EBC-46

Tigilanol tiglate

Clinical data
Routes of administration	injected
Identifiers
CAS Number	943001-56-7 Y
PubChem CID	23627739
ChemSpider	32079087 N
UNII	R1ZJT87990
Chemical and physical data
Formula	C30H42O10
Molar mass	562.647
3D model (Jmol)	Interactive image
SMILES CCC(C)C(=O)O[C@@]12[C@@H](C1(C)C)[C@@H]3[C@H]4[C@](O4)([C@H]([C@]5([C@H]([C@]3([C@@H]([C@H]2OC(=O)/C(=C/C)/C)C)O)C=C(C5=O)C)O)O)CO
InChI InChI=1S/C30H42O10/c1-9-13(3)23(33)38-21-16(6)28(36)17-11-15(5)20(32)29(17,37)25(35)27(12-31)22(39-27)18(28)19-26(7,8)30(19,21)40-24(34)14(4)10-2/h9,11,14,16-19,21-22,25,31,35-37H,10,12H2,1-8H3/b13-9+/t14?,16-,17+,18-,19-,21-,22+,25-,27+,28+,29-,30-/m1/s1 N Key:YLQZMOUMDYVSQR-YUKITULJSA-N N
NY (what is this?)

Tigilanol tiglate (USAN), previously known as EBC-46 is an experimental drug candidate being studied pre-clinically by the Australian company Ecobiotics (specifically its drug discovery subsidiary Qbiotics). It was discovered through an automated screening process of natural products by selecting increasingly purified fractions of plant extracts, based on their ability to produce the desired activity profile. This is then followed by artificial synthesis of the isolated compound to confirm its chemical structure. EBC-46 is a phorbol ester which, along with other related compounds, acts as a protein kinase C regulator.

The initial lead came from observation that marsupials found the seed of Fontainea picrosperma unpalatable due to an inflammatory chemical present in reasonably high concentrations. This was identified as 12-tigloyl-13-(2-methylbutanoyl)-6,7-epoxy-4,5,9,12,13,20-hexahydroxy-1-tiglian-3-one.

EBC-46 is an extract from blushwood berries of Queensland, Australia.