For research use only. Not for therapeutic Use.
Chaetomin (Cat No.:I014001) is an epidithiodioxopiperazine metabolite initially discovered as an antibiotic. It was first isolated from Chaetomium cichlids and had a unique structure composed of a non-symmetric bis-epidithiodioxopiperazine with both hemispheres containing a core N,N’-dimethyldiketopiperazine linked by a disulfide bridge. Chaetomin has been widely used as a chemotaxonomic marker for identifying the genus Chaetomium. In addition to its antibiotic properties, chaetomin has demonstrated potent antitumor activity by inhibiting hypoxia-inducible transcription. It shows potential as an anticancer agent, particularly in targeting hypoxic tumor microenvironments.
| Catalog Number | I014001 |
| CAS Number | 1403-36-7 |
| Synonyms | (3S,5aR,10bS,11aS)-2,3,5a,6,10b,11-hexahydro-3-(hydroxymethyl)-10b-(3-[(1S,4S)-3-[[4-(hydroxymethyl)-5,7-dimethyl-6,8-dioxo-2,3-dithia-5,7-diazabicyclo[2.2.2]oct-1-yl)methyl]-1H-indol-1-yl]-2-methyl-3,11a-epidithio-11aH-pyrazino[1,2:1,5]pyrrolo[2,3-b |
| Molecular Formula | C₃₁H₃₀N₆O₆S₄ |
| Purity | 95% |
| Target | HIF |
| Solubility | Limited solubility |
| Appearance | Pink-beige solid |
| Storage | Store at -20°C |
| Analysis method | HPLC |
| IUPAC Name | 14-(hydroxymethyl)-3-[3-[[4-(hydroxymethyl)-5,7-dimethyl-6,8-dioxo-2,3-dithia-5,7-diazabicyclo[2.2.2]octan-1-yl]methyl]indol-1-yl]-18-methyl-15,16-dithia-10,12,18-triazapentacyclo[12.2.2.01,12.03,11.04,9]octadeca-4,6,8-triene-13,17-dione |
| InChI | InChI=1S/C31H30N6O6S4/c1-33-25(42)30(15-38)34(2)23(40)28(33,44-46-30)12-17-13-36(21-11-7-4-8-18(17)21)27-14-29-24(41)35(3)31(16-39,47-45-29)26(43)37(29)22(27)32-20-10-6-5-9-19(20)27/h4-11,13,22,32,38-39H,12,14-16H2,1-3H3/t22-,27+,28-,29+,30+,31+/m1/s1 |
| InChIKey | ZRZWBWPDBOVIGQ-OKMJTBRXSA-N |
| SMILES | CN1C(=O)C2(N(C(=O)C1(SS2)CC3=CN(C4=CC=CC=C43)C56CC78C(=O)N(C(C(=O)N7C5NC9=CC=CC=C69)(SS8)CO)C)C)CO |
