Standard Article

Enzyme Mimetic Chemistry of Organoselenium Compounds

Organic Selenium and Tellurium (2013)

  1. Debasish Bhowmick,
  2. Govindasamy Mugesh

Published Online: 17 JUN 2013

DOI: 10.1002/9780470682531.pat0726

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Bhowmick, D. and Mugesh, G. 2013. Enzyme Mimetic Chemistry of Organoselenium Compounds. Patai's Chemistry of Functional Groups. .

Author Information

  1. Indian Institute of Science, Department of Inorganic & Physical Chemistry, Bangalore 560 012, India

Publication History

  1. Published Online: 17 JUN 2013

Chemistry Terms

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Abstract

Selenium plays a key role in biology by mediating many important physiological processes. In proteins, selenium is present in the form of selenocysteine (Sec, U), which is generally considered as the 21st amino acid. Although Sec is a homolog of cysteine (Cys, C) and has similar structural and functional properties, the reactivity of Sec residues in proteins is significantly different from that of Cys due to the low redox potential and high nucleophilicity of Sec. In this chapter, some of the well-studied examples of selenoenzymes and their synthetic mimics are discussed. Synthetic compounds that mimic the function of glutathione peroxidase (GPx) and iodothyronine deiodinase (ID) are used extensively to understand the chemical mechanism of the enzymes. The chemistry of Sec residue at the active site of GPx is widely studied with the help of a number of small-molecule organoselenium compounds. Ebselen was the first synthetic GPx mimic to undergo clinical studies for a number of disease states, including stroke, inflammation, and hearing loss, although ebselen and its analogues exhibit poor GPx activity in the presence of thiols due to undesired thiol-exchange reactions. The GPx activity of several tert-amine-based diselenides is found to be much higher than that of ebselen and related compounds. In these compounds, the amine moiety plays an important role in modulating the reactivity of different intermediates involved in the catalytic cycle. In addition to selenenyl amides and diaryl diselenides, a number of spirodiazaselerunanes are studied as GPx mimics. The role of Sec in iodothyronine deiodinases, which control the thyroid hormone levels, is also discussed in this chapter. Recently, some naphthyl-based selenols and thiols are reported as mimics of deiodinases.

Keywords:

  • antioxidants;
  • ebselen;
  • glutathione peroxidase;
  • iodothyronine deiodinase;
  • selenium;
  • selenoenzymes;
  • selenophosphate synthetase;
  • thioredoxin reductase

