Cycloheximide (BioDeep_00000000142)
Chemicals and Drugs Antitumor activity
代谢物信息卡片
化学式: C15H23NO4 (281.1627)
中文名称: 3-[2-(3,5-二甲基-2-氧代环己基)-2-羧基乙基]戊二酰胺, 放线菌酮
谱图信息:
最多检出来源 Chinese Herbal Medicine(otcml) 10.92%
分子结构信息
SMILES: CC1CC(C(=O)C(C1)C(CC2CC(=O)NC(=O)C2)O)C
InChI: InChI=1S/C15H23NO4/c1-8-3-9(2)15(20)11(4-8)12(17)5-10-6-13(18)16-14(19)7-10/h8-12,17H,3-7H2,1-2H3,(H,16,18,19)/t8-,9-,11-,12+/m0/s1
描述信息
Cycloheximide appears as colorless crystals. Used as a fungicide and as a anticancer drug. (EPA, 1998)
Cycloheximide is a dicarboximide that is 4-(2-hydroxyethyl)piperidine-2,6-dione in which one of the hydrogens attached to the carbon bearing the hydroxy group is replaced by a 3,5-dimethyl-2-oxocyclohexyl group. It is an antibiotic produced by the bacterium Streptomyces griseus. It has a role as a bacterial metabolite, a protein synthesis inhibitor, a neuroprotective agent, an anticoronaviral agent and a ferroptosis inhibitor. It is a member of piperidones, a piperidine antibiotic, an antibiotic fungicide, a dicarboximide, a secondary alcohol and a cyclic ketone. It is functionally related to a piperidine-2,6-dione.
Cycloheximide is a natural product found in Streptomyces, Streptomyces griseus, and Streptomyces pulveraceus with data available.
Antibiotic substance isolated from streptomycin-producing strains of Streptomyces griseus. It acts by inhibiting elongation during protein synthesis.
A dicarboximide that is 4-(2-hydroxyethyl)piperidine-2,6-dione in which one of the hydrogens attached to the carbon bearing the hydroxy group is replaced by a 3,5-dimethyl-2-oxocyclohexyl group. It is an antibiotic produced by the bacterium Streptomyces griseus.
D004791 - Enzyme Inhibitors > D011500 - Protein Synthesis Inhibitors
D000890 - Anti-Infective Agents > D000935 - Antifungal Agents
C254 - Anti-Infective Agent > C514 - Antifungal Agent
Origin: Microbe; SubCategory_DNP: Alkaloids derived from lysine, Piperidine alkaloids
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.773
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.776
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.777
[Raw Data] CBA53_Cycloheximid_pos_50eV.txt
[Raw Data] CBA53_Cycloheximid_pos_20eV.txt
[Raw Data] CBA53_Cycloheximid_pos_10eV.txt
[Raw Data] CBA53_Cycloheximid_pos_40eV.txt
[Raw Data] CBA53_Cycloheximid_pos_30eV.txt
同义名列表
105 个代谢物同义名
2,6-PIPERIDINEDIONE, 4-(2-(3,5-DIMETHYL-2-OXOCYCLOHEXYL)-2-HYDROXYETHYL)-, (1S-(1.ALPHA.(S*),3.ALPHA.,5.BETA.))-; [1S-[1.alpha.(S*),3.alpha.,5.beta.]]-4-[2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]-2,6-piperidinedione; 2,6-Piperidinedione, 4-(2-(3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)-, (1S-(1alpha(S*),3alpha,5beta))-; (1S-(1alpha(S*),3alpha,5beta))-4-(2-(3,5-Dimethyl-2-oxo-cyclohexyl))-2-hydroxyethyl-2,6-piperidinedione; 2, 4-[2-(3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]-, [1S-[1.alpha.(S*),3.alpha.,5.beta.]]-; 4-[(2R)-2-((1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]azaperhydro ine-2,6-dione; 2,6-Piperidinedione, 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]-; 4-((2R)-2-((1S,3S,5S)-(3,5-Dimethyl-2-oxocyclohexyl))-2-hydroxyethyl)piperidine-2,6-dione; 4-[(2R)-2-[(1S,3S,5R)-3,5-dimethyl-2-oxo-cyclohexyl]-2-hydroxy-ethyl]piperidine-2,6-dione; 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxo-cyclohexyl]-2-hydroxy-ethyl]piperidine-2,6-dione; 2,6-Piperidinedione, 4-((2R)-2-((1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)-; 4-((2R)-2-((1S,3S,5S)-3,5-DIMETHYL-2-OXOCYCLOHEXYL)-2-HYDROXYETHYL)-2,6-PIPERIDINEDIONE; 4-[(2R)-2-[(1S,3S,5S)-3,5-Dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione; 