Tigilanol tiglate Chemical Properties

Boiling point:

682.1±55.0 °C(Predicted)

Density 

1.35±0.1 g/cm3(Predicted)

pka

10?+-.0.70(Predicted)

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+/m0/s1

InChIKey

YLQZMOUMDYVSQR-FOWZUWBHSA-N

SMILES

C(O[C@H]1[C@@]2(OC(=O)[C@@H](C)CC)C(C)(C)[C@@]2([H])[C@]2([H])[C@]3([H])O[C@]3(CO)[C@@H](O)[C@@]3(O)[C@@]([H])(C=C(C)C3=O)[C@@]2(O)[C@@H]1C)(=O)/C(/C)=C/C

Tigilanol tiglate Usage And Synthesis

Description

Tigilanol tiglate is a novel small molecule drug approved in Europe for the intratumoural treatment of non-metastatic, unresectable canine mast cell tumours. In addition, Tigilanol tiglate is also used for the treatment of multiple synchronous mast cell tumours in dogs and skin tumours in horses.

Uses

Tigilanol tiglate is a medication used to treat dogs with non-metastatic, skin-based (cutaneous) mast cell tumors (MCTs). 

Definition

ChEBI: Tigilanol tiglate is a diterpenoid natural product isolated from the kernels of the Australian blushwood tree (Fontainea picrosperma). It is approved as a veterinary pharmaceutical for the treatment of non-metastatic and non-resectable canine mast cell tumours. It has a role as an antineoplastic agent, a plant metabolite and a protein kinase C agonist. It is a diterpenoid, a phorbol ester, a diester and an organic heteropentacyclic compound.

Mechanism of action

The active substance in Tigilanol tiglate stimulates the action of enzymes called protein  kinase C which are involved in regulating processes that can help cells grow and survive. By activating  these enzymes blood supply to cells gets interrupted, resulting in the death of the cell. By injecting  Stelfonta into the tumour, cancer cells will be affected, so destroying the tumour, and leaving a wound  at the injection site.