Featured Compounds

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  1. 1 - 199
Compound 1
Molecular Weight:274.18
Molecular Formula:C13H9NOSe
InChIKey:DYEFUKCXAQOFHX-UHFFFAOYSA-N
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Compound 2
Molecular Weight:288.2
Molecular Formula:C14H11NOSe
InChIKey:PCIHUKTZCBZGPV-UHFFFAOYSA-N
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Compound 3
Molecular Weight:192.12
Molecular Formula:C6H11NOSe
InChIKey:IGYJOGQSKPIERO-UHFFFAOYSA-N
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Compound 4
Molecular Weight:212.15
Molecular Formula:C9H11NSe
InChIKey:OIZMOQFHKZYRPB-UHFFFAOYSA-N
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Compound 5
Molecular Weight:319.17
Molecular Formula:C13H8N2O3Se
InChIKey:LXHWUUJYXKQQMO-UHFFFAOYSA-N
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Compound 6
Molecular Weight:257.15
Molecular Formula:C9H10N2O2Se
InChIKey:KCUNDXJJZCMWFG-UHFFFAOYSA-N
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Compound 7
Molecular Weight:226.18
Molecular Formula:C10H13NSe
InChIKey:FXRYWOJYVGJZLE-UHFFFAOYSA-N
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Compound 8
Molecular Weight:256.2
Molecular Formula:C11H15NOSe
InChIKey:PFQQRWVZMPLUNV-UHFFFAOYSA-N
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Compound 11
Molecular Weight:292.19
Molecular Formula:C13H11NO2Se
InChIKey:MLEPLTDEGCGQRL-UHFFFAOYSA-N
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Compound 14
Molecular Weight:386.25
Molecular Formula:C12H24N2O2Se2
InChIKey:ZCVQVAHOFIAOFG-UHFFFAOYSA-N
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Compound 33
Molecular Weight:384.35
Molecular Formula:C19H15NOSSe
InChIKey:PXIGQUDUOVAAHM-UHFFFAOYSA-N
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Compound 15
Molecular Weight:290.18
Molecular Formula:C13H9NO2Se
InChIKey:NNZKUUPAISFZPZ-UHFFFAOYSA-N
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Compound 16
Molecular Weight:353.07
Molecular Formula:C13H8BrNOSe
InChIKey:GHQJDYHRUPGTGN-UHFFFAOYSA-N
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Compound 17
Molecular Weight:290.18
Molecular Formula:C13H9NO2Se
InChIKey:UVLJTNCCWYTHDP-UHFFFAOYSA-N
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Compound 18
Molecular Weight:242.13
Molecular Formula:C9H9NO2Se
InChIKey:INJSPYUOTZNFSF-UHFFFAOYSA-N
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Compound 19
Molecular Weight:270.19
Molecular Formula:C11H13NO2Se
InChIKey:MGDMKIKFJKYALW-UHFFFAOYSA-N
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Compound 20
Molecular Weight:198.08
Molecular Formula:C7H5NOSe
InChIKey:UELHWVKBVJWUPY-UHFFFAOYSA-N
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Compound 21
Molecular Weight:212.11
Molecular Formula:C8H7NOSe
InChIKey:LEUGUKBHFKXAEZ-UHFFFAOYSA-N
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Compound 22
Molecular Weight:226.13
Molecular Formula:C9H9NOSe
InChIKey:BNUUYZXSPDFFTB-UHFFFAOYSA-N
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Compound 23
Molecular Weight:240.16
Molecular Formula:C10H11NOSe
InChIKey:COSAVSLOYADLDJ-UHFFFAOYSA-N
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Compound 24
Molecular Weight:240.16
Molecular Formula:C10H11NOSe
InChIKey:KJRODWLGFMKIRW-UHFFFAOYSA-N
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Compound 25
Molecular Weight:750.47
Molecular Formula:C33H27N3O3Se3
InChIKey:WLKCMUBTGQYPNO-UHFFFAOYSA-N
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Compound 26
Molecular Weight:302.27
Molecular Formula:C13H21NO2Se
InChIKey:MJGFREFMVGCRTH-IOCWDNCASA-N
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Compound 29
Molecular Weight:320.29
Molecular Formula:C13H23NO3Se
InChIKey:CXAGHJGVBGPYJE-DUZFYQJISA-N
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Compound 30
Molecular Weight:481.47
Molecular Formula:C24H22N2O2SSe
InChIKey:AZUYYEHBTOEJRF-UHFFFAOYSA-N
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Compound 31
Molecular Weight:482.52
Molecular Formula:C21H25NO3S2Se
InChIKey:YLTWUFJINJVYSV-UHFFFAOYSA-N
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Compound 32
Molecular Weight:482.52
Molecular Formula:C21H25NO3S2Se
InChIKey:AEGDWDIQUXOFNX-UHFFFAOYSA-N
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Compound 34
Molecular Weight:550.37
Molecular Formula:C26H20N2O2Se2
InChIKey:FTRFOFPAMKYZPH-UHFFFAOYSA-N
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Compound 35