4-((2R)-2-((1S,3S,5S)-3,5-DIMETHYL-2-OXOCYCLOHEXYL)-2-HYDROXYETHYL)PIPERIDINE-2,6-DIONE; 4-{(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl}piperidine-2,6-dione; 4-((R)-2-((1S,3S,5S)-3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)piperidine-2,6-dione; 3-[(R)-2-[(1S,3S,5S)-3,5-Dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]glutarimide; 3-((R)-2-((1S,3S,5S)-3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)glutarimide; 3-(2R)-2-((1S,3S,5S)-3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethylglutarimide; 4-[2-(3,5-Dimethyl-2-oxo-cyclohexyl)-2-hydroxyethyl]-2,6-piperidinedione; .beta.-[2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]glutarimide; beta-(2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)glutarimide; 3-[2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]glutarimide; 3-(2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)glutarimide; Cycloheximide, Antibiotic for Culture Media Use Only; Cycloheximide, Biotechnology Performance Certified; Cycloheximide, PESTANAL(R), analytical standard; 5-21-13-00434 (Beilstein Handbook Reference); Cycloheximide, from microbial, >=94\\% (TLC); Cycloheximide, Streptomyces griseus; WLN: T6VMVTJ E1YQ- BL6VTJ D1 F1; Cycloheximide, >=93.0\\% (HPLC); Cicloheximida [INN-Spanish]; YPHMISFOHDHNIV-FSZOTQKASA-N; Cicloheximidum [INN-Latin]; 4-[2-(3,6-piperidinedione; Actidione;Naramycin A;CHX; Cycloheximide [BSI:ISO]; CICLOHEXIMIDE [MART.]; Cycloheximide [USAN]; CYCLOHEXIMIDE [HSDB]; Cycloheximide (USAN); CYCLOHEXIMIDE [ISO]; Cicloheximide (INN); Cicloheximide [INN]; CYCLOHEXIMIDE [MI]; Prestwick0_000790; Prestwick2_000790; Prestwick3_000790; Prestwick1_000790; Spectrum4_000914; Spectrum5_001635; Spectrum3_001510; Neocycloheximide; Aktidion [Czech]; Spectrum2_000900; Tox21_113580_1; Cicloheximidum; Acti-dione TGF; Acti-dione BR; Acti-dione PM; DivK1c_000050; Actidione TGF; Cyclohexamide; Cyclohemimide; Cicloheximida; Cicloheximide; Cycloheximide; BPBio1_000990; Actidione PM; KBio1_000050; NCI60_001540; Tox21_303652; Cycloheximid; KBio2_006960; KBio2_004392; Tox21_113580; Actidione BR; Zykloheximid; KBio3_002659; Tox21_201158; KBio2_001824; NARAMYCIN A; CAS-66-81-9; IDI1_000050; Acti-Dione; ?Actidione; Naramycin; ksc-8-190; AI3-15541; Hizarocin; C15H23NO4; Actispray; NM-MCD 80; Actidione; Acti-Aid; Aktidion; Actidion; Actidone; Kaken; CHX; TZA; CX; Isocycloheximide; Cycloheximide
数据库引用编号
45 个数据库交叉引用编号
- ChEBI: CHEBI:27641
- KEGG: C06685
- KEGGdrug: D03625
- PubChem: 6197
- Metlin: METLIN44124
- ChEMBL: CHEMBL123292
- Wikipedia: Cycloheximide
- MeSH: Cycloheximide
- ChemIDplus: 0000066819
- KNApSAcK: C00047926
- chemspider: 5962
- CAS: 4630-75-5
- CAS: 1154-57-0
- CAS: 66-81-9
- MoNA: BML00700
- MoNA: FIO00838
- MoNA: NGA00963
- MoNA: FIO00839
- MoNA: NGA00961
- MoNA: BML00740
- MoNA: BML00726
- MoNA: CB000033
- MoNA: NGA00964
- MoNA: FIO00835
- MoNA: BML81015
- MoNA: BML81017
- MoNA: BML00718
- MoNA: FIO00837
- MoNA: BML00709
- MoNA: FIO00836
- MoNA: BML00733
- MoNA: BML81018
- MoNA: NGA00962
- MoNA: BML81016
- PMhub: MS000002004
- MetaboLights: MTBLC27641
- PubChem: 8910
- KNApSAcK: C00047211
- PDB-CCD: 3HE
- 3DMET: B02088
- NIKKAJI: J107.994H
- RefMet: Cycloheximide
- KNApSAcK: 27641
- LOTUS: LTS0227054
- wikidata: Q412895
分类词条
相关代谢途径
Reactome(0)
BioCyc(2)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
3 个相关的物种来源信息
- 1883 - Streptomyces: 10.1021/NP900163F
- 1911 - Streptomyces griseus:
- 68258 - Streptomyces pulveraceus: 10.7164/ANTIBIOTICS.42.1599
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
文献列表
