General Information of the Drug (ID: ferrodrug0233)
Name
Carnosic acid
Synonyms
Carnosic acid; 3650-09-7; Salvin; Carnosicacid; LI791SXT24; CHEBI:65585; 139236-75-2; UNII-LI791SXT24; 11,12-dihydroxyabieta-8,11,13-trien-20-oic acid; NSC694080; (4aR,10aS)-5,6-Dihydroxy-7-isopropyl-1,1-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic Acid; 11,12-dihydroxy-13-isopropylpodocarpa-8,11,13-trien-17-oic acid; (4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,3,4,9,10,10a-hexahydrophenanthrene-4a(2H)-carboxylic acid; 4a(2H)-Phenanthrenecarboxylic acid, 1,3,4,9,10,10a-hexahydro-5,6-dihydroxy-1,1-dimethyl-7-(1-methylethyl)-, (4aR,10aS)-rel-; 4a(2H)-Phenanthrenecarboxylic acid, 1,3,4,9,10,10a-hexahydro-5,6-dihydroxy-1,1-dimethyl-7-(1-methylethyl)-, (4aR-trans)-; RoseOx; CARNOSIC ACID (USP-RS); CARNOSIC ACID [USP-RS]; Podocarpa-8,11,13-trien-17-oic acid, 11,12-dihydroxy-13-isopropyl-; (4AR,10AS)-1,3,4,9,10,10A-HEXAHYDRO-5,6-DIHYDROXY-1,1-DIMETHYL-7-(1-METHYLETHYL)-4A(2H)-PHENANTHRENECARBOXYLIC ACID; (4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylic acid; Rosamox; Carnosic-acid; Carsonic acid; Carnosic acid; MFCD02259459; Deoxypicrosalvinic acid; UPCMLD-DP056; CARNOSIC ACID [MI]; CARNOSIC ACID [INCI]; CHEMBL484853; SCHEMBL9923661; UPCMLD-DP056:001; DTXSID20904450; QRYRORQUOLYVBU-VBKZILBWSA-N; BCPP000299; Carnosic acid, analytical standard; HY-N0644; BDBM50371232; s3838; AKOS015901362; AC-6030; BCP9000491; CCG-207954; NSC-694080; SMP2_000204; NCGC00161623-01; AS-31052; NCI60_033653; BCP0726000155; C2488; C3477; CS-0009671; C21818; CARNOSIC ACID (CONSTITUENT OF ROSEMARY); A918580; Q412827; SR-05000002202; SR-05000002202-2; CARNOSIC ACID (CONSTITUENT OF ROSEMARY) [DSC]; Carnosic acid, primary pharmaceutical reference standard; Carnosic acid from Rosmarinus officinalis, >=91%, powder; Carnosic acid, United States Pharmacopeia (USP) Reference Standard; (4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylicacid

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Structure
Formula
C20H28O4
IUPAC Name
(4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylic acid
Canonical SMILES
CC(C)C1=C(C(=C2C(=C1)CCC3C2(CCCC3(C)C)C(=O)O)O)O
InChI
InChI=1S/C20H28O4/c1-11(2)13-10-12-6-7-14-19(3,4)8-5-9-20(14,18(23)24)15(12)17(22)16(13)21/h10-11,14,21-22H,5-9H2,1-4H3,(H,23,24)/t14-,20+/m0/s1
InChIKey
QRYRORQUOLYVBU-VBKZILBWSA-N
PubChem CID
65126
Full List of Ferroptosis Target Related to This Drug
Nuclear factor erythroid 2-related factor 2 (NFE2L2)
In total 2 item(s) under this Target
Experiment 1 Reporting the Ferroptosis-centered Drug Act on This Target [1]
Target for Ferroptosis Marker/Suppressor
Responsed Disease Oral squamous cell carcinoma ICD-11: 2B6E
Pathway Response Ferroptosis hsa04216
Cell Process Cell ferroptosis
Response regulation The current findings highlight that carnosic acid may re-sensitize cisplatin-resistant cells to cisplatin by inducing ferroptosis, which involves the inactivation of Nrf2/HO-1/xCT pathway. Hence, this research may support a promising therapeutic approach to overcome chemoresistance in Oral squamous cell carcinoma.
Experiment 2 Reporting the Ferroptosis-centered Drug Act on This Target [2]
Target for Ferroptosis Marker/Suppressor
Responsed Disease Spinal cord injury ICD-11: ND51
Pathway Response Fatty acid metabolism hsa01212
Ferroptosis hsa04216
Cell Process Cell ferroptosis
In Vitro Model PC12 cells Adrenal gland pheochromocytoma Rattus norvegicus CVCL_0481
Response regulation Ferroptosis is involved in the pathogenesis of spinal cord injury (SCI). Carnosic acid (CA) is a natural phenolic diterpene, which possesses diversiform activities. CA can inhibit ferroptosis in PC12 cells induced by erastin via activating Nrf2 pathway, indicating that CA could lead to neuroprotective effect by restraining the occurrence of ferroptosis.
Heme oxygenase 1 (HMOX1)
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 Oral squamous cell carcinoma ICD-11: 2B6E
Pathway Response Ferroptosis hsa04216
Cell Process Cell ferroptosis
Response regulation The current findings highlight that carnosic acid may re-sensitize cisplatin-resistant cells to cisplatin by inducing ferroptosis, which involves the inactivation of Nrf2/HO-1/xCT pathway. Hence, this research may support a promising therapeutic approach to overcome chemoresistance in Oral squamous cell carcinoma.
References
Ref 1 Induction of ferroptosis by carnosic acid-mediated inactivation of Nrf2/HO-1 potentiates cisplatin responsiveness in OSCC cells. Mol Cell Probes. 2022 Aug;64:101821. doi: 10.1016/j.mcp.2022.101821. Epub 2022 Apr 29.
Ref 2 Carnosic acid protects against ferroptosis in PC12 cells exposed to erastin through activation of Nrf2 pathway. Life Sci. 2021 Feb 1;266:118905. doi: 10.1016/j.lfs.2020.118905. Epub 2020 Dec 14.