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name Structure Reference Source Properties Activities Metabolism

Gliotoxin

AlkaPlorer ID: AK299278

Synonym: 2,3,5a,6-Tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-10H-3,10a-epidithiopyrazino[1,2-a]indole-1,4-dione, Aspergillin, SN 12870, Antibiotic SN 12870 

IUPAC Name: 7-hydroxy-11-(hydroxymethyl)-15-methyl-12,13-dithia-9,15-diazatetracyclo[9.2.2.01,9.03,8]pentadeca-3,5-diene-10,14-dione

Structure

SMILES: CN1C(=O)C23CC4=CC=CC(O)C4N2C(=O)C1(CO)SS3

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InChI: InChI=1S/C13H14N2O4S2/c1-14-10(18)12-5-7-3-2-4-8(17)9(7)15(12)11(19)13(14,6-16)21-20-12/h2-4,8-9,16-17H,5-6H2,1H3

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InChIKey: FIVPIPIDMRVLAY-UHFFFAOYSA-N

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Properties Information

Molecule Weight: 326.399

TPSA？: 81.08000000000001

MolLogP？: -0.3036999999999995

Number of H-Donors: 2

Number of H-Acceptors: 6

RingCount: 5

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens 786-0 GI50 83.95 nM None
Homo sapiens A498 GI50 233.88 nM None
Homo sapiens A549 GI50 171.0 nM None
Homo sapiens ACHN GI50 174.18 nM None
Homo sapiens BT-549 GI50 291.07 nM None
Homo sapiens CAKI-1 GI50 307.61 nM None
Homo sapiens CCRF-CEM GI50 20.46 nM None
Homo sapiens COLO 205 GI50 52.36 nM None
Homo sapiens DU-145 GI50 157.4 nM None
Homo sapiens EKVX GI50 368.13 nM None
Homo sapiens HCC 2998 GI50 155.24 nM None
Homo sapiens HCT-116 GI50 106.91 nM None
Homo sapiens HCT-15 GI50 84.53 nM None
Homo sapiens HL-60 GI50 22.34 nM None
Homo sapiens HOP-62 GI50 181.55 nM None
Homo sapiens HOP-92 GI50 165.2 nM None
Homo sapiens Hs-578T GI50 389.94 nM None
Homo sapiens HT-29 GI50 18.75 nM None
Homo sapiens IGROV-1 GI50 145.21 nM None
Homo sapiens K562 GI50 139.0 nM None
Homo sapiens KM12 GI50 99.08 nM None
Homo sapiens LOX IMVI GI50 169.82 nM None
Homo sapiens M14 GI50 50.58 nM None
Homo sapiens Malme-3M GI50 222.84 nM None
Homo sapiens MCF7 GI50 159.59 nM None
Homo sapiens MDA-MB-231 GI50 198.61 nM None
Homo sapiens MDA-MB-435 GI50 223.87 nM None
Homo sapiens MDA-N GI50 188.36 nM None
Homo sapiens MOLT-4 GI50 133.66 nM None
Homo sapiens NCI/ADR-RES GI50 22.44 nM None
Homo sapiens NCI-H226 GI50 89.13 nM None
Homo sapiens NCI-H23 GI50 167.49 nM None
Homo sapiens NCI-H322M GI50 193.2 nM None
Homo sapiens NCI-H460 GI50 94.84 nM None
Homo sapiens NCI-H522 GI50 169.04 nM None
Homo sapiens OVCAR-3 GI50 199.07 nM None
Homo sapiens OVCAR-4 GI50 223.36 nM None
Homo sapiens OVCAR-5 GI50 52.6 nM None
Homo sapiens OVCAR-8 GI50 61.09 nM None
Homo sapiens PC-3 GI50 167.49 nM None
Homo sapiens RPMI-8226 GI50 162.93 nM None
Homo sapiens RXF 393 GI50 179.47 nM None
Homo sapiens SF-268 GI50 206.54 nM None
Homo sapiens SF-295 GI50 181.13 nM None
Homo sapiens SF-539 GI50 20.37 nM None
Homo sapiens SK-MEL-2 GI50 219.79 nM None
Homo sapiens SK-MEL-28 GI50 506.99 nM None
Homo sapiens SK-MEL-5 GI50 172.98 nM None
Homo sapiens SK-OV-3 GI50 1264.74 nM None
Homo sapiens SN12C GI50 70.47 nM None
Homo sapiens SNB-19 GI50 553.35 nM None
Homo sapiens SNB-75 GI50 209.89 nM None
Homo sapiens SR GI50 29.11 nM None
Homo sapiens SW-620 GI50 237.14 nM None
Homo sapiens T47D GI50 183.23 nM None
Homo sapiens TK-10 GI50 179.47 nM None
Homo sapiens U-251 GI50 152.76 nM None
Homo sapiens UACC-257 GI50 299.23 nM None
Homo sapiens UACC-62 GI50 179.06 nM None
Homo sapiens UO-31 GI50 564.94 nM None

Metabolism Information