General Information of the Drug (ID: ferrodrug0064)
Name
Vincristine
Synonyms
vincristine; 22-Oxovincaleukoblastine; Leurocristine; Vinkristin; Vincrystine; 57-22-7; Vincristina [DCIT]; leucristine; vincristin; Vincristinum [INN-Latin]; Tecnocris; Vincrstine; Oncovine; Vincasar; Oncotcs; rel-Vincristine; Vincaleukoblastine, 22-oxo-; Onco TCS; Onkocristin; Vincristina; Vincristinum; Citomid; Farmistin; Marqibo; oncovin (brand name); DTXSID1032278; CHEBI:28445; NSC-67574; 22-oxo-vincaleukoblastine; DTXCID9012278; Vincristine (INN); CCRIS 5763; VIN; HSDB 3199; NCGC00163700-01; NCI-C04864; EINECS 200-318-1; UNII-5J49Q6B70F; (+)-Vincristine; LCR; VCR; CAS-57-22-7; Tecnocris (TN); 22-Oxovincaleukoblastin; 1217704-92-1; Vincasar (1:1 sulfate salt); C46H56N4O10; Vincristine Sulfate PFS; Oncovin (1:1 sulfate salt); Vincrex (1:1 sulfate salt); Leurocristine;NSC-67574;22-Oxovincaleukoblastine; SCHEMBL3709; CHEMBL90555; GTPL6785; L01CA02; OGWKCGZFUXNPDA-XQKSVPLYSA-N; HMS2090E19; Tox21_112067; BDBM50139772; Lilly 37231 (1:1 sulfate salt); Tox21_112067_1; NCGC00163700-02; NCGC00163700-04; NCGC00263543-01; NCI60_026703; SRI-10749-04; SRI-10749-05; C07204; D08679; Q408977; Vincaleukoblastine, 22-oxo- 22-Oxovincaleukoblastine; methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(13S,15S,17S)-17-ethyl-17-hydroxy-13-(methoxycarbonyl)-1,11-diazatetracyclo[13.3.1.0^{4,12}.0^{5,10}]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5,13-tetraene-10-carboxylate; methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15S,17S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate

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Structure
3D MOL
Formula
C46H56N4O10
IUPAC Name
methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15S,17S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
Canonical SMILES
CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C=O)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O
InChI
InChI=1S/C46H56N4O10/c1-7-42(55)22-28-23-45(40(53)58-5,36-30(14-18-48(24-28)25-42)29-12-9-10-13-33(29)47-36)32-20-31-34(21-35(32)57-4)50(26-51)38-44(31)16-19-49-17-11-15-43(8-2,37(44)49)39(60-27(3)52)46(38,56)41(54)59-6/h9-13,15,20-21,26,28,37-39,47,55-56H,7-8,14,16-19,22-25H2,1-6H3/t28-,37+,38-,39-,42+,43-,44-,45+,46+/m1/s1
InChIKey
OGWKCGZFUXNPDA-XQKSVPLYSA-N
PubChem CID
5978
Full List of Ferroptosis Target Related to This Drug
Cystine/glutamate transporter (SLC7A11)
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 Myeloid leukaemia ICD-11: 2B33
Responsed Regulator LINC00618 (IncRNA) Driver
Pathway Response Fatty acid metabolism hsa01212
Ferroptosis hsa04216
Apoptosis hsa04210
Cell Process Cell ferroptosis
Cell apoptosis
In Vitro Model HL-60 cells Adult acute myeloid leukemia Homo sapiens CVCL_0002
K-562 cells Chronic myelogenous leukemia Homo sapiens CVCL_0004
Response regulation LINC00618, is reduced in human leukemia and strongly increased by vincristine (VCR) treatment. Furthermore, LINC00618 promotes apoptosis by increasing the levels of BCL2-Associated X (BAX) and cleavage of caspase-3. LINC00618 also accelerates ferroptosis by increasing the levels of lipid reactive oxygen species (ROS) and iron, two surrogate markers of ferroptosis, and decreasing the expression of solute carrier family 7 member 11 (SLC7A11).
References
Ref 1 A Nuclear Long Non-Coding RNA LINC00618 Accelerates Ferroptosis in a Manner Dependent upon Apoptosis. Mol Ther. 2021 Jan 6;29(1):263-274. doi: 10.1016/j.ymthe.2020.09.024. Epub 2020 Sep 20.