Molecular Weight:308.19
Molecular Formula:C13H11NO3Se
InChIKey:PYWBYZKFGWFBOV-UHFFFAOYSA-N
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Compound 36
Molecular Weight:475.4
Molecular Formula:C22H24N2O5Se
InChIKey:WDIWEUCKYZJMKJ-HKUYNNGSSA-N
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Compound 37
Molecular Weight:459.4
Molecular Formula:C22H24N2O4Se
InChIKey:VNCUZWTVXFULCF-HKUYNNGSSA-N
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Compound 38
Molecular Weight:473.42
Molecular Formula:C23H26N2O4Se
InChIKey:XHWUFUYORVDPRW-BPAFIMBUSA-N
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Compound 39
Molecular Weight:431.34
Molecular Formula:C20H20N2O4Se
InChIKey:MDBZETDVKIRCMQ-BBRMVZONSA-N
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Compound 40
Molecular Weight:470.38
Molecular Formula:C22H21N3O4Se
InChIKey:FULKXVPLJGJTAQ-UGSOOPFHSA-N
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Compound 41
Molecular Weight:456.35
Molecular Formula:C21H19N3O4Se
InChIKey:QCHGWTVIXQNFKO-KRWDZBQOSA-N
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Compound 42
Molecular Weight:383.3
Molecular Formula:C16H20N2O4Se
InChIKey:KYBSFHQTSIHDHV-GWCFXTLKSA-N
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Compound 44
Molecular Weight:385.32
Molecular Formula:C16H22N2O4Se
InChIKey:Not Available
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Compound 45
Molecular Weight:401.32
Molecular Formula:C16H22N2O5Se
InChIKey:JNOZNQPXFARHFJ-GWCFXTLKSA-N
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Compound 46
Molecular Weight:179.12
Molecular Formula:C6H12OSe
InChIKey:QXQZSZSAHOHBLE-UHFFFAOYSA-N
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Compound 47
Molecular Weight:193.15
Molecular Formula:C7H14OSe
InChIKey:BGAGDTBKELRGIU-UHFFFAOYSA-N
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Compound 48
Molecular Weight:207.17
Molecular Formula:C8H16OSe
InChIKey:BOHYLLBKYAACEM-UHFFFAOYSA-N
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Compound 49
Molecular Weight:221.16
Molecular Formula:C8H14O2Se
InChIKey:KRKXXDJHOGXTNM-UHFFFAOYSA-N
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Compound 50
Molecular Weight:220.17
Molecular Formula:C8H15NOSe
InChIKey:IKCJPPPNWHPVNY-UHFFFAOYSA-N
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Compound 55
Molecular Weight:153.04
Molecular Formula:C3H6O2Se
InChIKey:OSFARYOVMRHDRZ-UHFFFAOYSA-N
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Compound 54
Molecular Weight:137.04
Molecular Formula:C3H6OSe
InChIKey:XCVHDNGBKRPTFL-UHFFFAOYSA-N
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Compound 58
Molecular Weight:261.24
Molecular Formula:C10H14OSSe
InChIKey:GEYGFVNQYXUFBR-UHFFFAOYSA-N
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Compound 59
Molecular Weight:197.13
Molecular Formula:C6H14O2Se
InChIKey:JPJDNXZRHAQGGM-UHFFFAOYSA-N
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Compound 61
Molecular Weight:195.12
Molecular Formula:C6H12O2Se
InChIKey:YQOMVXLKVWHGTD-UHFFFAOYSA-N
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Compound 63
Molecular Weight:552.38
Molecular Formula:C24H26O5Se2
InChIKey:UAZBAVDSXKAFJR-UHFFFAOYSA-N
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Compound 64
Molecular Weight:269.134
Molecular Formula:C12H13BrO2
InChIKey:MENFWGNUCUYWJT-UHFFFAOYSA-N
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Compound 65
Molecular Weight:536.38
Molecular Formula:C24H26O4Se2
InChIKey:GWXNDQRPAXUSQC-UHFFFAOYSA-N
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Compound 66
Molecular Weight:303.64
Molecular Formula:C12H13ClO2Se
InChIKey:BSXYNAKOKFKPDD-UHFFFAOYSA-N
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Compound 67
Molecular Weight:348.09
Molecular Formula:C12H13BrO2Se
InChIKey:RGSOWLRFGYEPQH-UHFFFAOYSA-N
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Compound 68
Molecular Weight:395.09
Molecular Formula:C12H13IO2Se
InChIKey:DTFXGQGGENSJIV-UHFFFAOYSA-N
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Compound 71
Molecular Weight:285.2
Molecular Formula:C12H14O3Se
InChIKey:HNZHFEPEHJTMSO-UHFFFAOYSA-N
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Compound 72
Molecular Weight:426.32
Molecular Formula:C18H24N2Se2
InChIKey:OFJPKKORLJNRPN-UHFFFAOYSA-N
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Compound 73
Molecular Weight:478.39
Molecular Formula:C22H28N2Se2