- Hamdah M Al Nebaihi, Neal M Davies, Dion R Brocks. {Pharmacokinetics of cycloheximide in rats and evaluation of its effect as a blocker of intestinal lymph formation.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V.
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Drug delivery and translational research.
2023 Jul; ?(?):. doi:
10.1007/s13346-023-01386-9
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Cell biology and toxicology.
2023 06; 39(3):813-825. doi:
10.1007/s10565-021-09651-8
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International journal of nanomedicine.
2023; 18(?):2345-2358. doi:
10.2147/ijn.s408115
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Oncology reports.
2022 Nov; 48(5):. doi:
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Neuroscience.
2022 10; 501(?):103-130. doi:
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Chemico-biological interactions.
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Acta pharmaceutica Sinica. B.
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2021 04; 35(4):109040. doi:
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Plant physiology.
2021 03; 185(2):519-532. doi:
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Cellular and molecular life sciences : CMLS.
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2020 Aug; 43(8):863-874. doi:
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The Plant cell.
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Molecular and cellular endocrinology.
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Investigative ophthalmology & visual science.
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BMC genomics.
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Molecular pharmacology.
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Toxicology and applied pharmacology.
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Biological chemistry.
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BMC plant biology.
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Plant physiology.
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FEMS yeast research.
2019 05; 19(3):. doi:
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Journal of structural biology.
2019 04; 206(1):49-54. doi:
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The Journal of neuroscience : the official journal of the Society for Neuroscience.
2019 02; 39(9):1631-1648. doi:
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Reproduction in domestic animals = Zuchthygiene.
2019 Feb; 54(2):258-269. doi:
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Molecular biology of the cell.
2019 01; 30(1):131-145. doi:
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Chemico-biological interactions.
2018 Dec; 296(?):134-144. doi:
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Cancer research.
2018 11; 78(21):6121-6133. doi:
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The Plant cell.
2018 10; 30(10):2240-2254. doi:
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Plant physiology.
2018 10; 178(2):684-698. doi:
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Medicina (Kaunas, Lithuania).
2018 May; 54(3):. doi:
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Cell communication and signaling : CCS.
2018 03; 16(1):10. doi:
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Journal of cell science.
2018 01; 131(2):. doi:
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Journal of natural products.
2017 12; 80(12):3186-3193. doi:
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Oncology reports.
