above all, PACs improved the locomotive function of spinal cord injury (SCI) mice. These results suggest that PACs might be potential therapeutics for SCI repair by inhibiting ferroptosis in SCI.
References
Ref 1 Proanthocyanidin promotes functional recovery of spinal cord injury via inhibiting ferroptosis. J Chem Neuroanat. 2020 Sep;107:101807. doi: 10.1016/j.jchemneu.2020.101807. Epub 2020 May 28.