InChIKey:YWDNQZPEBBYWOA-UHFFFAOYSA-N
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Compound 74
Molecular Weight:499.24
Molecular Formula:C18H26Cl2N2Se2
InChIKey:ICVRKMUSOSRKGQ-UHFFFAOYSA-N
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Compound 75
Molecular Weight:551.31
Molecular Formula:C22H30Cl2N2Se2
InChIKey:CYMPWAJUCJSMEW-UHFFFAOYSA-N
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Compound 76
Molecular Weight:290.26
Molecular Formula:C15H17NSe
InChIKey:GNNDQIRSBNWPNG-UHFFFAOYSA-N
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Compound 77
Molecular Weight:316.3
Molecular Formula:C17H19NSe
InChIKey:VJYPMUYOPZUKOJ-UHFFFAOYSA-N
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Compound 78
Molecular Weight:562.55
Molecular Formula:C28H40N2Se2
InChIKey:SGMBZSDMDRMBSC-UHFFFAOYSA-N
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Compound 79
Molecular Weight:390.44
Molecular Formula:C20H25NSSe
InChIKey:YEAHNIUSERSWAW-UHFFFAOYSA-N
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Compound 80
Molecular Weight:282.28
Molecular Formula:C14H21NSe
InChIKey:OVHGOPUWXQEZNX-UHFFFAOYSA-N
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Compound 81
Molecular Weight:298.28
Molecular Formula:C14H21NOSe
InChIKey:XVBPTMDLEODDCX-UHFFFAOYSA-N
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Compound 82
Molecular Weight:2393.87
Molecular Formula:C84H138O68Se2
InChIKey:QUYUJJPGWICCTN-WUGKIVSMSA-N
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Compound 86
Molecular Weight:444.27
Molecular Formula:C20H23FeNSSe
InChIKey:NWIRZMGLXXMKKE-UHFFFAOYSA-N
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Compound 83
Molecular Weight:670.21
Molecular Formula:C28H36Fe2N2Se2
InChIKey:RXRKZOVSWYRLQS-TUMOJDIESA-N
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Compound 84
Molecular Weight:670.21
Molecular Formula:C28H36Fe2N2Se2
InChIKey:RXRKZOVSWYRLQS-UEZRWYIOSA-N
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Compound 85
Molecular Weight:336.11
Molecular Formula:C14H19FeNSe
InChIKey:Not Available
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Compound 88
Molecular Weight:426.23
Molecular Formula:C16H16N2O2Se2
InChIKey:PLWUZIWZUQGURL-UHFFFAOYSA-N
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Compound 89
Molecular Weight:454.28
Molecular Formula:C18H20N2O2Se2
InChIKey:CUZKXRAEDORNPO-UHFFFAOYSA-N
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Compound 90
Molecular Weight:482.34
Molecular Formula:C20H24N2O2Se2
InChIKey:PPJMAUZGYXTQNH-UHFFFAOYSA-N
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Compound 91
Molecular Weight:482.34
Molecular Formula:C20H24N2O2Se2
InChIKey:XAGZWDXBMSDGGO-UHFFFAOYSA-N
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Compound 92
Molecular Weight:454.28
Molecular Formula:C18H20N2O2Se2
InChIKey:YDTRPPQYKVXOAG-UHFFFAOYSA-N
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Compound 93
Molecular Weight:510.39
Molecular Formula:C22H28N2O2Se2
InChIKey:HTOICQFWWJCXCE-UHFFFAOYSA-N
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Compound 94
Molecular Weight:566.5
Molecular Formula:C26H36N2O2Se2
InChIKey:KTXXSJXGIUOBRB-UHFFFAOYSA-N
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Compound 95
Molecular Weight:566.5
Molecular Formula:C26H36N2O2Se2
InChIKey:JCOOUFRGLQQFEW-UHFFFAOYSA-N
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Compound 100
Molecular Weight:260.15
Molecular Formula:C9H11NO3Se
InChIKey:SSIICEZLBJYHQP-UHFFFAOYSA-N
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Compound 101
Molecular Weight:288.2
Molecular Formula:C11H15NO3Se
InChIKey:HTALJPCHCKRLQO-UHFFFAOYSA-N
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Compound 102
Molecular Weight:316.25
Molecular Formula:C13H19NO3Se
InChIKey:NBJUETSCFYUTTO-UHFFFAOYSA-N
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Compound 103
Molecular Weight:316.25
Molecular Formula:C13H19NO3Se
InChIKey:YJSPPGQDWZSQPN-UHFFFAOYSA-N
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Compound 104
Molecular Weight:276.15
Molecular Formula:C9H11NO4Se
InChIKey:JSUUQLVVYJZRQT-UHFFFAOYSA-N
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Compound 105
Molecular Weight:304.2
Molecular Formula:C11H15NO4Se
InChIKey:KLNRMYGSHCZWGO-UHFFFAOYSA-N
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Compound 106
Molecular Weight:332.25
Molecular Formula:C13H19NO4Se
InChIKey:YBOULOIXQVZLCM-UHFFFAOYSA-N