2017 Nov; 38(5):2885-2892. doi:
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Journal of natural products.
2017 10; 80(10):2602-2608. doi:
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JCI insight.
2017 10; 2(20):. doi:
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Cell death & disease.
2017 09; 8(9):e3048. doi:
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Protoplasma.
2017 Sep; 254(5):1973-1981. doi:
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Molecular cancer research : MCR.
2017 07; 15(7):905-914. doi:
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Molecular plant pathology.
2017 Jun; 18(5):662-671. doi:
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Journal of plant physiology.
2017 Jun; 213(?):134-147. doi:
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Journal of natural products.
2017 05; 80(5):1531-1540. doi:
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Scientific reports.
2017 01; 7(?):40825. doi:
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Methods in molecular biology (Clifton, N.J.).
2017; 1564(?):121-132. doi:
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Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology.
2017; 44(2):515-531. doi:
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PloS one.
2017; 12(6):e0179213. doi:
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The Journal of steroid biochemistry and molecular biology.
2017 01; 165(Pt B):430-437. doi:
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The European journal of neuroscience.
2016 12; 44(11):2958-2965. doi:
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Journal of experimental botany.
2016 12; 67(22):6373-6384. doi:
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Comparative biochemistry and physiology. Part A, Molecular & integrative physiology.
2016 11; 201(?):95-100. doi:
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Journal of neurochemistry.
2016 11; 139(3):396-407. doi:
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Journal of natural products.
2016 10; 79(10):2446-2454. doi:
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Journal of molecular medicine (Berlin, Germany).
2016 10; 94(10):1153-1166. doi:
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Microbial ecology.
2016 10; 72(3):526-37. doi:
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The Plant cell.
2016 10; 28(10):2385-2397. doi:
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Autophagy.
2016 09; 12(9):1575-92. doi:
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Cell death and differentiation.
2016 08; 23(8):1331-46. doi:
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Molecular and cellular endocrinology.
2016 07; 430(?):12-24. doi:
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Microbes and environments.
2016 Jun; 31(2):104-10. doi:
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Journal of plant physiology.
2016 Jun; 196-197(?):79-92. doi:
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BMC cancer.
2016 Mar; 16(?):239. doi:
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The Plant cell.
2016 Mar; 28(3):770-85. doi:
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The international journal of biochemistry & cell biology.
2016 Jan; 70(?):29-38. doi:
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The New phytologist.
2015 Oct; 208(2):456-68. doi:
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Oncotarget.
2015 Sep; 6(27):24393-403. doi:
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Human molecular genetics.
2015 Sep; 24(17):4829-47. doi:
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The Journal of biological chemistry.
2015 Aug; 290(34):21101-21113. doi:
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Plant, cell & environment.
2015 Aug; 38(8):1673-82. doi:
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The Journal of neuroscience : the official journal of the Society for Neuroscience.
2015 Jun; 35(22):8593-603. doi:
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Journal of biotechnology.
2015 May; 202(?):78-87. doi:
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The Journal of biological chemistry.
2015 May; 290(18):11526-36. doi:
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Cell communication and signaling : CCS.
2015 Apr; 13(?):25. doi:
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Proceedings of the National Academy of Sciences of the United States of America.
2015 Mar; 112(12):3728-33. doi:
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The Journal of investigative dermatology.
2015 Mar; 135(3):834-841. doi:
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Annals of botany.
2015 Mar; 115(4):693-703. doi:
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Journal of natural products.
2015 Feb; 78(2):241-9. doi:
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Chemico-biological interactions.
2015 Feb; 228(?):69-78. doi:
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Plant signaling & behavior.
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Doklady. Biochemistry and biophysics.
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The American journal of Chinese medicine.
2015; 43(8):1593-604. doi:
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The FEBS journal.
2014 Dec; 281(23):5237-50. doi:
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Comparative biochemistry and physiology. Toxicology & pharmacology : CBP.
2014 Nov; 166(?):75-87. doi:
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Nature chemical biology.
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