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Compound 107
Molecular Weight:332.25
Molecular Formula:C13H19NO4Se
InChIKey:ZMFZCROHMPAROG-UHFFFAOYSA-N
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Compound 108
Molecular Weight:482.42
Molecular Formula:C22H32N2Se2
InChIKey:VWVOKWKBTZTBGA-UHFFFAOYSA-N
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Compound 109
Molecular Weight:538.53
Molecular Formula:C26H40N2Se2
InChIKey:GHQWLDYZJSUGEG-UHFFFAOYSA-N
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Compound 110
Molecular Weight:486.37
Molecular Formula:C20H28N2O2Se2
InChIKey:WXTRVRKTXUFHJD-UHFFFAOYSA-N
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Compound 111
Molecular Weight:542.47
Molecular Formula:C24H36N2O2Se2
InChIKey:DFMWZDOQXPSEET-UHFFFAOYSA-N
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Compound 112
Molecular Weight:598.58
Molecular Formula:C28H44N2O2Se2
InChIKey:LYYOBKPTICQXNQ-UHFFFAOYSA-N
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Compound 113
Molecular Weight:322.33
Molecular Formula:C15H17NSSe
InChIKey:ILUFNBBNTWUUHD-UHFFFAOYSA-N
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Compound 114
Molecular Weight:350.38
Molecular Formula:C17H21NSSe
InChIKey:SJLUPLMWZZSZJJ-UHFFFAOYSA-N
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Compound 115
Molecular Weight:378.43
Molecular Formula:C19H25NSSe
InChIKey:AUDZNYJYTUNZKB-UHFFFAOYSA-N
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Compound 116
Molecular Weight:214.17
Molecular Formula:C9H13NSe
InChIKey:Not Available
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Compound 117
Molecular Weight:242.22
Molecular Formula:C11H17NSe
InChIKey:Not Available
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Compound 118
Molecular Weight:270.27
Molecular Formula:C13H21NSe
InChIKey:Not Available
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Compound 119
Molecular Weight:352.35
Molecular Formula:C16H19NOSSe
InChIKey:QNRFVOQEFPDQHL-UHFFFAOYSA-N
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Compound 120
Molecular Weight:380.41
Molecular Formula:C18H23NOSSe
InChIKey:SITJYFZPHNWSEU-UHFFFAOYSA-N
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Compound 121
Molecular Weight:408.46
Molecular Formula:C20H27NOSSe
InChIKey:DKXLNHYFYGLHNJ-UHFFFAOYSA-N
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Compound 122
Molecular Weight:244.19
Molecular Formula:C10H15NOSe
InChIKey:Not Available
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Compound 123
Molecular Weight:272.25
Molecular Formula:C12H19NOSe
InChIKey:Not Available
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Compound 124
Molecular Weight:300.3
Molecular Formula:C14H23NOSe
InChIKey:Not Available
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Compound 125
Molecular Weight:230.17
Molecular Formula:C9H13NOSe
InChIKey:IIPCZWUQUJSVLQ-UHFFFAOYSA-N
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Compound 126
Molecular Weight:258.22
Molecular Formula:C11H17NOSe
InChIKey:LTLUWDYLXWIZAZ-UHFFFAOYSA-N
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Compound 127
Molecular Weight:286.27
Molecular Formula:C13H21NOSe
InChIKey:CRJSSQWRIRNKCW-UHFFFAOYSA-N
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Compound 128
Molecular Weight:246.17
Molecular Formula:C9H13NO2Se
InChIKey:HZELLLQSVXHCHC-UHFFFAOYSA-N
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Compound 129
Molecular Weight:274.22
Molecular Formula:C11H17NO2Se
InChIKey:GWVZCUCIIPTBHC-UHFFFAOYSA-N
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Compound 130
Molecular Weight:302.27
Molecular Formula:C13H21NO2Se
InChIKey:MXSSIAIRXKXVLV-UHFFFAOYSA-N
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Compound 131
Molecular Weight:262.16
Molecular Formula:C9H13NO3Se
InChIKey:GNGQIYURLXIHHA-UHFFFAOYSA-N
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Compound 132
Molecular Weight:290.22
Molecular Formula:C11H17NO3Se
InChIKey:VCHQAPPCROBIFQ-UHFFFAOYSA-N
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Compound 133
Molecular Weight:318.27
Molecular Formula:C13H21NO3Se
InChIKey:NXFCWESTSFSHJR-UHFFFAOYSA-N
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Compound 134
Molecular Weight:260.19
Molecular Formula:C10H15NO2Se
InChIKey:VOEQGRWISNXAAY-UHFFFAOYSA-N
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Compound 135
Molecular Weight:288.24
Molecular Formula:C12H19NO2Se
InChIKey:HPVJMEGCGWJOMF-UHFFFAOYSA-N
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Compound 136
Molecular Weight:316.3
Molecular Formula:C14H23NO2Se
InChIKey:GRSSUWFYSCJYFG-UHFFFAOYSA-N
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Compound 137
Molecular Weight:276.19
Molecular Formula:C10H15NO3Se
InChIKey:ZURSCUJSXHUKGV-UHFFFAOYSA-N
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Compound 138
Molecular Weight:304.24
Molecular Formula:C12H19NO3Se
InChIKey:YERFVKQIVZHEGA-UHFFFAOYSA-N
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Compound 139
Molecular Weight:332.3
Molecular Formula:C14H23NO3Se
InChIKey:CIMBYCSGBGKTDF-UHFFFAOYSA-N
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Compound 140
Molecular Weight:292.19
Molecular Formula:C10H15NO4Se
InChIKey:KETZRTJCPZBOES-UHFFFAOYSA-N
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Compound 141
Molecular Weight:320.24
Molecular Formula:C12H19NO4Se
InChIKey:IZAGZNQDSRFMMS-UHFFFAOYSA-N
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Compound 142
Molecular Weight:348.3
Molecular Formula:C14H23NO4Se
InChIKey:BHYKKRDZRXBNRU-UHFFFAOYSA-N
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Compound 143
Molecular Weight:486.37
Molecular Formula:C20H28N2O2Se2
InChIKey:KRDMUYMKSDYBHC-UHFFFAOYSA-N
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Compound 144
Molecular Weight:542.47
Molecular Formula:C24H36N2O2Se2
InChIKey:AHTHHPGGKCBJPE-UHFFFAOYSA-N
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Compound 145
Molecular Weight:598.58
Molecular Formula:C28H44N2O2Se2
InChIKey:NXIRPBFEEDPQDD-UHFFFAOYSA-N
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Compound 146
Molecular Weight:352.35
Molecular Formula:C16H19NOSSe
InChIKey:KUOWZPDAIBMYAR-UHFFFAOYSA-N
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Compound 147
Molecular Weight:380.41
Molecular Formula:C18H23NOSSe
InChIKey:NRMKRLPENVHMTJ-UHFFFAOYSA-N
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Compound 148
Molecular Weight:408.46
Molecular Formula:C20H27NOSSe
InChIKey:JXSWRPNZSPGZCU-UHFFFAOYSA-N
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Compound 149
Molecular Weight:244.19
Molecular Formula:C10H15NOSe
InChIKey:Not Available
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Compound 150
Molecular Weight:272.25
Molecular Formula:C12H19NOSe
InChIKey:Not Available
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Compound 151
Molecular Weight:300.3
Molecular Formula:C14H23NOSe
InChIKey:Not Available
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Compound 152
Molecular Weight:260.19
Molecular Formula:C10H15NO2Se
InChIKey:SLDKCGBHGVMRHK-UHFFFAOYSA-N
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Compound 153
Molecular Weight:288.24
Molecular Formula:C12H19NO2Se
InChIKey:RSNONMXCEDOMRF-UHFFFAOYSA-N
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Compound 154
Molecular Weight:316.3
Molecular Formula:C14H23NO2Se
InChIKey:KURPXVXIHBLQST-UHFFFAOYSA-N
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Compound 155
Molecular Weight:276.19
Molecular Formula:C10H15NO3Se
InChIKey:DDQFAWAJUFBNSM-UHFFFAOYSA-N
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Compound 156
Molecular Weight:304.24
Molecular Formula:C12H19NO3Se
InChIKey:ZMXDBVSMSQVZKB-UHFFFAOYSA-N
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Compound 157
Molecular Weight:332.3
Molecular Formula:C14H23NO3Se
InChIKey:QKTWOSGMUIDERM-UHFFFAOYSA-N
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Compound 158
Molecular Weight:292.19
Molecular Formula:C10H15NO4Se
InChIKey:OESJNVPZBMLHQK-UHFFFAOYSA-N
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Compound 159
Molecular Weight:320.24
Molecular Formula:C12H19NO4Se
InChIKey:LDVARRLLPKMPQA-UHFFFAOYSA-N
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Compound 160
Molecular Weight:348.3
Molecular Formula:C14H23NO4Se
InChIKey:FOJRTOIJPFCQJS-UHFFFAOYSA-N
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Compound 161
Molecular Weight:398.26
Molecular Formula:C16H20N2Se2
InChIKey:UBNZVCCTZYVDHD-UHFFFAOYSA-N
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Compound 162
Molecular Weight:426.32
Molecular Formula:C18H24N2Se2
InChIKey:XBDNBTYJBZOHDY-UHFFFAOYSA-N
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Compound 163
Molecular Weight:454.37
Molecular Formula:C20H28N2Se2
InChIKey:SHOMVNOMJRYIAP-UHFFFAOYSA-N
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Compound 164
Molecular Weight:454.37
Molecular Formula:C20H28N2Se2
InChIKey:IQEPAOBCHSQJCH-UHFFFAOYSA-N
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Compound 169
Molecular Weight:200.14
Molecular Formula:C8H11NSe
InChIKey:Not Available
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Compound 170
Molecular Weight:214.17
Molecular Formula:C9H13NSe
InChIKey:Not Available
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Compound 171
Molecular Weight:228.19
Molecular Formula:C10H15NSe
InChIKey:Not Available
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Compound 172
Molecular Weight:228.19
Molecular Formula:C10H15NSe
InChIKey:Not Available
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Compound 165
Molecular Weight:308.3
Molecular Formula:C14H15NSSe
InChIKey:VHSQHSZEFIJSKL-UHFFFAOYSA-N
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Compound 166
Molecular Weight:322.33
Molecular Formula:C15H17NSSe
InChIKey:NUTKMAWGAOVMCL-UHFFFAOYSA-N
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Compound 167
Molecular Weight:336.35
Molecular Formula:C16H19NSSe
InChIKey:JTCFEXYACLCNGN-UHFFFAOYSA-N
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Compound 168
Molecular Weight:336.35
Molecular Formula:C16H19NSSe
InChIKey:MRFYUNCLKMBJDM-UHFFFAOYSA-N
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Compound 173
Molecular Weight:428.29
Molecular Formula:C18H22O2Se2
InChIKey:YZMDGRHSCHYQLE-UHFFFAOYSA-N
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Compound 174
Molecular Weight:456.34
Molecular Formula:C20H26O2Se2
InChIKey:OEBDZOSTEPYAKQ-UHFFFAOYSA-N
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Compound 175
Molecular Weight:564.28
Molecular Formula:C20H20F6O2Se2
InChIKey:CJWVWMYSVFKDMW-UHFFFAOYSA-N
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Compound 176
Molecular Weight:544.44
Molecular Formula:C24H34O4Se2
InChIKey:RGSUGHWUJPUVAV-UHFFFAOYSA-N
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Compound 177
Molecular Weight:456.34
Molecular Formula:C20H26O2Se2
InChIKey:FAUHUBXQQJZGFF-UHFFFAOYSA-N
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Compound 178
Molecular Weight:319.17
Molecular Formula:C14H8O4Se
InChIKey:YONKWQLBMJCKQT-UHFFFAOYSA-N
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Compound 179
Molecular Weight:347.31
Molecular Formula:C18H20O2Se
InChIKey:WWFJLLFCFUMJIX-UHFFFAOYSA-N
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Compound 180
Molecular Weight:351.3
Molecular Formula:C17H20O3Se
InChIKey:NPIBRBSIAFOQNH-UHFFFAOYSA-N
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Compound 181
Molecular Weight:195.12
Molecular Formula:C6H12O2Se
InChIKey:YQOMVXLKVWHGTD-UHFFFAOYSA-N
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Compound 183
Molecular Weight:335.22
Molecular Formula:C14H12N2O3Se
InChIKey:KROQKLCQJLMFIJ-FYZYNONXSA-N
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Compound 182
Molecular Weight:317.2
Molecular Formula:C14H10N2O2Se
InChIKey:JIKAUGIYGNHANP-UHFFFAOYSA-N
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Compound 184
Molecular Weight:469.39
Molecular Formula:C26H18N2O2Se
InChIKey:PDWAWYFEHKREIS-UHFFFAOYSA-N
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Compound 185
Molecular Weight:471.41
Molecular Formula:C26H20N2O2Se
InChIKey:GUHMVPJTEXAAJQ-UHFFFAOYSA-N
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Compound 186
Molecular Weight:487.41
Molecular Formula:C26H20N2O3Se
InChIKey:WEMGZQSFBHCPBO-UHFFFAOYSA-N
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Compound 188
Molecular Weight:499.46
Molecular Formula:C28H24N2O2Se
InChIKey:IYOJHQCCPCMOFH-UHFFFAOYSA-N
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Compound 192
Molecular Weight:501.39
Molecular Formula:C26H18N2O4Se
InChIKey:CLRJAVIOZBCNHF-UHFFFAOYSA-N
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Compound 193
Molecular Weight:529.45
Molecular Formula:C28H22N2O4Se
InChIKey:HNTAWXPFEZLYKW-UHFFFAOYSA-N
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Compound 194
Molecular Weight:538.28
Molecular Formula:C26H16Cl2N2O2Se
InChIKey:ISOFAYSQORQDBF-UHFFFAOYSA-N
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Compound 195
Molecular Weight:627.19
Molecular Formula:C26H16Br2N2O2Se
InChIKey:PJGRTEUELMACBK-UHFFFAOYSA-N
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Compound 196
Molecular Weight:497.45
Molecular Formula:C28H22N2O2Se
InChIKey:MTBPSRCYEXTALY-UHFFFAOYSA-N
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Compound 197
Molecular Weight:557.41
Molecular Formula:C28H18N2O6Se
InChIKey:FZEMDBHDJAQRAU-UHFFFAOYSA-N
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Compound 198
Molecular Weight:529.45
Molecular Formula:C28H22N2O4Se
InChIKey:YEEAXRXJWVVPRG-UHFFFAOYSA-N
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Compound T4
Molecular Weight:776.87
Molecular Formula:C15H11I4NO4
InChIKey:XUIIKFGFIJCVMT-LBPRGKRZSA-N
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Compound T3
Molecular Weight:650.9735
Molecular Formula:C15H12I3NO4
InChIKey:AUYYCJSJGJYCDS-LBPRGKRZSA-N
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Compound rT3
Molecular Weight:650.9735
Molecular Formula:C15H12I3NO4
InChIKey:HZCBWYNLGPIQRK-LBPRGKRZSA-N
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Compound T2
Molecular Weight:525.077
Molecular Formula:C15H13I2NO4
InChIKey:CPCJBZABTUOGNM-LBPRGKRZSA-N
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Compound 201
Molecular Weight:390.9019
Molecular Formula:C6H3I2NO3
InChIKey:UVGTXNPVQOQFQW-UHFFFAOYSA-N
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Compound 204
Molecular Weight:265.0053
Molecular Formula:C6H4INO3
InChIKey:BKQFOYCEUMVWOW-UHFFFAOYSA-N
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Compound 199
Molecular Weight:432.9816
Molecular Formula:C9H9I2NO3
InChIKey:NYPYHUZRZVSYKL-UHFFFAOYSA-N
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Compound 200
Molecular Weight:360.9189
Molecular Formula:C6H5I2NO
InChIKey:MQGFZJCCEDLGNT-UHFFFAOYSA-N
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Compound 202
Molecular Weight:307.0851
Molecular Formula:C9H10INO3
InChIKey:UQTZMGFTRHFAAM-UHFFFAOYSA-N
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Compound 203
Molecular Weight:235.0224
Molecular Formula:C6H6INO
InChIKey:GUGSDWSSHLBVST-UHFFFAOYSA-N
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Compound 205
Molecular Weight:405.9563
Molecular Formula:C8H8I2O3
InChIKey:DIYLXGJNDOKFPL-UHFFFAOYSA-N
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Compound 206
Molecular Weight:280.0597
Molecular Formula:C8H9IO3
InChIKey:HHPSMUIYGMCRPC-UHFFFAOYSA-N
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Compound 207
Molecular Weight:154.1632
Molecular Formula:C8H10O3
InChIKey:XQDNFAMOIPNVES-UHFFFAOYSA-N
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Compound 208
Molecular Weight:846.9599
Molecular Formula:C19H17I4NO5
InChIKey:RXKNBKSNBCXAOH-HNNXBMFYSA-N
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Compound 210
Molecular Weight:950.29
Molecular Formula:C66H78Se
InChIKey:Not Available
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Compound 209
Molecular Weight:721.0633
Molecular Formula:C19H18I3NO5
InChIKey:UXAUDMNTBTZWAS-HNNXBMFYSA-N
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Compound 211
Molecular Weight:1076.18
Molecular Formula:C66H77ISe
InChIKey:NUCKNPJBFLCVHO-UHFFFAOYSA-N
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Compound 212
Molecular Weight:239.2
Molecular Formula:C10H8SSe
InChIKey:Not Available
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Compound 213
Molecular Weight:192.301
Molecular Formula:C10H8S2
InChIKey:GMHNWMFGZBBHPP-UHFFFAOYSA-N
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Compound 214
Molecular Weight:315.29
Molecular Formula:C16H12SSe
InChIKey:QKYHFXBYAIUEKO-UHFFFAOYSA-N
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Compound 216
Molecular Weight:214.17
Molecular Formula:C9H13NSe
InChIKey:Not Available
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Compound 215
Molecular Weight:296.29
Molecular Formula:C13H15NSSe
InChIKey:Not Available
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Compound 217
Molecular Weight:286.09
Molecular Formula:C10H8Se2
InChIKey:Not Available
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Compound 218
Molecular Weight:235.368
Molecular Formula:C12H13NS2
InChIKey:DAWQLLIVTMZDTG-UHFFFAOYSA-N
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Compound 219
Molecular Weight:282.26
Molecular Formula:C12H13NSSe
InChIKey:Not Available
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Compound 220
Molecular Weight:329.16
Molecular Formula:C12H13NSe2
InChIKey:Not Available
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